Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline American Airlines

The cheapest airline(s) flying from Washington to Chicago is American Airlines.

  • American Airlines American Airlines
  • Sun Country Airlines Sun Country Airlines
  • JetBlue Airways JetBlue Airways
  • United Airlines United Airlines
  • Delta Air Lines Delta Air Lines
  • Frontier Airlines Frontier Airlines
Cheapest Month June

Travel Period: June 2024 - May 2025

The cheapest month(s) to fly from Washington to Chicago is June.

  • Jun 2024
  • Jul 2024
  • Aug 2024
  • Sep 2024
  • Oct 2024
  • Nov 2024
  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
Cheapest Day of the Week Wednesday

The cheapest day(s) of the week to fly from Washington to Chicago is Wednesday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday
Cheapest Time 6am

The cheapest time of the day to fly from Washington to Chicago is in the early morning.

Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm

Flight Schedules

Last Updated: Tue, 2 Apr, 2024

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  • Total Duration
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    All
  • Availability
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 20:20 - 21:25
    BWI - MDW
  • 20:20 (BWI)Baltimore Washington International Airport
  • 21:25 (MDW)Chicago Midway Airport
  • (WN 3059)Boeing 737 700
  • 2h 05m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 20:40 - 21:45
    DCA - ORD
  • 20:40 (DCA)Washington Ronald Reagan National Airport
  • 21:45 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 5495)Embraer 175
  • 2h 05m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • Embraer 175
  • 20:45 - 21:50
    DCA - MDW
  • 20:45 (DCA)Washington Ronald Reagan National Airport
  • 21:50 (MDW)Chicago Midway Airport
  • (WN 2302)Boeing 737 800
  • 2h 05m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 800
  • 21:00 - 22:00
    BWI - MDW
  • 21:00 (BWI)Baltimore Washington International Airport
  • 22:00 (MDW)Chicago Midway Airport
  • (WN 3059)Boeing 737 Max 8 Passenger
  • 2h
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 21:05 - 22:05
    DCA - MDW
  • 21:05 (DCA)Washington Ronald Reagan National Airport
  • 22:05 (MDW)Chicago Midway Airport
  • (WN 2302)Boeing 737 700
  • 2h
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 21:10 - 22:20
    BWI - ORD
  • 21:10 (BWI)Baltimore Washington International Airport
  • 22:20 (ORD)Chicago O'Hare International Airport
  • (WN 5289)Boeing 737 Max 8 Passenger
  • 2h 10m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 21:10 - 22:20
    BWI - ORD
  • 21:10 (BWI)Baltimore Washington International Airport
  • 22:20 (ORD)Chicago O'Hare International Airport
  • (WN 5289)Boeing 737 800
  • 2h 10m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 800
  • 21:10 - 22:20
    BWI - ORD
  • 21:10 (BWI)Baltimore Washington International Airport
  • 22:20 (ORD)Chicago O'Hare International Airport
  • (WN 5289)Boeing 737 700
  • 2h 10m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 21:15 - 22:10
    DCA - MDW
  • 21:15 (DCA)Washington Ronald Reagan National Airport
  • 22:10 (MDW)Chicago Midway Airport
  • (WN 2302)Boeing 737 700
  • 1h 55m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 21:55 - 22:55
    BWI - MDW
  • 21:55 (BWI)Baltimore Washington International Airport
  • 22:55 (MDW)Chicago Midway Airport
  • (WN 2775)Boeing 737 700
  • 2h
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700
  • 22:07 - 23:12
    IAD - ORD
  • 22:07 (IAD)Washington Dulles International Airport
  • 23:12 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2667)Boeing 737 800
  • 2h 05m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 06:00 - 07:12
    DCA - ORD
  • 06:00 (DCA)Washington Ronald Reagan National Airport
  • 07:12 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1595)Boeing 737 700
  • 2h 12m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 06:17 - 07:29
    BWI - ORD
  • 06:17 (BWI)Baltimore Washington International Airport
  • 07:29 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1857)Boeing 737 800
  • 2h 12m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 06:22 - 07:40
    BWI - ORD
  • 06:22 (BWI)Baltimore Washington International Airport
  • 07:40 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2750)Boeing 737 800
  • 2h 18m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 06:25 - 07:25
    DCA - MDW
  • 06:25 (DCA)Washington Ronald Reagan National Airport
  • 07:25 (MDW)Chicago Midway Airport
  • (WN 3085)Boeing 737 700
  • 2h
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 06:26 - 07:40
    DCA - ORD
  • 06:26 (DCA)Washington Ronald Reagan National Airport
  • 07:40 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2903)Boeing 737 800
  • 2h 14m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 06:30 - 07:35
    BWI - MDW
  • 06:30 (BWI)Baltimore Washington International Airport
  • 07:35 (MDW)Chicago Midway Airport
  • (WN 3054)Boeing 737 800
  • 2h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 800
  • 06:30 - 07:42
    DCA - ORD
  • 06:30 (DCA)Washington Ronald Reagan National Airport
  • 07:42 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3409)Embraer 170
  • 2h 12m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • Embraer 170
  • 06:55 - 08:00
    DCA - MDW
  • 06:55 (DCA)Washington Ronald Reagan National Airport
  • 08:00 (MDW)Chicago Midway Airport
  • (WN 3085)Boeing 737 700
  • 2h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • S
    • -
  • Boeing 737 700
  • 07:00 - 08:03
    IAD - ORD
  • 07:00 (IAD)Washington Dulles International Airport
  • 08:03 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1778)Airbus
  • 2h 03m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 07:00 - 08:05
    DCA - ORD
  • 07:00 (DCA)Washington Ronald Reagan National Airport
  • 08:05 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1035)Airbus
