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: Mon Sep 18 2017 Return: Mon Sep 25 2017 Trip spans 8 days
Delta
Delta
SJO
3:05a
MDW
5:55p
14h 50m
1 stop
MDW
6:17a
SJO
4:56p
10h 39m
1 stop
Depart: Fri Sep 15 2017 Return: Sat Sep 23 2017 Trip spans 9 days
Hahn Air Systems
Hahn Air Systems
SJO
7:11a
MDW
6:40a
23h 29m
1 stop
MDW
1:30p
SJO
4:25p
26h 55m
1 stop
Depart: Thu Oct 5 2017 Return: Wed Oct 11 2017 Trip spans 7 days
Delta
Delta
SJO
9:08a
MDW
5:40p
8h 32m
1 stop
MDW
6:17a
SJO
4:59p
10h 42m
1 stop
Depart: Wed Oct 11 2017 Return: Mon Oct 16 2017 Trip spans 6 days
Delta
Delta
SJO
9:08a
MDW
5:40p
8h 32m
1 stop
MDW
6:17a
SJO
4:59p
10h 42m
1 stop
Depart: Tue Sep 19 2017 Return: Sat Sep 23 2017 Trip spans 5 days
Delta
Delta
SJO
3:05a
MDW
5:16p
14h 11m
2 stops
MDW
6:17a
SJO
4:56p
10h 39m
1 stop
Depart: Tue Oct 3 2017 Return: Fri Oct 13 2017 Trip spans 11 days
Delta
Delta
SJO
3:05a
MDW
12:43p
9h 38m
1 stop
MDW
2:00a
SJO
8:53a
6h 53m
1 stop
Depart: Fri Oct 6 2017 Return: Tue Oct 10 2017 Trip spans 5 days
Delta
Delta
SJO
9:08a
MDW
5:40p
8h 32m
1 stop
MDW
2:00a
SJO
8:53a
6h 53m
1 stop
Depart: Sat Oct 7 2017 Return: Mon Oct 16 2017 Trip spans 10 days
Delta
Delta
SJO
9:24a
MDW
5:39p
8h 15m
1 stop
MDW
10:00a
SJO
4:59p
6h 59m
1 stop
Depart: Tue Oct 10 2017 Return: Sun Oct 15 2017 Trip spans 6 days
Delta
Delta
SJO
3:05a
MDW
12:43p
9h 38m
1 stop
MDW
3:20a
SJO
4:59p
13h 39m
1 stop
Depart: Mon Nov 20 2017 Return: Tue Dec 5 2017 Trip spans 16 days
Delta
Delta
SJO
3:05a
MDW
5:55p
14h 50m
1 stop
MDW
1:00a
SJO
7:46a
6h 46m
1 stop
Depart: Fri Oct 13 2017 Return: Mon Oct 16 2017 Trip spans 4 days
Delta
Delta
SJO
3:05a
MDW
3:35p
12h 30m
1 stop
MDW
3:20a
SJO
4:59p
13h 39m
1 stop
Depart: Tue Sep 26 2017 Return: Thu Sep 28 2017 Trip spans 3 days
Delta
Delta
SJO
3:05a
MDW
12:40p
9h 35m
1 stop
MDW
10:06a
SJO
4:56p
6h 50m
1 stop
Depart: Wed Sep 13 2017 Return: Wed Sep 20 2017 Trip spans 8 days
Delta
Delta
SJO
9:04a
MDW
5:55p
8h 51m
1 stop
MDW
3:25a
SJO
4:56p
13h 31m
1 stop
Depart: Thu Sep 14 2017 Return: Tue Sep 19 2017 Trip spans 6 days
Delta
Delta
SJO
9:04a
MDW
5:55p
8h 51m
1 stop
MDW
2:00a
SJO
8:49a
6h 49m
1 stop
Depart: Thu Nov 16 2017 Return: Thu Nov 23 2017 Trip spans 8 days
Delta
Delta
SJO
3:05a
MDW
12:55p
9h 50m
1 stop
MDW
1:00a
SJO
7:46a
6h 46m
1 stop
Depart: Wed Sep 20 2017 Return: Sun Sep 24 2017 Trip spans 5 days
Delta
Delta
SJO
9:04a
MDW
5:55p
8h 51m
1 stop
MDW
2:00a
SJO
8:49a
6h 49m
1 stop
Depart: Thu Sep 21 2017 Return: Sun Sep 24 2017 Trip spans 4 days
Delta
Delta
SJO
9:04a
MDW
5:55p
8h 51m
1 stop
MDW
10:06a
SJO
4:56p
6h 50m
1 stop
Depart: Mon Oct 9 2017 Return: Sat Oct 14 2017 Trip spans 6 days
Delta
Delta
SJO
3:05a
MDW
5:40p
14h 35m
1 stop
MDW
10:00a
SJO
4:59p
6h 59m
1 stop
Depart: Fri Sep 22 2017 Return: Sun Sep 24 2017 Trip spans 3 days
Delta
Delta
SJO
3:05a
MDW
10:40a
7h 35m
1 stop
MDW
10:06a
SJO
4:56p
6h 50m
1 stop
Depart: Tue Sep 12 2017 Return: Mon Sep 18 2017 Trip spans 7 days
Delta
Delta
SJO
9:04a
MDW
5:55p
8h 51m
1 stop
MDW
8:00a
SJO
4:56p
8h 56m
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,
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Airports
Origin

San Jose
$436
Destination

Chicago
$436