Find Cheap Flights to Central America

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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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Central America

(Round-trip)
Depart: Tue Sep 12 2017 Return: Tue Sep 19 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
SJO
7h 20m
1 stop
SJO
ORD
21h 48m
1 stop
Depart: Wed Jan 10 2018 Return: Wed Jan 24 2018 Trip spans 15 days
Avianca
Avianca
ORD
SJO
19h 23m
1 stop
SJO
ORD
7h 00m
1 stop
Depart: Fri Oct 13 2017 Return: Fri Oct 20 2017 Trip spans 8 days
Copa Airlines
Copa Airlines
ORD
GUA
14h 24m
2 stops
GUA
ORD
22h 07m
1 stop
Depart: Thu Feb 15 2018 Return: Thu Feb 22 2018 Trip spans 8 days
Aeromexico
Aeromexico
ORD
GUA
8h 28m
1 stop
GUA
ORD
17h 20m
2 stops
Depart: Fri Jan 19 2018 Return: Mon Jan 29 2018 Trip spans 11 days
Interjet
Interjet
ORD
GUA
14h 25m
1 stop
GUA
ORD
17h 05m
1 stop
Depart: Mon Sep 4 2017 Return: Thu Sep 7 2017 Trip spans 4 days
Volaris
Volaris
MDW
GUA
18h 59m
1 stop
GUA
MDW
21h 27m
1 stop
Depart: Fri Aug 25 2017 Return: Sat Sep 2 2017 Trip spans 9 days
United
United
ORD
GUA
16h 20m
1 stop
GUA
ORD
9h 06m
1 stop
Depart: Thu Sep 7 2017 Return: Thu Sep 28 2017 Trip spans 22 days
Delta
Delta
MDW
SJO
8h 56m
1 stop
SJO
MDW
7h 35m
1 stop
Depart: Sat Feb 17 2018 Return: Sat Feb 24 2018 Trip spans 8 days
Avianca
Avianca
ORD
SJO
25h 30m
1 stop
SJO
ORD
7h 00m
1 stop
Depart: Wed Sep 27 2017 Return: Tue Oct 3 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
GUA
7h 06m
1 stop
GUA
ORD
10h 47m
1 stop
Depart: Thu Nov 9 2017 Return: Sat Nov 11 2017 Trip spans 3 days
Copa Airlines
Copa Airlines
ORD
GUA
14h 24m
2 stops
GUA
ORD
11h 15m
2 stops
Depart: Tue Jan 9 2018 Return: Fri Jan 19 2018 Trip spans 11 days
Hahn Air Systems
Hahn Air Systems
MDW
SJO
25h 54m
1 stop
SJO
MDW
23h 52m
1 stop
Depart: Sat Dec 16 2017 Return: Tue Dec 26 2017 Trip spans 11 days
American Airlines
American Airlines
ORD
BZE
17h 50m
1 stop
BZE
ORD
9h 03m
1 stop
Depart: Sat Dec 2 2017 Return: Sat Dec 9 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
SJO
6h 50m
1 stop
SJO
ORD
10h 06m
1 stop
Depart: Sat Nov 4 2017 Return: Sun Nov 12 2017 Trip spans 9 days
Avianca
Avianca
ORD
GUA
18h 30m
1 stop
GUA
ORD
6h 15m
1 stop
Depart: Fri Dec 1 2017 Return: Sun Dec 10 2017 Trip spans 10 days
Copa Airlines
Copa Airlines
ORD
GUA
14h 24m
2 stops
GUA
ORD
11h 15m
2 stops
Depart: Thu Aug 24 2017 Return: Sun Sep 3 2017 Trip spans 11 days
Aeromexico
Aeromexico
ORD
GUA
12h 20m
1 stop
GUA
ORD
16h 35m
2 stops
Depart: Thu Feb 8 2018 Return: Sun Feb 18 2018 Trip spans 11 days
Interjet
Interjet
ORD
GUA
14h 25m
1 stop
GUA
ORD
19h 55m
1 stop
Depart: Tue Sep 26 2017 Return: Tue Oct 3 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
SJO
7h 20m
1 stop
SJO
ORD
7h 39m
1 stop
Depart: Fri Nov 3 2017 Return: Tue Nov 7 2017 Trip spans 5 days
Volaris
Volaris
MDW
GUA
18h 48m
1 stop
GUA
MDW
21h 25m
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.

^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

Chicago
only $200
only $392
Destination

Guatemala City
$276
Belize City
$613
San Jose
$200