Find Deals on Flights from Costa Rica to Chicago Midway

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Costa Rica to Chicago Midway

(Round-trip)
Depart: Tue Apr 11 2017 Return: Wed Apr 19 2017 Trip spans 9 days
Delta
Delta
SJO
3:20a
MDW
12:38p
9h 18m
1 stop
MDW
2:00a
SJO
8:46a
6h 46m
1 stop
Depart: Thu Jan 19 2017 Return: Sat Feb 11 2017 Trip spans 24 days
Volaris
Volaris
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
MDW
12:50p
SJO
7:05a
18h 15m
1 stop
Depart: Wed May 17 2017 Return: Mon May 22 2017 Trip spans 6 days
Delta
Delta
SJO
3:20a
MDW
1:31p
10h 11m
1 stop
MDW
3:15p
SJO
8:46a
17h 31m
1 stop
Depart: Mon Apr 10 2017 Return: Mon Apr 17 2017 Trip spans 8 days
Delta
Delta
SJO
10:09a
MDW
7:00a
20h 51m
2 stops
MDW
9:45a
SJO
8:46a
23h 01m
1 stop
Depart: Wed Jan 25 2017 Return: Sun Feb 5 2017 Trip spans 12 days
Delta
Delta
SJO
3:10a
MDW
12:22p
9h 12m
1 stop
MDW
9:08a
SJO
8:07a
22h 59m
1 stop
Depart: Sat May 13 2017 Return: Sat May 20 2017 Trip spans 8 days
Delta
Delta
SJO
9:00a
MDW
5:08p
8h 08m
1 stop
MDW
11:30a
SJO
8:46a
21h 16m
1 stop
Depart: Thu Feb 2 2017 Return: Wed Feb 22 2017 Trip spans 21 days
Volaris
Volaris
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
MDW
12:50p
SJO
7:05a
18h 15m
1 stop
Depart: Thu Apr 13 2017 Return: Sun Apr 16 2017 Trip spans 4 days
Delta
Delta
SJO
9:00a
MDW
5:09p
8h 09m
1 stop
MDW
2:00a
SJO
8:46a
6h 46m
1 stop
Depart: Thu Mar 9 2017 Return: Wed Mar 15 2017 Trip spans 6 days
Volaris
Volaris
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
MDW
2:50p
SJO
9:05a
18h 15m
1 stop
Depart: Wed Jan 18 2017 Return: Wed Feb 22 2017 Trip spans 36 days
Delta
Delta
SJO
9:25a
MDW
5:46p
8h 21m
1 stop
MDW
8:45a
SJO
3:40p
6h 55m
1 stop
Depart: Sun Dec 25 2016 Return: Wed Dec 28 2016 Trip spans 4 days
Volaris
Volaris
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
MDW
12:48p
SJO
7:05a
18h 17m
1 stop
Depart: Thu Jan 26 2017 Return: Wed Feb 22 2017 Trip spans 28 days
Delta
Delta
SJO
3:10a
MDW
4:55a
25h 45m
1 stop
MDW
1:15p
SJO
3:40p
26h 25m
1 stop
Depart: Mon May 22 2017 Return: Tue May 30 2017 Trip spans 9 days
Delta
Delta
SJO
3:20a
MDW
8:23a
29h 03m
1 stop
MDW
9:45a
SJO
4:40p
6h 55m
1 stop
Depart: Fri Jun 16 2017 Return: Sat Jun 24 2017 Trip spans 9 days
Volaris
Volaris
SJO
8:04a
MDW
6:14a
22h 10m
1 stop
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
Depart: Thu Apr 6 2017 Return: Thu Apr 13 2017 Trip spans 8 days
Delta
Delta
SJO
10:09a
MDW
3:36a
17h 27m
2 stops
MDW
2:00a
SJO
10:04a
8h 04m
1 stop
Depart: Thu Jan 5 2017 Return: Mon Jan 9 2017 Trip spans 5 days
Volaris
Volaris
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
MDW
1:06p
SJO
7:05a
17h 59m
1 stop
Depart: Mon Dec 19 2016 Return: Sat Dec 31 2016 Trip spans 13 days
Delta
Delta
SJO
10:25a
MDW
3:53a
17h 28m
2 stops
MDW
1:00a
SJO
8:00a
7h 00m
1 stop
Depart: Wed Dec 28 2016 Return: Wed Jan 11 2017 Trip spans 15 days
Delta
Delta
SJO
2:38a
MDW
5:13a
26h 35m
1 stop
MDW
11:50a
SJO
4:01p
28h 11m
2 stops
Depart: Sun Jan 8 2017 Return: Wed Jan 11 2017 Trip spans 4 days
Volaris
Volaris
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
MDW
1:06p
SJO
7:05a
17h 59m
1 stop
Depart: Sat Dec 24 2016 Return: Sat Dec 31 2016 Trip spans 8 days
Delta
Delta
SJO
2:38a
MDW
5:20p
14h 42m
1 stop
MDW
1:00a
SJO
8:00a
7h 00m
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.

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 email and someone from our team will get back to you promptly.

Airports
Origin

San Jose
$350
Destination

Chicago
$350