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 Aug 19 2015 Return: Sat Sep 19 2015 Trip spans 32 days
Delta
Delta
MDW
2:30a
SJC
9:10a
6h 40m
1 stop
SJC
2:45a
MDW
10:45a
8h 00m
1 stop
Depart: Thu Aug 20 2015 Return: Mon Aug 24 2015 Trip spans 5 days
Delta
Delta
MDW
9:40a
SJC
8:13p
10h 33m
1 stop
SJC
12:29p
MDW
6:03p
5h 34m
1 stop
Depart: Thu Aug 27 2015 Return: Mon Aug 31 2015 Trip spans 5 days
Delta
Delta
MDW
2:40a
SJC
10:08a
7h 28m
1 stop
SJC
12:29p
MDW
6:03p
5h 34m
1 stop
Depart: Fri Aug 28 2015 Return: Mon Aug 31 2015 Trip spans 4 days
Delta
Delta
MDW
2:40a
SJC
10:08a
7h 28m
1 stop
SJC
12:29p
MDW
6:03p
5h 34m
1 stop
Depart: Tue Sep 1 2015 Return: Tue Sep 8 2015 Trip spans 8 days
Delta
Delta
MDW
11:20a
SJC
7:38p
8h 18m
1 stop
SJC
2:45a
MDW
10:39a
7h 54m
1 stop
Depart: Wed Sep 2 2015 Return: Sun Sep 6 2015 Trip spans 5 days
Delta
Delta
MDW
2:35a
SJC
9:10a
6h 35m
1 stop
SJC
2:45a
MDW
8:41a
5h 56m
1 stop
Depart: Sat Sep 5 2015 Return: Sat Sep 12 2015 Trip spans 8 days
Delta
Delta
MDW
11:11a
SJC
5:38p
6h 27m
1 stop
SJC
2:45a
MDW
8:40a
5h 55m
1 stop
Depart: Wed Sep 9 2015 Return: Tue Sep 15 2015 Trip spans 7 days
Delta
Delta
MDW
11:20a
SJC
7:38p
8h 18m
1 stop
SJC
2:45a
MDW
10:39a
7h 54m
1 stop
Depart: Fri Sep 18 2015 Return: Sun Sep 20 2015 Trip spans 3 days
Delta
Delta
MDW
8:58a
SJC
5:40p
8h 42m
1 stop
SJC
2:45a
MDW
8:41a
5h 56m
1 stop
Depart: Tue Sep 22 2015 Return: Sat Sep 26 2015 Trip spans 5 days
Delta
Delta
MDW
2:35a
SJC
9:10a
6h 35m
1 stop
SJC
2:45a
MDW
10:45a
8h 00m
1 stop
Depart: Thu Sep 24 2015 Return: Mon Sep 28 2015 Trip spans 5 days
Delta
Delta
MDW
9:50a
SJC
7:38p
9h 48m
1 stop
SJC
2:45a
MDW
10:39a
7h 54m
1 stop
Depart: Fri Sep 25 2015 Return: Mon Sep 28 2015 Trip spans 4 days
Delta
Delta
MDW
11:20a
SJC
7:38p
8h 18m
1 stop
SJC
2:45a
MDW
10:39a
7h 54m
1 stop
Depart: Wed Oct 28 2015 Return: Sun Nov 1 2015 Trip spans 5 days
Delta
Delta
MDW
2:35a
SJC
9:15a
6h 40m
1 stop
SJC
1:29a
MDW
7:30a
6h 01m
1 stop
Depart: Fri Nov 6 2015 Return: Sun Nov 8 2015 Trip spans 3 days
Delta
Delta
MDW
7:30a
SJC
6:37p
11h 07m
1 stop
SJC
1:29a
MDW
9:51a
8h 22m
1 stop
Depart: Wed Nov 11 2015 Return: Sun Nov 15 2015 Trip spans 5 days
Delta
Delta
MDW
1:45a
SJC
8:27a
6h 42m
1 stop
SJC
1:29a
MDW
9:51a
8h 22m
1 stop
Depart: Fri Nov 13 2015 Return: Sun Nov 15 2015 Trip spans 3 days
Delta
Delta
MDW
7:30a
SJC
6:37p
11h 07m
1 stop
SJC
1:29a
MDW
7:30a
6h 01m
1 stop
Depart: Wed Nov 18 2015 Return: Sun Nov 22 2015 Trip spans 5 days
Delta
Delta
MDW
10:27a
SJC
6:37p
8h 10m
1 stop
SJC
1:29a
MDW
9:51a
8h 22m
1 stop
Depart: Wed Feb 10 2016 Return: Tue Feb 16 2016 Trip spans 7 days
Delta
Delta
MDW
8:50a
SJC
6:37p
9h 47m
1 stop
SJC
1:29a
MDW
7:30a
6h 01m
1 stop
Depart: Fri Sep 11 2015 Return: Sun Sep 13 2015 Trip spans 3 days
Delta
Delta
MDW
9:50a
SJC
7:38p
9h 48m
1 stop
SJC
2:27a
MDW
3:09p
12h 42m
2 stops
Depart: Thu Sep 10 2015 Return: Sun Sep 27 2015 Trip spans 18 days
Southwest
Southwest
MDW
2:35p
SJC
7:10p
4h 35m
nonstop
SJC
10:50a
MDW
3:00p
4h 10m
nonstop
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
2031 9:05 am 11:40 am Sep 5 - Sep 5
4522 9:05 am 11:40 am Aug 15 - Aug 29
1396 6:35 pm 9:10 pm Sep 7 - Sep 13
1396 6:35 pm 9:10 pm Aug 16 - Sep 4
1396 6:35 pm 9:10 pm Sep 6 - Sep 6
1396 6:35 pm 9:10 pm Aug 9 - Aug 14
1958 7:00 pm 9:30 pm Aug 1 - Aug 8
Airports
Origin

Chicago
$294
Destination

San Jose
$294