  • 2h 05m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • -
  • Airbus
  • 07:15 - 08:10
    BWI - MDW
  • 07:15 (BWI)Baltimore Washington International Airport
  • 08:10 (MDW)Chicago Midway Airport
  • (WN 3054)Boeing 737 800
  • 1h 55m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 800
  • 07:25 - 08:25
    DCA - MDW
  • 07:25 (DCA)Washington Ronald Reagan National Airport
  • 08:25 (MDW)Chicago Midway Airport
  • (WN 3085)Boeing 737 Max 8 Passenger
  • 2h
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 07:25 - 08:25
    BWI - MDW
  • 07:25 (BWI)Baltimore Washington International Airport
  • 08:25 (MDW)Chicago Midway Airport
  • (WN 3054)Boeing 737 Max 8 Passenger
  • 2h
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 07:45 - 08:40
    BWI - MDW
  • 07:45 (BWI)Baltimore Washington International Airport
  • 08:40 (MDW)Chicago Midway Airport
  • (WN 3054)Boeing 737 800
  • 1h 55m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 800
  • 07:45 - 08:51
    DCA - ORD
  • 07:45 (DCA)Washington Ronald Reagan National Airport
  • 08:51 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 4645)Embraer 175
  • 2h 06m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 175
  • 08:00 - 10:50
    DCA - MDW
  • 08:00 (DCA)Washington Ronald Reagan National Airport
  • 10:50 (MDW)Chicago Midway Airport
  • (WN 4631)Boeing 737 700
  • 3h 50m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 08:03 - 09:15
    DCA - ORD
  • 08:03 (DCA)Washington Ronald Reagan National Airport
  • 09:15 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2304)Boeing 737 800
  • 2h 12m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 08:05 - 09:05
    BWI - MDW
  • 08:05 (BWI)Baltimore Washington International Airport
  • 09:05 (MDW)Chicago Midway Airport
  • (WN 2665)Boeing 737 700
  • 2h
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 08:35 - 09:39
    IAD - ORD
  • 08:35 (IAD)Washington Dulles International Airport
  • 09:39 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1744)Boeing 737 800
  • 2h 04m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 08:40 - 10:00
    BWI - ORD
  • 08:40 (BWI)Baltimore Washington International Airport
  • 10:00 (ORD)Chicago O'Hare International Airport
  • (WN 3626)Boeing 737 700
  • 2h 20m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 08:40 - 10:00
    BWI - ORD
  • 08:40 (BWI)Baltimore Washington International Airport
  • 10:00 (ORD)Chicago O'Hare International Airport
  • (WN 3626)Boeing 737 800
  • 2h 20m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 800
  • 08:45 - 09:48
    DCA - ORD
  • 08:45 (DCA)Washington Ronald Reagan National Airport
  • 09:48 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2003)Airbus
  • 2h 03m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • -
  • Airbus
  • 09:00 - 10:15
    DCA - MDW
  • 09:00 (DCA)Washington Ronald Reagan National Airport
  • 10:15 (MDW)Chicago Midway Airport
  • (WN 3086)Boeing 737 Max 8 Passenger
  • 2h 15m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 09:05 - 10:20
    DCA - MDW
  • 09:05 (DCA)Washington Ronald Reagan National Airport
  • 10:20 (MDW)Chicago Midway Airport
  • (WN 3086)Boeing 737 800
  • 2h 15m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 09:30 - 10:35
    DCA - MDW
  • 09:30 (DCA)Washington Ronald Reagan National Airport
  • 10:35 (MDW)Chicago Midway Airport
  • (WN 3086)Boeing 737 700
  • 2h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 09:45 - 11:50
    BWI - MDW
  • 09:45 (BWI)Baltimore Washington International Airport
  • 11:50 (MDW)Chicago Midway Airport
  • (WN 472)Boeing 737 700
  • 3h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 09:45 - 10:50
    DCA - MDW
  • 09:45 (DCA)Washington Ronald Reagan National Airport
  • 10:50 (MDW)Chicago Midway Airport
  • (WN 3086)Boeing 737 700
  • 2h 05m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 09:45 - 10:42
    DCA - ORD
  • 09:45 (DCA)Washington Ronald Reagan National Airport
  • 10:42 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 5215)Embraer 175
  • 1h 57m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 175
  • 09:50 - 10:50
    BWI - MDW
  • 09:50 (BWI)Baltimore Washington International Airport
  • 10:50 (MDW)Chicago Midway Airport
  • (WN 1001)Boeing 737 700
  • 2h
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700
  • 09:50 - 11:05
    BWI - ORD
  • 09:50 (BWI)Baltimore Washington International Airport
  • 11:05 (ORD)Chicago O'Hare International Airport
  • (WN 3626)Boeing 737 700
  • 2h 15m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700
  • 09:59 - 11:10
    DCA - ORD
  • 09:59 (DCA)Washington Ronald Reagan National Airport
  • 11:10 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 978)Airbus
  • 2h 11m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 10:10 - 11:10
    BWI - MDW
  • 10:10 (BWI)Baltimore Washington International Airport
  • 11:10 (MDW)Chicago Midway Airport
  • (WN 1930)Boeing 737 Max 8 Passenger
  • 2h
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 10:45 - 11:56
    DCA - ORD
  • 10:45 (DCA)Washington Ronald Reagan National Airport
  • 11:56 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 4704)Embraer 175
  • 2h 11m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 175
  • 10:45 - 11:47
    BWI - ORD
  • 10:45 (BWI)Baltimore Washington International Airport
  • 11:47 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 455)Airbus
  • 2h 02m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 10:55 - 11:55
    DCA - MDW
  • 10:55 (DCA)Washington Ronald Reagan National Airport
  • 11:55 (MDW)Chicago Midway Airport
  • (WN 3087)Boeing 737 800
  • 2h
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 800
  • 11:10 - 14:30
    BWI - MDW
  • 11:10 (BWI)Baltimore Washington International Airport
  • 14:30 (MDW)Chicago Midway Airport
  • (WN 2603)Boeing 737 Max 8 Passenger
  • 4h 20m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 11:15 - 12:15
    DCA - MDW
