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

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

Book cheap flights from Chicago Midway to San Jose

(Round-trip)
Depart: Tue Apr 21 2015 Return: Sat Apr 25 2015 Trip spans 5 days
Delta
Delta
MDW
11:07a
SJC
5:47p
6h 40m
1 stop
SJC
2:20a
MDW
10:34a
8h 14m
1 stop
Depart: Wed Apr 29 2015 Return: Sat May 2 2015 Trip spans 4 days
Delta
Delta
MDW
11:07a
SJC
5:47p
6h 40m
1 stop
SJC
2:15a
MDW
8:41a
6h 26m
1 stop
Depart: Tue May 5 2015 Return: Wed May 13 2015 Trip spans 9 days
Delta
Delta
MDW
11:12a
SJC
5:45p
6h 33m
1 stop
SJC
8:35a
MDW
3:02p
6h 27m
1 stop
Depart: Wed May 6 2015 Return: Wed May 13 2015 Trip spans 8 days
Delta
Delta
MDW
2:45a
SJC
9:46a
7h 01m
1 stop
SJC
2:15a
MDW
10:39a
8h 24m
1 stop
Depart: Sat May 23 2015 Return: Wed May 27 2015 Trip spans 5 days
Delta
Delta
MDW
11:12a
SJC
5:43p
6h 31m
1 stop
SJC
2:15a
MDW
8:42a
6h 27m
1 stop
Depart: Wed May 27 2015 Return: Tue Jun 2 2015 Trip spans 7 days
Delta
Delta
MDW
2:45a
SJC
9:46a
7h 01m
1 stop
SJC
2:15a
MDW
8:42a
6h 27m
1 stop
Depart: Tue Apr 14 2015 Return: Tue May 5 2015 Trip spans 22 days
Delta
Delta
MDW
11:07a
SJC
5:47p
6h 40m
1 stop
SJC
2:15a
MDW
8:42a
6h 27m
1 stop
Depart: Fri Apr 17 2015 Return: Wed Apr 22 2015 Trip spans 6 days
Delta
Delta
MDW
8:55a
SJC
5:47p
8h 52m
1 stop
SJC
2:20a
MDW
8:37a
6h 17m
1 stop
Depart: Wed Apr 15 2015 Return: Sat Apr 18 2015 Trip spans 4 days
Delta
Delta
MDW
8:18a
SJC
7:36p
11h 18m
1 stop
SJC
2:20a
MDW
10:34a
8h 14m
1 stop
Depart: Wed Apr 22 2015 Return: Sat Apr 25 2015 Trip spans 4 days
Delta
Delta
MDW
8:55a
SJC
5:47p
8h 52m
1 stop
SJC
2:20a
MDW
8:36a
6h 16m
1 stop
Depart: Tue Apr 28 2015 Return: Sat May 2 2015 Trip spans 5 days
Delta
Delta
MDW
11:07a
SJC
5:47p
6h 40m
1 stop
SJC
2:15a
MDW
10:38a
8h 23m
1 stop
Depart: Wed Sep 2 2015 Return: Wed Sep 9 2015 Trip spans 8 days
Delta
Delta
MDW
2:45a
SJC
9:27a
6h 42m
1 stop
SJC
6:35p
MDW
3:04a
8h 29m
1 stop
Depart: Fri Apr 24 2015 Return: Tue Apr 28 2015 Trip spans 5 days
Delta
Delta
MDW
8:55a
SJC
5:47p
8h 52m
1 stop
SJC
2:20a
MDW
8:37a
6h 17m
1 stop
Depart: Sun May 24 2015 Return: Wed May 27 2015 Trip spans 4 days
Delta
Delta
MDW
2:45a
SJC
9:44a
6h 59m
1 stop
SJC
2:15a
MDW
8:42a
6h 27m
1 stop
Depart: Fri Sep 4 2015 Return: Wed Sep 9 2015 Trip spans 6 days
Delta
Delta
MDW
8:55a
SJC
5:46p
8h 51m
1 stop
SJC
8:30a
MDW
2:53p
6h 23m
1 stop
Depart: Thu Apr 30 2015 Return: Sat May 2 2015 Trip spans 3 days
Delta
Delta
MDW
8:55a
SJC
5:47p
8h 52m
1 stop
SJC
2:15a
MDW
8:41a
6h 26m
1 stop
Depart: Fri May 1 2015 Return: Tue May 5 2015 Trip spans 5 days
Delta
Delta
MDW
8:50a
SJC
5:45p
8h 55m
1 stop
SJC
2:15a
MDW
10:39a
8h 24m
1 stop
Depart: Wed May 20 2015 Return: Sat May 30 2015 Trip spans 11 days
Delta
Delta
MDW
8:50a
SJC
6:13p
9h 23m
2 stops
SJC
2:15a
MDW
8:41a
6h 26m
1 stop
Depart: Mon May 4 2015 Return: Wed May 6 2015 Trip spans 3 days
Delta
Delta
MDW
1:09p
SJC
8:47p
7h 38m
2 stops
SJC
8:35a
MDW
3:02p
6h 27m
1 stop
Depart: Sat Apr 18 2015 Return: Tue Apr 21 2015 Trip spans 4 days
Delta
Delta
MDW
8:35a
SJC
8:53p
12h 18m
2 stops
SJC
2:20a
MDW
8:37a
6h 17m
1 stop
Select an airline:  Southwest
Direct flights MDW to SJC on Southwest
Flight # Depart MDW Arrive SJC Sun Mon Tue Wed Thu Fri Sat Valid Between
2290 4:50 pm 7:30 pm Apr 4 - Apr 4
313 5:40 pm 8:25 pm Apr 7 - Apr 7
313 5:40 pm 8:25 pm Apr 5 - Apr 6
773 7:00 pm 9:35 pm Apr 11 - May 16
1550 7:30 pm 10:05 pm Apr 8 - May 22
Airports
Origin

Chicago
$284
Destination

San Jose
$284
Airlines