$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 17 — Jul 241
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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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 17, 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 17, 2026.
This Volaris deal was found by Cheapflights users on 6/12. 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 8/181:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 8/263:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/12![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 eDestinos deal was found by Cheapflights users on 6/13. 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.
Sun 11/111:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Sun 11/228:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$384
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 Priceline deal was found by Cheapflights users on 6/12. 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.
Wed 8/125:13 pm
ORD
- GUA
1 stop21h 29m
Frontier
Sun 8/162:47 pm
GUA
- ORD
1 stop17h 24m
Frontier
Deal found 6/12![Frontier logo]()
$388
This Volaris deal was found by Cheapflights users on 6/13. 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
Mon 9/73:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/13![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 6/12. 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 11/1711:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Wed 11/258:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$397
This Copa Airlines deal was found by Cheapflights users on 6/12. 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
2 stops14h 35m
Copa Airlines
Wed 10/286:24 am
GUA
- ORD
2 stops17h 41m
Copa Airlines
Deal found 6/12![Copa Airlines logo]()
$401
This JetBlue deal was found by Cheapflights users on 6/12. 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.
Sun 9/276:00 am
ORD
- GUA
1 stop7h 00m
JetBlue
Mon 10/51:10 pm
GUA
- ORD
1 stop9h 21m
JetBlue
Deal found 6/12![JetBlue logo]()
$403
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.
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 6/14![Multiple Airlines logo]()
$405
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 17, 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 17, 2026.
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 Volaris deal was found by Cheapflights users on 6/13. 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 6/13![Multiple Airlines logo]()
$428
This Avianca 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:20 pm
ORD
- SAL
1 stop17h 20m
Avianca
Sat 9/128:05 am
SAL
- ORD
1 stop12h 15m
Avianca
Deal found 6/14![Avianca logo]()
$434
This United Airlines deal was found by Cheapflights users on 6/12. 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 9/57:52 pm
ORD
- SAL
1 stop17h 23m
United Airlines
Sat 9/123:40 pm
SAL
- ORD
1 stop16h 29m
United Airlines
Deal found 6/12![United Airlines logo]()
$447
This JetBlue deal was found by Cheapflights users on 6/13. 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 11/27:00 am
ORD
- LIR
1 stop7h 00m
JetBlue
Thu 11/53:05 pm
LIR
- ORD
1 stop8h 39m
JetBlue
Deal found 6/13![JetBlue logo]()
$460
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:35 pm
MDW
- SJO
1 stop10h 25m
Southwest
Tue 10/1312:35 pm
SJO
- MDW
1 stop16h 05m
Southwest
Deal found 6/14![Southwest logo]()
$462
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 American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:01 pm
ORD
- PTY
2 stops15h 23m
American Airlines
Tue 9/221:16 pm
PTY
- ORD
2 stops18h 42m
American Airlines
Deal found 6/16![American Airlines logo]()
$756
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/19:20 am
ORD
- LIR
3 stops21h 00m
Alaska Airlines
Tue 12/87:35 pm
LIR
- ORD
3 stops24h 20m
Alaska Airlines
Deal found 6/16![Alaska Airlines logo]()
$781
This Copa Airlines deal was found by Cheapflights users on 6/12. 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 11/62:13 pm
ORD
- GUA
2 stops31h 23m
Copa Airlines
Mon 11/96:24 am
GUA
- ORD
2 stops17h 47m
Copa Airlines
Deal found 6/12![Copa Airlines logo]()
$464
This Volaris deal was found by Cheapflights users on 6/13. 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 8/81:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 8/233:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$465
This Southwest 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 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
Tue 9/19:00 am
SJO
- MDW
2 stops11h 50m
Southwest
Deal found 6/14![Southwest logo]()
$472
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:30 am
ORD
- SAL
1 stop9h 00m
United Airlines
Sun 9/66:00 am
SAL
- ORD
1 stop11h 30m
United Airlines
Deal found 6/14![United Airlines logo]()
$492
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/19:30 am
ORD
- SJO
1 stop12h 45m
Delta
Tue 12/82:30 pm
SJO
- ORD
1 stop9h 20m
Delta
Deal found 6/14![Delta logo]()
$502
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
Fri 8/143:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$483
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 7/228:02 am
ORD
- SJO
1 stop25h 19m
Copa Airlines
Sun 7/268:45 am
SJO
- ORD
1 stop18h 15m
Copa Airlines
Deal found 6/15![Copa Airlines logo]()
$490
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:35 am
ORD
- SAL
1 stop14h 14m
United Airlines
Wed 8/193:40 pm
SAL
- ORD
1 stop16h 29m
United Airlines
Deal found 6/14![United Airlines logo]()
$498
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.
