$120+ Cheap flights from Chicago (CHI) to Central America
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJO
Aug 24 — Aug 311
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Central America with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Central America
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Cheapest flights from Chicago to Central AmericaExplore the most affordable flight options available from Chicago to Central America. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2026.
Explore the most affordable flight options available from Chicago to Central America. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2026.
This Volaris deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 8/313:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/81:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 10/223:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$355
This Volaris deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 8/293:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 8/273:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:19 am
ORD
- GUA
1 stop12h 27m
Multiple Airlines
Sun 11/158:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 10/223:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$359
This Volaris deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 9/73:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:19 am
ORD
- GUA
1 stop12h 27m
Multiple Airlines
Fri 11/63:47 pm
GUA
- ORD
1 stop12h 49m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 9/203:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$362
This Volaris deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 9/193:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 9/263:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:19 am
ORD
- GUA
1 stop12h 27m
Multiple Airlines
Mon 11/168:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$365
Best flights from Chicago to Central AmericaDiscover carefully curated flight deals from Chicago to Central America that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 25, 2026.
Discover carefully curated flight deals from Chicago to Central America that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 25, 2026.
This Volaris deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 9/73:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$360
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:30 am
ORD
- SAL
1 stop9h 00m
United Airlines
Wed 9/306:00 am
SAL
- ORD
1 stop13h 05m
United Airlines
Deal found 7/24![United Airlines logo]()
$477
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:45 am
MDW
- SJO
2 stops11h 55m
Southwest
Thu 9/101:40 pm
SJO
- MDW
1 stop7h 40m
Southwest
Deal found 7/23![Southwest logo]()
$478
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:40 am
ORD
- SAL
1 stop6h 51m
Delta
Mon 9/211:57 pm
SAL
- ORD
2 stops16h 59m
Delta
Deal found 7/23![Delta logo]()
$481
This Copa Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:13 pm
ORD
- SJO
1 stop18h 54m
Copa Airlines
Wed 11/112:45 pm
SJO
- ORD
1 stop9h 26m
Copa Airlines
Deal found 7/20![Copa Airlines logo]()
$490
This Volaris deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 9/263:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$372
This Alaska Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/212:54 pm
ORD
- LIR
3 stops27h 31m
Alaska Airlines
Mon 1/2510:00 am
LIR
- ORD
3 stops27h 54m
Alaska Airlines
Deal found 7/21![Alaska Airlines logo]()
$747
This Volaris deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 9/93:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$372
This Volaris deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/711:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Sat 11/148:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$383
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:25 am
ORD
- SAL
1 stop15h 24m
United Airlines
Wed 10/286:00 am
SAL
- ORD
1 stop11h 10m
United Airlines
Deal found 7/23![United Airlines logo]()
$477
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:40 am
ORD
- SAL
1 stop6h 51m
Delta
Tue 9/291:57 pm
SAL
- ORD
2 stops16h 59m
Delta
Deal found 7/22![Delta logo]()
$481
This Copa Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/182:13 pm
ORD
- SJO
1 stop26h 37m
Copa Airlines
Fri 1/228:43 am
SJO
- ORD
1 stop15h 24m
Copa Airlines
Deal found 7/23![Copa Airlines logo]()
$492
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:20 am
MDW
- SJO
1 stop13h 20m
Southwest
Sat 10/241:00 pm
SJO
- MDW
1 stop8h 15m
Southwest
Deal found 7/22![Southwest logo]()
$504
This Volaris deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 8/223:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:06 pm
ORD
- SAL
1 stop11h 44m
United Airlines
Fri 10/93:40 pm
SAL
- ORD
1 stop16h 29m
United Airlines
Deal found 7/20![United Airlines logo]()
$477
This Copa Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:01 am
ORD
- SJO
1 stop24h 09m
Copa Airlines
Wed 9/168:45 am
SJO
- ORD
1 stop15h 17m
Copa Airlines
Deal found 7/23![Copa Airlines logo]()
$492
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:30 am
MDW
- SJO
2 stops13h 15m
Southwest
Tue 9/151:40 pm
SJO
- MDW
1 stop8h 35m
Southwest
Deal found 7/24![Southwest logo]()
$509
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/285:30 am
ORD
- SJO
1 stop16h 45m
Delta
Sat 12/52:30 pm
SJO
- ORD
1 stop9h 20m
Delta
Deal found 7/21![Delta logo]()
$522
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/194:40 pm
ORD
- SAL
1 stop13h 10m
United Airlines
Thu 10/293:40 pm
SAL
- ORD
1 stop16h 26m
United Airlines
Deal found 7/22![United Airlines logo]()
$477
This Volaris deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Sun 11/293:47 pm
GUA
- ORD
1 stop12h 49m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$396
