Find Cheap Flights from Costa Rica to Chicago

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

(Round-trip)
Depart: Sat Sep 2 2017 Return: Sat Sep 9 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
SJO
ORD
7h 23m
1 stop
ORD
SJO
7h 55m
1 stop
Depart: Wed Aug 23 2017 Return: Wed Sep 6 2017 Trip spans 15 days
Interjet
Interjet
SJO
ORD
22h 00m
1 stop
ORD
SJO
9h 55m
1 stop
Depart: Thu Nov 16 2017 Return: Thu Nov 23 2017 Trip spans 8 days
Aeromexico
Aeromexico
SJO
ORD
29h 28m
2 stops
ORD
SJO
28h 50m
1 stop
Depart: Thu Oct 5 2017 Return: Thu Oct 12 2017 Trip spans 8 days
Delta
Delta
SJO
MDW
9h 07m
1 stop
MDW
SJO
6h 46m
1 stop
Depart: Wed Sep 13 2017 Return: Tue Sep 19 2017 Trip spans 7 days
Volaris
Volaris
SJO
MDW
21h 53m
1 stop
MDW
SJO
18h 20m
1 stop
Depart: Thu Jun 29 2017 Return: Wed Jul 5 2017 Trip spans 7 days
United
United
SJO
ORD
10h 09m
1 stop
ORD
SJO
19h 25m
1 stop
Depart: Fri Sep 22 2017 Return: Sun Sep 24 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
SJO
ORD
10h 20m
1 stop
ORD
SJO
7h 20m
1 stop
Depart: Wed Oct 18 2017 Return: Sun Oct 22 2017 Trip spans 5 days
Aeromexico
Aeromexico
SJO
ORD
11h 35m
2 stops
ORD
SJO
33h 55m
2 stops
Depart: Tue Nov 28 2017 Return: Mon Dec 4 2017 Trip spans 7 days
Interjet
Interjet
SJO
ORD
16h 10m
1 stop
ORD
SJO
23h 40m
1 stop
Depart: Thu Aug 31 2017 Return: Fri Sep 1 2017 Trip spans 2 days
Interjet
Interjet
SJO
ORD
10h 10m
1 stop
ORD
SJO
13h 45m
1 stop
Depart: Thu Oct 5 2017 Return: Thu Oct 12 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
SJO
ORD
10h 20m
1 stop
ORD
SJO
7h 20m
1 stop
Depart: Thu Oct 12 2017 Return: Mon Oct 16 2017 Trip spans 5 days
Delta
Delta
SJO
MDW
9h 07m
1 stop
MDW
SJO
6h 46m
1 stop
Depart: Thu Sep 28 2017 Return: Sun Oct 1 2017 Trip spans 4 days
Delta
Delta
SJO
MDW
9h 27m
1 stop
MDW
SJO
6h 46m
1 stop
Depart: Tue Jul 25 2017 Return: Tue Aug 8 2017 Trip spans 15 days
Spirit Airlines
Spirit Airlines
SJO
ORD
8h 41m
1 stop
ORD
SJO
8h 33m
1 stop
Depart: Thu Aug 3 2017 Return: Tue Aug 8 2017 Trip spans 6 days
Delta
Delta
SJO
MDW
8h 50m
1 stop
MDW
SJO
6h 50m
1 stop
Depart: Fri Jul 14 2017 Return: Fri Aug 4 2017 Trip spans 22 days
Spirit Airlines
Spirit Airlines
SJO
ORD
10h 21m
1 stop
ORD
SJO
17h 43m
1 stop
Depart: Tue Nov 28 2017 Return: Mon Dec 4 2017 Trip spans 7 days
Delta
Delta
SJO
MDW
14h 43m
1 stop
MDW
SJO
7h 00m
1 stop
Depart: Sat Dec 23 2017 Return: Sat Dec 30 2017 Trip spans 8 days
United
United
SJO
ORD
5h 30m
nonstop
ORD
SJO
5h 15m
nonstop
Depart: Fri Jul 21 2017 Return: Sat Jul 29 2017 Trip spans 9 days
Delta
Delta
SJO
MDW
14h 55m
1 stop
MDW
SJO
6h 50m
1 stop
Depart: Mon Jul 3 2017 Return: Wed Jul 12 2017 Trip spans 10 days
United
United
SJO
ORD
27h 29m
1 stop
ORD
SJO
12h 25m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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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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.

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Airports
Origin

San Jose
$296
Destination

Chicago
only $296
only $436
Airlines Airline reviews

2 travelers who booked a flight from San Jose to Chicago rated their chosen airlines with an average of 9.8.

Overall
10.0
Boarding
10.0
Crew
10.0
Comfort
9.0
Food
10.0
Entertainment
10.0