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
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: Thu Mar 23 2017 Return: Mon Mar 27 2017 Trip spans 5 days
Delta
Delta
SJO
3:00a
MDW
12:25p
9h 25m
1 stop
MDW
9:48a
SJO
5:17p
7h 29m
1 stop
Depart: Mon May 22 2017 Return: Thu Jun 1 2017 Trip spans 11 days
Volaris
Volaris
SJO
8:04a
MDW
5:57a
21h 53m
1 stop
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
Depart: Fri Mar 24 2017 Return: Mon Apr 24 2017 Trip spans 32 days
Delta
Delta
SJO
3:00a
MDW
4:43a
25h 43m
1 stop
MDW
3:20a
SJO
5:10p
13h 50m
1 stop
Depart: Tue May 23 2017 Return: Tue May 30 2017 Trip spans 8 days
Delta
Delta
SJO
9:00a
MDW
5:09p
8h 09m
1 stop
MDW
2:00a
SJO
8:46a
6h 46m
1 stop
Depart: Wed May 24 2017 Return: Tue May 30 2017 Trip spans 7 days
Delta
Delta
SJO
9:00a
MDW
5:09p
8h 09m
1 stop
MDW
2:00a
SJO
8:46a
6h 46m
1 stop
Depart: Sat May 27 2017 Return: Tue May 30 2017 Trip spans 4 days
Delta
Delta
SJO
10:09a
MDW
7:18a
21h 09m
2 stops
MDW
2:00a
SJO
8:46a
6h 46m
1 stop
Depart: Mon May 1 2017 Return: Fri May 5 2017 Trip spans 5 days
Delta
Delta
SJO
3:20a
MDW
8:23a
29h 03m
1 stop
MDW
3:15p
SJO
8:46a
17h 31m
1 stop
Depart: Fri Apr 21 2017 Return: Sun Apr 30 2017 Trip spans 10 days
Volaris
Volaris
SJO
8:04a
MDW
5:57a
21h 53m
1 stop
MDW
1:29p
SJO
8:19a
18h 50m
1 stop
Depart: Thu Apr 27 2017 Return: Sun Apr 30 2017 Trip spans 4 days
Delta
Delta
SJO
3:00a
MDW
12:18p
9h 18m
1 stop
MDW
3:20a
SJO
5:10p
13h 50m
1 stop
Depart: Mon Jul 17 2017 Return: Thu Jul 27 2017 Trip spans 11 days
Volaris
Volaris
SJO
8:04a
MDW
6:14a
22h 10m
1 stop
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
Depart: Sun Mar 5 2017 Return: Wed Mar 15 2017 Trip spans 10 days
Volaris
Volaris
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
MDW
2:50p
SJO
9:05a
18h 15m
1 stop
Depart: Thu May 25 2017 Return: Tue May 30 2017 Trip spans 6 days
Delta
Delta
SJO
3:20a
MDW
1:31p
10h 11m
1 stop
MDW
2:00a
SJO
8:46a
6h 46m
1 stop
Depart: Fri May 26 2017 Return: Tue May 30 2017 Trip spans 5 days
Delta
Delta
SJO
9:00a
MDW
5:09p
8h 09m
1 stop
MDW
2:00a
SJO
8:46a
6h 46m
1 stop
Depart: Fri Jul 21 2017 Return: Tue Jul 25 2017 Trip spans 5 days
Volaris
Volaris
SJO
8:04a
MDW
6:14a
22h 10m
1 stop
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
Depart: Sun Jul 23 2017 Return: Thu Jul 27 2017 Trip spans 5 days
Volaris
Volaris
SJO
8:04a
MDW
6:14a
22h 10m
1 stop
MDW
1:29p
SJO
8:24a
18h 55m
1 stop
Depart: Sun May 14 2017 Return: Sat May 20 2017 Trip spans 7 days
Delta
Delta
SJO
3:20a
MDW
12:38p
9h 18m
1 stop
MDW
8:15a
SJO
4:40p
8h 25m
1 stop
Depart: Tue Feb 28 2017 Return: Wed Mar 8 2017 Trip spans 9 days
Volaris
Volaris
SJO
8:25a
MDW
6:27a
22h 02m
1 stop
MDW
12:50p
SJO
7:05a
18h 15m
1 stop
Depart: Tue Aug 1 2017 Return: Fri Aug 11 2017 Trip spans 11 days
Delta
Delta
SJO
3:20a
MDW
1:40p
10h 20m
1 stop
MDW
9:40a
SJO
4:40p
7h 00m
1 stop
Depart: Mon Apr 3 2017 Return: Thu Apr 20 2017 Trip spans 18 days
Volaris
Volaris
SJO
8:04a
MDW
5:57a
21h 53m
1 stop
MDW
1:29p
SJO
8:19a
18h 50m
1 stop
Depart: Tue Mar 7 2017 Return: Tue Mar 14 2017 Trip spans 7 days
Delta
Delta
SJO
9:16a
MDW
5:45p
8h 29m
1 stop
MDW
7:55a
SJO
5:17p
9h 22m
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
$316
Destination

Chicago
$316