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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
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: Sat Jan 14 2017 Return: Tue Jan 17 2017 Trip spans 4 days
Delta
Delta
SJC
8:00a
MDW
3:07p
7h 07m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Mon Feb 6 2017 Return: Mon Feb 13 2017 Trip spans 8 days
Southwest
Southwest
SJC
9:45a
MDW
1:50p
4h 05m
nonstop
MDW
4:05a
SJC
8:50a
4h 45m
nonstop
Depart: Fri Dec 9 2016 Return: Fri Dec 16 2016 Trip spans 8 days
Major Airline
Major Airline
SJC
12:00a
MDW
1:39a
1h 39m
1 stop
MDW
12:00a
SJC
5:39a
5h 39m
1 stop
Depart: Thu Jan 26 2017 Return: Mon Jan 30 2017 Trip spans 5 days
Delta
Delta
SJC
1:25a
MDW
7:54a
6h 29m
1 stop
MDW
10:29a
SJC
7:36p
9h 07m
1 stop
Depart: Fri Jan 27 2017 Return: Tue Jan 31 2017 Trip spans 5 days
Delta
Delta
SJC
1:25a
MDW
7:54a
6h 29m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Thu Feb 2 2017 Return: Mon Feb 6 2017 Trip spans 5 days
Delta
Delta
SJC
1:25a
MDW
9:51a
8h 26m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Fri Feb 3 2017 Return: Mon Feb 6 2017 Trip spans 4 days
Delta
Delta
SJC
1:25a
MDW
7:54a
6h 29m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Tue Mar 28 2017 Return: Sun Apr 2 2017 Trip spans 6 days
Major Airline
Major Airline
SJC
1:00a
MDW
2:39a
1h 39m
1 stop
MDW
1:00a
SJC
6:39a
5h 39m
1 stop
Depart: Tue Feb 14 2017 Return: Thu Feb 16 2017 Trip spans 3 days
Delta
Delta
SJC
7:57a
MDW
3:46p
7h 49m
1 stop
MDW
7:20a
SJC
6:23p
11h 03m
1 stop
Depart: Fri Jan 6 2017 Return: Tue Jan 10 2017 Trip spans 5 days
Delta
Delta
SJC
1:30a
MDW
7:50a
6h 20m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Sun Dec 4 2016 Return: Sun Dec 11 2016 Trip spans 8 days
Major Airline
Major Airline
SJC
12:00a
MDW
1:39a
1h 39m
1 stop
MDW
12:00a
SJC
5:39a
5h 39m
1 stop
Depart: Mon Jan 9 2017 Return: Wed Jan 11 2017 Trip spans 3 days
Delta
Delta
SJC
1:25a
MDW
7:58a
6h 33m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Tue Jan 10 2017 Return: Fri Jan 13 2017 Trip spans 4 days
Delta
Delta
SJC
1:25a
MDW
7:54a
6h 29m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Wed Jan 11 2017 Return: Fri Jan 13 2017 Trip spans 3 days
Delta
Delta
SJC
1:25a
MDW
7:54a
6h 29m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Fri Dec 23 2016 Return: Sun Jan 8 2017 Trip spans 17 days
Major Airline
Major Airline
SJC
12:00a
MDW
1:39a
1h 39m
1 stop
MDW
12:00a
SJC
5:39a
5h 39m
1 stop
Depart: Thu Jan 12 2017 Return: Fri Jan 13 2017 Trip spans 2 days
Delta
Delta
SJC
1:25a
MDW
9:49a
8h 24m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Wed Jan 18 2017 Return: Fri Jan 20 2017 Trip spans 3 days
Delta
Delta
SJC
1:25a
MDW
7:53a
6h 28m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Thu Jan 19 2017 Return: Mon Jan 23 2017 Trip spans 5 days
Delta
Delta
SJC
1:25a
MDW
9:51a
8h 26m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Mon Jan 23 2017 Return: Thu Jan 26 2017 Trip spans 4 days
Delta
Delta
SJC
1:25a
MDW
7:54a
6h 29m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
1 stop
Depart: Tue Jan 24 2017 Return: Thu Jan 26 2017 Trip spans 3 days
Delta
Delta
SJC
1:25a
MDW
7:54a
6h 29m
1 stop
MDW
12:26p
SJC
7:36p
7h 10m
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
4617 6:35 am 12:45 pm Jan 7 - Mar 4
6753 10:10 am 4:15 pm Dec 17 - Dec 17
5382 2:15 pm 8:20 pm Jan 8 - Jan 29
3909 2:40 pm 8:45 pm Dec 25 - Dec 25
978 2:40 pm 8:45 pm Jan 1 - Jan 4
978 2:40 pm 8:45 pm Dec 1 - Dec 20
4211 2:45 pm 8:50 pm Jan 5 - Feb 13
6074 3:45 pm 9:50 pm Dec 21 - Jan 2
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

San Jose
$318
Destination

Chicago
$318
Airlines Airline reviews

5 travelers who booked a flight from San Jose to Chicago rated their chosen airlines with an average of 8.8.

Overall
9.2
Boarding
9.2
Crew
9.2
Comfort
9.2
Food
8.4
Entertainment
8.0