Find Deals on Flights from San Jose Juan Santamaria Intl to Chicago Midway (SJO - 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 Juan Santamaria Intl to Chicago Midway

(Round-trip)
Depart: Thu Jan 26 2017 Return: Sun Jan 29 2017 Trip spans 4 days
Delta
Delta
SJO
3:10a
MDW
1:05p
9h 55m
2 stops
MDW
3:45a
SJO
4:01p
12h 16m
2 stops
Depart: Fri Jun 2 2017 Return: Sun Jun 4 2017 Trip spans 3 days
Volaris
Volaris
SJO
8:04a
MDW
6:14a
22h 10m
1 stop
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
Depart: Fri Jan 27 2017 Return: Sun Jan 29 2017 Trip spans 3 days
Delta
Delta
SJO
9:25a
MDW
5:46p
8h 21m
1 stop
MDW
3:45a
SJO
4:01p
12h 16m
2 stops
Depart: Tue Feb 7 2017 Return: Wed Mar 29 2017 Trip spans 50 days
Delta
Delta
SJO
3:10a
MDW
12:22p
9h 12m
1 stop
MDW
7:55a
SJO
5:17p
9h 22m
1 stop
Depart: Thu Mar 23 2017 Return: Mon Mar 27 2017 Trip spans 5 days
Delta
Delta
SJO
3:00a
MDW
12:25p
9h 25m
1 stop
MDW
9:48a
SJO
5:17p
7h 29m
1 stop
Depart: Thu Feb 2 2017 Return: Sun Mar 5 2017 Trip spans 32 days
Delta
Delta
SJO
9:25a
MDW
5:46p
8h 21m
1 stop
MDW
1:30p
SJO
8:01a
18h 31m
1 stop
Depart: Wed Mar 22 2017 Return: Sun Mar 26 2017 Trip spans 5 days
Delta
Delta
SJO
9:05a
MDW
5:10p
8h 05m
1 stop
MDW
2:05p
SJO
8:50a
18h 45m
1 stop
Depart: Thu Feb 16 2017 Return: Mon Feb 20 2017 Trip spans 5 days
Volaris
Volaris
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
MDW
12:50p
SJO
7:05a
18h 15m
1 stop
Depart: Mon Jul 31 2017 Return: Wed Aug 9 2017 Trip spans 10 days
Delta
Delta
SJO
9:00a
MDW
1:08p
28h 08m
2 stops
MDW
2:00a
SJO
8:46a
6h 46m
1 stop
Depart: Sun Apr 2 2017 Return: Sun Apr 30 2017 Trip spans 29 days
Volaris
Volaris
SJO
8:25a
MDW
5:57a
21h 32m
1 stop
MDW
1:29p
SJO
8:19a
18h 50m
1 stop
Depart: Wed Mar 15 2017 Return: Sun Mar 26 2017 Trip spans 12 days
Delta
Delta
SJO
9:05a
MDW
5:10p
8h 05m
1 stop
MDW
2:05p
SJO
5:17p
27h 12m
1 stop
Depart: Wed May 10 2017 Return: Sat Jun 3 2017 Trip spans 25 days
Volaris
Volaris
SJO
8:04a
MDW
5:57a
21h 53m
1 stop
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
Depart: Thu Feb 9 2017 Return: Tue Feb 14 2017 Trip spans 6 days
Delta
Delta
SJO
9:25a
MDW
5:46p
8h 21m
1 stop
MDW
1:00a
SJO
8:07a
7h 07m
1 stop
Depart: Sun Feb 12 2017 Return: Sat Feb 18 2017 Trip spans 7 days
Volaris
Volaris
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
MDW
12:50p
SJO
7:05a
18h 15m
1 stop
Depart: Mon Mar 13 2017 Return: Wed Mar 15 2017 Trip spans 3 days
Delta
Delta
SJO
3:00a
MDW
12:25p
9h 25m
1 stop
MDW
9:48a
SJO
5:17p
7h 29m
1 stop
Depart: Sun Apr 9 2017 Return: Sun Apr 16 2017 Trip spans 8 days
Volaris
Volaris
SJO
8:04a
MDW
5:57a
21h 53m
1 stop
MDW
1:29p
SJO
8:19a
18h 50m
1 stop
Depart: Thu Mar 16 2017 Return: Tue Mar 21 2017 Trip spans 6 days
Delta
Delta
SJO
3:00a
MDW
12:25p
9h 25m
1 stop
MDW
9:48a
SJO
5:17p
7h 29m
1 stop
Depart: Sun Feb 26 2017 Return: Mon Feb 27 2017 Trip spans 2 days
Volaris
Volaris
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
MDW
12:50p
SJO
7:05a
18h 15m
1 stop
Depart: Wed Feb 1 2017 Return: Sun Feb 12 2017 Trip spans 12 days
Delta
Delta
SJO
3:10a
MDW
4:00p
12h 50m
2 stops
MDW
9:08a
SJO
4:01p
6h 53m
1 stop
Depart: Tue Mar 14 2017 Return: Sun Mar 26 2017 Trip spans 13 days
Delta
Delta
SJO
9:05a
MDW
5:10p
8h 05m
1 stop
MDW
2:05p
SJO
5:17p
27h 12m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Why aren’t prices accurate 100% of the time?
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Airports
Origin

San Jose
$316
Destination

Chicago
$316