Browse Origins:
Browse Destinations:

Find Flight Deals 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: Thu Feb 26 2015 Return: Mon Mar 2 2015 Trip spans 5 days
Sun Country Air
Sun Country Air
SFO
5:00a
MDW
10:45a
5h 45m
1 stop
MDW
4:20a
SFO
3:00p
10h 40m
1 stop
Depart: Sat Feb 14 2015 Return: Tue Feb 17 2015 Trip spans 4 days
Delta
Delta
SFO
7:30p
MDW
2:06a
6h 36m
1 stop
MDW
7:28a
SFO
3:56p
8h 28m
1 stop
Depart: Mon Feb 16 2015 Return: Tue Feb 17 2015 Trip spans 2 days
Delta
Delta
SFO
7:30p
MDW
3:41a
8h 11m
1 stop
MDW
7:28a
SFO
3:56p
8h 28m
1 stop
Depart: Tue Feb 17 2015 Return: Thu Feb 19 2015 Trip spans 3 days
Delta
Delta
SFO
2:15a
MDW
8:57a
6h 42m
1 stop
MDW
7:40a
SFO
3:04p
7h 24m
1 stop
Depart: Wed Feb 18 2015 Return: Fri Feb 20 2015 Trip spans 3 days
Delta
Delta
SFO
1:30a
MDW
7:40a
6h 10m
1 stop
MDW
4:08a
SFO
1:30p
9h 22m
1 stop
Depart: Thu Feb 19 2015 Return: Fri Feb 20 2015 Trip spans 2 days
Delta
Delta
SFO
7:30a
MDW
2:49p
7h 19m
1 stop
MDW
7:40a
SFO
3:04p
7h 24m
1 stop
Depart: Fri Feb 20 2015 Return: Sat Feb 21 2015 Trip spans 2 days
Delta
Delta
SFO
1:30a
MDW
7:40a
6h 10m
1 stop
MDW
7:56a
SFO
2:39p
6h 43m
1 stop
Depart: Sat Feb 21 2015 Return: Tue Feb 24 2015 Trip spans 4 days
Delta
Delta
SFO
7:30p
MDW
3:41a
8h 11m
1 stop
MDW
1:30a
SFO
8:35a
7h 05m
1 stop
Depart: Mon Feb 23 2015 Return: Tue Feb 24 2015 Trip spans 2 days
Delta
Delta
SFO
1:30a
MDW
7:40a
6h 10m
1 stop
MDW
2:30p
SFO
8:58p
6h 28m
1 stop
Depart: Tue Feb 24 2015 Return: Thu Feb 26 2015 Trip spans 3 days
Delta
Delta
SFO
2:15a
MDW
8:57a
6h 42m
1 stop
MDW
7:56a
SFO
5:02p
9h 06m
1 stop
Depart: Wed Feb 25 2015 Return: Fri Feb 27 2015 Trip spans 3 days
Delta
Delta
SFO
1:30a
MDW
7:40a
6h 10m
1 stop
MDW
2:28p
SFO
8:58p
6h 30m
1 stop
Depart: Fri Feb 27 2015 Return: Sun Mar 1 2015 Trip spans 3 days
Delta
Delta
SFO
6:25p
MDW
2:25a
8h 00m
1 stop
MDW
10:19a
SFO
9:18p
10h 59m
1 stop
Depart: Sat Feb 28 2015 Return: Sun Mar 1 2015 Trip spans 2 days
Delta
Delta
SFO
1:25a
MDW
10:23a
8h 58m
1 stop
MDW
10:19a
SFO
9:18p
10h 59m
1 stop
Depart: Sun Mar 1 2015 Return: Mon Mar 2 2015 Trip spans 2 days
Delta
Delta
SFO
7:15p
MDW
3:32a
8h 17m
1 stop
MDW
7:40a
SFO
3:06p
7h 26m
1 stop
Depart: Mon Mar 2 2015 Return: Tue Mar 3 2015 Trip spans 2 days
Delta
Delta
SFO
3:00a
MDW
9:40a
6h 40m
1 stop
MDW
7:40a
SFO
3:06p
7h 26m
1 stop
Depart: Tue Mar 3 2015 Return: Thu Mar 5 2015 Trip spans 3 days
Delta
Delta
SFO
1:30a
MDW
7:37a
6h 07m
1 stop
MDW
9:11a
SFO
5:24p
8h 13m
1 stop
Depart: Wed Mar 4 2015 Return: Fri Mar 6 2015 Trip spans 3 days
Delta
Delta
SFO
3:00a
MDW
9:40a
6h 40m
1 stop
MDW
11:34a
SFO
7:26p
7h 52m
1 stop
Depart: Thu Mar 5 2015 Return: Fri Mar 6 2015 Trip spans 2 days
Delta
Delta
SFO
6:36a
MDW
2:55p
8h 19m
1 stop
MDW
11:34a
SFO
7:26p
7h 52m
1 stop
Depart: Fri Mar 6 2015 Return: Sun Mar 8 2015 Trip spans 2 days
Delta
Delta
SFO
7:45a
MDW
2:47p
7h 02m
1 stop
MDW
5:00a
SFO
11:53a
6h 53m
1 stop
Depart: Sat Mar 7 2015 Return: Mon Mar 9 2015 Trip spans 2 days
Delta
Delta
SFO
7:55a
MDW
2:49p
6h 54m
1 stop
MDW
8:40a
SFO
4:06p
7h 26m
1 stop
Change your search
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
4483 6:00 am 12:10 pm Mar 8 - Apr 6
4323 6:15 am 12:25 pm Jan 31 - Feb 28
2016 6:20 am 12:30 pm Feb 8 - Mar 1
306 6:20 am 12:30 pm Jan 29 - Mar 6
456 6:30 am 12:45 pm Mar 7 - Mar 7
1639 12:25 pm 6:20 pm Mar 7 - Mar 7
4165 1:40 pm 7:50 pm Mar 8 - Apr 5
430 1:40 pm 7:50 pm Mar 9 - Mar 27
2326 1:55 pm 8:05 pm Jan 29 - Mar 6
2326 1:55 pm 8:05 pm Feb 8 - Mar 1
Airports
Origin

San Francisco
$244
Destination

Chicago
$244