Find Cheap Flights from Central America 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.
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 Central America to Chicago

(Round-trip)
Depart: Fri Sep 29 2017 Return: Tue Oct 3 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SJO
ORD
7h 39m
1 stop
ORD
SJO
7h 20m
1 stop
Depart: Thu Dec 7 2017 Return: Sun Jan 7 2018 Trip spans 32 days
United
United
SJO
ORD
21h 26m
2 stops
ORD
SJO
5h 15m
nonstop
Depart: Tue Nov 28 2017 Return: Mon Dec 4 2017 Trip spans 7 days
Interjet
Interjet
SJO
ORD
22h 15m
1 stop
ORD
SJO
12h 00m
1 stop
Depart: Mon Dec 4 2017 Return: Tue Dec 5 2017 Trip spans 2 days
American Airlines
American Airlines
MGA
ORD
15h 54m
2 stops
ORD
MGA
11h 14m
2 stops
Depart: Tue Dec 12 2017 Return: Thu Jan 4 2018 Trip spans 24 days
Avianca
Avianca
GUA
ORD
18h 10m
2 stops
ORD
GUA
6h 20m
1 stop
Depart: Thu Oct 19 2017 Return: Sun Oct 22 2017 Trip spans 4 days
Copa Airlines
Copa Airlines
GUA
ORD
11h 15m
2 stops
ORD
GUA
30h 47m
1 stop
Depart: Thu Oct 5 2017 Return: Wed Oct 11 2017 Trip spans 7 days
Delta
Delta
SJO
MDW
8h 32m
1 stop
MDW
SJO
8h 54m
1 stop
Depart: Sat Sep 2 2017 Return: Thu Sep 7 2017 Trip spans 6 days
Aeromexico
Aeromexico
MGA
ORD
18h 25m
1 stop
ORD
MGA
11h 35m
1 stop
Depart: Thu Oct 26 2017 Return: Mon Dec 11 2017 Trip spans 47 days
Volaris
Volaris
GUA
MDW
21h 27m
1 stop
MDW
GUA
18h 48m
1 stop
Depart: Tue Oct 10 2017 Return: Wed Oct 18 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
SJO
ORD
10h 23m
1 stop
ORD
SJO
7h 20m
1 stop
Depart: Thu Oct 12 2017 Return: Wed Oct 18 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SJO
ORD
10h 23m
1 stop
ORD
SJO
7h 20m
1 stop
Depart: Wed Jan 10 2018 Return: Thu Jan 18 2018 Trip spans 9 days
Hahn Air Systems
Hahn Air Systems
SJO
MDW
23h 52m
1 stop
MDW
SJO
25h 54m
1 stop
Depart: Thu Oct 12 2017 Return: Mon Oct 16 2017 Trip spans 5 days
Interjet
Interjet
GUA
ORD
15h 55m
1 stop
ORD
GUA
14h 25m
1 stop
Depart: Wed Oct 18 2017 Return: Tue Oct 31 2017 Trip spans 14 days
Spirit Airlines
Spirit Airlines
SAP
ORD
7h 30m
1 stop
ORD
SAP
7h 56m
1 stop
Depart: Sun Dec 17 2017 Return: Sun Dec 31 2017 Trip spans 15 days
Avianca
Avianca
GUA
ORD
6h 15m
1 stop
ORD
GUA
6h 20m
1 stop
Depart: Sun Oct 8 2017 Return: Thu Oct 12 2017 Trip spans 5 days
Interjet
Interjet
GUA
ORD
19h 35m
1 stop
ORD
GUA
22h 15m
1 stop
Depart: Sat Oct 28 2017 Return: Sun Nov 12 2017 Trip spans 16 days
Copa Airlines
Copa Airlines
GUA
ORD
24h 07m
2 stops
ORD
GUA
15h 00m
1 stop
Depart: Tue Aug 22 2017 Return: Tue Aug 29 2017 Trip spans 8 days
American Airlines
American Airlines
GUA
ORD
16h 24m
1 stop
ORD
GUA
9h 39m
1 stop
Depart: Fri Sep 29 2017 Return: Mon Oct 2 2017 Trip spans 4 days
Delta
Delta
SJO
MDW
8h 51m
1 stop
MDW
SJO
6h 53m
1 stop
Depart: Mon Oct 2 2017 Return: Mon Oct 23 2017 Trip spans 22 days
Spirit Airlines
Spirit Airlines
MGA
ORD
7h 18m
1 stop
ORD
MGA
8h 08m
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

Guatemala City
$377
San Pedro Sula
$325
Managua
$344
San Jose
$302
Destination

Chicago
only $302
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