Find Cheap Flights from Chicago to Costa Rica

Search hundreds of travel sites at once for deals on flights to Costa Rica

Wed 11/22
Wed 11/29
Any month
Compare vs. KAYAK |

Book cheap flights from Chicago to Costa Rica (round-trip)

Airports
Origin
Chicago
$309
only
$309
Destination
San Jose
$309
only
$309
Tue, Feb 6
ORD
SJO
19h 43m
Mon, Feb 12
SJO
ORD
21h 59m
Trip: 7 days
Overall null null
Based on null reviews
Tue, Feb 20
ORD
SJO
21h 55m
Fri, Mar 2
SJO
ORD
29h 15m
Trip: 11 days
Overall null null
Based on null reviews
Wed, Feb 7
ORD
SJO
9h 55m
Mon, Feb 12
SJO
ORD
9h 05m
Trip: 6 days
Overall null null
Based on null reviews
Sat, Feb 24
ORD
SJO
14h 20m
Mon, Mar 12
SJO
ORD
17h 25m
Trip: 16 days
Overall null null
Based on null reviews
Wed, Feb 7
ORD
SJO
19h 43m
Tue, Feb 13
SJO
ORD
21h 59m
Trip: 7 days
Overall null null
Based on null reviews
Mon, Feb 12
ORD
SJO
6h 33m
Fri, Feb 23
SJO
ORD
17h 20m
Trip: 12 days
Overall null null
Based on null reviews
Thu, Jan 11
ORD
SJO
9h 55m
Tue, Feb 13
SJO
ORD
17h 20m
Trip: 34 days
Overall null null
Based on null reviews
Mon, Feb 5
ORD
SJO
30h 33m
Thu, Feb 8
SJO
ORD
33h 05m
Trip: 4 days
Overall null null
Based on null reviews
Tue, Feb 27
ORD
SJO
14h 20m
Tue, Mar 6
SJO
ORD
11h 56m
Trip: 8 days
Overall null null
Based on null reviews
Fri, Feb 9
ORD
SJO
13h 35m
Tue, Feb 13
SJO
ORD
9h 05m
Trip: 5 days
Overall null null
Based on null reviews
Wed, Feb 28
ORD
SJO
14h 20m
Thu, Mar 8
SJO
ORD
11h 56m
Trip: 9 days
Overall null null
Based on null reviews
Tue, Feb 6
ORD
SJO
19h 43m
Fri, Feb 9
SJO
ORD
21h 12m
Trip: 4 days
Overall null null
Based on null reviews
Thu, Mar 1
ORD
SJO
14h 20m
Thu, Mar 8
SJO
ORD
9h 56m
Trip: 8 days
Overall null null
Based on null reviews
Sun, Mar 4
ORD
SJO
31h 30m
Tue, Mar 6
SJO
ORD
25h 15m
Trip: 3 days
Overall null null
Based on null reviews
Thu, Nov 23
ORD
SJO
6h 38m
Wed, Dec 6
SJO
ORD
9h 00m
Trip: 14 days
Overall null null
Based on null reviews
Sun, Mar 4
ORD
SJO
14h 20m
Mon, Mar 12
SJO
ORD
17h 40m
Trip: 8 days
Overall null null
Based on null reviews
Wed, Feb 28
ORD
SJO
7h 34m
Fri, Mar 9
SJO
ORD
17h 20m
Trip: 10 days
Overall null null
Based on null reviews
Wed, Feb 21
ORD
SJO
19h 57m
Mon, Feb 26
SJO
ORD
21h 54m
Trip: 6 days
Overall null null
Based on null reviews
Mon, Mar 5
ORD
SJO
14h 20m
Mon, Mar 12
SJO
ORD
9h 40m
Trip: 7 days
Overall null null
Based on null reviews
Tue, Feb 20
ORD
SJO
11h 40m
Tue, Feb 27
SJO
ORD
9h 17m
Trip: 8 days
Overall null null
Based on null reviews
*
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.

We compile tonnes of data for you
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 and someone from our team will get back to you promptly.