  • 11:15 (DCA)Washington Ronald Reagan National Airport
  • 12:15 (MDW)Chicago Midway Airport
  • (WN 3087)Boeing 737 800
  • 2h
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 800
  • 11:28 - 12:45
    BWI - ORD
  • 11:28 (BWI)Baltimore Washington International Airport
  • 12:45 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3843)Embraer 170
  • 2h 17m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 170
  • 11:30 - 12:40
    DCA - ORD
  • 11:30 (DCA)Washington Ronald Reagan National Airport
  • 12:40 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 1269)Boeing 737 800
  • 2h 10m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 11:45 - 12:49
    DCA - ORD
  • 11:45 (DCA)Washington Ronald Reagan National Airport
  • 12:49 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 5517)Embraer 175
  • 2h 04m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • Embraer 175
  • 11:55 - 13:05
    BWI - ORD
  • 11:55 (BWI)Baltimore Washington International Airport
  • 13:05 (ORD)Chicago O'Hare International Airport
  • (WN 1090)Boeing 737 700
  • 2h 10m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 11:55 - 12:55
    DCA - MDW
  • 11:55 (DCA)Washington Ronald Reagan National Airport
  • 12:55 (MDW)Chicago Midway Airport
  • (WN 3087)Boeing 737 Max 8 Passenger
  • 2h
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 12:10 - 14:30
    BWI - MDW
  • 12:10 (BWI)Baltimore Washington International Airport
  • 14:30 (MDW)Chicago Midway Airport
  • (WN 2175)Boeing 737 700
  • 3h 20m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 12:35 - 13:42
    IAD - ORD
  • 12:35 (IAD)Washington Dulles International Airport
  • 13:42 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2169)Boeing 737 800
  • 2h 07m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 12:45 - 13:56
    DCA - ORD
  • 12:45 (DCA)Washington Ronald Reagan National Airport
  • 13:56 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2076)Airbus
  • 2h 11m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 12:45 - 13:40
    BWI - MDW
  • 12:45 (BWI)Baltimore Washington International Airport
  • 13:40 (MDW)Chicago Midway Airport
  • (WN 5950)Boeing 737 800
  • 1h 55m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 800
  • 13:05 - 14:05
    BWI - MDW
  • 13:05 (BWI)Baltimore Washington International Airport
  • 14:05 (MDW)Chicago Midway Airport
  • (WN 5950)Boeing 737 800
  • 2h
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 13:05 - 14:15
    BWI - ORD
  • 13:05 (BWI)Baltimore Washington International Airport
  • 14:15 (ORD)Chicago O'Hare International Airport
  • (WN 3191)Boeing 737 700
  • 2h 10m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 13:15 - 14:15
    BWI - MDW
  • 13:15 (BWI)Baltimore Washington International Airport
  • 14:15 (MDW)Chicago Midway Airport
  • (WN 5950)Boeing 737 Max 8 Passenger
  • 2h
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 13:30 - 15:55
    BWI - MDW
  • 13:30 (BWI)Baltimore Washington International Airport
  • 15:55 (MDW)Chicago Midway Airport
  • (WN 4247)Boeing 737 700
  • 3h 25m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 13:40 - 14:55
    DCA - ORD
  • 13:40 (DCA)Washington Ronald Reagan National Airport
  • 14:55 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 5494)Embraer 175
  • 2h 15m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • Embraer 175
  • 13:45 - 14:45
    BWI - MDW
  • 13:45 (BWI)Baltimore Washington International Airport
  • 14:45 (MDW)Chicago Midway Airport
  • (WN 5950)Boeing 737 800
  • 2h
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 800
  • 14:30 - 17:55
    BWI - MDW
  • 14:30 (BWI)Baltimore Washington International Airport
  • 17:55 (MDW)Chicago Midway Airport
  • (WN 3405)Boeing 737 800
  • 4h 25m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 14:35 - 15:30
    DCA - MDW
  • 14:35 (DCA)Washington Ronald Reagan National Airport
  • 15:30 (MDW)Chicago Midway Airport
  • (WN 1562)Boeing 737 800
  • 1h 55m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 800
  • 14:40 - 17:05
    BWI - MDW
  • 14:40 (BWI)Baltimore Washington International Airport
  • 17:05 (MDW)Chicago Midway Airport
  • (WN 715)Boeing 737 700
  • 3h 25m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 14:45 - 15:45
    DCA - MDW
  • 14:45 (DCA)Washington Ronald Reagan National Airport
  • 15:45 (MDW)Chicago Midway Airport
  • (WN 1562)Boeing 737 800
  • 2h
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 800
  • 14:45 - 15:57
    DCA - ORD
  • 14:45 (DCA)Washington Ronald Reagan National Airport
  • 15:57 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 5859)Embraer 175
  • 2h 12m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 175
  • 14:54 - 16:10
    DCA - ORD
  • 14:54 (DCA)Washington Ronald Reagan National Airport
  • 16:10 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 1187)Boeing 737 800
  • 2h 16m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 15:10 - 16:25
    BWI - ORD
  • 15:10 (BWI)Baltimore Washington International Airport
  • 16:25 (ORD)Chicago O'Hare International Airport
  • (WN 3191)Boeing 737 700
  • 2h 15m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 15:30 - 17:35
    BWI - MDW
  • 15:30 (BWI)Baltimore Washington International Airport
  • 17:35 (MDW)Chicago Midway Airport
  • (WN 2145)Boeing 737 700
  • 3h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 15:35 - 16:35
    BWI - MDW
  • 15:35 (BWI)Baltimore Washington International Airport
  • 16:35 (MDW)Chicago Midway Airport
  • (WN 2136)Boeing 737 Max 8 Passenger
  • 2h
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 15:40 - 16:45
    DCA - MDW
  • 15:40 (DCA)Washington Ronald Reagan National Airport
  • 16:45 (MDW)Chicago Midway Airport
  • (WN 1562)Boeing 737 700
  • 2h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 15:45 - 16:57
    DCA - ORD
  • 15:45 (DCA)Washington Ronald Reagan National Airport
  • 16:57 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 5245)Embraer 175