This Copa Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:01 am
ORD
- SJO
1 stop24h 09m
Copa Airlines
Fri 9/1810:03 am
SJO
- ORD
1 stop13h 59m
Copa Airlines
Deal found 7/22![Copa Airlines logo]()
$516
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:25 am
ORD
- SAL
1 stop15h 24m
United Airlines
Mon 10/266:00 am
SAL
- ORD
1 stop14h 32m
United Airlines
Deal found 7/23![United Airlines logo]()
$477
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2110:05 am
MDW
- SJO
2 stops10h 35m
Southwest
Sun 10/251:35 pm
SJO
- MDW
1 stop10h 20m
Southwest
Deal found 7/24![Southwest logo]()
$526
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/185:30 am
ORD
- SJO
1 stop7h 15m
Delta
Fri 1/227:05 am
SJO
- ORD
2 stops11h 35m
Delta
Deal found 7/23![Delta logo]()
$527
This Volaris deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 8/233:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$403
This Copa Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:20 pm
ORD
- SJO
1 stop16h 50m
Copa Airlines
Mon 10/2612:05 pm
SJO
- ORD
1 stop12h 00m
Copa Airlines
Deal found 7/23![Copa Airlines logo]()
$516
This Volaris deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2711:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Wed 12/28:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$406
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:45 am
ORD
- BZE
1 stop5h 57m
Delta
Wed 10/2812:57 pm
BZE
- ORD
1 stop7h 03m
Delta
Deal found 7/23![Delta logo]()
$547
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:15 am
MDW
- SJO
1 stop7h 30m
Southwest
Wed 8/261:40 pm
SJO
- MDW
1 stop8h 30m
Southwest
Deal found 7/20![Southwest logo]()
$547
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1412:40 pm
ORD
- SJO
1 stop7h 59m
United Airlines
Sat 11/211:55 pm
SJO
- ORD
Nonstop5h 33m
United Airlines
Deal found 7/22![United Airlines logo]()
$512
Last-minute flights from Chicago to Central AmericaDiscover last-minute flight deals from Chicago to Central America. Data last updated July 25, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Central America. Data last updated July 25, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 8/273:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 8/273:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/191:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 8/293:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/191:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 8/253:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/191:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 8/263:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$365
This Volaris deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 8/313:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$354
This Volaris deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 8/293:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 9/203:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 9/263:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 9/223:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 9/263:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/301:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 9/243:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$358
One-way flights from Chicago to Central AmericaSearch for one-way flight options from Chicago to Central America. Find affordable one-way fares based on user searches. Data last updated July 25, 2026.
Search for one-way flight options from Chicago to Central America. Find affordable one-way fares based on user searches. Data last updated July 25, 2026.
This Viva deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/274:22 pm
ORD
- SJO
1 stop20h 53m
Viva
Deal found 7/20![Viva logo]()
$120
This Viva deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/1012:30 am
ORD
- SJO
1 stop24h 50m
Viva
Deal found 7/24![Viva logo]()
$125
This Viva deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2912:35 am
ORD
- SJO
1 stop24h 50m
Viva
Deal found 7/21![Viva logo]()
$140
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:05 am
MDW
- SJO
2 stops9h 35m
Southwest
Deal found 7/22![Southwest logo]()
$148
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:00 am
MDW
- SJO
1 stop8h 45m
Southwest
Deal found 7/20![Southwest logo]()
$150
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2110:05 am
MDW
- SJO
2 stops9h 35m
Southwest
Deal found 7/24![Southwest logo]()
$153
This Viva deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/91:30 am
ORD
- SJO
1 stop24h 50m
Viva
Deal found 7/25![Viva logo]()
$156
This Viva deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/1412:30 am
ORD
- SJO
1 stop24h 50m
Viva
Deal found 7/22![Viva logo]()
$157
This Viva deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:30 am
ORD
- SJO
1 stop24h 50m
Viva
Deal found 7/23![Viva logo]()
$162
This Volaris deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:40 am
ORD
- SAL
1 stop11h 12m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$164
This Volaris deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/101:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/271:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$166
Find flight deals from Chicago to Central America
Keep the following information in mind while searching for Chicago to Central America flight deals. Data was last updated July 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $354 (Volaris) |
One-way from | $120 (Viva) |
Popular in | December |
Cheapest in | January |
Average price | $522 |
Good round-trip deal | $543 or less |
Good one-way deal | $246 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Central America that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 25, 2026.
