$135+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJO
Jul 20 — Jul 271
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
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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 June 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 June 20, 2026.
This Volaris deal was found by Cheapflights users on 6/15. 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 Volaris 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
Mon 9/73:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$377
This Volaris deal was found by Cheapflights users on 6/16. 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 8/211:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 8/293:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$379
This Volaris deal was found by Cheapflights users on 6/15. 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 Volaris 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 11/213:47 pm
GUA
- ORD
1 stop12h 49m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$381
This Volaris deal was found by Cheapflights users on 6/15. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Wed 12/28:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$386
This Orbitz deal was found by Cheapflights users on 6/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:13 pm
ORD
- GUA
1 stop22h 29m
Frontier
Tue 8/253:47 pm
GUA
- ORD
1 stop30h 27m
Frontier
Deal found 6/15![Frontier logo]()
$388
This Volaris deal was found by Cheapflights users on 6/16. 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 9/21:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 9/193:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$392
This Volaris deal was found by Cheapflights users on 6/16. 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.
Tue 8/111:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 8/223:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$396
This Volaris deal was found by Cheapflights users on 6/19. 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.
Sun 8/161:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 9/73:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$397
This Copa Airlines deal was found by Cheapflights users on 6/15. 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.
Thu 10/228:01 am
ORD
- GUA
1 stop16h 06m
Copa Airlines
Wed 10/2810:43 am
GUA
- ORD
1 stop13h 22m
Copa Airlines
Deal found 6/15![Copa Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 6/18. 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.
Mon 8/101:50 pm
ORD
- GUA
2 stops24h 36m
Multiple Airlines
Wed 9/23:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$404
This Volaris deal was found by Cheapflights users on 6/18. 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.
Sun 11/2911:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Sun 12/68:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$405
This Volaris deal was found by Cheapflights users on 6/17. 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.
Thu 10/151:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 10/193:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$406
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 June 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 June 20, 2026.
This Volaris deal was found by Cheapflights users on 6/19. 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.
Sat 11/711:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Sat 11/143:47 pm
GUA
- ORD
1 stop12h 49m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$408
This Copa Airlines deal was found by Cheapflights users on 6/15. 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.
Wed 9/238:01 am
ORD
- GUA
2 stops14h 35m
Copa Airlines
Tue 10/136:24 am
GUA
- ORD
2 stops30h 35m
Copa Airlines
Deal found 6/15![Copa Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Tue 10/66:25 am
ORD
- SAL
1 stop9h 05m
United Airlines
Wed 10/73:40 pm
SAL
- ORD
1 stop15h 15m
United Airlines
Deal found 6/15![United Airlines logo]()
$447
This JetBlue deal was found by Cheapflights users on 6/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:00 am
ORD
- LIR
1 stop6h 57m
JetBlue
Sat 9/191:05 pm
LIR
- ORD
1 stop9h 26m
JetBlue
Deal found 6/19![JetBlue logo]()
$459
This Delta deal was found by Cheapflights users on 6/15. 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.
Mon 8/316:05 am
MDW
- SJO
1 stop6h 44m
Delta
Mon 9/71:14 pm
SJO
- MDW
1 stop8h 22m
Delta
Deal found 6/15![Delta logo]()
$502
This Southwest deal was found by Cheapflights users on 6/15. 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.
Sun 9/207:20 am
MDW
- BZE
1 stop5h 55m
Southwest
Sun 9/271:10 pm
BZE
- MDW
1 stop6h 30m
Southwest
Deal found 6/15![Southwest logo]()
$586
This Alaska Airlines deal was found by Cheapflights users on 6/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/85:55 pm
ORD
- BZE
3 stops23h 19m
Alaska Airlines
Tue 12/1510:00 am
BZE
- ORD
3 stops21h 00m
Alaska Airlines
Deal found 6/20![Alaska Airlines logo]()
$770
This Volaris deal was found by Cheapflights users on 6/19. 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.
