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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Schedules

Southwest Airlines

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).
  • 19 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
SFO
Direct
MDW
 
Flight
Mon
Jun 15
Tue
Jun 16
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Jun 17
Thu
Jun 18
Fri
Jun 19
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Jun 20
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Jun 21
WN3901
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05:15
05:15
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WN1779
05:50
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05:50
05:50
05:20
08:10
WN3649
23:40
23:40
23:40
23:40
23:40
23:40
23:40
SHOW RETURN SCHEDULE
CHECK PRICES FOR SFO - MDW

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

Southwest Airlines

Via Denver with Southwest Airlines

  • Total flight time: 5h 45m - 9h 40m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 165 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
SFO
 
Via DEN
 
MDW
 
Flight
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Jun 15
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Jun 16
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Jun 17
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Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN1424
WN755
05:10
05:30
05:30
05:10
05:10
05:10
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WN3640
WN755
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05:30
WN2222
WN1601
06:05
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06:05
06:05
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WN1850
WN1603
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09:10
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WN4284
WN1603
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09:25
WN4284
WN1251
10:00
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10:00
10:00
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WN3496
WN1604
11:00
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11:00
11:00
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WN3984
WN1604
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11:10
11:10
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WN3641
WN223
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13:50
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WN278
WN1615
14:15
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14:15
14:15
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WN2711
WN1614
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14:20
14:20
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WN3641
WN1614
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14:25
WN3641
WN1615
14:35
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14:35
14:35
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SHOW RETURN SCHEDULE
CHECK PRICES FOR SFO - MDW

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

Delta Air Lines

Via Minneapolis with Delta Air Lines

  • Total flight time: 5h 46m - 7h 07m.
  • Sky Team Alliance
  • 20 flights per week
SFO
 
Via MSP
 
MDW
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL2789
DL4712
00:48
00:48
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00:48
00:48
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SHOW RETURN SCHEDULE
CHECK PRICES FOR SFO - MDW

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

Southwest Airlines

Via Las Vegas with Southwest Airlines

  • Total flight time: 6h 00m - 10h 35m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 121 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
SFO
 
Via LAS
 
MDW
 
Flight
Mon
Jun 15
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Jun 16
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Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN107
WN2271
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05:00
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WN110
WN2271
05:00
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05:00
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WN4231
WN2271
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05:05
WN406
WN496
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06:00
06:00
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WN739
WN4249
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06:25
WN4249
WN2273
09:45
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09:45
09:45
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WN4249
WN1782
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09:50
WN3644
WN2274
13:15
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13:15
13:15
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WN3644
WN3200
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14:15
14:15
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WN1288
WN3200
15:45
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15:45
15:45
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WN1044
WN3200
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16:10
SHOW RETURN SCHEDULE
CHECK PRICES FOR SFO - MDW

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

Southwest Airlines

Via Phoenix with Southwest Airlines

  • Total flight time: 6h 15m - 10h 15m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 151 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
SFO
 
Via PHX
 
MDW
 
Flight
Mon
Jun 15
Tue
Jun 16
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Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN4145
WN4470
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05:00
05:00
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WN4145
WN4066
05:30
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05:30
05:30
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WN4145
WN284
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05:40
WN4237
WN3297
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11:40
11:40
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WN198
WN3297
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12:10
12:10
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WN4237
WN4169
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12:40
WN4730
WN2521
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15:25
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WN3651
WN2521
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15:35
15:35
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WN1418
WN3298
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17:20
17:20
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WN4230
WN3298
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18:40
WN3651
WN3298
18:45
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18:45
18:45
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SHOW RETURN SCHEDULE
CHECK PRICES FOR SFO - MDW

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

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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
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