Use the filters below to find and compare flights from Chicago to Central America that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Thu 9/3
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Mon 9/7
3:47 pm-5:52 am
1 stop13h 05m
$360
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Thu 9/3
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Sat 9/26
3:47 pm-5:52 am
1 stop13h 05m
$372
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Thu 9/3
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Wed 9/9
3:47 pm-5:52 am
1 stop13h 05m
$372
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Sat 11/7
11:58 pm-12:47 pm
1 stop12h 49m
Guatemala City La Aurora
Sat 11/14
8:27 am-10:06 pm
1 stop13h 39m
$383
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Mon 8/17
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Sat 8/22
3:47 pm-5:52 am
1 stop13h 05m
$384
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Sat 11/14
11:58 pm-12:47 pm
1 stop12h 49m
Guatemala City La Aurora
Sun 11/29
3:47 pm-4:36 am
1 stop12h 49m
$396
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Thu 8/13
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Sun 8/23
3:47 pm-5:52 am
1 stop13h 05m
$403
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Fri 11/27
11:58 pm-12:47 pm
1 stop12h 49m
Guatemala City La Aurora
Wed 12/2
8:27 am-10:06 pm
1 stop13h 39m
$406
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Wed 9/16
6:30 am-2:30 pm
1 stop9h 00m
San Salvador El Salvador Intl
Wed 9/30
6:00 am-8:05 pm
1 stop13h 05m
$477
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Wed 10/14
6:25 am-8:49 pm
1 stop15h 24m
San Salvador El Salvador Intl
Wed 10/28
6:00 am-6:10 pm
1 stop11h 10m
$477
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Central America
Have a flexible travel schedule? Discover the best time to fly to Central America from Chicago with our price prediction graph.
ORD-SJO
MDW-SJO
ORD-GUA
ORD-SAL
ORD-LIR
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Central America
CHI-0CA
ORD-SJO
MDW-SJO
ORD-GUA
ORD-SAL
What is the cheapest month to book a flight from Chicago to Central America?
Currently, October is the cheapest month in which you can book a flight from Chicago to Central America (average of $455). Flying from Chicago to Central America in December is currently the most expensive (average of $680). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to CA?
Find hourly flight availability from Chicago to Central America. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 25, 2026.
When flying from Chicago to Central America, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 30% versus a flight in the morning.
How far ahead should I book a flight from Chicago to Central America?
The price you pay for your flight from Chicago to Central America may vary depending on when you book. For the best chance of a lower fare, look to book 44 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Chicago to Central America?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Central America. Price data was last updated on July 25, 2026.
Travelers seeking maximum savings on their Chicago to Central America flight should consider departing on Monday evenings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Central America
Get insights into the airlines that provide service to Central America. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Central America. Reviews last updated July 25, 2026.
Read through reviews of airlines operating flights from Chicago to Central America, such as Delta,Copa Airlines, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Chicago to Central America. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Central America
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Central America by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Central America by cabin class
Find flights from Chicago to Central America, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Central America flights
Browse other Chicago and Central America flight options. Last updated on July 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Central America countries
Consider these flights traveling to countries located in Central America.
Chicago to Central America flights
Consider these flights traveling from Chicago to Central America.
Top 10 airlines flying from Chicago to Central America
Discover the top 10 airlines that operate flights from Chicago to Central America. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$618 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$449 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$126 | Average$552 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$479 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$241 | Average$675 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$266 | Average$649 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$309 | Average$589 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$312 | Average$616 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$384 | Average$899 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$386 | Average$672 | FlexibilityNo cancel fee | On-time63% |