Airlines with flights from Chicago to San Francisco
There are three airlines with scheduled flights between MDW and SFO. Southwest is the only airline with non-stop flights from Midway International Airport to SFO Airport and the flight time is 4 hours and 45 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 4 hours and 45 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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18 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)
MDW
Direct
SFO
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
WN1546
10:05
10:05
10:05
10:05
10:05
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09:45
WN2886
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----
----
----
----
10:20
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WN2793
----
----
----
----
----
20:50
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WN2893
21:30
21:30
21:30
21:30
21:30
----
21:30
The timetable & schedule information was updated at 2026-04-21
Via Denver with Southwest Airlines
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Total flight time: 5h 50m - 10h 25m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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146 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)
MDW
Via DEN
SFO
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
WN2989
WN2386
WN2386
05:15
05:30
05:30
05:15
05:15
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05:25
WN2989
WN748
WN748
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----
----
----
----
05:25
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WN1102
WN1719
WN1719
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09:00
09:00
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----
----
----
WN1331
WN3558
WN3558
----
----
----
----
----
12:50
----
WN4450
WN4670
WN4670
13:10
----
----
13:10
13:10
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----
WN1893
WN4670
WN4670
13:15
----
----
13:15
13:15
----
----
WN2768
WN4670
WN4670
14:30
----
----
14:30
14:30
----
13:25
WN2768
WN3558
WN3558
----
----
----
----
----
14:15
----
WN2766
WN4670
WN4670
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14:45
14:45
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----
----
----
WN4450
WN4303
WN4303
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----
----
----
----
----
15:30
WN1893
WN4303
WN4303
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----
----
----
----
----
16:35
WN2769
WN2751
WN2751
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16:40
16:40
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----
----
----
WN2769
WN4303
WN4303
----
----
----
----
----
16:50
----
WN2844
WN4303
WN4303
----
----
----
----
----
17:10
----
WN481
WN4303
WN4303
----
----
----
----
----
----
17:20
WN2675
WN2751
WN2751
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18:00
18:00
----
----
----
----
WN1497
WN4303
WN4303
18:00
----
----
18:00
18:00
----
----
The timetable & schedule information was updated at 2026-04-21
Via Las Vegas with Southwest Airlines
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Total flight time: 6h 10m - 11h 35m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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150 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)
MDW
Via LAS
SFO
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
WN519
WN2934
WN2934
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----
----
----
----
----
05:00
WN1182
WN651
WN651
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----
----
----
----
05:10
----
WN1182
WN2934
WN2934
----
06:20
06:20
----
----
----
----
WN347
WN2272
WN2272
07:30
----
----
07:30
07:30
----
----
WN2464
WN914
WN914
----
----
----
----
----
08:00
----
WN2794
WN2272
WN2272
09:10
----
----
09:10
09:10
----
----
WN314
WN4397
WN4397
----
10:00
10:00
----
----
----
----
WN1951
WN2345
WN2345
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----
----
----
----
----
15:25
WN2795
WN1564
WN1564
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----
----
----
----
----
16:10
WN2797
WN4397
WN4397
16:55
----
----
16:55
16:55
----
----
WN2797
WN2345
WN2345
----
17:25
17:25
----
----
17:10
----
WN2844
WN2345
WN2345
----
17:50
17:50
----
----
----
----
WN2844
WN2784
WN2784
18:25
----
----
18:25
18:25
----
----
WN2701
WN2345
WN2345
----
18:40
18:40
----
----
----
----
WN2289
WN2784
WN2784
20:15
----
----
20:15
20:15
----
----
The timetable & schedule information was updated at 2026-04-21
Via San Diego with Southwest Airlines
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Total flight time: 6h 15m - 11h 00m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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76 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)
MDW
Via SAN
SFO
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
WN3103
WN3532
WN3532
05:45
----
----
05:45
05:45
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----
WN3103
WN1191
WN1191
----
----
----
----
----
----
06:05
WN347
WN2272
WN2272
07:30
----
----
07:30
07:30
----
----
WN4648
WN2272
WN2272
10:00
----
----
10:00
10:00
----
----
WN2809
WN3533
WN3533
10:05
----
----
10:05
10:05
----
----
WN4648
WN914
WN914
----
----
----
----
----
10:15
----
WN4648
WN4181
WN4181
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10:20
10:20
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----
----
----
WN1139
WN3533
WN3533
11:00
----
----
11:00
11:00
----
----
WN2883
WN3533
WN3533
14:15
----
----
14:15
14:15
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----
WN3345
WN309
WN309
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----
----
----
----
----
17:35
The timetable & schedule information was updated at 2026-04-21
Via Phoenix with Southwest Airlines
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Total flight time: 6h 20m - 10h 20m.
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Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
140 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)
MDW
Via PHX
SFO
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
WN2858
WN2427
WN2427
05:20
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----
05:20
05:20
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05:15
WN3586
WN222
WN222
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05:25
05:25
----
----
----
----
WN117
WN222
WN222
----
06:45
06:45
----
----
----
----
WN2520
WN4603
WN4603
07:10
----
----
07:10
07:10
----
07:25
WN3016
WN3334
WN3334
08:40
----
----
08:40
08:40
----
----
WN2068
WN3334
WN3334
----
----
----
----
----
----
10:10
WN1531
WN3324
WN3324
----
----
----
----
----
----
14:20
WN746
WN3812
WN3812
----
----
----
----
----
16:35
----
WN2862
WN4101
WN4101
----
17:35
17:35
----
----
----
----
WN2862
WN357
WN357
18:40
----
----
18:40
18:40
----
----
WN2863
WN4101
WN4101
----
18:55
18:55
----
----
----
----
The timetable & schedule information was updated at 2026-04-21

There are three airlines with scheduled flights between MDW and SFO. Southwest is the only airline with non-stop flights from Midway International Airport to SFO Airport and the flight time is 4 hours and 45 minutes.
Via Minneapolis with Delta
Via Dallas with Frontier