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: Tue Sep 1 2015 Return: Wed Sep 2 2015 Trip spans 2 days
Delta
Delta
SJC
6:45p
MDW
3:18a
8h 33m
1 stop
MDW
8:58a
SJC
5:40p
8h 42m
1 stop
Depart: Fri Nov 13 2015 Return: Fri Nov 20 2015 Trip spans 8 days
Southwest
Southwest
SJC
9:10a
MDW
1:20p
4h 10m
nonstop
MDW
2:35p
SJC
7:25p
4h 50m
nonstop
Depart: Fri Oct 23 2015 Return: Sat Oct 24 2015 Trip spans 2 days
Delta
Delta
SJC
6:55p
MDW
3:52a
8h 57m
1 stop
MDW
8:36a
SJC
5:30p
8h 54m
2 stops
Depart: Wed Aug 19 2015 Return: Sat Aug 22 2015 Trip spans 4 days
Delta
Delta
SJC
12:29p
MDW
6:03p
5h 34m
1 stop
MDW
2:30a
SJC
9:09a
6h 39m
1 stop
Depart: Sat Aug 22 2015 Return: Mon Aug 24 2015 Trip spans 3 days
Delta
Delta
SJC
2:30a
MDW
10:43a
8h 13m
1 stop
MDW
8:58a
SJC
5:38p
8h 40m
1 stop
Depart: Mon Aug 24 2015 Return: Fri Aug 28 2015 Trip spans 5 days
Delta
Delta
SJC
9:30a
MDW
6:03p
8h 33m
1 stop
MDW
11:28a
SJC
8:13p
8h 45m
1 stop
Depart: Tue Aug 25 2015 Return: Mon Aug 31 2015 Trip spans 7 days
Delta
Delta
SJC
12:29p
MDW
6:03p
5h 34m
1 stop
MDW
11:20a
SJC
5:38p
6h 18m
1 stop
Depart: Thu Aug 27 2015 Return: Sat Aug 29 2015 Trip spans 3 days
Delta
Delta
SJC
2:30a
MDW
8:44a
6h 14m
1 stop
MDW
2:30a
SJC
9:09a
6h 39m
1 stop
Depart: Sat Aug 29 2015 Return: Sat Sep 5 2015 Trip spans 8 days
Delta
Delta
SJC
2:30a
MDW
10:43a
8h 13m
1 stop
MDW
11:11a
SJC
5:38p
6h 27m
1 stop
Depart: Mon Aug 31 2015 Return: Sat Sep 5 2015 Trip spans 6 days
Delta
Delta
SJC
2:30a
MDW
8:44a
6h 14m
1 stop
MDW
11:11a
SJC
5:38p
6h 27m
1 stop
Depart: Sat Sep 5 2015 Return: Wed Sep 9 2015 Trip spans 5 days
Delta
Delta
SJC
2:45a
MDW
10:45a
8h 00m
1 stop
MDW
11:20a
SJC
7:38p
8h 18m
1 stop
Depart: Sun Sep 6 2015 Return: Wed Sep 9 2015 Trip spans 4 days
Delta
Delta
SJC
2:45a
MDW
10:39a
7h 54m
1 stop
MDW
11:20a
SJC
7:38p
8h 18m
1 stop
Depart: Tue Sep 8 2015 Return: Fri Sep 11 2015 Trip spans 4 days
Delta
Delta
SJC
2:45a
MDW
8:41a
5h 56m
1 stop
MDW
8:58a
SJC
5:40p
8h 42m
1 stop
Depart: Sat Sep 12 2015 Return: Tue Sep 15 2015 Trip spans 4 days
Delta
Delta
SJC
2:45a
MDW
8:40a
5h 55m
1 stop
MDW
2:35a
SJC
9:10a
6h 35m
1 stop
Depart: Mon Sep 14 2015 Return: Fri Sep 18 2015 Trip spans 5 days
Delta
Delta
SJC
6:45p
MDW
3:18a
8h 33m
1 stop
MDW
8:58a
SJC
5:40p
8h 42m
1 stop
Depart: Sat Sep 19 2015 Return: Wed Sep 23 2015 Trip spans 5 days
Delta
Delta
SJC
2:45a
MDW
8:40a
5h 55m
1 stop
MDW
9:50a
SJC
7:38p
9h 48m
1 stop
Depart: Sun Sep 20 2015 Return: Sat Sep 26 2015 Trip spans 7 days
Delta
Delta
SJC
2:45a
MDW
8:41a
5h 56m
1 stop
MDW
11:11a
SJC
5:38p
6h 27m
1 stop
Depart: Mon Sep 21 2015 Return: Sat Sep 26 2015 Trip spans 6 days
Delta
Delta
SJC
6:45p
MDW
3:18a
8h 33m
1 stop
MDW
11:11a
SJC
5:38p
6h 27m
1 stop
Depart: Tue Sep 22 2015 Return: Sat Sep 26 2015 Trip spans 5 days
Delta
Delta
SJC
8:30a
MDW
3:09p
6h 39m
1 stop
MDW
11:11a
SJC
5:38p
6h 27m
1 stop
Depart: Sun Sep 27 2015 Return: Tue Sep 29 2015 Trip spans 3 days
Delta
Delta
SJC
2:45a
MDW
8:41a
5h 56m
1 stop
MDW
11:20a
SJC
7:38p
8h 18m
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
173 1:20 pm 7:30 pm Aug 8 - Aug 8
1282 1:45 pm 7:55 pm Aug 15 - Aug 29
5955 1:45 pm 7:55 pm Sep 5 - Sep 5
1613 2:35 pm 8:45 pm Sep 6 - Sep 6
2071 2:55 pm 9:05 pm Aug 9 - Sep 4
2641 2:55 pm 9:05 pm Sep 7 - Sep 7
2525 3:15 pm 9:30 pm Jul 30 - Aug 7
Airports
Origin

San Jose
$298
Destination

Chicago
$298