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 6/19![Multiple Airlines logo]()
$408
This Copa Airlines deal was found by Cheapflights users on 6/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:35 am
ORD
- GUA
2 stops14h 01m
Copa Airlines
Sun 11/86:24 am
GUA
- ORD
2 stops17h 47m
Copa Airlines
Deal found 6/16![Copa Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 6/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:30 am
ORD
- SAL
1 stop8h 00m
United Airlines
Sun 9/206:00 am
SAL
- ORD
1 stop16h 27m
United Airlines
Deal found 6/16![United Airlines logo]()
$447
This Volaris deal was found by Cheapflights users on 6/14. 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 8/121:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 8/233:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$412
This United Airlines deal was found by Cheapflights users on 6/15. 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 9/259:38 pm
ORD
- SAL
1 stop15h 37m
United Airlines
Wed 9/303:40 pm
SAL
- ORD
1 stop15h 15m
United Airlines
Deal found 6/15![United Airlines logo]()
$447
This Copa Airlines deal was found by Cheapflights users on 6/19. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/183:21 pm
ORD
- SAL
1 stop22h 18m
Copa Airlines
Fri 8/288:30 am
SAL
- ORD
1 stop15h 32m
Copa Airlines
Deal found 6/19![Copa Airlines logo]()
$466
This Volaris deal was found by Cheapflights users on 6/18. 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.
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 6/18![Multiple Airlines logo]()
$425
This United Airlines deal was found by Cheapflights users on 6/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/158:50 am
ORD
- SAL
1 stop6h 40m
United Airlines
Fri 9/181:50 pm
SAL
- ORD
1 stop10h 09m
United Airlines
Deal found 6/16![United Airlines logo]()
$447
This Volaris deal was found by Cheapflights users on 6/17. 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.
Sat 8/151:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 8/233:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$428
This Southwest deal was found by Cheapflights users on 6/19. 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 8/2710:05 am
MDW
- SJO
2 stops9h 35m
Southwest
Mon 8/311:40 pm
SJO
- MDW
1 stop7h 35m
Southwest
Deal found 6/19![Southwest logo]()
$588
This Delta deal was found by Cheapflights users on 6/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:55 am
ORD
- BZE
2 stops27h 47m
Delta
Sun 10/1112:57 pm
BZE
- ORD
1 stop9h 53m
Delta
Deal found 6/18![Delta logo]()
$591
This Copa Airlines deal was found by Cheapflights users on 6/19. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/153:21 pm
ORD
- SJO
1 stop16h 49m
Copa Airlines
Wed 8/198:45 am
SJO
- ORD
1 stop15h 17m
Copa Airlines
Deal found 6/19![Copa Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 6/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:30 am
ORD
- SAL
1 stop16h 19m
United Airlines
Wed 9/306:00 am
SAL
- ORD
1 stop17h 23m
United Airlines
Deal found 6/17![United Airlines logo]()
$447
This Copa Airlines deal was found by Cheapflights users on 6/15. 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.
Sat 7/258:02 am
ORD
- SJO
1 stop24h 24m
Copa Airlines
Sat 8/14:08 am
SJO
- ORD
1 stop18h 54m
Copa Airlines
Deal found 6/15![Copa Airlines logo]()
$490
This Volaris deal was found by Cheapflights users on 6/19. 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.
Fri 7/241:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 8/253:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$448
This Delta deal was found by Cheapflights users on 6/19. 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.
Thu 9/106:05 am
MDW
- BZE
1 stop5h 55m
Delta
Thu 9/2412:57 pm
BZE
- MDW
1 stop8h 28m
Delta
Deal found 6/19![Delta logo]()
$597
This Southwest deal was found by Cheapflights users on 6/20. 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.
Sun 9/207:20 am
MDW
- BZE
1 stop5h 55m
Southwest
Sat 9/261:10 pm
BZE
- MDW
2 stops15h 30m
Southwest
Deal found 6/20![Southwest logo]()
$602
This United Airlines deal was found by Cheapflights users on 6/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:39 pm
ORD
- SAL
1 stop14h 50m
United Airlines
Tue 10/136:00 am
SAL
- ORD
1 stop14h 42m
United Airlines
Deal found 6/19![United Airlines logo]()
$457
This JetBlue deal was found by Cheapflights users on 6/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/137:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Mon 7/202:06 pm
LIR
- ORD
1 stop8h 38m
JetBlue
Deal found 6/15![JetBlue logo]()
$676
This Copa Airlines deal was found by Cheapflights users on 6/17. 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.
