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Find Deals on Flights from San Francisco to Chicago Midway (SFO - MDW)

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from San Francisco to Chicago Midway

(Round-trip)
Depart: Wed Sep 9 2015 Return: Sun Sep 13 2015 Trip spans 5 days
Sun Country Air
Sun Country Air
SFO
9:00a
MDW
2:45p
5h 45m
1 stop
MDW
4:00a
SFO
10:10a
6h 10m
1 stop
Depart: Thu Sep 10 2015 Return: Mon Sep 14 2015 Trip spans 5 days
Sun Country Air
Sun Country Air
SFO
9:00a
MDW
2:45p
5h 45m
1 stop
MDW
4:00a
SFO
10:10a
6h 10m
1 stop
Depart: Fri Sep 11 2015 Return: Sun Sep 13 2015 Trip spans 3 days
Sun Country Air
Sun Country Air
SFO
9:00a
MDW
2:45p
5h 45m
1 stop
MDW
4:00a
SFO
10:10a
6h 10m
1 stop
Depart: Thu Sep 17 2015 Return: Sun Sep 20 2015 Trip spans 4 days
Sun Country Air
Sun Country Air
SFO
9:00a
MDW
2:45p
5h 45m
1 stop
MDW
4:00a
SFO
2:40p
10h 40m
1 stop
Depart: Wed Sep 23 2015 Return: Tue Sep 29 2015 Trip spans 7 days
Sun Country Air
Sun Country Air
SFO
9:00a
MDW
2:45p
5h 45m
1 stop
MDW
4:00a
SFO
10:10a
6h 10m
1 stop
Depart: Thu Sep 24 2015 Return: Mon Sep 28 2015 Trip spans 5 days
Sun Country Air
Sun Country Air
SFO
9:00a
MDW
2:45p
5h 45m
1 stop
MDW
4:00a
SFO
10:10a
6h 10m
1 stop
Depart: Fri Sep 25 2015 Return: Mon Sep 28 2015 Trip spans 4 days
Sun Country Air
Sun Country Air
SFO
9:00a
MDW
2:45p
5h 45m
1 stop
MDW
4:00a
SFO
10:10a
6h 10m
1 stop
Depart: Sun Aug 23 2015 Return: Mon Aug 24 2015 Trip spans 2 days
Delta
Delta
SFO
6:45p
MDW
1:56a
7h 11m
1 stop
MDW
6:55a
SFO
2:26p
7h 31m
1 stop
Depart: Tue Aug 25 2015 Return: Wed Aug 26 2015 Trip spans 2 days
Delta
Delta
SFO
8:25p
MDW
4:25a
8h 00m
1 stop
MDW
8:58a
SFO
5:51p
8h 53m
1 stop
Depart: Wed Aug 26 2015 Return: Thu Aug 27 2015 Trip spans 2 days
Delta
Delta
SFO
6:45p
MDW
1:56a
7h 11m
1 stop
MDW
6:55a
SFO
2:26p
7h 31m
1 stop
Depart: Tue Oct 6 2015 Return: Wed Oct 7 2015 Trip spans 2 days
Delta
Delta
SFO
8:05p
MDW
4:35a
8h 30m
1 stop
MDW
8:36a
SFO
5:56p
9h 20m
1 stop
Depart: Fri Oct 30 2015 Return: Sat Oct 31 2015 Trip spans 2 days
Delta
Delta
SFO
6:50p
MDW
3:25a
8h 35m
1 stop
MDW
8:40a
SFO
3:46p
7h 06m
1 stop
Depart: Mon Aug 17 2015 Return: Fri Aug 21 2015 Trip spans 5 days
Delta
Delta
SFO
8:25p
MDW
2:31a
6h 06m
1 stop
MDW
5:06a
SFO
11:47a
6h 41m
1 stop
Depart: Tue Aug 18 2015 Return: Thu Aug 20 2015 Trip spans 3 days
Delta
Delta
SFO
6:45p
MDW
1:56a
7h 11m
1 stop
MDW
8:58a
SFO
5:51p
8h 53m
1 stop
Depart: Wed Aug 19 2015 Return: Fri Aug 21 2015 Trip spans 3 days
Delta
Delta
SFO
8:35a
MDW
3:06p
6h 31m
1 stop
MDW
5:06a
SFO
11:47a
6h 41m
1 stop
Depart: Thu Aug 20 2015 Return: Mon Aug 24 2015 Trip spans 5 days
Delta
Delta
SFO
8:25p
MDW
2:31a
6h 06m
1 stop
MDW
8:31a
SFO
5:54p
9h 23m
1 stop
Depart: Fri Aug 21 2015 Return: Mon Aug 24 2015 Trip spans 4 days
Delta
Delta
SFO
3:00a
MDW
11:55a
8h 55m
1 stop
MDW
5:06a
SFO
2:26p
9h 20m
1 stop
Depart: Sat Aug 22 2015 Return: Mon Aug 24 2015 Trip spans 3 days
Delta
Delta
SFO
4:30a
MDW
10:43a
6h 13m
1 stop
MDW
12:33p
SFO
8:15p
7h 42m
1 stop
Depart: Mon Aug 24 2015 Return: Thu Aug 27 2015 Trip spans 4 days
Delta
Delta
SFO
2:20a
MDW
8:44a
6h 24m
1 stop
MDW
2:30a
SFO
9:00a
6h 30m
1 stop
Depart: Thu Aug 27 2015 Return: Sun Aug 30 2015 Trip spans 4 days
Delta
Delta
SFO
2:10a
MDW
12:57p
10h 47m
1 stop
MDW
3:30p
SFO
9:57p
6h 27m
1 stop
Select an airline:  Southwest
Direct flights SFO to MDW on Southwest
Flight # Depart SFO Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
569 5:35 am 11:50 am Jul 12 - Aug 7
4345 5:45 am 12:00 pm Aug 8 - Aug 8
4345 5:45 am 12:00 pm Jul 11 - Aug 1
2814 6:35 am 12:45 pm Aug 10 - Sep 4
1092 6:45 am 12:55 pm Aug 9 - Aug 30
2658 9:05 am 3:15 pm Aug 9 - Oct 25
2658 9:05 am 3:15 pm Aug 10 - Sep 4
1746 9:25 am 3:35 pm Aug 8 - Aug 8
1746 9:25 am 3:35 pm Jul 18 - Aug 1
277 11:20 am 5:30 pm Jul 10 - Aug 7
1950 11:50 am 6:00 pm Aug 9 - Aug 30
1674 12:00 pm 6:10 pm Aug 10 - Sep 4
3335 1:25 pm 7:40 pm Jul 11 - Aug 8
1009 3:05 pm 9:25 pm Jul 12 - Aug 7
Airports
Origin

San Francisco
$246
Destination

Chicago
$246