Find Deals on Flights from San Jose to Chicago Midway (SJC - MDW)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from San Jose to Chicago Midway

(Round-trip)
Depart: Fri Dec 4 2015 Return: Thu Dec 10 2015 Trip spans 7 days
Southwest
Southwest
SJC
3:00a
MDW
9:40a
6h 40m
1 stop
MDW
2:35p
SJC
7:25p
4h 50m
nonstop
Depart: Tue Sep 15 2015 Return: Wed Sep 23 2015 Trip spans 9 days
Delta
Delta
SJC
6:45p
MDW
3:18a
8h 33m
1 stop
MDW
9:50a
SJC
7:38p
9h 48m
1 stop
Depart: Tue Sep 22 2015 Return: Wed Sep 23 2015 Trip spans 2 days
Delta
Delta
SJC
8:30a
MDW
3:09p
6h 39m
1 stop
MDW
9:50a
SJC
7:38p
9h 48m
1 stop
Depart: Sat Sep 26 2015 Return: Tue Oct 6 2015 Trip spans 11 days
Delta
Delta
SJC
2:45a
MDW
10:45a
8h 00m
1 stop
MDW
2:35a
SJC
9:15a
6h 40m
1 stop
Depart: Tue Sep 29 2015 Return: Wed Sep 30 2015 Trip spans 2 days
Delta
Delta
SJC
8:30a
MDW
3:09p
6h 39m
1 stop
MDW
9:50a
SJC
7:38p
9h 48m
1 stop
Depart: Sat Oct 3 2015 Return: Tue Oct 6 2015 Trip spans 4 days
Delta
Delta
SJC
2:30a
MDW
8:38a
6h 08m
1 stop
MDW
2:35a
SJC
9:15a
6h 40m
1 stop
Depart: Tue Oct 6 2015 Return: Tue Oct 13 2015 Trip spans 8 days
Delta
Delta
SJC
8:30a
MDW
3:23p
6h 53m
1 stop
MDW
9:50a
SJC
8:13p
10h 23m
1 stop
Depart: Tue Oct 13 2015 Return: Wed Oct 21 2015 Trip spans 9 days
Delta
Delta
SJC
8:30a
MDW
3:23p
6h 53m
1 stop
MDW
2:35a
SJC
9:15a
6h 40m
1 stop
Depart: Sat Oct 17 2015 Return: Tue Oct 20 2015 Trip spans 4 days
Delta
Delta
SJC
2:30a
MDW
10:37a
8h 07m
1 stop
MDW
9:50a
SJC
8:13p
10h 23m
1 stop
Depart: Tue Oct 20 2015 Return: Fri Oct 23 2015 Trip spans 4 days
Delta
Delta
SJC
7:03p
MDW
3:52a
8h 49m
1 stop
MDW
11:20a
SJC
8:13p
8h 53m
1 stop
Depart: Wed Oct 21 2015 Return: Fri Oct 23 2015 Trip spans 3 days
Delta
Delta
SJC
2:30a
MDW
10:39a
8h 09m
1 stop
MDW
11:20a
SJC
8:13p
8h 53m
1 stop
Depart: Sat Oct 24 2015 Return: Tue Oct 27 2015 Trip spans 4 days
Delta
Delta
SJC
2:30a
MDW
8:38a
6h 08m
1 stop
MDW
11:20a
SJC
8:13p
8h 53m
1 stop
Depart: Tue Oct 27 2015 Return: Thu Oct 29 2015 Trip spans 3 days
Delta
Delta
SJC
2:30a
MDW
8:40a
6h 10m
1 stop
MDW
9:50a
SJC
8:13p
10h 23m
1 stop
Depart: Thu Oct 29 2015 Return: Mon Nov 2 2015 Trip spans 5 days
Delta
Delta
SJC
2:30a
MDW
8:40a
6h 10m
1 stop
MDW
10:28a
SJC
7:15p
8h 47m
1 stop
Depart: Fri Oct 30 2015 Return: Mon Nov 2 2015 Trip spans 4 days
Delta
Delta
SJC
2:30a
MDW
10:39a
8h 09m
1 stop
MDW
10:28a
SJC
7:15p
8h 47m
1 stop
Depart: Mon Nov 2 2015 Return: Mon Nov 9 2015 Trip spans 8 days
Delta
Delta
SJC
6:13p
MDW
2:55a
8h 42m
1 stop
MDW
10:28a
SJC
7:15p
8h 47m
1 stop
Depart: Tue Nov 3 2015 Return: Mon Nov 9 2015 Trip spans 7 days
Delta
Delta
SJC
7:25a
MDW
2:04p
6h 39m
1 stop
MDW
10:28a
SJC
7:15p
8h 47m
1 stop
Depart: Wed Nov 4 2015 Return: Sat Nov 7 2015 Trip spans 4 days
Delta
Delta
SJC
1:30a
MDW
7:40a
6h 10m
1 stop
MDW
12:15p
SJC
6:41p
6h 26m
1 stop
Depart: Sun Nov 8 2015 Return: Thu Nov 12 2015 Trip spans 5 days
Delta
Delta
SJC
1:30a
MDW
7:40a
6h 10m
1 stop
MDW
1:35a
SJC
8:28a
6h 53m
1 stop
Depart: Tue Nov 10 2015 Return: Sat Nov 14 2015 Trip spans 5 days
Delta
Delta
SJC
1:30a
MDW
7:40a
6h 10m
1 stop
MDW
10:15a
SJC
6:41p
8h 26m
1 stop
Select an airline:  Southwest
Direct flights SJC to MDW on Southwest
Flight # Depart SJC Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
1282 1:45 pm 7:55 pm Sep 12 - Sep 26
1303 1:50 pm 8:00 pm Oct 3 - Oct 31
267 2:45 pm 8:55 pm Sep 8 - Sep 10
2071 2:50 pm 9:00 pm Sep 27 - Oct 30
2071 2:55 pm 9:05 pm Sep 11 - Sep 25
2641 2:55 pm 9:05 pm Sep 7 - Sep 7
Airports
Origin

San Jose
$245
Destination

Chicago
$245