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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: Sun Apr 12 2015 Return: Wed Apr 15 2015 Trip spans 4 days
US Airways
US Airways
ORD
3:25a
SJO
10:29a
7h 04m
1 stop
SJO
10:35a
ORD
6:21p
7h 46m
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: 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 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
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 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: Wed Apr 29 2015 Trip spans 7 days
US Airways
US Airways
ORD
6:20p
SJO
10:29a
16h 09m
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: 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 27 2015 Return: Thu Apr 30 2015 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
1:55a
SJO
10:29a
8h 34m
1 stop
SJO
10:35a
ORD
1:33a
14h 58m
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: Wed Apr 8 2015 Return: Wed Apr 15 2015 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
9:55a
SJO
4:51p
6h 56m
1 stop
SJO
10:35a
ORD
6:21p
7h 46m
1 stop
Depart: Thu Apr 9 2015 Return: Wed Apr 15 2015 Trip spans 7 days
American Airlines
American Airlines
ORD
9:55a
SJO
4:51p
6h 56m
1 stop
SJO
10:35a
ORD
1:33a
14h 58m
1 stop
Depart: Fri Apr 10 2015 Return: Wed Apr 15 2015 Trip spans 6 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: 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: Mon Mar 9 2015 Return: Tue Mar 17 2015 Trip spans 9 days
Aeromexico
Aeromexico
ORD
9:10p
SJO
8:55p
23h 45m
1 stop
SJO
3:00a
ORD
1:05a
22h 05m
1 stop
Depart: Fri Mar 6 2015 Return: Mon Mar 9 2015 Trip spans 3 days
Copa Airlines
Copa Airlines
ORD
3:00a
SJO
3:16a
24h 16m
1 stop
SJO
12:33a
ORD
7:15p
18h 42m
1 stop
Depart: Thu Mar 5 2015 Return: Wed Mar 11 2015 Trip spans 6 days
Avianca Aerovias
Avianca Aerovias
ORD
9:50a
SJO
5:20p
7h 30m
1 stop
SJO
2:18a
ORD
9:35a
7h 17m
1 stop
Depart: Fri Apr 3 2015 Return: Thu Apr 9 2015 Trip spans 7 days
United
United
ORD
4:50p
SJO
8:41a
15h 51m
1 stop
SJO
10:02a
ORD
3:45a
17h 43m
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
$309
Destination

San Jose
$309