Wed 7/293:21 pm
ORD
- SJO
1 stop22h 00m
Copa Airlines
Wed 8/58:45 am
SJO
- ORD
1 stop15h 17m
Copa Airlines
Deal found 6/17![Copa Airlines logo]()
$490
This Volaris deal was found by Cheapflights users on 6/18. 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 12/911:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Wed 12/168:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$452
This Delta deal was found by Cheapflights users on 6/16. 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.
Mon 8/316:05 am
MDW
- SJO
1 stop6h 44m
Delta
Sun 9/61:14 pm
SJO
- MDW
1 stop8h 22m
Delta
Deal found 6/16![Delta logo]()
$611
This Southwest deal was found by Cheapflights users on 6/15. 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.
Sat 7/115:25 am
MDW
- LIR
1 stop9h 05m
Southwest
Thu 7/162:10 pm
LIR
- MDW
1 stop7h 55m
Southwest
Deal found 6/15![Southwest logo]()
$612
Last-minute flights from Chicago to Central AmericaDiscover last-minute flight deals from Chicago to Central America. Data last updated June 20, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Central America. Data last updated June 20, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 6/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/61:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 7/93:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$458
This Avianca deal was found by Cheapflights users on 6/17. 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.
Wed 7/811:20 pm
ORD
- SAL
1 stop12h 45m
Avianca
Sun 7/1210:20 pm
SAL
- ORD
1 stop14h 45m
Avianca
Deal found 6/17![Avianca logo]()
$435
This eDestinos deal was found by Cheapflights users on 6/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/91:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Fri 8/73:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$468
This FlightHub deal was found by Cheapflights users on 6/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/153:40 pm
ORD
- SAL
1 stop6h 25m
Avianca
Fri 7/2412:05 pm
SAL
- ORD
1 stop32h 15m
Avianca
Deal found 6/16![Avianca logo]()
$458
This oojo deal was found by Cheapflights users on 6/19. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/203:40 pm
ORD
- SAL
1 stop20h 10m
Avianca
Mon 7/2712:05 pm
SAL
- ORD
1 stop32h 15m
Avianca
Deal found 6/19![Avianca logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Tue 7/215:13 pm
ORD
- GUA
1 stop21h 29m
Multiple Airlines
Tue 7/288:27 am
GUA
- ORD
2 stops15h 22m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$454
This oojo deal was found by Cheapflights users on 6/15. 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.
Wed 7/223:40 pm
ORD
- SAL
1 stop15h 30m
Avianca
Wed 7/2912:05 pm
SAL
- ORD
1 stop32h 15m
Avianca
Deal found 6/15![Avianca logo]()
$453
This Volaris deal was found by Cheapflights users on 6/15. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/241:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 8/243:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$439
This Volaris deal was found by Cheapflights users on 6/19. 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.
Fri 7/241:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 8/253:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$448
This Volaris deal was found by Cheapflights users on 6/18. 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 7/251:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 8/243:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$457
This CheapOair deal was found by Cheapflights users on 6/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:13 pm
ORD
- GUA
1 stop21h 29m
Frontier
Tue 8/253:47 pm
GUA
- ORD
1 stop30h 27m
Frontier
Deal found 6/17![Frontier logo]()
$465
This Avianca deal was found by Cheapflights users on 6/17. 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.
Fri 7/313:40 pm
ORD
- SAL
1 stop17h 00m
Avianca
Sun 8/210:20 pm
SAL
- ORD
1 stop14h 45m
Avianca
Deal found 6/17![Avianca logo]()
$438
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 June 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 June 20, 2026.
This Southwest deal was found by Cheapflights users on 6/15. 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.
