Browse Origins:
Browse Destinations:

Find Flight Deals 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: Sat Apr 11 2015 Return: Fri Apr 17 2015 Trip spans 7 days
American Airlines
American Airlines
ORD
6:20p
SJO
10:29a
16h 09m
1 stop
SJO
10:35a
ORD
1:33a
14h 58m
1 stop
Depart: Sun Apr 12 2015 Return: Wed Apr 15 2015 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
3:25a
SJO
10:29a
7h 04m
1 stop
SJO
10:35a
ORD
6:21p
7h 46m
1 stop
Depart: Sun Apr 26 2015 Return: Wed Apr 29 2015 Trip spans 4 days
US Airways
US Airways
ORD
1:55a
SJO
10:29a
8h 34m
1 stop
SJO
10:35a
ORD
4:06a
17h 31m
1 stop
Depart: Mon Apr 13 2015 Return: Thu Apr 16 2015 Trip spans 4 days
American Airlines
American Airlines
ORD
1:55a
SJO
10:29a
8h 34m
1 stop
SJO
10:35a
ORD
6:21p
7h 46m
1 stop
Depart: Thu Apr 16 2015 Return: Mon Apr 20 2015 Trip spans 5 days
Multiple Airlines
Multiple Airlines
ORD
6:20p
SJO
10:29a
16h 09m
1 stop
SJO
10:35a
ORD
6:21p
7h 46m
1 stop
Depart: Sat Apr 18 2015 Return: Wed Apr 22 2015 Trip spans 5 days
American Airlines
American Airlines
ORD
6:20p
SJO
10:29a
16h 09m
1 stop
SJO
10:35a
ORD
1:33a
14h 58m
1 stop
Depart: Sun Apr 19 2015 Return: Wed Apr 22 2015 Trip spans 4 days
American Airlines
American Airlines
ORD
3:25a
SJO
10:29a
7h 04m
1 stop
SJO
10:35a
ORD
1:33a
14h 58m
1 stop
Depart: Mon Apr 20 2015 Return: Thu Apr 23 2015 Trip spans 4 days
American Airlines
American Airlines
ORD
1:55a
SJO
10:29a
8h 34m
1 stop
SJO
10:35a
ORD
6:21p
7h 46m
1 stop
Depart: Thu Apr 23 2015 Return: Mon Apr 27 2015 Trip spans 5 days
Multiple Airlines
Multiple Airlines
ORD
6:20p
SJO
10:29a
16h 09m
1 stop
SJO
10:35a
ORD
6:21p
7h 46m
1 stop
Depart: Fri Apr 24 2015 Return: Mon Apr 27 2015 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
1:55a
SJO
10:29a
8h 34m
1 stop
SJO
10:35a
ORD
6:21p
7h 46m
1 stop
Depart: Sat Apr 25 2015 Return: Thu Apr 30 2015 Trip spans 6 days
Multiple Airlines
Multiple Airlines
ORD
6:20p
SJO
10:29a
16h 09m
1 stop
SJO
10:35a
ORD
6:21p
7h 46m
1 stop
Depart: Mon Apr 27 2015 Return: Thu Apr 30 2015 Trip spans 4 days
US Airways
US Airways
ORD
1:55a
SJO
10:29a
8h 34m
1 stop
SJO
10:35a
ORD
6:21p
7h 46m
1 stop
Depart: Mon Apr 6 2015 Return: Wed Apr 15 2015 Trip spans 10 days
American Airlines
American Airlines
ORD
2:45p
SJO
7:49a
17h 04m
1 stop
SJO
10:35a
ORD
1:33a
14h 58m
1 stop
Depart: Tue Apr 7 2015 Return: Wed Apr 15 2015 Trip spans 9 days
American Airlines
American Airlines
ORD
2:10a
SJO
8:58a
6h 48m
1 stop
SJO
10:35a
ORD
1:33a
14h 58m
1 stop
Depart: Thu May 28 2015 Return: Mon Jun 1 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
3:00p
SJO
10:09p
7h 09m
1 stop
SJO
9:55p
ORD
4:15p
18h 20m
1 stop
Depart: Tue Mar 3 2015 Return: Tue Mar 10 2015 Trip spans 7 days
Aeromexico
Aeromexico
ORD
9:10a
SJO
6:55p
9h 45m
1 stop
SJO
11:15a
ORD
8:44a
21h 29m
1 stop
Depart: Tue Mar 17 2015 Return: Tue Mar 24 2015 Trip spans 8 days
Avianca Aerovias
Avianca Aerovias
ORD
11:50a
SJO
7:05p
7h 15m
1 stop
SJO
2:15a
ORD
9:35a
7h 20m
1 stop
Depart: Wed Mar 4 2015 Return: Mon Mar 9 2015 Trip spans 5 days
Copa Airlines
Copa Airlines
ORD
3:00a
SJO
2:41p
11h 41m
1 stop
SJO
7:32a
ORD
7:15p
11h 43m
1 stop
Depart: Fri Mar 20 2015 Return: Fri Apr 24 2015 Trip spans 36 days
United
United
ORD
4:35p
SJO
8:41a
16h 06m
1 stop
SJO
2:30a
ORD
10:35a
8h 05m
1 stop
Depart: Fri Apr 3 2015 Return: Tue Apr 7 2015 Trip spans 5 days
Delta
Delta
MDW
5:11a
SJO
8:59a
27h 48m
1 stop
SJO
3:30a
MDW
2:53p
11h 23m
1 stop
Change your search
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 8:10 am 12:30 pm Mar 14 - Mar 14
1187 8:10 am 1:30 pm Feb 28 - Mar 7
1187 8:10 am 12:30 pm Mar 28 - Apr 5
1187 8:10 am 12:30 pm Mar 15 - Mar 15
1187 8:10 am 12:30 pm Mar 22 - Mar 22
1187 8:10 am 12:30 pm Mar 21 - Mar 21
1187 8:24 am 12:44 pm Mar 8 - Mar 8
1135 5:55 pm 10:15 pm Mar 21 - Mar 21
1135 5:55 pm 10:15 pm Mar 20 - Mar 20
1135 5:55 pm 10:15 pm Apr 4 - Apr 4
1135 5:55 pm 10:15 pm Apr 3 - Apr 3
1135 5:55 pm 10:15 pm Mar 27 - Mar 27
1135 5:55 pm 10:15 pm Mar 28 - Mar 28
Airports
Origin

Chicago
only $309
only $536
Destination

San Jose
$309