$125+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJO
Jul 28 — Aug 41
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 28, 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 28, 2026.
This JetBlue deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 9/176:00 am
ORD
- LIR
1 stop6h 57m
JetBlue
Thu 9/241:05 pm
LIR
- ORD
1 stop9h 26m
JetBlue
Deal found 6/27![JetBlue logo]()
$300
This Ovago deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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.
Sat 9/196:00 am
ORD
- LIR
1 stop6h 57m
JetBlue
Sun 9/271:05 pm
LIR
- ORD
1 stop9h 26m
JetBlue
Deal found 6/27![JetBlue logo]()
$327
This JetBlue deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 9/176:00 am
ORD
- LIR
1 stop6h 57m
JetBlue
Sun 9/271:05 pm
LIR
- ORD
1 stop9h 26m
JetBlue
Deal found 6/27![JetBlue logo]()
$328
This KAYAK deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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.
Wed 9/27:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Sat 9/121:05 pm
LIR
- ORD
1 stop9h 26m
JetBlue
Deal found 6/28![JetBlue logo]()
$379
This deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am
ORD
- LIR
1 stop6h 57m
JetBlue
Sat 10/31:05 pm
LIR
- ORD
1 stop9h 26m
JetBlue
Deal found 6/24![JetBlue logo]()
$380
This Priceline deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:00 pm
ORD
- LIR
1 stop21h 57m
JetBlue
Mon 9/211:05 pm
LIR
- ORD
1 stop9h 26m
JetBlue
Deal found 6/25![JetBlue logo]()
$384
This Air Canada deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:17 pm
ORD
- LIR
1 stop19h 53m
Air Canada
Sun 11/13:10 pm
LIR
- ORD
1 stop18h 13m
Air Canada
Deal found 6/25![Air Canada logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/131:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 9/53:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$396
This Volaris deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 6/26![Multiple Airlines logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/151:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 9/53:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/261:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 11/128:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$400
This Volaris deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/141:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 7/283:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$401
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 28, 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 28, 2026.
This JetBlue deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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.
Fri 9/186:00 am
ORD
- LIR
1 stop6h 57m
JetBlue
Fri 9/251:05 pm
LIR
- ORD
1 stop9h 26m
JetBlue
Deal found 6/27![JetBlue logo]()
$300
This Volaris deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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
Wed 7/293:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$404
This Copa Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:35 am
ORD
- SAL
1 stop12h 59m
Copa Airlines
Fri 11/64:59 am
SAL
- ORD
1 stop19h 12m
Copa Airlines
Deal found 6/24![Copa Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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 6/23![United Airlines logo]()
$457
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:45 am
MDW
- SJO
1 stop6h 50m
Southwest
Mon 10/261:30 pm
SJO
- MDW
2 stops10h 15m
Southwest
Deal found 6/23![Southwest logo]()
$508
This American Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/199:01 pm
ORD
- BZE
2 stops16h 21m
American Airlines
Tue 9/222:30 pm
BZE
- ORD
2 stops17h 14m
American Airlines
Deal found 6/23![American Airlines logo]()
$544
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/65:45 pm
MDW
- GUA
2 stops18h 44m
Delta
Mon 9/141:02 pm
GUA
- MDW
2 stops22h 37m
Delta
Deal found 6/24![Delta logo]()
$577
This Volaris deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/161:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 8/43:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$404
This Alaska Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 9/102:18 pm
ORD
- BZE
3 stops27h 37m
Alaska Airlines
Sun 9/2010:00 am
BZE
- ORD
2 stops19h 20m
Alaska Airlines
Deal found 6/26![Alaska Airlines logo]()
$814
