Find Cheap 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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

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

Book cheap flights from Chicago to Central America

(Round-trip)
Depart: Sat Sep 2 2017 Return: Tue Sep 5 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
SJO
8h 46m
1 stop
SJO
ORD
10h 29m
1 stop
Depart: Fri Jul 21 2017 Return: Wed Jul 26 2017 Trip spans 6 days
Copa Airlines
Copa Airlines
ORD
SJO
24h 32m
1 stop
SJO
ORD
30h 05m
1 stop
Depart: Thu Apr 27 2017 Return: Wed May 3 2017 Trip spans 7 days
Delta
Delta
MDW
SJO
11h 48m
2 stops
SJO
MDW
8h 20m
1 stop
Depart: Sun May 28 2017 Return: Wed Jun 7 2017 Trip spans 11 days
United
United
ORD
SJO
10h 29m
1 stop
SJO
ORD
18h 00m
1 stop
Depart: Thu Oct 12 2017 Return: Tue Oct 17 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
SJO
10h 52m
1 stop
SJO
ORD
13h 58m
1 stop
Depart: Tue May 9 2017 Return: Thu May 11 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
SAP
7h 33m
1 stop
SAP
ORD
8h 52m
1 stop
Depart: Thu Jun 29 2017 Return: Wed Jul 5 2017 Trip spans 7 days
Avianca
Avianca
ORD
SJO
6h 55m
1 stop
SJO
ORD
7h 00m
1 stop
Depart: Wed Oct 4 2017 Return: Sat Oct 14 2017 Trip spans 11 days
Interjet
Interjet
ORD
GUA
9h 55m
1 stop
GUA
ORD
15h 45m
1 stop
Depart: Mon Sep 18 2017 Return: Tue Sep 26 2017 Trip spans 9 days
Aeromexico
Aeromexico
ORD
GUA
21h 54m
1 stop
GUA
ORD
27h 25m
1 stop
Depart: Sun Oct 8 2017 Return: Sun Oct 15 2017 Trip spans 8 days
Volaris
Volaris
MDW
SJO
18h 20m
1 stop
SJO
MDW
21h 53m
1 stop
Depart: Wed May 17 2017 Return: Tue May 23 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
SJO
11h 11m
1 stop
SJO
ORD
11h 45m
1 stop
Depart: Mon Jul 24 2017 Return: Mon Jul 31 2017 Trip spans 8 days
Copa Airlines
Copa Airlines
ORD
SJO
18h 52m
1 stop
SJO
ORD
27h 40m
1 stop
Depart: Tue May 2 2017 Return: Thu May 4 2017 Trip spans 3 days
Delta
Delta
MDW
SJO
6h 57m
1 stop
SJO
MDW
8h 20m
1 stop
Depart: Tue Oct 10 2017 Return: Sat Oct 14 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
SJO
10h 17m
1 stop
SJO
ORD
22h 28m
1 stop
Depart: Fri May 19 2017 Return: Mon May 22 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
SJO
14h 36m
1 stop
SJO
ORD
8h 44m
1 stop
Depart: Sat Aug 19 2017 Return: Sat Aug 26 2017 Trip spans 8 days
Copa Airlines
Copa Airlines
ORD
SJO
11h 50m
1 stop
SJO
ORD
18h 27m
1 stop
Depart: Wed May 3 2017 Return: Wed May 10 2017 Trip spans 8 days
Delta
Delta
MDW
SJO
10h 46m
1 stop
SJO
MDW
8h 20m
1 stop
Depart: Sat May 13 2017 Return: Tue Jun 6 2017 Trip spans 25 days
Spirit Airlines
Spirit Airlines
ORD
MGA
8h 12m
1 stop
MGA
ORD
8h 15m
1 stop
Depart: Thu Jun 1 2017 Return: Sun Jun 4 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
SJO
28h 50m
1 stop
SJO
ORD
25h 00m
1 stop
Depart: Mon Jul 3 2017 Return: Fri Jul 7 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
SJO
22h 42m
1 stop
SJO
ORD
29h 36m
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 $270
only $298
Destination

Guatemala City
$334
San Pedro Sula
$318
Managua
$333
San Jose
$270