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

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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

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: Wed Sep 16 2015 Return: Sat Sep 26 2015 Trip spans 11 days
Delta
Delta
MDW
9:50a
SJC
7:38p
9h 48m
1 stop
SJC
2:45a
MDW
10:45a
8h 00m
1 stop
Depart: Fri Sep 25 2015 Return: Sat Oct 3 2015 Trip spans 9 days
Delta
Delta
MDW
9:50a
SJC
7:38p
9h 48m
1 stop
SJC
2:30a
MDW
8:38a
6h 08m
1 stop
Depart: Sat Sep 26 2015 Return: Sat Oct 3 2015 Trip spans 8 days
Delta
Delta
MDW
11:11a
SJC
5:38p
6h 27m
1 stop
SJC
2:30a
MDW
10:37a
8h 07m
1 stop
Depart: Wed Sep 30 2015 Return: Sat Oct 3 2015 Trip spans 4 days
Delta
Delta
MDW
9:50a
SJC
7:38p
9h 48m
1 stop
SJC
2:30a
MDW
10:37a
8h 07m
1 stop
Depart: Fri Oct 2 2015 Return: Mon Oct 5 2015 Trip spans 4 days
Delta
Delta
MDW
9:50a
SJC
8:13p
10h 23m
1 stop
SJC
7:03p
MDW
3:52a
8h 49m
1 stop
Depart: Tue Oct 6 2015 Return: Sat Oct 10 2015 Trip spans 5 days
Delta
Delta
MDW
2:35a
SJC
9:15a
6h 40m
1 stop
SJC
2:30a
MDW
10:37a
8h 07m
1 stop
Depart: Tue Oct 20 2015 Return: Sat Oct 24 2015 Trip spans 5 days
Delta
Delta
MDW
9:50a
SJC
8:13p
10h 23m
1 stop
SJC
2:30a
MDW
10:37a
8h 07m
1 stop
Depart: Wed Oct 21 2015 Return: Tue Oct 27 2015 Trip spans 7 days
Delta
Delta
MDW
2:35a
SJC
9:15a
6h 40m
1 stop
SJC
2:30a
MDW
10:39a
8h 09m
1 stop
Depart: Fri Oct 23 2015 Return: Mon Oct 26 2015 Trip spans 4 days
Delta
Delta
MDW
9:50a
SJC
8:13p
10h 23m
1 stop
SJC
7:03p
MDW
3:52a
8h 49m
1 stop
Depart: Wed Oct 28 2015 Return: Sun Nov 1 2015 Trip spans 5 days
Delta
Delta
MDW
11:20a
SJC
8:13p
8h 53m
1 stop
SJC
1:30a
MDW
7:44a
6h 14m
1 stop
Depart: Thu Oct 29 2015 Return: Sun Nov 1 2015 Trip spans 4 days
Delta
Delta
MDW
9:50a
SJC
8:13p
10h 23m
1 stop
SJC
1:30a
MDW
7:44a
6h 14m
1 stop
Depart: Fri Oct 30 2015 Return: Sun Nov 1 2015 Trip spans 3 days
Delta
Delta
MDW
11:20a
SJC
8:13p
8h 53m
1 stop
SJC
1:30a
MDW
7:44a
6h 14m
1 stop
Depart: Sat Oct 31 2015 Return: Tue Nov 17 2015 Trip spans 18 days
Delta
Delta
MDW
9:18a
SJC
3:44p
6h 26m
1 stop
SJC
1:30a
MDW
7:40a
6h 10m
1 stop
Depart: Mon Nov 2 2015 Return: Tue Nov 3 2015 Trip spans 2 days
Delta
Delta
MDW
8:45a
SJC
7:15p
10h 30m
1 stop
SJC
7:30a
MDW
2:14p
6h 44m
1 stop
Depart: Tue Nov 3 2015 Return: Sun Nov 8 2015 Trip spans 6 days
Delta
Delta
MDW
12:02p
SJC
6:43p
6h 41m
1 stop
SJC
1:30a
MDW
7:40a
6h 10m
1 stop
Depart: Wed Nov 4 2015 Return: Tue Nov 10 2015 Trip spans 7 days
Delta
Delta
MDW
1:35a
SJC
8:28a
6h 53m
1 stop
SJC
7:30a
MDW
2:14p
6h 44m
1 stop
Depart: Fri Nov 6 2015 Return: Sun Nov 8 2015 Trip spans 3 days
Delta
Delta
MDW
8:54a
SJC
7:15p
10h 21m
1 stop
SJC
1:30a
MDW
7:40a
6h 10m
1 stop
Depart: Sat Nov 7 2015 Return: Tue Nov 10 2015 Trip spans 4 days
Delta
Delta
MDW
10:15a
SJC
6:41p
8h 26m
1 stop
SJC
1:30a
MDW
9:39a
8h 09m
1 stop
Depart: Tue Nov 10 2015 Return: Sun Nov 15 2015 Trip spans 6 days
Delta
Delta
MDW
1:35a
SJC
8:28a
6h 53m
1 stop
SJC
1:30a
MDW
7:40a
6h 10m
1 stop
Depart: Thu Nov 12 2015 Return: Sun Nov 15 2015 Trip spans 4 days
Delta
Delta
MDW
1:35a
SJC
8:28a
6h 53m
1 stop
SJC
1:30a
MDW
7:40a
6h 10m
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
4522 9:05 am 11:40 am Sep 12 - Oct 24
1396 6:35 pm 9:10 pm Sep 25 - Sep 25
1396 6:35 pm 9:10 pm Oct 2 - Oct 25
1396 6:35 pm 9:10 pm Sep 14 - Sep 14
1396 6:35 pm 9:10 pm Sep 20 - Oct 1
1396 6:35 pm 9:10 pm Sep 13 - Sep 18
1396 6:35 pm 9:10 pm Sep 7 - Sep 11
Airports
Origin

Chicago
$254
Destination

San Jose
$254
Airlines