  • 2h 12m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 175
  • 15:50 - 16:55
    DCA - MDW
  • 15:50 (DCA)Washington Ronald Reagan National Airport
  • 16:55 (MDW)Chicago Midway Airport
  • (WN 1562)Boeing 737 Max 8 Passenger
  • 2h 05m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 16:00 - 17:00
    BWI - MDW
  • 16:00 (BWI)Baltimore Washington International Airport
  • 17:00 (MDW)Chicago Midway Airport
  • (WN 2136)Boeing 737 800
  • 2h
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 800
  • 16:33 - 17:45
    DCA - ORD
  • 16:33 (DCA)Washington Ronald Reagan National Airport
  • 17:45 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 1188)Airbus
  • 2h 12m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 16:40 - 17:40
    BWI - MDW
  • 16:40 (BWI)Baltimore Washington International Airport
  • 17:40 (MDW)Chicago Midway Airport
  • (WN 2136)Boeing 737 Max 8 Passenger
  • 2h
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 16:40 - 17:45
    BWI - MDW
  • 16:40 (BWI)Baltimore Washington International Airport
  • 17:45 (MDW)Chicago Midway Airport
  • (WN 2136)Boeing 737 800
  • 2h 05m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 16:45 - 17:49
    DCA - ORD
  • 16:45 (DCA)Washington Ronald Reagan National Airport
  • 17:49 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2289)Airbus
  • 2h 04m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • Airbus
  • 17:11 - 18:21
    BWI - ORD
  • 17:11 (BWI)Baltimore Washington International Airport
  • 18:21 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 590)Airbus
  • 2h 10m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 17:15 - 18:33
    IAD - ORD
  • 17:15 (IAD)Washington Dulles International Airport
  • 18:33 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2497)Boeing 737 800
  • 2h 18m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 17:25 - 20:40
    BWI - MDW
  • 17:25 (BWI)Baltimore Washington International Airport
  • 20:40 (MDW)Chicago Midway Airport
  • (WN 2738)Boeing 737 Max 8 Passenger
  • 4h 15m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 17:25 - 20:45
    BWI - MDW
  • 17:25 (BWI)Baltimore Washington International Airport
  • 20:45 (MDW)Chicago Midway Airport
  • (WN 487)Boeing 737 Max 8 Passenger
  • 4h 20m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 17:35 - 20:45
    BWI - MDW
  • 17:35 (BWI)Baltimore Washington International Airport
  • 20:45 (MDW)Chicago Midway Airport
  • (WN 487)Boeing 737 700
  • 4h 10m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 17:40 - 18:54
    DCA - ORD
  • 17:40 (DCA)Washington Ronald Reagan National Airport
  • 18:54 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 533)Airbus
  • 2h 14m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • Airbus
  • 17:40 - 18:54
    DCA - ORD
  • 17:40 (DCA)Washington Ronald Reagan National Airport
  • 18:54 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 3461)Embraer 170
  • 2h 14m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Embraer 170
  • 17:45 - 20:25
    BWI - MDW
  • 17:45 (BWI)Baltimore Washington International Airport
  • 20:25 (MDW)Chicago Midway Airport
  • (WN 442)Boeing 737 700
  • 3h 40m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700
  • 17:55 - 20:50
    BWI - MDW
  • 17:55 (BWI)Baltimore Washington International Airport
  • 20:50 (MDW)Chicago Midway Airport
  • (WN 2738)Boeing 737 700
  • 3h 55m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 18:00 - 20:30
    BWI - MDW
  • 18:00 (BWI)Baltimore Washington International Airport
  • 20:30 (MDW)Chicago Midway Airport
  • (WN 523)Boeing 737 800
  • 3h 30m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 800
  • 18:15 - 19:15
    BWI - MDW
  • 18:15 (BWI)Baltimore Washington International Airport
  • 19:15 (MDW)Chicago Midway Airport
  • (WN 1789)Boeing 737 Max 8 Passenger
  • 2h
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 18:25 - 21:50
    BWI - MDW
  • 18:25 (BWI)Baltimore Washington International Airport
  • 21:50 (MDW)Chicago Midway Airport
  • (WN 487)Boeing 737 Max 8 Passenger
  • 4h 25m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 18:28 - 19:40
    DCA - ORD
  • 18:28 (DCA)Washington Ronald Reagan National Airport
  • 19:40 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 1263)Boeing 737 800
  • 2h 12m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 18:45 - 19:45
    BWI - MDW
  • 18:45 (BWI)Baltimore Washington International Airport
  • 19:45 (MDW)Chicago Midway Airport
  • (WN 1789)Boeing 737 Max 8 Passenger
  • 2h
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 Max 8 Passenger
  • 18:45 - 19:56
    DCA - ORD
  • 18:45 (DCA)Washington Ronald Reagan National Airport
  • 19:56 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 5845)Embraer 175
  • 2h 11m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • Embraer 175
  • 18:50 - 19:50
    DCA - MDW
  • 18:50 (DCA)Washington Ronald Reagan National Airport
  • 19:50 (MDW)Chicago Midway Airport
  • (WN 6141)Boeing 737 Max 8 Passenger
  • 2h
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 18:55 - 20:00
    BWI - MDW
  • 18:55 (BWI)Baltimore Washington International Airport
  • 20:00 (MDW)Chicago Midway Airport
  • (WN 1789)Boeing 737 800
  • 2h 05m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 800
  • 19:00 - 20:00
    DCA - MDW
  • 19:00 (DCA)Washington Ronald Reagan National Airport
  • 20:00 (MDW)Chicago Midway Airport
  • (WN 6141)Boeing 737 800
  • 2h
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • -
  • Boeing 737 800
  • 19:15 - 20:20
    BWI - MDW
  • 19:15 (BWI)Baltimore Washington International Airport
  • 20:20 (MDW)Chicago Midway Airport
  • (WN 1789)Boeing 737 700
  • 2h 05m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 19:30 - 20:30
    DCA - MDW
  • 19:30 (DCA)Washington Ronald Reagan National Airport
  • 20:30 (MDW)Chicago Midway Airport
  • (WN 6141)Boeing 737 800
  • 2h
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 800

