Favorite airline: e.g. Delta, Southwest
The favorite airline for flights from San Francisco to Chicago Midway is Delta.
Delta
44 %
Southwest
44 %
Direct flights are the cheapest connection
On this route, direct flights are $20.00 cheaper than flights with a stopover.
non stop flight
1 stop
04h 20min
07h 15min
$195
$215
The favorite connection is non-stop
Flights from San Francisco to Chicago Midway are most often booked as 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 %
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Flights from San Francisco to Chicago Midway

Due to the effect of the current situation on air traffic, fewer offers are being submitted. Some offers might now no longer be available.
Outbound flight: 06/04/20
22:53 SFO
08:36 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
$156
Check
Outbound flight: 06/04/20
10:49 SFO
22:15 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Frontier Airlines, Southwest Airlines
$158
Check
Outbound flight: 06/04/20
17:55 SFO
08:05 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Sun Country Airlines, Southwest Airlines
$166
Check
Outbound flight: 06/04/20
18:00 SFO
13:35 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Alaska Airlines, Southwest Airlines
$169
Check
Outbound flight: 06/04/20
12:00 SFO
23:15 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Alaska Airlines, Southwest Airlines
$169
Check
Outbound flight: 06/04/20
09:40 SFO
22:00 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Alaska Airlines, Southwest Airlines
$214
Check
Outbound flight: 06/04/20
19:45 SFO
12:35 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Alaska Airlines, Southwest Airlines
$238
Check
Outbound flight: 12/08/20
09:15 SFO
19:17 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 12/22/20
16:40 MDW
23:40 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Delta Air Lines
$279
Check
Outbound flight: 12/08/20
23:47 SFO
10:05 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 12/22/20
13:35 MDW
18:07 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Delta Air Lines
$279
Check
Outbound flight: 12/08/20
06:00 SFO
15:15 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 12/22/20
13:35 MDW
18:07 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Delta Air Lines
$279
Check
Outbound flight: 06/01/20
07:16 SFO
18:09 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 06/08/20
21:15 MDW
23:59 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
direct
United Airlines
$326
Check
Outbound flight: 06/01/20
07:00 SFO
18:09 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 06/08/20
12:45 MDW
20:14 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Delta Air Lines
$360
Check
Outbound flight: 06/04/20
13:30 SFO
22:15 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
United Airlines, Southwest Airlines
$429
Check
Outbound flight: 05/08/20
14:40 SFO
21:00 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
direct
Southwest Airlines
Return flight: 05/11/20
20:20 MDW
22:50 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
direct
Southwest Airlines
$195
Offers unavailable
Outbound flight: 05/08/20
14:40 SFO
21:00 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
direct
Southwest Airlines
Return flight: 05/11/20
06:40 MDW
12:05 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Southwest Airlines
$205
Offers unavailable
Outbound flight: 05/08/20
14:40 SFO
21:00 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
direct
Southwest Airlines
Return flight: 05/11/20
21:20 MDW
00:02 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
direct
United Airlines
$208
Offers unavailable
Outbound flight: 05/08/20
14:40 SFO
21:00 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
direct
Southwest Airlines
Return flight: 05/11/20
18:55 MDW
00:10 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Southwest Airlines
$210
Offers unavailable
Outbound flight: 05/08/20
13:45 SFO
23:00 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Southwest Airlines
Return flight: 05/11/20
06:40 MDW
12:05 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Southwest Airlines
$215
Offers unavailable
Outbound flight: 05/08/20
22:45 SFO
08:44 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 05/11/20
15:17 MDW
20:20 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Delta Air Lines
$220
Offers unavailable
Outbound flight: 05/08/20
07:16 SFO
16:13 MDW
San Francisco International Airport, CA
Chicago Midway International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 05/11/20
15:20 MDW
20:20 SFO
Chicago Midway International Airport, IL
San Francisco International Airport, CA
1 Stopover
Delta Air Lines
$220
Offers unavailable
Prices based on recent searches, subject to last-minute changes
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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
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