Browse Origins:
Browse Destinations:

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

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to San Jose Juan Santamaria Intl

(Round-trip)
Depart: Thu Sep 3 2015 Return: Sat Sep 5 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
3:00p
SJO
10:11p
7h 11m
1 stop
SJO
9:07p
ORD
5:07a
8h 00m
1 stop
Depart: Sun Sep 13 2015 Return: Sat Sep 26 2015 Trip spans 14 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SJO
8:40a
7h 25m
1 stop
SJO
8:30a
ORD
6:45p
10h 15m
1 stop
Depart: Thu Sep 10 2015 Return: Mon Sep 14 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SJO
8:40a
7h 25m
1 stop
SJO
8:30a
ORD
6:45p
10h 15m
1 stop
Depart: Fri Sep 18 2015 Return: Thu Sep 24 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SJO
8:40a
7h 25m
1 stop
SJO
9:55p
ORD
1:40p
15h 45m
1 stop
Depart: Fri Sep 25 2015 Return: Sat Sep 26 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SJO
8:40a
7h 25m
1 stop
SJO
8:30a
ORD
6:45p
10h 15m
1 stop
Depart: Sat Aug 29 2015 Return: Wed Sep 9 2015 Trip spans 12 days
Spirit Airlines
Spirit Airlines
ORD
5:25a
SJO
10:11p
16h 46m
1 stop
SJO
8:30a
ORD
3:51p
7h 21m
1 stop
Depart: Sun Aug 30 2015 Return: Wed Sep 9 2015 Trip spans 11 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SJO
8:36a
7h 21m
1 stop
SJO
8:30a
ORD
3:51p
7h 21m
1 stop
Depart: Mon Aug 31 2015 Return: Wed Sep 9 2015 Trip spans 10 days
Spirit Airlines
Spirit Airlines
ORD
5:25a
SJO
10:11p
16h 46m
1 stop
SJO
8:30a
ORD
3:51p
7h 21m
1 stop
Depart: Tue Sep 1 2015 Return: Wed Sep 9 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
ORD
2:10p
SJO
9:15p
7h 05m
1 stop
SJO
8:30a
ORD
3:51p
7h 21m
1 stop
Depart: Wed Sep 2 2015 Return: Wed Sep 9 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SJO
8:36a
7h 21m
1 stop
SJO
8:30a
ORD
3:51p
7h 21m
1 stop
Depart: Sat Sep 5 2015 Return: Wed Sep 9 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
2:10p
SJO
9:15p
7h 05m
1 stop
SJO
8:30a
ORD
3:51p
7h 21m
1 stop
Depart: Sun Sep 6 2015 Return: Wed Sep 9 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SJO
8:36a
7h 21m
1 stop
SJO
8:30a
ORD
3:51p
7h 21m
1 stop
Depart: Tue Jun 2 2015 Return: Wed Jun 3 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
3:00p
SJO
10:09p
7h 09m
1 stop
SJO
8:30a
ORD
6:55p
10h 25m
1 stop
Depart: Mon Sep 21 2015 Return: Tue Sep 22 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
3:20p
SJO
10:07p
6h 47m
1 stop
SJO
8:30a
ORD
6:45p
10h 15m
1 stop
Depart: Tue Oct 20 2015 Return: Mon Oct 26 2015 Trip spans 7 days
United
United
ORD
7:00a
SJO
3:32p
8h 32m
1 stop
SJO
8:30p
ORD
6:30a
10h 00m
1 stop
Depart: Sat May 30 2015 Return: Thu Jun 4 2015 Trip spans 6 days
US Airways
US Airways
ORD
3:20a
SJO
10:29a
7h 09m
1 stop
SJO
10:25a
ORD
6:23p
7h 58m
1 stop
Depart: Fri May 29 2015 Return: Sun May 31 2015 Trip spans 3 days
American Airlines
American Airlines
ORD
9:25a
SJO
5:19p
7h 54m
1 stop
SJO
10:25a
ORD
4:35a
18h 10m
1 stop
Depart: Thu Jul 23 2015 Return: Mon Jul 27 2015 Trip spans 5 days
Copa Airlines
Copa Airlines
ORD
10:47a
SJO
6:36p
7h 49m
1 stop
SJO
12:33a
ORD
8:17a
7h 44m
1 stop
Depart: Wed Nov 25 2015 Return: Sun Nov 29 2015 Trip spans 5 days
Volaris
Volaris
MDW
12:50p
SJO
5:55a
17h 05m
1 stop
SJO
3:05p
MDW
6:15a
15h 10m
1 stop
Depart: Mon Sep 14 2015 Return: Tue Sep 29 2015 Trip spans 16 days
Aeromexico
Aeromexico
ORD
8:25p
SJO
7:56a
11h 31m
1 stop
SJO
2:08a
ORD
6:00p
15h 52m
1 stop
Select an airline:  United
Direct flights CHI to SJO on United
Flight # Depart ORD Arrive SJO Sun Mon Tue Wed Thu Fri Sat Valid Between
1187 8:15 am 12:25 pm Jul 4 - Aug 8
1187 8:15 am 12:25 pm Jun 6 - Jun 27
Airports
Origin

Chicago
only $405
only $511
Destination

San Jose
$405