Connecting Flights

  • 20:45 - 21:55
    BWI - STL
    22:50 - 23:55
    STL - MDW
  • 20:45 (BWI)Baltimore Washington International Airport
    22:50 (STL)St Louis Lambert Intl Airport
  • 21:55 (STL)St Louis Lambert Intl Airport
    23:55 (MDW)Chicago Midway Airport
  • (WN 178)Boeing 737 800
    (WN 3244)Boeing 737 800
  • 4h 10m (55m)
  • STL Saint Louis 55m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 21:00 - 21:55+ 1
    BWI - BNA
    22:40 - 00:10+ 1
    BNA - MDW
  • 21:00 (BWI)Baltimore Washington International Airport
    22:40 (BNA)Nashville Airport
  • 21:55 (BNA)Nashville Airport + 1
    00:10 (MDW)Chicago Midway Airport
  • (WN 540)Boeing 737 Max 8 Passenger
    (WN 5212)Boeing 737 700
  • 4h 10m (45m)
  • BNA Nashville 45m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:05 - 06:55
    DCA - BNA
    08:15 - 10:00
    BNA - ORD
  • 06:05 (DCA)Washington Ronald Reagan National Airport
    08:15 (BNA)Nashville Airport
  • 06:55 (BNA)Nashville Airport
    10:00 (ORD)Chicago O'Hare International Airport
  • (WN 557)Boeing 737 Max 8 Passenger
    (WN 3623)Boeing 737 700
  • 4h 55m (1h 20m)
  • BNA Nashville 1h 20m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:15 - 07:10
    BWI - BNA
    08:15 - 10:00
    BNA - ORD
  • 06:15 (BWI)Baltimore Washington International Airport
    08:15 (BNA)Nashville Airport
  • 07:10 (BNA)Nashville Airport
    10:00 (ORD)Chicago O'Hare International Airport
  • (WN 534)Boeing 737 700
    (WN 3623)Boeing 737 700
  • 4h 45m (1h 05m)
  • BNA Nashville 1h 05m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:25 - 07:15
    DCA - BNA
    09:00 - 10:45
    BNA - ORD
  • 06:25 (DCA)Washington Ronald Reagan National Airport
    09:00 (BNA)Nashville Airport
  • 07:15 (BNA)Nashville Airport
    10:45 (ORD)Chicago O'Hare International Airport
  • (WN 557)Boeing 737 700
    (WN 510)Boeing 737 700
  • 5h 20m (1h 45m)
  • BNA Nashville 1h 45m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:25 - 07:20
    BWI - BNA
    09:15 - 10:50
    BNA - MDW
  • 06:25 (BWI)Baltimore Washington International Airport
    09:15 (BNA)Nashville Airport
  • 07:20 (BNA)Nashville Airport
    10:50 (MDW)Chicago Midway Airport
  • (WN 534)Boeing 737 700
    (WN 2119)Boeing 737 700
  • 5h 25m (1h 55m)
  • BNA Nashville 1h 55m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:35 - 07:30
    BWI - BNA
    09:00 - 10:45
    BNA - ORD
  • 06:35 (BWI)Baltimore Washington International Airport
    09:00 (BNA)Nashville Airport
  • 07:30 (BNA)Nashville Airport
    10:45 (ORD)Chicago O'Hare International Airport
  • (WN 534)Boeing 737 800
    (WN 510)Boeing 737 700
  • 5h 10m (1h 30m)
  • BNA Nashville 1h 30m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:40 - 07:35
    BWI - BNA
    09:00 - 10:45
    BNA - ORD
  • 06:40 (BWI)Baltimore Washington International Airport
    09:00 (BNA)Nashville Airport
  • 07:35 (BNA)Nashville Airport
    10:45 (ORD)Chicago O'Hare International Airport
  • (WN 4592)Boeing 737 700
    (WN 510)Boeing 737 700
  • 5h 05m (1h 25m)
  • BNA Nashville 1h 25m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:55 - 08:50
    DCA - ATL
    09:50 - 10:45
    ATL - MDW
  • 06:55 (DCA)Washington Ronald Reagan National Airport
    09:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 08:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    10:45 (MDW)Chicago Midway Airport
  • (WN 4179)Boeing 737 700
    (WN 5518)Boeing 737 Max 8 Passenger
  • 4h 50m (1h)
  • ATL 1h
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:40 - 09:35
    BWI - ATL
    10:40 - 11:35
    ATL - MDW
  • 07:40 (BWI)Baltimore Washington International Airport
    10:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 09:35 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    11:35 (MDW)Chicago Midway Airport
  • (WN 102)Boeing 737 Max 8 Passenger
    (WN 5518)Boeing 737 Max 8 Passenger
  • 4h 55m (1h 05m)
  • ATL 1h 05m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 08:00 - 09:10
    DCA - STL
    10:00 - 11:05
    STL - MDW
  • 08:00 (DCA)Washington Ronald Reagan National Airport
    10:00 (STL)St Louis Lambert Intl Airport
  • 09:10 (STL)St Louis Lambert Intl Airport
    11:05 (MDW)Chicago Midway Airport
  • (WN 4631)Boeing 737 700
    (WN 5866)Boeing 737 Max 8 Passenger
  • 4h 05m (50m)
  • STL Saint Louis 50m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 08:30 - 09:55
    BWI - CMH
    11:10 - 11:25
    CMH - MDW
  • 08:30 (BWI)Baltimore Washington International Airport
    11:10 (CMH)Columbus Port Columbus Intl Airport
  • 09:55 (CMH)Columbus Port Columbus Intl Airport
    11:25 (MDW)Chicago Midway Airport
  • (WN 1577)Boeing 737 Max 8 Passenger
    (WN 3279)Boeing 737 700
  • 3h 55m (1h 15m)
  • CMH Columbus 1h 15m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 09:05 - 10:25
    BWI - CLE
    12:15 - 12:30
    CLE - MDW
  • 09:05 (BWI)Baltimore Washington International Airport
    12:15 (CLE)Cleveland Hopkins International Airport
  • 10:25 (CLE)Cleveland Hopkins International Airport
    12:30 (MDW)Chicago Midway Airport
  • (WN 1166)Boeing 737 800
    (WN 3063)Boeing 737 700
  • 4h 25m (1h 50m)
  • CLE Cleveland 1h 50m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 09:25 - 11:10
