Airlines with flights from San Francisco to Chicago

There are two airlines with scheduled flights between SFO and MDW. Southwest is the only airline with non-stop flights from SFO Airport to Midway International Airport and the flight time is 4 hours and 10 minutes.

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Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 4 hours and 10 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 4 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
SFO
Direct
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN4121
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----
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06:10
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WN4015
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06:15
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06:15
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WN4099
10:20
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----
----
10:20
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10:20
SHOW RETURN SCHEDULE
CHECK PRICES FOR SFO - MDW

The timetable & schedule information was updated at 2025-01-15

Via Denver with Southwest Airlines

  • Total flight time: 5h 50m - 9h 45m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 26 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
SFO
 
Via DEN
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN2573
WN503
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05:00
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WN142
WN2337
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05:20
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WN2573
WN2765
05:20
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----
05:20
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05:20
WN142
WN2756
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07:15
05:20
07:15
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WN2573
WN648
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05:30
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05:30
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WN142
WN258
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----
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05:45
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WN142
WN1722
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05:45
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WN178
WN1036
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----
06:05
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WN178
WN1410
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06:05
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WN142
WN4514
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07:15
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07:15
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WN1794
WN4151
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07:25
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WN1794
WN106
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07:25
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WN1123
WN2749
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----
07:50
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WN3931
WN770
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08:25
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WN2712
WN2912
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09:10
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09:10
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WN4498
WN3150
09:30
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----
09:30
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09:30
WN291
WN1253
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----
10:05
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----
WN5159
WN3150
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10:20
11:05
10:20
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WN2712
WN419
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----
10:35
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WN1211
WN1506
10:45
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----
10:45
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10:45
WN3034
WN340
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----
11:05
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WN5159
WN340
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11:05
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WN2284
WN2497
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----
----
11:30
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WN2450
WN4372
11:45
12:10
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12:10
11:45
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11:45
WN2450
WN4104
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12:10
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12:10
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----
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WN419
WN207
12:25
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----
12:25
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12:25
WN291
WN2455
13:00
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----
13:00
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13:00
WN2290
WN340
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----
13:05
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WN3281
WN2749
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13:45
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13:45
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WN5159
WN3845
13:55
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----
13:55
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13:55
WN2290
WN4104
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14:15
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14:15
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WN2459
WN2668
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----
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14:30
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WN4674
WN4188
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----
15:15
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WN1089
WN4188
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15:20
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15:20
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WN1349
WN712
15:40
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----
----
15:40
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15:40
WN233
WN2337
15:45
----
----
----
15:45
----
15:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR SFO - MDW

The timetable & schedule information was updated at 2025-01-15

Via Las Vegas with Southwest Airlines

  • Total flight time: 6h 00m - 11h 20m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 18 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
SFO
 
Via LAS
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN2573
WN503
----
----
----
----
----
05:00
----
WN142
WN2337
----
----
05:20
----
----
----
----
WN2573
WN2765
05:20
----
----
----
05:20
----
05:20
WN142
WN2756
----
07:15
05:20
07:15
----
----
----
WN2573
WN648
----
05:30
----
05:30
----
----
----
WN142
WN258
----
----
----
----
----
05:45
----
WN142
WN1722
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----
----
----
----
05:45
----
WN178
WN1036
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----
06:05
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----
----
----
WN178
WN1410
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----
06:05
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----
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----
WN142
WN4514
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07:15
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07:15
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----
WN1794
WN4151
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----
----
----
----
07:25
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WN1794
WN106
----
----
----
----
----
07:25
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WN1123
WN2749
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----
----
----
----
07:50
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WN3931
WN770
----
----
08:25
----
----
----
----
WN2712
WN2912
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09:10
----
09:10
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----
----
WN4498
WN3150
09:30
----
----
----
09:30
----
09:30
WN291
WN1253
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----
10:05
----
----
----
----
WN5159
WN3150
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10:20
11:05
10:20
----
----
----
WN2712
WN419
----
----
10:35
----
----
----
----
WN1211
WN1506
10:45
----
----
----
10:45
----
10:45
WN3034
WN340
----
----
11:05
----
----
----
----
WN5159
WN340
----
----
11:05
----
----
----
----
WN2284
WN2497
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----
----
----
----
11:30
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WN2450
WN4372
11:45
12:10
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12:10
11:45
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11:45
WN2450
WN4104
----
12:10
----
12:10
----
----
----
WN419
WN207
12:25
----
----
----
12:25
----
12:25
WN291
WN2455
13:00
----
----
----
13:00
----
13:00
WN2290
WN340
----
----
13:05
----
----
----
----
WN3281
WN2749
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13:45
----
13:45
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----
----
WN5159
WN3845
13:55
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----
----
13:55
----
13:55
WN2290
WN4104
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14:15
----
14:15
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----
----
WN2459
WN2668
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----
----
----
----
14:30
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WN4674
WN4188
----
----
15:15
----
----
----
----
WN1089
WN4188
----
15:20
----
15:20
----
----
----
WN1349
WN712
15:40
----
----
----
15:40
----
15:40
WN233
WN2337
15:45
----
----
----
15:45
----
15:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR SFO - MDW