This JetBlue deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 9/216:00 am
ORD
- LIR
1 stop6h 57m
JetBlue
Mon 9/281:05 pm
LIR
- ORD
1 stop9h 26m
JetBlue
Deal found 6/27![JetBlue logo]()
$430
This Copa Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:01 am
ORD
- SAL
1 stop13h 31m
Copa Airlines
Mon 11/24:59 am
SAL
- ORD
1 stop19h 12m
Copa Airlines
Deal found 6/23![Copa Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/166:30 am
ORD
- SAL
1 stop15h 19m
United Airlines
Sat 9/53:40 pm
SAL
- ORD
1 stop8h 19m
United Airlines
Deal found 6/26![United Airlines logo]()
$457
This Volaris deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/311:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 8/233:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/148:45 am
ORD
- SAL
1 stop13h 00m
United Airlines
Mon 11/237:00 am
SAL
- ORD
1 stop14h 32m
United Airlines
Deal found 6/24![United Airlines logo]()
$457
This Volaris deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/191:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Fri 7/313:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$423
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 9/219:20 am
MDW
- SJO
2 stops10h 20m
Southwest
Sun 9/279:00 am
SJO
- MDW
2 stops12h 25m
Southwest
Deal found 6/27![Southwest logo]()
$516
This Copa Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/213:20 pm
ORD
- SJO
1 stop18h 44m
Copa Airlines
Sun 9/272:48 pm
SJO
- ORD
1 stop9h 14m
Copa Airlines
Deal found 6/27![Copa Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 10/68:45 am
ORD
- SAL
1 stop6h 45m
United Airlines
Mon 10/126:00 am
SAL
- ORD
1 stop14h 42m
United Airlines
Deal found 6/27![United Airlines logo]()
$457
This Volaris deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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
Tue 11/248:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$426
This Copa Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/42:13 pm
ORD
- SJO
1 stop26h 36m
Copa Airlines
Wed 11/112:45 pm
SJO
- ORD
1 stop9h 26m
Copa Airlines
Deal found 6/23![Copa Airlines logo]()
$490
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:05 am
MDW
- BZE
1 stop5h 55m
Delta
Wed 9/3012:15 pm
BZE
- MDW
1 stop9h 30m
Delta
Deal found 6/25![Delta logo]()
$597
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:35 pm
ORD
- SAL
1 stop15h 40m
United Airlines
Sat 9/193:40 pm
SAL
- ORD
1 stop8h 19m
United Airlines
Deal found 6/24![United Airlines logo]()
$457
This JetBlue deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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.
Wed 8/197:00 am
ORD
- SJO
1 stop6h 57m
JetBlue
Fri 8/282:02 pm
SJO
- ORD
1 stop8h 42m
JetBlue
Deal found 6/26![JetBlue logo]()
$558
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 11/98:40 pm
MDW
- LIR
2 stops17h 10m
Southwest
Sat 11/141:15 pm
LIR
- MDW
1 stop9h 05m
Southwest
Deal found 6/26![Southwest logo]()
$560
This Volaris deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/71:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 8/153:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$438
This Copa Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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.
Sun 9/203:20 pm
ORD
- SJO
1 stop18h 44m
Copa Airlines
Sun 9/278:45 am
SJO
- ORD
1 stop15h 17m
Copa Airlines
Deal found 6/27![Copa Airlines logo]()
$490
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 11/305:30 am
ORD
- BZE
1 stop7h 00m
Delta
Wed 12/233:40 pm
BZE
- ORD
1 stop8h 10m
Delta
Deal found 6/27![Delta logo]()
$605
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 8/258:50 am
ORD
- SAL
1 stop6h 40m
United Airlines
Sat 8/293:40 pm
SAL
- ORD
1 stop15h 15m
United Airlines
Deal found 6/27![United Airlines logo]()
$457
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 12/136:30 am
MDW
- BZE
2 stops7h 30m
Southwest
Wed 1/202:25 pm
BZE
- MDW
2 stops8h 35m
Southwest
Deal found 6/27![Southwest logo]()
$581
This Volaris deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 8/233:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$439
Last-minute flights from Chicago to Central AmericaDiscover last-minute flight deals from Chicago to Central America. Data last updated June 28, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Central America. Data last updated June 28, 2026 and is based on user searches.