    BWI - MSP
    11:45 - 13:15
    MSP - MDW
  • 09:25 (BWI)Baltimore Washington International Airport
    11:45 (MSP)Minneapolis International Airport
  • 11:10 (MSP)Minneapolis International Airport
    13:15 (MDW)Chicago Midway Airport
  • (WN 1106)Boeing 737 700
    (WN 3169)Boeing 737 700
  • 4h 50m (35m)
  • MSP Minneapolis 35m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 09:40 - 11:05
    BWI - BOS
    12:20 - 13:55
    BOS - MDW
  • 09:40 (BWI)Baltimore Washington International Airport
    12:20 (BOS)Boston Logan International Airport
  • 11:05 (BOS)Boston Logan International Airport
    13:55 (MDW)Chicago Midway Airport
  • (WN 3700)Boeing 737 800
    (WN 3048)Boeing 737 Max 8 Passenger
  • 5h 15m (1h 15m)
  • BOS Boston 1h 15m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 09:40 - 11:10
    BWI - CVG
    12:55 - 13:05
    CVG - MDW
  • 09:40 (BWI)Baltimore Washington International Airport
    12:55 (CVG)Cincinnati Northern Kentucky Intl Airport
  • 11:10 (CVG)Cincinnati Northern Kentucky Intl Airport
    13:05 (MDW)Chicago Midway Airport
  • (WN 3110)Boeing 737 700
    (WN 1938)Boeing 737 800
  • 4h 25m (1h 45m)
  • CVG 1h 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 09:45 - 11:10
    DCA - CMH
    13:55 - 14:05
    CMH - MDW
  • 09:45 (DCA)Washington Ronald Reagan National Airport
    13:55 (CMH)Columbus Port Columbus Intl Airport
  • 11:10 (CMH)Columbus Port Columbus Intl Airport
    14:05 (MDW)Chicago Midway Airport
  • (WN 1200)Boeing 737 700
    (WN 6025)Boeing 737 700
  • 5h 20m (2h 45m)
  • CMH Columbus 2h 45m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 09:50 - 11:00
    BWI - RDU
    12:45 - 13:45
    RDU - MDW
  • 09:50 (BWI)Baltimore Washington International Airport
    12:45 (RDU)Raleigh/Durham Airport
  • 11:00 (RDU)Raleigh/Durham Airport
    13:45 (MDW)Chicago Midway Airport
  • (WN 3991)Boeing 737 700
    (WN 5485)Boeing 737 700
  • 4h 55m (1h 45m)
  • RDU Morrisville 1h 45m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 10:35 - 11:55
    BWI - CMH
    13:35 - 13:50
    CMH - MDW
  • 10:35 (BWI)Baltimore Washington International Airport
    13:35 (CMH)Columbus Port Columbus Intl Airport
  • 11:55 (CMH)Columbus Port Columbus Intl Airport
    13:50 (MDW)Chicago Midway Airport
  • (WN 1842)Boeing 737 700
    (WN 6025)Boeing 737 Max 8 Passenger
  • 4h 15m (1h 40m)
  • CMH Columbus 1h 40m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 10:40 - 11:55
    BWI - STL
    12:35 - 13:40
    STL - MDW
  • 10:40 (BWI)Baltimore Washington International Airport
    12:35 (STL)St Louis Lambert Intl Airport
  • 11:55 (STL)St Louis Lambert Intl Airport
    13:40 (MDW)Chicago Midway Airport
  • (WN 4617)Boeing 737 Max 8 Passenger
    (WN 3241)Boeing 737 700
  • 4h (40m)
  • STL Saint Louis 40m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 10:40 - 11:35
    BWI - BNA
    12:55 - 14:30
    BNA - MDW
  • 10:40 (BWI)Baltimore Washington International Airport
    12:55 (BNA)Nashville Airport
  • 11:35 (BNA)Nashville Airport
    14:30 (MDW)Chicago Midway Airport
  • (WN 1813)Boeing 737 Max 8 Passenger
    (WN 5597)Boeing 737 800
  • 4h 50m (1h 20m)
  • BNA Nashville 1h 20m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 10:50 - 12:15
    BWI - CLE
    13:25 - 13:40
    CLE - MDW
  • 10:50 (BWI)Baltimore Washington International Airport
    13:25 (CLE)Cleveland Hopkins International Airport
  • 12:15 (CLE)Cleveland Hopkins International Airport
    13:40 (MDW)Chicago Midway Airport
  • (WN 1166)Boeing 737 700
    (WN 2969)Boeing 737 Max 8 Passenger
  • 3h 50m (1h 10m)
  • CLE Cleveland 1h 10m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 10:50 - 11:50
    BWI - PIT
    13:55 - 14:20
    PIT - MDW
  • 10:50 (BWI)Baltimore Washington International Airport
    13:55 (PIT)Pittsburgh International Airport
  • 11:50 (PIT)Pittsburgh International Airport
    14:20 (MDW)Chicago Midway Airport
  • (WN 872)Boeing 737 700
    (WN 3207)Boeing 737 700
  • 4h 30m (2h 05m)
  • PIT 2h 05m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 11:00 - 12:10
    BWI - STL
    14:20 - 15:25
    STL - MDW
  • 11:00 (BWI)Baltimore Washington International Airport
    14:20 (STL)St Louis Lambert Intl Airport
  • 12:10 (STL)St Louis Lambert Intl Airport
    15:25 (MDW)Chicago Midway Airport
  • (WN 4617)Boeing 737 700
    (WN 2732)Boeing 737 700
  • 5h 25m (2h 10m)
  • STL Saint Louis 2h 10m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 11:30 - 12:45
    BWI - STL
    14:40 - 15:45
    STL - MDW
  • 11:30 (BWI)Baltimore Washington International Airport
    14:40 (STL)St Louis Lambert Intl Airport
  • 12:45 (STL)St Louis Lambert Intl Airport
    15:45 (MDW)Chicago Midway Airport
  • (WN 4617)Boeing 737 700
    (WN 3242)Boeing 737 Max 8 Passenger
  • 5h 15m (1h 55m)
  • STL Saint Louis 1h 55m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 11:40 - 13:35
    BWI - ATL
    14:10 - 15:05
    ATL - MDW
  • 11:40 (BWI)Baltimore Washington International Airport
    14:10 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:35 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    15:05 (MDW)Chicago Midway Airport
  • (WN 183)Boeing 737 700
    (WN 1751)Boeing 737 800
  • 4h 25m (35m)
