$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 19 — Aug 261
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 20, 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 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Fri 10/161:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 11/148:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 8/221:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Fri 8/283:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 7/18. 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.
Fri 8/281:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Fri 9/183:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 9/63:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$370
This Volaris deal was found by Cheapflights users on 7/16. 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 9/111:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 9/213:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 8/221:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 8/263:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$372
This Volaris deal was found by Cheapflights users on 7/16. 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 11/1311:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Wed 12/23:47 pm
GUA
- ORD
1 stop12h 49m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 9/193:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 8/221:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 8/273:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 7/18. 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
Fri 8/283:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 8/201:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 8/293:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$378
This Air Canada deal was found by Cheapflights users on 7/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/254:30 pm
ORD
- LIR
1 stop21h 40m
Air Canada
Sun 11/13:10 pm
LIR
- ORD
1 stop18h 13m
Air Canada
Deal found 7/19![Air Canada logo]()
$382
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 20, 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 20, 2026.
This Volaris deal was found by Cheapflights users on 7/18. 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 7/18![Multiple Airlines logo]()
$402
This United Airlines deal was found by Cheapflights users on 7/15. 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 10/176:25 am
ORD
- SAL
1 stop15h 24m
United Airlines
Tue 10/201:50 pm
SAL
- ORD
1 stop8h 37m
United Airlines
Deal found 7/15![United Airlines logo]()
$477
This Delta deal was found by Cheapflights users on 7/15. 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.
Sun 10/115:30 am
ORD
- SAL
1 stop7h 54m
Delta
Fri 10/231:39 pm
SAL
- ORD
2 stops17h 24m
Delta
Deal found 7/15![Delta logo]()
$481
This Copa Airlines deal was found by Cheapflights users on 7/18. 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.
Wed 11/252:13 pm
ORD
- SAL
1 stop22h 27m
Copa Airlines
Wed 12/21:42 pm
SAL
- ORD
1 stop23h 04m
Copa Airlines
Deal found 7/18![Copa Airlines logo]()
$495
This Southwest deal was found by Cheapflights users on 7/17. 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
Fri 8/289:00 am
SJO
- MDW
1 stop11h 30m
Southwest
Deal found 7/17![Southwest logo]()
$495
This Air Canada deal was found by Cheapflights users on 7/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:15 pm
ORD
- SJO
1 stop8h 45m
Air Canada
Sun 10/187:10 am
SJO
- ORD
1 stop8h 48m
Air Canada
Deal found 7/19![Air Canada logo]()
$518
This Viva deal was found by Cheapflights users on 7/19. 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.
Fri 7/241:30 am
ORD
- SJO
1 stop24h 45m
Viva
Sat 8/152:20 am
SJO
- ORD
1 stop20h 35m
Viva
Deal found 7/19![Viva logo]()
$528
This Avianca deal was found by Cheapflights users on 7/15. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:15 pm
ORD
- SAL
Nonstop4h 40m
Avianca
Sat 8/2911:20 pm
SAL
- ORD
1 stop13h 45m
Avianca
Deal found 7/15![Avianca logo]()
$540
This Alaska Airlines deal was found by Cheapflights users on 7/19. 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 9/32:22 pm
ORD
- LIR
3 stops30h 30m
Alaska Airlines
Sun 9/68:32 am
LIR
- ORD
3 stops27h 50m
Alaska Airlines
Deal found 7/19![Alaska Airlines logo]()
$772
This Volaris deal was found by Cheapflights users on 7/18. 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.
Wed 1/1311:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Sun 1/173:47 pm
GUA
- ORD
1 stop12h 49m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$413
This United Airlines deal was found by Cheapflights users on 7/15. 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
Thu 10/221:50 pm
SAL
- ORD
1 stop9h 33m
United Airlines
Deal found 7/15![United Airlines logo]()
$477
This Volaris deal was found by Cheapflights users on 7/16. 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.
