Find Deals on Flights from Chicago 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 Apr 4 2017 Return: Thu Apr 13 2017 Trip spans 10 days
Aeromexico
Aeromexico
ORD
GUA
19h 05m
1 stop
GUA
ORD
23h 46m
1 stop
Depart: Fri Aug 25 2017 Return: Sun Sep 10 2017 Trip spans 17 days
Major Airline
Major Airline
ORD
GUA
11h 30m
2 stops
GUA
ORD
17h 55m
2 stops
Depart: Thu May 18 2017 Return: Wed May 24 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
SJO
7h 17m
1 stop
SJO
ORD
10h 24m
1 stop
Depart: Tue Mar 28 2017 Return: Tue Apr 25 2017 Trip spans 29 days
Copa Airlines
Copa Airlines
ORD
SJO
8h 46m
1 stop
SJO
ORD
14h 48m
1 stop
Depart: Mon Apr 10 2017 Return: Thu Apr 13 2017 Trip spans 4 days
Delta
Delta
MDW
SJO
8h 03m
1 stop
SJO
MDW
8h 25m
1 stop
Depart: Mon Aug 14 2017 Return: Wed Aug 23 2017 Trip spans 10 days
American Airlines
American Airlines
ORD
SJO
18h 18m
2 stops
SJO
ORD
11h 21m
2 stops
Depart: Wed May 3 2017 Return: Tue May 9 2017 Trip spans 7 days
Volaris
Volaris
MDW
GUA
19h 05m
1 stop
GUA
MDW
21h 09m
1 stop
Depart: Sat Aug 19 2017 Return: Sat Aug 26 2017 Trip spans 8 days
Avianca
Avianca
ORD
RTB
20h 21m
2 stops
RTB
ORD
25h 14m
2 stops
Depart: Thu May 4 2017 Return: Wed May 10 2017 Trip spans 7 days
Aeromexico
Aeromexico
ORD
GUA
27h 20m
1 stop
GUA
ORD
27h 25m
1 stop
Depart: Sat Apr 1 2017 Return: Thu Apr 13 2017 Trip spans 13 days
Major Airline
Major Airline
ORD
SJO
9h 00m
1 stop
SJO
ORD
10h 25m
1 stop
Depart: Fri Mar 31 2017 Return: Mon Apr 3 2017 Trip spans 4 days
United
United
ORD
BZE
15h 48m
2 stops
BZE
ORD
22h 22m
2 stops
Depart: Thu May 11 2017 Return: Mon May 15 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
SAP
7h 33m
1 stop
SAP
ORD
7h 46m
1 stop
Depart: Fri Mar 31 2017 Return: Tue Apr 4 2017 Trip spans 5 days
Aeromexico
Aeromexico
ORD
GUA
30h 03m
1 stop
GUA
ORD
27h 25m
1 stop
Depart: Sat May 13 2017 Return: Fri Jun 2 2017 Trip spans 21 days
Major Airline
Major Airline
ORD
SJO
6h 55m
1 stop
SJO
ORD
7h 00m
1 stop
Depart: Thu Apr 27 2017 Return: Mon May 1 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
SAP
17h 25m
1 stop
SAP
ORD
7h 46m
1 stop
Depart: Mon May 1 2017 Return: Sat May 13 2017 Trip spans 13 days
Delta
Delta
MDW
SJO
10h 46m
1 stop
SJO
MDW
8h 19m
1 stop
Depart: Thu Aug 31 2017 Return: Mon Sep 4 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
SJO
9h 42m
1 stop
SJO
ORD
24h 29m
1 stop
Depart: Fri Mar 31 2017 Return: Tue Apr 4 2017 Trip spans 5 days
Aeromexico
Aeromexico
ORD
GUA
8h 43m
1 stop
GUA
ORD
18h 20m
1 stop
Depart: Tue Jun 6 2017 Return: Tue Jun 13 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
SJO
7h 59m
1 stop
SJO
ORD
8h 37m
1 stop
Depart: Wed Apr 19 2017 Return: Sun Apr 23 2017 Trip spans 5 days
Copa Airlines
Copa Airlines
ORD
SJO
14h 36m
1 stop
SJO
ORD
15h 32m
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

Chicago
only $281
only $350
Destination

Guatemala City
$281
San Pedro Sula
$314
Coxen Hole
$505
Belize City
$617
San Jose
$294