  • ATL 35m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 12:00 - 13:15
    DCA - STL
    14:40 - 15:45
    STL - MDW
  • 12:00 (DCA)Washington Ronald Reagan National Airport
    14:40 (STL)St Louis Lambert Intl Airport
  • 13:15 (STL)St Louis Lambert Intl Airport
    15:45 (MDW)Chicago Midway Airport
  • (WN 4632)Boeing 737 700
    (WN 3242)Boeing 737 Max 8 Passenger
  • 4h 45m (1h 25m)
  • STL Saint Louis 1h 25m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 12:40 - 13:50
    BWI - BUF
    16:25 - 17:05
    BUF - MDW
  • 12:40 (BWI)Baltimore Washington International Airport
    16:25 (BUF)Buffalo Airport
  • 13:50 (BUF)Buffalo Airport
    17:05 (MDW)Chicago Midway Airport
  • (WN 753)Boeing 737 Max 8 Passenger
    (WN 715)Boeing 737 700
  • 5h 25m (2h 35m)
  • BUF Buffalo 2h 35m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 12:50 - 14:05
    BWI - CLE
    14:45 - 15:00
    CLE - MDW
  • 12:50 (BWI)Baltimore Washington International Airport
    14:45 (CLE)Cleveland Hopkins International Airport
  • 14:05 (CLE)Cleveland Hopkins International Airport
    15:00 (MDW)Chicago Midway Airport
  • (WN 1166)Boeing 737 700
    (WN 2969)Boeing 737 700
  • 3h 10m (40m)
  • CLE Cleveland 40m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 12:55 - 13:50
    BWI - BNA
    14:40 - 16:25
    BNA - ORD
  • 12:55 (BWI)Baltimore Washington International Airport
    14:40 (BNA)Nashville Airport
  • 13:50 (BNA)Nashville Airport
    16:25 (ORD)Chicago O'Hare International Airport
  • (WN 6073)Boeing 737 700
    (WN 3624)Boeing 737 800
  • 4h 30m (50m)
  • BNA Nashville 50m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 13:10 - 14:30
    DCA - CMH
    17:25 - 17:35
    CMH - MDW
  • 13:10 (DCA)Washington Ronald Reagan National Airport
    17:25 (CMH)Columbus Port Columbus Intl Airport
  • 14:30 (CMH)Columbus Port Columbus Intl Airport
    17:35 (MDW)Chicago Midway Airport
  • (WN 1200)Boeing 737 800
    (WN 2145)Boeing 737 700
  • 5h 25m (2h 55m)
  • CMH Columbus 2h 55m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 13:10 - 14:05
    BWI - BNA
    15:10 - 16:40
    BNA - MDW
  • 13:10 (BWI)Baltimore Washington International Airport
    15:10 (BNA)Nashville Airport
  • 14:05 (BNA)Nashville Airport
    16:40 (MDW)Chicago Midway Airport
  • (WN 6073)Boeing 737 Max 8 Passenger
    (WN 2934)Boeing 737 700
  • 4h 30m (1h 05m)
  • BNA Nashville 1h 05m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 13:15 - 14:30
    BWI - BUF
    15:30 - 16:10
    BUF - MDW
  • 13:15 (BWI)Baltimore Washington International Airport
    15:30 (BUF)Buffalo Airport
  • 14:30 (BUF)Buffalo Airport
    16:10 (MDW)Chicago Midway Airport
  • (WN 753)Boeing 737 800
    (WN 2648)Boeing 737 800
  • 3h 55m (1h)
  • BUF Buffalo 1h
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 13:40 - 15:00
    DCA - CMH
    15:35 - 15:45
    CMH - MDW
  • 13:40 (DCA)Washington Ronald Reagan National Airport
    15:35 (CMH)Columbus Port Columbus Intl Airport
  • 15:00 (CMH)Columbus Port Columbus Intl Airport
    15:45 (MDW)Chicago Midway Airport
  • (WN 1314)Boeing 737 700
    (WN 1219)Boeing 737 700
  • 3h 05m (35m)
  • CMH Columbus 35m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 14:05 - 15:35
    BWI - DTW
    18:15 - 18:30
    DTW - MDW
  • 14:05 (BWI)Baltimore Washington International Airport
    18:15 (DTW)Detroit Wayne County
  • 15:35 (DTW)Detroit Wayne County
    18:30 (MDW)Chicago Midway Airport
  • (WN 1897)Boeing 737 700
    (WN 2282)Boeing 737 700
  • 5h 25m (2h 40m)
  • DTW 2h 40m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 14:15 - 15:40
    BWI - BOS
    16:50 - 18:30
    BOS - MDW
  • 14:15 (BWI)Baltimore Washington International Airport
    16:50 (BOS)Boston Logan International Airport
  • 15:40 (BOS)Boston Logan International Airport
    18:30 (MDW)Chicago Midway Airport
  • (WN 5824)Boeing 737 Max 8 Passenger
    (WN 3049)Boeing 737 Max 8 Passenger
  • 5h 15m (1h 10m)
  • BOS Boston 1h 10m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 14:30 - 15:20
    DCA - BNA
    16:10 - 17:55
    BNA - ORD
  • 14:30 (DCA)Washington Ronald Reagan National Airport
    16:10 (BNA)Nashville Airport
  • 15:20 (BNA)Nashville Airport
    17:55 (ORD)Chicago O'Hare International Airport
  • (WN 5056)Boeing 737 800
    (WN 510)Boeing 737 Max 8 Passenger
  • 4h 25m (50m)
  • BNA Nashville 50m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 14:35 - 15:45
    DCA - STL
    17:35 - 18:40
    STL - MDW
  • 14:35 (DCA)Washington Ronald Reagan National Airport
    17:35 (STL)St Louis Lambert Intl Airport
  • 15:45 (STL)St Louis Lambert Intl Airport
    18:40 (MDW)Chicago Midway Airport
  • (WN 4633)Boeing 737 700
    (WN 5687)Boeing 737 800
  • 5h 05m (1h 50m)
  • STL Saint Louis 1h 50m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 14:45 - 16:00
    BWI - STL
    17:35 - 18:40
    STL - MDW
  • 14:45 (BWI)Baltimore Washington International Airport
    17:35 (STL)St Louis Lambert Intl Airport
  • 16:00 (STL)St Louis Lambert Intl Airport
    18:40 (MDW)Chicago Midway Airport
  • (WN 1122)Boeing 737 700
    (WN 5687)Boeing 737 800
  • 4h 55m (1h 35m)
  • STL Saint Louis 1h 35m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 14:45 - 16:15
    BWI - CLT