Wed 11/2511:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Thu 12/103:47 pm
GUA
- ORD
1 stop12h 49m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$436
This Copa Airlines deal was found by Cheapflights users on 7/17. 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 11/202:13 pm
ORD
- SAL
1 stop22h 27m
Copa Airlines
Fri 12/47:30 am
SAL
- ORD
1 stop16h 41m
Copa Airlines
Deal found 7/17![Copa Airlines logo]()
$495
This Delta deal was found by Cheapflights users on 7/19. 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 9/55:18 pm
ORD
- SAL
2 stops20h 14m
Delta
Wed 9/91:57 pm
SAL
- ORD
1 stop9h 02m
Delta
Deal found 7/19![Delta logo]()
$513
This United Airlines deal was found by Cheapflights users on 7/15. 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 7/15![United Airlines logo]()
$477
This Southwest deal was found by Cheapflights users on 7/15. 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 10/289:40 am
MDW
- SJO
2 stops11h 00m
Southwest
Sat 10/319:00 am
SJO
- MDW
2 stops11h 40m
Southwest
Deal found 7/15![Southwest logo]()
$531
This Delta deal was found by Cheapflights users on 7/19. 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 9/45:30 am
ORD
- SAL
1 stop8h 02m
Delta
Wed 9/91:57 pm
SAL
- ORD
2 stops16h 59m
Delta
Deal found 7/19![Delta logo]()
$513
This Copa Airlines deal was found by Cheapflights users on 7/17. 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 10/88:01 am
ORD
- SAL
1 stop13h 31m
Copa Airlines
Thu 10/154:54 am
SAL
- ORD
1 stop19h 03m
Copa Airlines
Deal found 7/17![Copa Airlines logo]()
$523
This Southwest deal was found by Cheapflights users on 7/19. 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 11/115:15 am
MDW
- SJO
1 stop8h 00m
Southwest
Sat 11/213:50 pm
SJO
- MDW
1 stop8h 30m
Southwest
Deal found 7/19![Southwest logo]()
$538
This Volaris deal was found by Cheapflights users on 7/17. 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 8/41:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 8/123:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$496
This Copa Airlines deal was found by Cheapflights users on 7/15. 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 1/122:13 pm
ORD
- SAL
1 stop9h 22m
Copa Airlines
Sat 1/161:43 pm
SAL
- ORD
1 stop23h 03m
Copa Airlines
Deal found 7/15![Copa Airlines logo]()
$523
This Delta deal was found by Cheapflights users on 7/15. 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 10/17:05 am
ORD
- SJO
2 stops29h 49m
Delta
Thu 10/221:23 pm
SJO
- ORD
1 stop9h 28m
Delta
Deal found 7/15![Delta logo]()
$527
This United Airlines deal was found by Cheapflights users on 7/15. 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.
Fri 7/316:29 am
ORD
- SAL
1 stop15h 20m
United Airlines
Thu 8/201:50 pm
SAL
- ORD
1 stop17h 05m
United Airlines
Deal found 7/15![United Airlines logo]()
$541
This Volaris deal was found by Cheapflights users on 7/17. 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.
Wed 10/281:04 am
ORD
- GUA
1 stop12h 42m
Multiple Airlines
Mon 11/93:47 pm
GUA
- ORD
1 stop12h 49m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$497
This Delta deal was found by Cheapflights users on 7/16. 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.
Wed 9/95:30 am
ORD
- BZE
1 stop6h 30m
Delta
Fri 9/1812:15 pm
BZE
- ORD
2 stops21h 22m
Delta
Deal found 7/16![Delta logo]()
$530
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.
Sat 9/53:20 pm
ORD
- SJO
1 stop17h 59m
Copa Airlines
Tue 9/1510:03 am
SJO
- ORD
1 stop13h 59m
Copa Airlines
Deal found 7/20![Copa Airlines logo]()
$540
This Southwest deal was found by Cheapflights users on 7/19. 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.
Thu 12/38:50 pm
MDW
- LIR
2 stops17h 00m
Southwest
Mon 12/72:45 pm
LIR
- MDW
1 stop8h 20m
Southwest
Deal found 7/19![Southwest logo]()
$595
This United Airlines deal was found by Cheapflights users on 7/15. 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.
Sun 11/159:00 am
ORD
- GUA
Nonstop4h 46m
United Airlines
Wed 12/21:28 pm
GUA
- ORD
Nonstop4h 42m
United Airlines
Deal found 7/15![United Airlines logo]()
$598
This Alaska Airlines deal was found by Cheapflights users on 7/15. 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.
Sat 8/296:00 am
ORD
- LIR
2 stops14h 52m
Alaska Airlines
Sat 9/58:40 am
LIR
- ORD
3 stops27h 42m
Alaska Airlines
Deal found 7/15![Alaska Airlines logo]()
$798
This Southwest deal was found by Cheapflights users on 7/17. 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.