This Avianca deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 7/1211:20 pm
SAL
- ORD
1 stop13h 45m
Avianca
Deal found 6/24![Avianca logo]()
$445
This Volaris deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/141:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 7/283:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$401
This Volaris deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/151:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 8/203:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$430
This Volaris deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/161:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 8/53:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$422
This Volaris deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/191:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Fri 7/313:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$423
This Volaris deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/211:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 8/53:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$402
This Volaris deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/221:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 7/273:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$403
This Volaris deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/231:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 7/293:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$404
This Volaris deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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
Tue 7/283:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$419
This Volaris deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Thu 7/303:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$420
This Priceline deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2410:16 am
ORD
- GUA
1 stop28h 26m
Frontier
Thu 7/3011:10 am
GUA
- ORD
1 stop8h 17m
Frontier
Deal found 6/23![Frontier logo]()
$428
This Volaris deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 6/26![Multiple Airlines logo]()
$397
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 28, 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 28, 2026.
This SmartFares deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 6/25![JetBlue logo]()
$125
This JetBlue deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:00 am
ORD
- LIR
1 stop6h 57m
JetBlue
Deal found 6/24![JetBlue logo]()
$134
This Southwest deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/75:00 am
MDW
- SJO
1 stop8h 45m
Southwest
Deal found 6/24![Southwest logo]()
$138
This Viva deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/274:22 pm
ORD
- SJO
1 stop20h 53m
Viva
Deal found 6/25![Viva logo]()
$142
This KAYAK deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am
ORD
- LIR
1 stop6h 55m
JetBlue
Deal found 6/25![JetBlue logo]()
$160
This Ovago deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Deal found 6/24![JetBlue logo]()
$161
This JetBlue deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/207:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Deal found 6/26![JetBlue logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 8/271:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$171
This Volaris deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 9/11:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$173
This Super.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/169:34 pm
ORD
- SAL
1 stop13h 28m
Frontier
Deal found 6/23![Frontier logo]()
$176
This Volaris deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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
Deal found 6/27![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/51:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$179
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 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $300 (JetBlue) |
One-way from | $125 (SmartFares) |
Popular in | December |
Cheapest in | September |
Average price | $531 |
Good round-trip deal | $495 or less |
Good one-way deal | $239 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 28, 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
ChicagoLiberia
ORD - LIR
ORDLIR
Chicago O'Hare Intl
Fri 9/18
6:00 am-11:57 am
1 stop6h 57m
Liberia
Fri 9/25
1:05 pm-11:31 pm
1 stop9h 26m
$300
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Thu 7/23
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Wed 7/29
3:47 pm-5:52 am
1 stop13h 05m
$404
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Thu 7/16
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Tue 8/4
3:47 pm-5:52 am
1 stop13h 05m
$404
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Fri 7/31
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
$418
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Sun 7/19
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Fri 7/31
3:47 pm-5:52 am
1 stop13h 05m
$423
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
Tue 11/24
8:27 am-10:06 pm
1 stop13h 39m
$426
ChicagoLiberia
ORD - LIR
ORDLIR
Chicago O'Hare Intl
Mon 9/21
6:00 am-11:57 am
1 stop6h 57m
Liberia
Mon 9/28
1:05 pm-11:31 pm
1 stop9h 26m
$430
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Mon 11/2
7:35 am-8:34 pm
1 stop12h 59m
San Salvador El Salvador Intl
Fri 11/6
4:59 am-12:11 am
1 stop19h 12m
$435
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Tue 10/20
8:01 am-8:32 pm
1 stop13h 31m
San Salvador El Salvador Intl
Mon 11/2
4:59 am-12:11 am
1 stop19h 12m
$435
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Fri 8/7
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Sat 8/15
3:47 pm-5:52 am
1 stop13h 05m
$438
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-LIR
ORD-GUA
ORD-SAL
MDW-SJO
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-LIR
ORD-GUA
ORD-SAL
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 $457). Flying from Chicago to Central America in July is currently the most expensive (average of $671). 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 28, 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 27, 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 28, 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.
Comfort
7.8
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
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 28, 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 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$606 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$445 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$126 | Average$552 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$472 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$241 | Average$669 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$254 | Average$636 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$309 | Average$589 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$384 | Average$899 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$386 | Average$580 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$390 | Average$609 | FlexibilityNo cancel fee | On-time62% |