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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Chicago Midway to San Jose Juan Santamaria Intl

(Round-trip)
Depart: Mon Mar 20 2017 Return: Wed Mar 22 2017 Trip spans 3 days
Delta
Delta
MDW
2:00a
SJO
8:50a
6h 50m
1 stop
SJO
9:05a
MDW
5:10p
8h 05m
1 stop
Depart: Sun Aug 20 2017 Return: Mon Aug 28 2017 Trip spans 9 days
Volaris
Volaris
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
SJO
8:04a
MDW
6:14a
22h 10m
1 stop
Depart: Tue Mar 21 2017 Return: Thu Mar 23 2017 Trip spans 3 days
Delta
Delta
MDW
2:00a
SJO
10:13a
8h 13m
1 stop
SJO
9:05a
MDW
5:10p
8h 05m
1 stop
Depart: Wed Mar 22 2017 Return: Thu Mar 23 2017 Trip spans 2 days
Delta
Delta
MDW
2:00a
SJO
8:50a
6h 50m
1 stop
SJO
9:05a
MDW
5:10p
8h 05m
1 stop
Depart: Mon Mar 27 2017 Return: Wed Mar 29 2017 Trip spans 3 days
Delta
Delta
MDW
9:48a
SJO
5:17p
7h 29m
1 stop
SJO
10:30a
MDW
4:43a
18h 13m
1 stop
Depart: Tue Mar 28 2017 Return: Tue Apr 4 2017 Trip spans 8 days
Delta
Delta
MDW
9:48a
SJO
5:17p
7h 29m
1 stop
SJO
10:19a
MDW
4:37a
18h 18m
1 stop
Depart: Tue Jun 6 2017 Return: Mon Jun 19 2017 Trip spans 14 days
Volaris
Volaris
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
SJO
8:04a
MDW
6:14a
22h 10m
1 stop
Depart: Wed Mar 29 2017 Return: Tue Apr 4 2017 Trip spans 7 days
Delta
Delta
MDW
3:15a
SJO
10:13a
6h 58m
1 stop
SJO
10:19a
MDW
3:20p
29h 01m
1 stop
Depart: Tue Jun 13 2017 Return: Mon Jul 3 2017 Trip spans 21 days
Volaris
Volaris
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
SJO
8:04a
MDW
6:14a
22h 10m
1 stop
Depart: Thu May 25 2017 Return: Mon May 29 2017 Trip spans 5 days
Volaris
Volaris
MDW
1:29p
SJO
8:19a
18h 50m
1 stop
SJO
8:04a
MDW
5:57a
21h 53m
1 stop
Depart: Wed Apr 5 2017 Return: Wed Apr 12 2017 Trip spans 8 days
Delta
Delta
MDW
10:08a
SJO
5:10p
7h 02m
1 stop
SJO
9:00a
MDW
5:25p
8h 25m
1 stop
Depart: Tue Apr 25 2017 Return: Tue May 2 2017 Trip spans 8 days
Delta
Delta
MDW
10:08a
SJO
5:10p
7h 02m
1 stop
SJO
9:00a
MDW
5:09p
8h 09m
1 stop
Depart: Thu Jun 8 2017 Return: Wed Jun 14 2017 Trip spans 7 days
Volaris
Volaris
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
SJO
8:04a
MDW
6:14a
22h 10m
1 stop
Depart: Wed Apr 26 2017 Return: Tue May 2 2017 Trip spans 7 days
Delta
Delta
MDW
5:22a
SJO
5:10p
11h 48m
2 stops
SJO
9:00a
MDW
5:09p
8h 09m
1 stop
Depart: Wed Mar 1 2017 Return: Tue Mar 7 2017 Trip spans 7 days
Volaris
Volaris
MDW
12:50p
SJO
7:05a
18h 15m
1 stop
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
Depart: Thu Apr 27 2017 Return: Tue May 2 2017 Trip spans 6 days
Delta
Delta
MDW
10:08a
SJO
5:10p
7h 02m
1 stop
SJO
9:00a
MDW
5:09p
8h 09m
1 stop
Depart: Sun May 21 2017 Return: Sun May 28 2017 Trip spans 8 days
Volaris
Volaris
MDW
1:29p
SJO
8:19a
18h 50m
1 stop
SJO
8:04a
MDW
5:57a
21h 53m
1 stop
Depart: Mon May 1 2017 Return: Tue May 2 2017 Trip spans 2 days
Delta
Delta
MDW
2:00a
SJO
8:46a
6h 46m
1 stop
SJO
9:00a
MDW
5:09p
8h 09m
1 stop
Depart: Sat Jun 10 2017 Return: Mon Jun 19 2017 Trip spans 10 days
Volaris
Volaris
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
SJO
8:04a
MDW
6:14a
22h 10m
1 stop
Depart: Tue May 2 2017 Return: Tue May 9 2017 Trip spans 8 days
Delta
Delta
MDW
9:45a
SJO
4:40p
6h 55m
1 stop
SJO
3:20a
MDW
12:18p
8h 58m
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?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Chicago
$298
Destination

San Jose
$298