The timetable & schedule information was updated at 2025-01-15

Via Detroit with Delta Air Lines

  • Total flight time: 6h 55m - 8h 22m.
  • Sky Team Alliance
  • 8 flights per week
SFO
 
Via DTW
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
DL2080
DL3778
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00:40
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00:40
00:40
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DL772
DL3869
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----
----
----
----
05:55
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DL1409
DL3858
22:45
22:45
22:45
22:45
22:45
22:45
22:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR SFO - MDW

The timetable & schedule information was updated at 2025-01-15

Via San Diego with Southwest Airlines

  • Total flight time: 6h 25m - 9h 15m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 6 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
SFO
 
Via SAN
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN2573
WN503
----
----
----
----
----
05:00
----
WN142
WN2337
----
----
05:20
----
----
----
----
WN2573
WN2765
05:20
----
----
----
05:20
----
05:20
WN142
WN2756
----
07:15
05:20
07:15
----
----
----
WN2573
WN648
----
05:30
----
05:30
----
----
----
WN142
WN258
----
----
----
----
----
05:45
----
WN142
WN1722
----
----
----
----
----
05:45
----
WN178
WN1036
----
----
06:05
----
----
----
----
WN178
WN1410
----
----
06:05
----
----
----
----
WN142
WN4514
----
07:15
----
07:15
----
----
----
WN1794
WN4151
----
----
----
----
----
07:25
----
WN1794
WN106
----
----
----
----
----
07:25
----
WN1123
WN2749
----
----
----
----
----
07:50
----
WN3931
WN770
----
----
08:25
----
----
----
----
WN2712
WN2912
----
09:10
----
09:10
----
----
----
WN4498
WN3150
09:30
----
----
----
09:30
----
09:30
WN291
WN1253
----
----
10:05
----
----
----
----
WN5159
WN3150
----
10:20
11:05
10:20
----
----
----
WN2712
WN419
----
----
10:35
----
----
----
----
WN1211
WN1506
10:45
----
----
----
10:45
----
10:45
WN3034
WN340
----
----
11:05
----
----
----
----
WN5159
WN340
----
----
11:05
----
----
----
----
WN2284
WN2497
----
----
----
----
----
11:30
----
WN2450
WN4372
11:45
12:10
----
12:10
11:45
----
11:45
WN2450
WN4104
----
12:10
----
12:10
----
----
----
WN419
WN207
12:25
----
----
----
12:25
----
12:25
WN291
WN2455
13:00
----
----
----
13:00
----
13:00
WN2290
WN340
----
----
13:05
----
----
----
----
WN3281
WN2749
----
13:45
----
13:45
----
----
----
WN5159
WN3845
13:55
----
----
----
13:55
----
13:55
WN2290
WN4104
----
14:15
----
14:15
----
----
----
WN2459
WN2668
----
----
----
----
----
14:30
----
WN4674
WN4188
----
----
15:15
----
----
----
----
WN1089
WN4188
----
15:20
----
15:20
----
----
----
WN1349
WN712
15:40
----
----
----
15:40
----
15:40
WN233
WN2337
15:45
----
----
----
15:45
----
15:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR SFO - MDW

The timetable & schedule information was updated at 2025-01-15

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