    18:15 - 19:15
    CLT - MDW
  • 14:45 (BWI)Baltimore Washington International Airport
    18:15 (CLT)Charlotte Airport
  • 16:15 (CLT)Charlotte Airport
    19:15 (MDW)Chicago Midway Airport
  • (WN 1183)Boeing 737 700
    (WN 5710)Boeing 737 700
  • 5h 30m (2h)
  • CLT Charlotte 2h
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 14:50 - 16:00
    DCA - STL
    17:25 - 18:30
    STL - MDW
  • 14:50 (DCA)Washington Ronald Reagan National Airport
    17:25 (STL)St Louis Lambert Intl Airport
  • 16:00 (STL)St Louis Lambert Intl Airport
    18:30 (MDW)Chicago Midway Airport
  • (WN 4633)Boeing 737 700
    (WN 5687)Boeing 737 800
  • 4h 40m (1h 25m)
  • STL Saint Louis 1h 25m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 14:55 - 16:50
    BWI - ATL
    17:50 - 18:45
    ATL - MDW
  • 14:55 (BWI)Baltimore Washington International Airport
    17:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 16:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    18:45 (MDW)Chicago Midway Airport
  • (WN 1931)Boeing 737 700
    (WN 5042)Boeing 737 Max 8 Passenger
  • 4h 50m (1h)
  • ATL 1h
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 15:10 - 16:20
    BWI - RDU
    18:20 - 19:20
    RDU - MDW
  • 15:10 (BWI)Baltimore Washington International Airport
    18:20 (RDU)Raleigh/Durham Airport
  • 16:20 (RDU)Raleigh/Durham Airport
    19:20 (MDW)Chicago Midway Airport
  • (WN 3358)Boeing 737 Max 8 Passenger
    (WN 6063)Boeing 737 700
  • 5h 10m (2h)
  • RDU Morrisville 2h
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 15:20 - 16:15
    BWI - BNA
    17:00 - 18:35
    BNA - MDW
  • 15:20 (BWI)Baltimore Washington International Airport
    17:00 (BNA)Nashville Airport
  • 16:15 (BNA)Nashville Airport
    18:35 (MDW)Chicago Midway Airport
  • (WN 1849)Boeing 737 800
    (WN 2261)Boeing 737 800
  • 4h 15m (45m)
  • BNA Nashville 45m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 15:35 - 16:50
    BWI - STL
    17:25 - 18:30
    STL - MDW
  • 15:35 (BWI)Baltimore Washington International Airport
    17:25 (STL)St Louis Lambert Intl Airport
  • 16:50 (STL)St Louis Lambert Intl Airport
    18:30 (MDW)Chicago Midway Airport
  • (WN 3402)Boeing 737 700
    (WN 5687)Boeing 737 800
  • 3h 55m (35m)
  • STL Saint Louis 35m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 15:40 - 17:00
    BWI - CMH
    18:55 - 19:10
    CMH - MDW
  • 15:40 (BWI)Baltimore Washington International Airport
    18:55 (CMH)Columbus Port Columbus Intl Airport
  • 17:00 (CMH)Columbus Port Columbus Intl Airport
    19:10 (MDW)Chicago Midway Airport
  • (WN 2145)Boeing 737 700
    (WN 5993)Boeing 737 Max 8 Passenger
  • 4h 30m (1h 55m)
  • CMH Columbus 1h 55m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 15:55 - 17:20
    DCA - CMH
    19:35 - 19:45
    CMH - MDW
  • 15:55 (DCA)Washington Ronald Reagan National Airport
    19:35 (CMH)Columbus Port Columbus Intl Airport
  • 17:20 (CMH)Columbus Port Columbus Intl Airport
    19:45 (MDW)Chicago Midway Airport
  • (WN 1200)Boeing 737 Max 8 Passenger
    (WN 3585)Boeing 737 700
  • 4h 50m (2h 15m)
  • CMH Columbus 2h 15m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 16:00 - 17:15
    BWI - CLE
    19:25 - 19:40
    CLE - MDW
  • 16:00 (BWI)Baltimore Washington International Airport
    19:25 (CLE)Cleveland Hopkins International Airport
  • 17:15 (CLE)Cleveland Hopkins International Airport
    19:40 (MDW)Chicago Midway Airport
  • (WN 5025)Boeing 737 800
    (WN 2774)Boeing 737 700
  • 4h 40m (2h 10m)
  • CLE Cleveland 2h 10m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 16:20 - 17:20
    BWI - PIT
    20:20 - 20:45
    PIT - MDW
  • 16:20 (BWI)Baltimore Washington International Airport
    20:20 (PIT)Pittsburgh International Airport
  • 17:20 (PIT)Pittsburgh International Airport
    20:45 (MDW)Chicago Midway Airport
  • (WN 1145)Boeing 737 700
    (WN 2896)Boeing 737 700
  • 5h 25m (3h)
  • PIT 3h
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 16:20 - 18:05
    BWI - MCI
    18:55 - 20:15
    MCI - MDW
  • 16:20 (BWI)Baltimore Washington International Airport
    18:55 (MCI)Kansas City International Airport
  • 18:05 (MCI)Kansas City International Airport
    20:15 (MDW)Chicago Midway Airport
  • (WN 2521)Boeing 737 800
    (WN 2051)Boeing 737 800
  • 4h 55m (50m)
  • MCI Kansas City 50m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
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What’s the fastest flight time from Washington to Chicago?

The fastest flight time for direct flights from Washington to Chicago is 1 hour 55 minutes. Check latest flight schedules & prices on Wego.

What’s the most popular airline flying from Washington to Chicago?

The most popular airline flying from Washington to Chicago is United Airlines. Find the latest flight deals on Wego.

How far is Chicago from Washington?

The flight distance between Washington and Chicago is 955km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 06:00. The last flight of the day departs at 20:20. See the full list of flight times on Wego.

How many airlines offer direct flights from Washington to Chicago?

There are 3 airlines that offer direct flights from Washington to Chicago. Find out the list of airlines on Wego.