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.
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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: Wed Aug 30 2017 Return: Sun Sep 3 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SJO
ORD
7h 23m
1 stop
ORD
SJO
7h 20m
1 stop
Depart: Sun Sep 3 2017 Return: Fri Sep 29 2017 Trip spans 27 days
American Airlines
American Airlines
SAL
ORD
8h 04m
1 stop
ORD
SAL
8h 39m
1 stop
Depart: Wed Oct 4 2017 Return: Wed Oct 18 2017 Trip spans 15 days
Aeromexico
Aeromexico
SJO
ORD
15h 13m
2 stops
ORD
SJO
13h 23m
2 stops
Depart: Thu Nov 16 2017 Return: Thu Nov 23 2017 Trip spans 8 days
Copa Airlines
Copa Airlines
SJO
ORD
21h 02m
1 stop
ORD
SJO
8h 55m
1 stop
Depart: Fri Sep 29 2017 Return: Thu Oct 5 2017 Trip spans 7 days
Interjet
Interjet
GUA
ORD
19h 30m
1 stop
ORD
GUA
22h 15m
1 stop
Depart: Wed Oct 4 2017 Return: Sun Oct 8 2017 Trip spans 5 days
Major Airline
Major Airline
SJO
MDW
21h 53m
1 stop
MDW
SJO
18h 20m
1 stop
Depart: Fri Sep 29 2017 Return: Thu Oct 5 2017 Trip spans 7 days
Delta
Delta
GUA
MDW
8h 48m
1 stop
MDW
GUA
7h 16m
1 stop
Depart: Fri Oct 6 2017 Return: Sun Oct 15 2017 Trip spans 10 days
Volaris
Volaris
SJO
MDW
21h 53m
1 stop
MDW
SJO
18h 20m
1 stop
Depart: Sat Jun 24 2017 Return: Tue Jul 4 2017 Trip spans 11 days
United
United
SAP
ORD
11h 31m
1 stop
ORD
SAP
24h 48m
1 stop
Depart: Sat Sep 16 2017 Return: Tue Sep 26 2017 Trip spans 11 days
Spirit Airlines
Spirit Airlines
SJO
ORD
10h 20m
1 stop
ORD
SJO
7h 55m
1 stop
Depart: Wed Oct 4 2017 Return: Wed Oct 11 2017 Trip spans 8 days
American Airlines
American Airlines
SAL
ORD
17h 25m
2 stops
ORD
SAL
9h 24m
2 stops
Depart: Tue Jul 25 2017 Return: Tue Aug 29 2017 Trip spans 36 days
Avianca
Avianca
SAL
ORD
4h 40m
nonstop
ORD
SAL
4h 40m
nonstop
Depart: Tue Nov 28 2017 Return: Tue Dec 5 2017 Trip spans 8 days
Aeromexico
Aeromexico
SJO
ORD
16h 20m
1 stop
ORD
SJO
13h 12m
2 stops
Depart: Fri Sep 22 2017 Return: Sun Sep 24 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
SJO
ORD
10h 20m
1 stop
ORD
SJO
7h 20m
1 stop
Depart: Mon Dec 25 2017 Return: Sun Dec 31 2017 Trip spans 7 days
Copa Airlines
Copa Airlines
SJO
ORD
10h 32m
1 stop
ORD
SJO
9h 06m
1 stop
Depart: Thu Oct 12 2017 Return: Wed Oct 18 2017 Trip spans 7 days
Aeromexico
Aeromexico
GUA
ORD
9h 40m
1 stop
ORD
GUA
12h 20m
1 stop
Depart: Thu Sep 7 2017 Return: Mon Sep 11 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SAP
ORD
7h 30m
1 stop
ORD
SAP
16h 13m
1 stop
Depart: Thu Aug 17 2017 Return: Tue Aug 22 2017 Trip spans 6 days
Aeromexico
Aeromexico
SAP
ORD
10h 05m
1 stop
ORD
SAP
11h 05m
1 stop
Depart: Tue Dec 5 2017 Return: Wed Jan 3 2018 Trip spans 30 days
Delta
Delta
GUA
MDW
8h 27m
1 stop
MDW
GUA
8h 10m
1 stop
Depart: Thu Aug 17 2017 Return: Sun Aug 20 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SJO
ORD
7h 23m
1 stop
ORD
SJO
7h 20m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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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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
$329
San Pedro Sula
$336
San Salvador
$302
San Jose
$296
Destination

Chicago
only $296
only $390
Airlines Airline reviews

24 travelers who booked a flight from San Jose to Chicago rated their chosen airlines with an average of 7.5.

Overall
8.0
Boarding
7.4
Crew
8.0
Comfort
7.9
Food
6.9
Entertainment
7.3