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.
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
Direct
Non-stop
4h 45min
Via Denver
5h 50min
Via Las Vegas
6h 10min
Via San Diego
6h 15min
Via Phoenix
6h 20min
Via Los Angeles
6h 20min
Via Burbank
6h 20min
Via Minneapolis
6h 37min
Via Dallas
6h 40min
Via Detroit
6h 53min
Via Nashville
7h 0min
Via Dallas
8h 16min
Via Saint Louis
7h 40min
Starts 06/08
Via Kansas City
7h 45min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 4 hours and 45 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
14 flights per week
-
Boeing 737MAX 8 Passenger
MDW
Direct
SFO
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN1546
10:05
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WN475
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----
----
----
----
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10:10
WN3881
----
----
----
10:15
10:15
18:00
----
WN4843
----
10:25
10:25
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----
10:30
----
WN4984
----
19:35
19:35
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----
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20:30
WN454
----
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21:10
21:10
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WN4026
21:10
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----
----
----
----
The timetable & schedule information was updated at 2026-04-21
Via Denver with Southwest Airlines
-
Total flight time: 5h 50m - 10h 25m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
146 flights per week
-
Boeing 737MAX 8 Passenger
MDW
Via DEN
SFO
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2989
WN2386
WN2386
05:15
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----
----
----
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WN2717
WN3604
WN3604
----
----
----
----
----
----
06:30
WN2717
WN4760
WN4760
----
06:40
06:40
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----
06:50
----
WN314
WN4785
WN4785
----
08:55
08:55
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----
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----
WN687
WN1382
WN1382
----
----
----
----
----
----
09:15
WN2717
WN4691
WN4691
----
----
----
09:20
09:20
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----
WN2412
WN1382
WN1382
----
----
----
----
----
----
09:20
WN3539
WN4785
WN4785
----
10:05
10:05
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----
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----
WN4571
WN1382
WN1382
----
----
----
----
----
----
10:10
WN1652
WN664
WN664
----
----
----
----
----
10:15
----
WN2718
WN4691
WN4691
----
----
----
10:20
10:20
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----
WN1148
WN4785
WN4785
----
11:10
11:10
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----
----
----
WN2719
WN4785
WN4785
----
12:00
12:00
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----
----
----
WN2719
WN1382
WN1382
----
----
----
----
----
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12:25
WN4450
WN4670
WN4670
13:10
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----
----
----
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WN1893
WN4670
WN4670
13:15
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----
----
----
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WN2718
WN4785
WN4785
----
----
----
----
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13:40
WN2721
WN4760
WN4760
----
----
----
14:05
14:05
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----
WN1271
WN4691
WN4691
----
----
----
----
----
14:15
----
WN2768
WN4670
WN4670
14:30
----
----
----
----
----
----
WN267
WN4691
WN4691
----
----
----
----
----
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14:40
WN2721
WN4691
WN4691
----
18:00
18:00
----
----
17:05
16:45
WN163
WN250
WN250
----
----
----
17:00
17:00
----
----
WN1497
WN4303
WN4303
18:00
----
----
----
----
----
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The timetable & schedule information was updated at 2026-04-21
Via Las Vegas with Southwest Airlines
-
Total flight time: 6h 10m - 11h 35m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
150 flights per week
-
Boeing 737MAX 8 Passenger
MDW
Via LAS
SFO
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2740
WN3103
WN3103
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----
----
----
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05:25
WN2723
WN1533
WN1533
----
----
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06:40
06:40
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----
WN2740
WN349
WN349
----
06:50
06:50
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06:55
----
WN2741
WN3103
WN3103
----
----
----
----
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06:55
WN347
WN2272
WN2272
07:30
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----
----
----
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WN4079
WN4512
WN4512
----
08:35
08:35
----
----
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----
WN1793
WN1671
WN1671
----
----
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09:00
WN2794
WN2272
WN2272
09:10
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----
----
----
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WN2825
WN634
WN634
----
----
----
----
----
10:00
----
WN1685
WN4512
WN4512
----
10:10
10:10
----
----
----
----
WN2783
WN4512
WN4512
----
10:15
10:15
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----
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WN2668
WN1671
WN1671
----
----
----
----
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10:15
WN1731
WN1671
WN1671
----
----
----
----
----
----
10:15
WN2707
WN634
WN634
----
----
----
----
----
10:15
----
WN578
WN4512
WN4512
----
10:20
10:20
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----
----
----
WN3086
WN4512
WN4512
----
10:30
10:30
----
----
