Find Cheap 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 Oct 5 2017 Return: Wed Oct 11 2017 Trip spans 7 days
Delta
Delta
SJO
12:00a
MDW
9:27a
9h 27m
1 stop
MDW
12:00a
SJO
6:46a
6h 46m
1 stop
Depart: Fri Oct 6 2017 Return: Sun Oct 15 2017 Trip spans 10 days
Volaris
Volaris
SJO
12:00a
MDW
9:53p
21h 53m
1 stop
MDW
12:00a
SJO
6:20p
18h 20m
1 stop
Depart: Thu Aug 3 2017 Return: Tue Aug 8 2017 Trip spans 6 days
Delta
Delta
SJO
12:00a
MDW
8:50a
8h 50m
1 stop
MDW
12:00a
SJO
6:50a
6h 50m
1 stop
Depart: Wed Sep 13 2017 Return: Tue Sep 19 2017 Trip spans 7 days
Volaris
Volaris
SJO
12:00a
MDW
9:53p
21h 53m
1 stop
MDW
12:00a
SJO
6:20p
18h 20m
1 stop
Depart: Thu Sep 14 2017 Return: Sun Sep 24 2017 Trip spans 11 days
Delta
Delta
SJO
12:00a
MDW
9:07a
9h 07m
1 stop
MDW
12:00a
SJO
6:46a
6h 46m
1 stop
Depart: Fri Aug 25 2017 Return: Sat Sep 2 2017 Trip spans 9 days
Volaris
Volaris
SJO
12:00a
MDW
10:11p
22h 11m
1 stop
MDW
12:00a
SJO
6:20p
18h 20m
1 stop
Depart: Fri Sep 15 2017 Return: Sun Sep 17 2017 Trip spans 3 days
Volaris
Volaris
SJO
12:00a
MDW
9:53p
21h 53m
1 stop
MDW
12:00a
SJO
6:20p
18h 20m
1 stop
Depart: Wed Jul 12 2017 Return: Wed Aug 9 2017 Trip spans 29 days
Delta
Delta
SJO
12:00a
MDW
8:50a
8h 50m
1 stop
MDW
12:00a
SJO
6:50a
6h 50m
1 stop
Depart: Mon Sep 11 2017 Return: Sun Sep 17 2017 Trip spans 7 days
Volaris
Volaris
SJO
12:00a
MDW
9:53p
21h 53m
1 stop
MDW
12:00a
SJO
6:20p
18h 20m
1 stop
Depart: Thu Jul 13 2017 Return: Wed Aug 9 2017 Trip spans 28 days
Delta
Delta
SJO
12:00a
MDW
2:55p
14h 55m
1 stop
MDW
12:00a
SJO
6:50a
6h 50m
1 stop
Depart: Wed Aug 30 2017 Return: Sun Sep 3 2017 Trip spans 5 days
Volaris
Volaris
SJO
12:00a
MDW
10:11p
22h 11m
1 stop
MDW
12:00a
SJO
6:20p
18h 20m
1 stop
Depart: Fri Jul 14 2017 Return: Wed Aug 9 2017 Trip spans 27 days
Delta
Delta
SJO
12:00a
MDW
11:07a
11h 07m
1 stop
MDW
12:00a
SJO
9:15a
9h 15m
1 stop
Depart: Thu Sep 14 2017 Return: Mon Sep 18 2017 Trip spans 5 days
Delta
Delta
SJO
12:00a
MDW
9:07a
9h 07m
1 stop
MDW
12:00a
SJO
8:40a
8h 40m
1 stop
Depart: Tue Oct 3 2017 Return: Sun Oct 15 2017 Trip spans 13 days
Delta
Delta
SJO
12:00a
MDW
9:27a
9h 27m
1 stop
MDW
12:00a
SJO
6:46a
6h 46m
1 stop
Depart: Sun Aug 20 2017 Return: Sat Aug 26 2017 Trip spans 7 days
Volaris
Volaris
SJO
12:00a
MDW
10:11p
22h 11m
1 stop
MDW
12:00a
SJO
6:20p
18h 20m
1 stop
Depart: Wed Jul 12 2017 Return: Tue Aug 8 2017 Trip spans 28 days
Delta
Delta
SJO
12:00a
MDW
8:50a
8h 50m
1 stop
MDW
12:00a
SJO
6:50a
6h 50m
1 stop
Depart: Mon Jul 10 2017 Return: Tue Jul 11 2017 Trip spans 2 days
Volaris
Volaris
SJO
12:00a
MDW
10:11p
22h 11m
1 stop
MDW
12:00a
SJO
6:20p
18h 20m
1 stop
Depart: Thu Jul 13 2017 Return: Tue Aug 8 2017 Trip spans 27 days
Delta
Delta
SJO
12:00a
MDW
11:07a
11h 07m
1 stop
MDW
12:00a
SJO
6:50a
6h 50m
1 stop
Depart: Fri Jul 21 2017 Return: Sun Jul 23 2017 Trip spans 3 days
Volaris
Volaris
SJO
12:00a
MDW
10:11p
22h 11m
1 stop
MDW
12:00a
SJO
6:20p
18h 20m
1 stop
Depart: Thu Aug 17 2017 Return: Sun Aug 20 2017 Trip spans 4 days
Delta
Delta
SJO
12:00a
MDW
8:35a
8h 35m
1 stop
MDW
12:00a
SJO
6:50a
6h 50m
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

San Jose
$436
Destination

Chicago
$436