Airlines with flights from Baltimore to Chicago

There are two airlines with scheduled flights between BWI and MDW. Southwest is the only airline with non-stop flights from Baltimore Washington International to Midway International Airport and the flight time is 2 hours and 5 minutes.

Choose airline

Schedules

Southwest Airlines

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 5 minutes
  • Low-cost airline
  • Baltimore and Chicago are both Southwest Airlines focus cities.
  • 52 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
BWI
Direct
MDW
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN995
06:10
07:40
07:40
06:10
06:10
06:15
06:10
WN4217
09:35
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09:35
09:35
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07:45
WN2794
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09:40
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WN1139
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10:00
10:00
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WN435
12:30
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12:30
12:30
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WN2475
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13:00
13:00
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WN655
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----
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----
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13:55
WN5047
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15:15
WN997
16:05
16:50
16:50
16:05
16:05
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17:45
WN998
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18:30
18:30
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18:15
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WN1005
19:00
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19:00
19:00
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WN375
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19:35
WN999
20:55
20:30
20:30
20:55
20:55
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WN503
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21:25
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WN2730
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----
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22:40
SHOW RETURN SCHEDULE
CHECK PRICES FOR BWI - MDW

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Pittsburgh with Southwest Airlines

  • Total flight time: 3h 10m - 5h 00m.
  • Low-cost airline
  • Baltimore and Chicago are both Southwest Airlines focus cities.
  • 48 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
BWI
 
Via PIT
 
MDW

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Cleveland with Southwest Airlines

  • Total flight time: 3h 15m - 5h 15m.
  • Low-cost airline
  • Baltimore and Chicago are both Southwest Airlines focus cities.
  • 30 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
BWI
 
Via CLE
 
MDW

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Columbus with Southwest Airlines

  • Total flight time: 3h 15m - 5h 35m.
  • Low-cost airline
  • Baltimore and Chicago are both Southwest Airlines focus cities.
  • 25 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
BWI
 
Via CMH
 
MDW

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Indianapolis with Southwest Airlines

  • Total flight time: 3h 20m - 5h 40m.
  • Low-cost airline
  • Baltimore and Chicago are both Southwest Airlines focus cities.
  • 17 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
BWI
 
Via IND
 
MDW

The timetable & schedule information was updated at 2026-04-21

Staying up-to-date with the airlines

At Airlineinformation.com you can learn all about the airlines operating around the world together with their destinations and where they operate. You will get a transparent overview of airlines with scheduled flights between any two destinations with non-stop or 1-stop flights regardless of price or availability.
Flight data on this page was last updated on 2026-06-02