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----
WN351
WN634
WN634
----
----
----
----
----
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12:20
WN4233
WN634
WN634
----
----
----
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14:05
----
WN4233
WN1386
WN1386
----
----
----
16:00
16:00
----
----
WN2742
WN1386
WN1386
----
----
----
----
----
16:05
----
WN2742
WN1330
WN1330
----
16:45
16:45
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----
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----
WN2797
WN4397
WN4397
16:55
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----
----
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WN3957
WN580
WN580
----
----
----
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17:40
WN2844
WN2784
WN2784
18:25
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----
----
----
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----
WN2289
WN2784
WN2784
20:15
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----
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The timetable & schedule information was updated at 2026-04-21
Via San Diego with Southwest Airlines
-
Total flight time: 6h 15m - 11h 00m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
76 flights per week
-
Boeing 737MAX 8 Passenger
MDW
Via SAN
SFO
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN3103
WN3532
WN3532
05:45
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----
----
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WN2814
WN2288
WN2288
----
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06:15
06:15
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WN347
WN2272
WN2272
07:30
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----
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WN4648
WN2272
WN2272
10:00
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----
----
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WN2814
WN1791
WN1791
----
----
----
----
----
10:00
----
WN2809
WN3533
WN3533
10:05
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----
----
----
----
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WN2815
WN3452
WN3452
----
----
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10:15
10:15
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WN2814
WN1662
WN1662
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----
----
----
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10:35
WN1139
WN3533
WN3533
11:00
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----
----
----
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WN534
WN3454
WN3454
----
----
----
----
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13:45
----
WN298
WN1349
WN1349
----
14:05
14:05
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----
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WN363
WN3454
WN3454
----
----
----
----
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14:15
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WN2883
WN3533
WN3533
14:15
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----
----
----
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----
WN518
WN3454
WN3454
----
----
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14:50
14:50
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----
WN2816
WN1349
WN1349
----
15:05
15:05
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----
----
----
WN1356
WN1349
WN1349
----
15:10
15:10
----
----
----
----
The timetable & schedule information was updated at 2026-04-21
Via Phoenix with Southwest Airlines
-
Total flight time: 6h 20m - 10h 20m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
140 flights per week
-
Boeing 737MAX 8 Passenger
MDW
Via PHX
SFO
W32, Aug 03 - Aug 09
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2858
WN2427
WN2427
05:20
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----
----
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WN2793
WN3260
WN3260
----
----
----
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05:40
WN270
WN974
WN974
----
----
----
05:40
05:40
----
----
WN2793
WN1351
WN1351
----
----
----
----
----
05:40
----
WN2520
WN4603
WN4603
07:10
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----
----
----
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WN3016
WN3334
WN3334
08:40
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----
----
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WN2815
WN1308
WN1308
----
----
----
10:15
10:15
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WN1683
WN925
WN925
----
----
----
----
----
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10:40
WN4113
WN925
WN925
----
----
----
----
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12:35
WN4249
WN4285
WN4285
----
----
----
----
----
12:40
----
WN4249
WN1488
WN1488
----
13:55
13:55
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----
----
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WN965
WN974
WN974
----
15:15
15:15
----
----
----
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WN2316
WN4285
WN4285
----
----
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16:55
16:55
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WN268
WN974
WN974
----
----
----
----
----
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17:15
WN454
WN974
WN974
----
17:20
17:20
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----
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WN2992
WN974
WN974
----
----
----
----
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17:35
WN324
WN4285
WN4285
----
----
----
18:15
18:15
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WN104
WN974
WN974
----
----
----
----
----
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18:40
WN2862
WN357
WN357
18:40
----
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The timetable & schedule information was updated at 2026-04-21
Via Minneapolis with Delta
Via Dallas with Frontier