Sat 8/299:55 am
MDW
- SJO
2 stops9h 05m
Southwest
Deal found 6/15![Southwest logo]()
$135
This Southwest deal was found by Cheapflights users on 6/15. 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.
Mon 8/315:00 am
MDW
- SJO
1 stop8h 45m
Southwest
Deal found 6/15![Southwest logo]()
$140
This Volaris deal was found by Cheapflights users on 6/16. 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.
Thu 8/61:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$178
This Priceline deal was found by Cheapflights users on 6/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/69:34 pm
ORD
- SAL
1 stop13h 26m
Frontier
Deal found 6/16![Frontier logo]()
$180
This SmartFares deal was found by Cheapflights users on 6/15. 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 SmartFares 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 6/15![JetBlue logo]()
$180
This Super.com deal was found by Cheapflights users on 6/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 am
ORD
- SJO
1 stop6h 57m
JetBlue
Deal found 6/15![JetBlue logo]()
$181
This Ovago deal was found by Cheapflights users on 6/18. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:00 am
ORD
- GUA
1 stop7h 00m
JetBlue
Deal found 6/18![JetBlue logo]()
$182
This Priceline deal was found by Cheapflights users on 6/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:41 pm
MDW
- GUA
1 stop16h 24m
Frontier
Deal found 6/19![Frontier logo]()
$183
This JetBlue deal was found by Cheapflights users on 6/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am
ORD
- GUA
1 stop7h 00m
JetBlue
Deal found 6/16![JetBlue logo]()
$183
This Mytrip deal was found by Cheapflights users on 6/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/261:49 pm
ORD
- SJO
1 stop11h 10m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$183
This Super.com deal was found by Cheapflights users on 6/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 am
ORD
- SJO
1 stop6h 57m
JetBlue
Deal found 6/15![JetBlue logo]()
$185
This CheapOair deal was found by Cheapflights users on 6/20. 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 CheapOair 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 6/20![Multiple Airlines logo]()
$186
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 June 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $377 (Volaris) |
One-way from | $135 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $531 |
Good round-trip deal | $463 or less |
Good one-way deal | $287 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 June 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 11/7
11:58 pm-12:47 pm
1 stop12h 49m
Guatemala City La Aurora
Sat 11/14
3:47 pm-4:36 am
1 stop12h 49m
$408
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Fri 9/4
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Sat 9/19
3:47 pm-5:52 am
1 stop13h 05m
$408
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Wed 9/23
8:01 am-9:36 pm
2 stops14h 35m
Guatemala City La Aurora
Tue 10/13
6:24 am-1:59 pm
2 stops30h 35m
$409
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Tue 11/3
7:35 am-9:36 pm
2 stops14h 01m
Guatemala City La Aurora
Sun 11/8
6:24 am-12:11 am
2 stops17h 47m
$409
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Wed 8/12
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
$412
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
$425
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Sat 8/15
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
$428
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Tue 10/6
6:25 am-2:30 pm
1 stop9h 05m
San Salvador El Salvador Intl
Wed 10/7
3:40 pm-7:55 am
1 stop15h 15m
$447
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Sat 9/12
7:30 am-2:30 pm
1 stop8h 00m
San Salvador El Salvador Intl
Sun 9/20
6:00 am-11:27 pm
1 stop16h 27m
$447
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Fri 9/25
9:38 pm-12:15 pm
1 stop15h 37m
San Salvador El Salvador Intl
Wed 9/30
3:40 pm-7:55 am
1 stop15h 15m
$447
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-GUA
ORD-SAL
ORD-LIR
MDW-SJO
MDW-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-GUA
ORD-SAL
ORD-LIR
MDW-SJO
What is the cheapest month to book a flight from Chicago to Central America?
Currently, April 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 July is currently the most expensive (average of $677). 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 June 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 29% 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 June 20, 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. Friday evenings 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 June 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.
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
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 June 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 June 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$606 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$444 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$126 | Average$552 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$465 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$241 | Average$668 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$254 | Average$630 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$309 | Average$589 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$384 | Average$821 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$386 | Average$613 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$509 | Average$644 | FlexibilityNo cancel fee | On-time62% |