Fri 10/26:45 am
MDW
- SJO
1 stop6h 50m
Southwest
Mon 10/59:00 am
SJO
- MDW
2 stops10h 15m
Southwest
Deal found 6/15![Southwest logo]()
$500
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.
Thu 8/68:02 am
ORD
- SJO
1 stop26h 02m
Copa Airlines
Tue 8/116:17 pm
SJO
- ORD
1 stop18h 42m
Copa Airlines
Deal found 6/16![Copa Airlines logo]()
$490
This Southwest deal was found by Cheapflights users on 6/12. 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 9/3010:10 am
MDW
- SJO
2 stops9h 30m
Southwest
Mon 10/59:00 am
SJO
- MDW
2 stops10h 15m
Southwest
Deal found 6/12![Southwest logo]()
$500
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 8/51:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 8/103:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$501
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 7/36:29 am
ORD
- SAL
1 stop13h 29m
United Airlines
Tue 7/76:00 am
SAL
- ORD
1 stop14h 40m
United Airlines
Deal found 6/15![United Airlines logo]()
$501
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:05 am
MDW
- GUA
1 stop6h 24m
Delta
Wed 9/212:59 pm
GUA
- MDW
1 stop8h 37m
Delta
Deal found 6/14![Delta logo]()
$573
This Copa Airlines deal was found by Cheapflights users on 6/12. 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 8/53:21 pm
ORD
- SJO
1 stop20h 37m
Copa Airlines
Tue 8/114:08 am
SJO
- ORD
1 stop19h 54m
Copa Airlines
Deal found 6/12![Copa Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 6/11. 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 6/206:30 am
ORD
- SAL
1 stop13h 28m
United Airlines
Mon 6/223:40 pm
SAL
- ORD
1 stop15h 17m
United Airlines
Deal found 6/11![United Airlines logo]()
$501
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 Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/114:50 pm
MDW
- SJO
1 stop14h 35m
Southwest
Wed 10/141:00 pm
SJO
- MDW
1 stop9h 00m
Southwest
Deal found 6/16![Southwest logo]()
$510
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 7/71:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 7/133:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$520
This Copa Airlines deal was found by Cheapflights users on 6/13. 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 8/18:02 am
ORD
- SJO
1 stop26h 02m
Copa Airlines
Sat 8/88:45 am
SJO
- ORD
1 stop14h 17m
Copa Airlines
Deal found 6/13![Copa Airlines logo]()
$490
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.
Sat 7/115:30 am
ORD
- SAL
1 stop16h 19m
United Airlines
Mon 7/136:00 am
SAL
- ORD
1 stop17h 45m
United Airlines
Deal found 6/15![United Airlines logo]()
$501
Last-minute flights from Chicago to Central AmericaDiscover last-minute flight deals from Chicago to Central America. Data last updated June 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Central America. Data last updated June 17, 2026 and is based on user searches.
This Avianca deal was found by Cheapflights users on 6/12. 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 7/111:20 pm
ORD
- SAL
1 stop12h 45m
Avianca
Wed 7/88:05 am
SAL
- ORD
1 stop12h 15m
Avianca
Deal found 6/12![Avianca logo]()
$432
This oojo deal was found by Cheapflights users on 6/11. 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 7/111:20 pm
ORD
- SAL
1 stop12h 45m
Avianca
Fri 7/1712:05 pm
SAL
- ORD
1 stop32h 15m
Avianca
Deal found 6/11![Avianca logo]()
$438
This Justfly.com deal was found by Cheapflights users on 6/11. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:20 pm
ORD
- SAL
1 stop12h 45m
Avianca
Sun 7/128:15 am
SAL
- ORD
1 stop28h 50m
Avianca
Deal found 6/11![Avianca logo]()
$458
This Avianca deal was found by Cheapflights users on 6/12. 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 7/311:20 pm
ORD
- SAL
1 stop12h 45m
Avianca
Tue 7/711:20 pm
SAL
- ORD
1 stop13h 45m
Avianca
Deal found 6/12![Avianca logo]()
$459
This Avianca 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 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 6/16![Avianca logo]()
$435
This oojo 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 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 stop17h 00m
Avianca
Wed 7/2912:05 pm
SAL
- ORD
1 stop32h 15m
Avianca
Deal found 6/14![Avianca logo]()
$441
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 6/12. 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 7/231:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 8/243:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$419
This Volaris deal was found by Cheapflights users on 6/12. 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
Wed 8/263:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$439
This Volaris deal was found by Cheapflights users on 6/12. 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 6/12![Multiple Airlines logo]()
$454
This Orbitz deal was found by Cheapflights users on 6/12. 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.