Thu 11/128:25 pm
MDW
- SJO
2 stops16h 50m
Southwest
Sun 11/152:10 pm
SJO
- MDW
2 stops18h 50m
Southwest
Deal found 7/17![Southwest logo]()
$606
Last-minute flights from Chicago to Central AmericaDiscover last-minute flight deals from Chicago to Central America. Data last updated July 20, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Central America. Data last updated July 20, 2026 and is based on user searches.
This Volaris deal was found by Cheapflights users on 7/19. 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
Tue 8/183:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$371
This Volaris deal was found by Cheapflights users on 7/16. 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
Sun 8/233:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 7/18. 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
Fri 8/283:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 8/201:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 8/293:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 8/221:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Fri 8/283:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 8/221:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 8/303:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 8/221:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 8/273:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 9/63:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 9/193:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$374
This Avianca deal was found by Cheapflights users on 7/17. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:15 pm
ORD
- SAL
Nonstop4h 40m
Avianca
Thu 9/38:05 am
SAL
- ORD
1 stop12h 15m
Avianca
Deal found 7/17![Avianca logo]()
$462
This Kiwi.com deal was found by Cheapflights users on 7/18. 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.
Fri 8/281:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Fri 9/183:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 7/15. 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.
Fri 8/281:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 9/53:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$373
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 20, 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 20, 2026.
This Viva deal was found by Cheapflights users on 7/16. 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 7/16![Viva logo]()
$120
This Viva deal was found by Cheapflights users on 7/18. 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 8/161:30 am
ORD
- SJO
1 stop24h 50m
Viva
Deal found 7/18![Viva logo]()
$137
This KAYAK deal was found by Cheapflights users on 7/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:00 am
ORD
- SJO
1 stop6h 57m
JetBlue
Deal found 7/15![JetBlue logo]()
$146
This Southwest deal was found by Cheapflights users on 7/18. 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 7/18![Southwest logo]()
$148
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.
Thu 8/201:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 8/121:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 9/161:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$167
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 1/1611:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$168
This oojo deal was found by Cheapflights users on 7/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 7/19. 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.
Fri 10/161:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 7/17. 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 9/121:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$172
This Volaris deal was found by Cheapflights users on 7/16. 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 8/281:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$173
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 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $367 (Kiwi.com) |
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 20, 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
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
$402
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Wed 1/13
11:58 pm-12:47 pm
1 stop12h 49m
Guatemala City La Aurora
Sun 1/17
3:47 pm-4:36 am
1 stop12h 49m
$413
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Wed 11/25
11:58 pm-12:47 pm
1 stop12h 49m
Guatemala City La Aurora
Thu 12/10
3:47 pm-4:36 am
1 stop12h 49m
$436
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Sat 10/17
6:25 am-8:49 pm
1 stop15h 24m
San Salvador El Salvador Intl
Tue 10/20
1:50 pm-11:27 pm
1 stop8h 37m
$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
Thu 10/22
1:50 pm-12:23 am
1 stop9h 33m
$477
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Mon 10/5
6:06 pm-4:50 am
1 stop11h 44m
San Salvador El Salvador Intl
Fri 10/9
3:40 pm-9:09 am
1 stop16h 29m
$477
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Sun 10/11
5:30 am-12:24 pm
1 stop7h 54m
San Salvador El Salvador Intl
Fri 10/23
1:39 pm-8:03 am
2 stops17h 24m
$481
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Wed 11/25
2:13 pm-12:40 pm
1 stop22h 27m
San Salvador El Salvador Intl
Wed 12/2
1:42 pm-12:46 pm
1 stop23h 04m
$495
ChicagoSan José
MDW - SJO
MDWSJO
Chicago Midway
Fri 8/21
10:05 am-6:40 pm
2 stops9h 35m
San José Juan Santamaria Intl
Fri 8/28
9:00 am-9:30 pm
1 stop11h 30m
$495
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Fri 11/20
2:13 pm-12:40 pm
1 stop22h 27m
San Salvador El Salvador Intl
Fri 12/4
7:30 am-12:11 am
1 stop16h 41m
$495
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-BZE
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 $453). 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 20, 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 18, 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 20, 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.
Overall
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
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 20, 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 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$618 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$446 | 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$674 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$261 | Average$646 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$309 | Average$589 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$312 | Average$620 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$384 | Average$899 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$386 | Average$651 | FlexibilityNo cancel fee | On-time63% |