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 5 minutes.
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 5 minutes. Choose airline
Direct
Non-stop
4h 5min
Via Denver
5h 45min
Via Minneapolis
5h 46min
Via Las Vegas
6h 0min
Via Phoenix
6h 15min
Via Los Angeles
6h 25min
Via Saint Louis
6h 30min
Via San Diego
6h 40min
Via Detroit
6h 44min
Via Burbank
6h 50min
Via Nashville
6h 55min
Via Dallas
6h 55min
NEW
Via Tulsa
8h 55min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 4 hours and 5 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
14 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2Boeing 737-700 Passenger (Scimitar Winglets)
SFO
Direct
MDW
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
WN717
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05:35
05:35
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WN1779
05:50
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WN4530
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08:00
----
WN2499
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08:50
WN957
----
10:30
10:30
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WN3556
----
23:40
23:40
23:40
23:40
23:40
23:40
WN3649
23:40
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The timetable & schedule information was updated at 2026-04-21
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 PassengerBoeing 737-800 (winglets) Passenger/BBJ2Boeing 737-700 Passenger (Scimitar Winglets)
SFO
Via DEN
MDW
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
WN1424
WN755
WN755
05:10
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WN4703
WN492
WN492
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----
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05:30
WN3412
WN1561
WN1561
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06:00
WN2222
WN1601
WN1601
06:05
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----
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WN4703
WN523
WN523
----
----
----
06:20
06:20
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----
WN4703
WN1428
WN1428
----
06:35
06:35
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----
06:40
----
WN1079
WN2613
WN2613
----
07:40
07:40
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----
WN4284
WN1251
WN1251
10:00
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WN4813
WN1152
WN1152
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10:15
WN4813
WN1561
WN1561
----
----
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10:20
----
WN3496
WN1604
WN1604
11:00
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----
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WN3422
WN290
WN290
----
----
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11:15
11:15
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WN1435
WN1563
WN1563
----
11:15
11:15
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WN3317
WN3439
WN3439
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----
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12:40
----
WN3504
WN1563
WN1563
----
13:25
13:25
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WN3551
WN1563
WN1563
----
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13:30
13:30
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WN3422
WN1563
WN1563
----
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14:05
WN278
WN1615
WN1615
14:15
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WN3641
WN1615
WN1615
14:35
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The timetable & schedule information was updated at 2026-04-21
Via Minneapolis with Delta Air Lines
-
Total flight time: 5h 46m - 7h 07m.
-
Sky Team Alliance
-
20 flights per week
SFO
Via MSP
MDW
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
DL2789
DL4712
DL4712
00:51
00:51
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00:51
00:51
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The timetable & schedule information was updated at 2026-04-21
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 PassengerBoeing 737-800 (winglets) Passenger/BBJ2Boeing 737-700 Passenger (Scimitar Winglets)
SFO
Via LAS
MDW
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
WN110
WN2271
WN2271
05:00
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WN4524
WN409
WN409
----
----
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05:00
----
WN1138
WN1231
WN1231
----
----
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05:10
05:10
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WN4524
WN2808
WN2808
----
----
----
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06:50
WN4249
WN2273
WN2273
09:45
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WN2112
WN2206
WN2206
----
----
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11:05
11:05
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WN3644
WN2274
WN2274
13:15
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WN4266
WN2211
WN2211
----
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14:50
14:50
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WN1288
WN3200
WN3200
15:45
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WN1231
WN202
WN202
----
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16:10
WN4525
WN2212
WN2212
----
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19:55
19:55
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19:50
The timetable & schedule information was updated at 2026-04-21
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 PassengerBoeing 737-800 (winglets) Passenger/BBJ2Boeing 737-700 Passenger (Scimitar Winglets)
SFO
Via PHX
MDW
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
WN4145
WN4066
WN4066
05:30
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WN3557
WN4663
WN4663
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06:00
06:00
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WN2032
WN3221
WN3221
----
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07:00
07:00
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WN3557
WN4978
WN4978
----
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07:35
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WN347
WN574
WN574
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10:05
WN972
WN4978
WN4978
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10:40
10:40
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WN3557
WN3461
WN3461
----
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11:55
11:55
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WN569
WN1129
WN1129
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14:35
WN3975
WN1129
WN1129
----
14:35
14:35
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WN3651
WN3298
WN3298
18:45
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The timetable & schedule information was updated at 2026-04-21