Sat 7/255:13 pm
ORD
- GUA
1 stop21h 29m
Frontier
Tue 8/253:47 pm
GUA
- ORD
1 stop30h 27m
Frontier
Deal found 6/12![Frontier logo]()
$438
This Expedia deal was found by Cheapflights users on 6/12. 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 Expedia 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
Sun 8/233:47 pm
GUA
- ORD
1 stop30h 27m
Frontier
Deal found 6/12![Frontier logo]()
$458
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 17, 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 17, 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 Cheapflightsfares deal was found by Cheapflights users on 6/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:00 am
ORD
- SJO
1 stop6h 57m
JetBlue
Deal found 6/12![JetBlue logo]()
$155
This Southwest deal was found by Cheapflights users on 6/12. 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 10/138:35 pm
MDW
- SJO
1 stop10h 25m
Southwest
Deal found 6/12![Southwest logo]()
$160
This Frontier deal was found by Cheapflights users on 6/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/139:34 pm
ORD
- SAL
1 stop13h 26m
Frontier
Deal found 6/13![Frontier logo]()
$175
This Frontier deal was found by Cheapflights users on 6/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/309:34 pm
ORD
- SAL
1 stop13h 28m
Frontier
Deal found 6/12![Frontier logo]()
$176
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 9/146:00 am
ORD
- GUA
1 stop7h 00m
JetBlue
Deal found 6/15![JetBlue 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 CheapOair 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 CheapOair 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 6/16![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
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 17, 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 17, 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
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
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
Sat 9/5
11:20 pm-3:40 pm
1 stop17h 20m
San Salvador El Salvador Intl
Sat 9/12
8:05 am-9:20 pm
1 stop12h 15m
$434
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Sat 9/5
7:52 pm-12:15 pm
1 stop17h 23m
San Salvador El Salvador Intl
Sat 9/12
3:40 pm-9:09 am
1 stop16h 29m
$447
ChicagoLiberia
ORD - LIR
ORDLIR
Chicago O'Hare Intl
Mon 11/2
7:00 am-2:00 pm
1 stop7h 00m
Liberia
Thu 11/5
3:05 pm-11:44 pm
1 stop8h 39m
$460
ChicagoSan José
MDW - SJO
MDWSJO
Chicago Midway
Wed 10/7
8:35 pm-6:00 am
1 stop10h 25m
San José Juan Santamaria Intl
Tue 10/13
12:35 pm-5:40 am
1 stop16h 05m
$462
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Fri 11/6
2:13 pm-9:36 pm
2 stops31h 23m
Guatemala City La Aurora
Mon 11/9
6:24 am-12:11 am
2 stops17h 47m
$464
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Sat 8/8
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
$465
ChicagoSan José
MDW - SJO
MDWSJO
Chicago Midway
Thu 8/27
10:05 am-6:40 pm
2 stops9h 35m
San José Juan Santamaria Intl
Tue 9/1
9:00 am-9:50 pm
2 stops11h 50m
$472
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Thu 8/6
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Fri 8/14
3:47 pm-5:52 am
1 stop13h 05m
$483
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
ORD-PTY
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 $672). 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 17, 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 June 13, 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 17, 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.
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Comfort
7.8
Overall
7.9
Food
7.2
Boarding
8.1
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 17, 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 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$606 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$442 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$126 | Average$552 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$454 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$241 | Average$667 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$254 | Average$623 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$371 | Average$644 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$384 | Average$821 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$386 | Average$591 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$386 | Average$613 | FlexibilityNo cancel fee | On-time63% |