Flights from San Francisco to Chicago Midway

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Outbound flight: 05/19/23
14:15 SFO
22:10 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Southwest Airlines
Return flight: 06/02/23
13:50 MDW
20:10 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Southwest Airlines
$381
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Outbound flight: 07/20/23
09:35 SFO
18:15 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Southwest Airlines
Return flight: 08/03/23
16:50 MDW
23:50 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Southwest Airlines
$384
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Outbound flight: 05/19/23
22:00 SFO
08:40 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Southwest Airlines
Return flight: 06/02/23
13:50 MDW
20:10 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Southwest Airlines
$390
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Outbound flight: 05/08/23
12:40 SFO
22:55 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Southwest Airlines
Return flight: 05/22/23
05:15 MDW
11:55 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Southwest Airlines
$399
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Outbound flight: 07/20/23
23:30 SFO
09:13 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 08/03/23
14:10 MDW
21:30 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Delta Air Lines
$402
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Outbound flight: 06/09/23
22:20 SFO
08:30 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Southwest Airlines
Return flight: 06/23/23
17:25 MDW
00:15 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Southwest Airlines
$406
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Outbound flight: 05/19/23
22:15 SFO
09:13 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 06/02/23
12:19 MDW
16:35 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Delta Air Lines
$410
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Outbound flight: 04/12/23
14:15 SFO
22:10 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Southwest Airlines
Return flight: 04/26/23
19:35 MDW
23:40 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Southwest Airlines
$423
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Outbound flight: 06/09/23
23:30 SFO
09:13 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 06/23/23
06:30 MDW
11:19 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Delta Air Lines
$425
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Outbound flight: 07/20/23
05:37 SFO
17:04 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 08/03/23
19:55 MDW
22:37 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
direct
Alaska Airlines
$448
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Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from San Francisco to Chicago Midway

Favorite airline: e.g. Delta, Southwest
Flight tickets on the route San Francisco – Chicago Midway are most frequently booked with Delta.
Delta
44 %
Southwest
44 %
Direct flights are the cheapest connection
Direct flights on this route are $20.00 cheaper on average than flights with a stopover.
non stop flight
1 stop
04h 20min
07h 15min
$195
$215
The favorite connection is non-stop
Direct flights are especially popular on this route. 80 % of travelers will book a direct flight.
Route
bookings
Direct flights
04h 20min, from $195
80 %
1 stopover San Diego - Lindberg Field International, CA
07h 15min, from $215
20 %
Flight information San Francisco - Chicago Midway
Alternative flight routes
Cheap direct flights
Flight details San Francisco - Chicago Midway
  • Flight duration: min. 04:00 / max. 07:10
  • Distance: 2981 km
  • Flights per week: 17
  • Return flight duration: min. 04:55 / max. 11:40
Top Flight Routes
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* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.