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

Book cheap flights from Central America to Chicago

(Round-trip)
Depart: Tue Apr 25 2017 Return: Thu Apr 27 2017 Trip spans 3 days
Copa Airlines
Copa Airlines
SJO
ORD
29h 35m
1 stop
ORD
SJO
14h 06m
1 stop
Depart: Tue May 2 2017 Return: Wed May 10 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
GUA
ORD
7h 44m
1 stop
ORD
GUA
7h 12m
1 stop
Depart: Fri Sep 15 2017 Return: Wed Sep 20 2017 Trip spans 6 days
Aeromexico
Aeromexico
GUA
ORD
26h 35m
1 stop
ORD
GUA
21h 54m
1 stop
Depart: Thu Mar 30 2017 Return: Sat Apr 8 2017 Trip spans 10 days
United
United
SJO
ORD
23h 11m
1 stop
ORD
SJO
18h 59m
1 stop
Depart: Wed Apr 26 2017 Return: Wed May 10 2017 Trip spans 15 days
Delta
Delta
SJO
MDW
8h 25m
1 stop
MDW
SJO
9h 02m
1 stop
Depart: Tue Jul 11 2017 Return: Wed Jul 12 2017 Trip spans 2 days
American Airlines
American Airlines
BZE
ORD
11h 03m
2 stops
ORD
BZE
15h 29m
2 stops
Depart: Fri Jun 2 2017 Return: Sun Jun 4 2017 Trip spans 3 days
Volaris
Volaris
SJO
MDW
21h 53m
1 stop
MDW
SJO
18h 20m
1 stop
Depart: Thu Apr 27 2017 Return: Sat Apr 29 2017 Trip spans 3 days
Copa Airlines
Copa Airlines
SJO
ORD
29h 35m
1 stop
ORD
SJO
14h 36m
1 stop
Depart: Tue May 2 2017 Return: Tue May 9 2017 Trip spans 8 days
Avianca
Avianca
SAL
ORD
4h 40m
nonstop
ORD
SAL
4h 40m
nonstop
Depart: Sat Jun 17 2017 Return: Sat Aug 5 2017 Trip spans 50 days
Major Airline
Major Airline
SAL
ORD
4h 40m
nonstop
ORD
SAL
4h 40m
nonstop
Depart: Wed May 17 2017 Return: Thu May 18 2017 Trip spans 2 days
Copa Airlines
Copa Airlines
SJO
ORD
8h 44m
1 stop
ORD
SJO
11h 11m
1 stop
Depart: Fri May 19 2017 Return: Mon May 22 2017 Trip spans 4 days
Aeromexico
Aeromexico
GUA
ORD
15h 05m
1 stop
ORD
GUA
27h 20m
1 stop
Depart: Tue Jun 6 2017 Return: Sat Jun 10 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SJO
ORD
7h 20m
1 stop
ORD
SJO
7h 17m
1 stop
Depart: Thu Apr 20 2017 Return: Tue May 16 2017 Trip spans 27 days
Spirit Airlines
Spirit Airlines
SAP
ORD
9h 35m
1 stop
ORD
SAP
7h 33m
1 stop
Depart: Thu Aug 31 2017 Return: Sun Sep 17 2017 Trip spans 18 days
Aeromexico
Aeromexico
SJO
ORD
25h 00m
1 stop
ORD
SJO
20h 40m
1 stop
Depart: Wed May 17 2017 Return: Sat May 20 2017 Trip spans 4 days
Delta
Delta
SJO
MDW
8h 20m
1 stop
MDW
SJO
8h 03m
1 stop
Depart: Sat Apr 29 2017 Return: Mon May 1 2017 Trip spans 3 days
American Airlines
American Airlines
PTY
ORD
17h 44m
1 stop
ORD
PTY
11h 41m
2 stops
Depart: Sun Sep 17 2017 Return: Sun Sep 24 2017 Trip spans 8 days
Aeromexico
Aeromexico
SJO
ORD
30h 42m
1 stop
ORD
SJO
9h 00m
1 stop
Depart: Wed Aug 30 2017 Return: Sun Sep 3 2017 Trip spans 5 days
Volaris
Volaris
SJO
MDW
21h 53m
1 stop
MDW
SJO
18h 20m
1 stop
Depart: Fri May 26 2017 Return: Mon May 29 2017 Trip spans 4 days
Copa Airlines
Copa Airlines
BZE
ORD
8h 55m
1 stop
ORD
BZE
29h 44m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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

Guatemala City
$305
Panama City
$419
San Pedro Sula
$352
San Salvador
$561
Belize City
$363
San Jose
$277
Destination

Chicago
only $277
only $381
Airlines Airline reviews

25 travelers who booked a flight from San Jose to Chicago rated their chosen airlines with an average of 7.7.

Overall
8.1
Boarding
7.5
Crew
8.1
Comfort
7.9
Food
7.1
Entertainment
7.4