Find Cheap Flights from Chicago to Costa Rica

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

Book cheap flights from Chicago to Costa Rica

(Round-trip)
Depart: Fri Sep 8 2017 Return: Fri Sep 22 2017 Trip spans 15 days
Major Airline
Major Airline
ORD
SJO
11h 30m
1 stop
SJO
ORD
16h 20m
1 stop
Depart: Sat Jun 3 2017 Return: Sat Jun 17 2017 Trip spans 15 days
Copa Airlines
Copa Airlines
ORD
SJO
19h 48m
1 stop
SJO
ORD
30h 10m
1 stop
Depart: Sat Sep 2 2017 Return: Sun Sep 3 2017 Trip spans 2 days
Avianca
Avianca
ORD
SJO
6h 55m
1 stop
SJO
ORD
7h 00m
1 stop
Depart: Tue May 2 2017 Return: Wed May 17 2017 Trip spans 16 days
Delta
Delta
MDW
SJO
13h 47m
1 stop
SJO
MDW
9h 12m
1 stop
Depart: Wed Oct 25 2017 Return: Wed Nov 1 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
SJO
10h 17m
1 stop
SJO
ORD
9h 30m
1 stop
Depart: Sat Jun 10 2017 Return: Fri Jun 16 2017 Trip spans 7 days
United
United
ORD
SJO
11h 05m
1 stop
SJO
ORD
28h 33m
1 stop
Depart: Sun Jun 4 2017 Return: Mon Jun 12 2017 Trip spans 9 days
Aeromexico
Aeromexico
ORD
SJO
22h 20m
2 stops
SJO
ORD
25h 00m
1 stop
Depart: Sat Jul 22 2017 Return: Fri Jul 28 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
SJO
8h 14m
1 stop
SJO
ORD
8h 46m
1 stop
Depart: Sun Oct 8 2017 Return: Sun Oct 15 2017 Trip spans 8 days
Volaris
Volaris
MDW
SJO
18h 20m
1 stop
SJO
MDW
21h 53m
1 stop
Depart: Thu Sep 21 2017 Return: Wed Sep 27 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
SJO
9h 00m
1 stop
SJO
ORD
16h 20m
1 stop
Depart: Tue Jun 6 2017 Return: Thu Jun 15 2017 Trip spans 10 days
Copa Airlines
Copa Airlines
ORD
SJO
22h 23m
1 stop
SJO
ORD
10h 32m
1 stop
Depart: Sun Sep 3 2017 Return: Sat Sep 9 2017 Trip spans 7 days
JetBlue
JetBlue
ORD
LIR
15h 00m
1 stop
LIR
ORD
17h 30m
1 stop
Depart: Tue May 2 2017 Return: Sun May 7 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
SJO
15h 59m
1 stop
SJO
ORD
29h 34m
1 stop
Depart: Fri Aug 11 2017 Return: Wed Aug 16 2017 Trip spans 6 days
Copa Airlines
Copa Airlines
ORD
SJO
8h 56m
1 stop
SJO
ORD
10h 29m
1 stop
Depart: Thu May 18 2017 Return: Tue May 23 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
SJO
7h 10m
1 stop
SJO
ORD
19h 40m
1 stop
Depart: Sun Jul 2 2017 Return: Fri Jul 7 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
SJO
28h 12m
1 stop
SJO
ORD
29h 36m
1 stop
Depart: Fri Aug 25 2017 Return: Tue Aug 29 2017 Trip spans 5 days
Copa Airlines
Copa Airlines
ORD
SJO
8h 26m
1 stop
SJO
ORD
7h 35m
1 stop
Depart: Thu Jun 1 2017 Return: Sun Jun 4 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
SJO
8h 55m
1 stop
SJO
ORD
7h 44m
1 stop
Depart: Thu Jun 1 2017 Return: Tue Jun 6 2017 Trip spans 6 days
Delta
Delta
MDW
SJO
6h 57m
1 stop
SJO
MDW
12h 30m
2 stops
Depart: Sat May 6 2017 Return: Sat May 13 2017 Trip spans 8 days
United
United
ORD
SJO
19h 35m
1 stop
SJO
ORD
17h 57m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
only $270
only $298
Destination

Liberia
$573
San Jose
$270