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
Non-stop with Southwest Airlines
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Total flight time: 2 hours and 5 minutes
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Low-cost airline
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Baltimore and Chicago are both Southwest Airlines focus cities.
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52 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
BWI
Direct
MDW
W25, Jun 15 - Jun 21
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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----
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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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22:40
The timetable & schedule information was updated at 2026-04-21
Via Pittsburgh with Southwest Airlines
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Total flight time: 3h 10m - 5h 00m.
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Low-cost airline
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Baltimore and Chicago are both Southwest Airlines focus cities.
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48 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
BWI
Via PIT
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN1052
WN4673
WN4673
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10:25
WN1052
WN2757
WN2757
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11:00
11:00
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WN1053
WN2340
WN2340
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----
----
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17:15
WN1053
WN4073
WN4073
18:20
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18:20
18:20
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----
The timetable & schedule information was updated at 2026-04-21
Via Cleveland with Southwest Airlines
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Total flight time: 3h 15m - 5h 15m.
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Low-cost airline
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Baltimore and Chicago are both Southwest Airlines focus cities.
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30 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
BWI
Via CLE
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN893
WN1163
WN1163
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----
----
----
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10:25
WN908
WN1161
WN1161
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----
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10:30
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The timetable & schedule information was updated at 2026-04-21
Via Columbus with Southwest Airlines
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Total flight time: 3h 15m - 5h 35m.
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Low-cost airline
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Baltimore and Chicago are both Southwest Airlines focus cities.
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25 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
BWI
Via CMH
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN921
WN66
WN66
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16:55
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WN921
WN1200
WN1200
17:00
----
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17:00
17:00
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17:40
WN4355
WN1200
WN1200
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17:40
17:40
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----
----
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The timetable & schedule information was updated at 2026-04-21
Via Indianapolis with Southwest Airlines
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Total flight time: 3h 20m - 5h 40m.
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Low-cost airline
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Baltimore and Chicago are both Southwest Airlines focus cities.
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17 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
BWI
Via IND
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2026-04-21

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.
Via Detroit with Delta