$134+ Cheap flights from Chicago (CHI) to Central America
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJO
Oct 2 — Oct 91
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Central America with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Central America
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Cheapest flights from Chicago to Central AmericaExplore the most affordable flight options available from Chicago to Central America. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 2, 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 September 2, 2026.
This FlightHub deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Tue 9/81:40 am -
1 stop12h 06m
Fri 9/183:47 pm -
1 stop13h 05m
Deal found 8/30![Multiple Airlines logo]()
$313
This Volaris deal was found by Cheapflights users on 8/28. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:04 am -
1 stop12h 40m
Wed 4/73:45 pm -
1 stop13h 07m
Deal found 8/28![Multiple Airlines logo]()
$314
This Justfly.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Thu 10/11:40 am -
1 stop12h 06m
Tue 10/63:47 pm -
1 stop13h 05m
Deal found 8/30![Multiple Airlines logo]()
$316
This Flightnetwork deal was found by Cheapflights users on 8/28. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:40 pm -
1 stop17h 30m
Wed 10/282:10 pm -
2 stops19h 57m
Deal found 8/28![Air Canada logo]()
$318
This FlightHub deal was found by Cheapflights users on 8/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/131:40 am -
1 stop12h 06m
Sat 9/263:47 pm -
1 stop13h 05m
Deal found 8/28![Multiple Airlines logo]()
$318
This FlightHub deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Thu 12/312:04 am -
1 stop12h 40m
Fri 12/112:52 pm -
1 stop20h 16m
Deal found 8/30![Multiple Airlines logo]()
$321
This FlightHub deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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.
Fri 12/412:04 am -
1 stop12h 40m
Sat 12/128:55 am -
1 stop13h 18m
Deal found 8/31![Multiple Airlines logo]()
$322
This Justfly.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Tue 9/221:40 am -
1 stop12h 06m
Wed 9/303:47 pm -
1 stop13h 05m
Deal found 9/2![Multiple Airlines logo]()
$323
This FlightHub deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Thu 11/2612:04 am -
1 stop12h 40m
Wed 12/23:45 pm -
1 stop12h 58m
Deal found 9/1![Multiple Airlines logo]()
$325
This Justfly.com deal was found by Cheapflights users on 8/28. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/131:40 am -
1 stop12h 06m
Thu 9/243:47 pm -
1 stop13h 05m
Deal found 8/28![Multiple Airlines logo]()
$327
This Volaris deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 11/1012:04 am -
1 stop12h 40m
Thu 4/293:45 pm -
1 stop13h 07m
Deal found 8/31![Multiple Airlines logo]()
$328
This Air Canada deal was found by Cheapflights users on 8/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:55 pm -
1 stop24h 25m
Tue 12/83:20 pm -
1 stop19h 47m
Deal found 8/28![Air Canada logo]()
$332
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 September 2, 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 September 2, 2026.
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 11/306:49 am -
1 stop15h 26m
Wed 12/97:00 am -
1 stop10h 02m
Deal found 9/1![Delta logo]()
$378
This Copa Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/52:13 pm -
1 stop16h 49m
Wed 4/72:20 pm -
1 stop9h 24m
Deal found 8/29![Copa Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/3011:50 am -
1 stop8h 50m
Thu 11/52:10 pm -
1 stop10h 55m
Deal found 8/29![Southwest logo]()
$414
This Volaris deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 11/612:04 am -
1 stop12h 40m
Sat 11/218:55 am -
1 stop13h 18m
Deal found 8/31![Multiple Airlines logo]()
$430
This United Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 1/2312:40 pm -
1 stop7h 59m
Fri 1/291:15 am -
1 stop10h 01m
Deal found 8/30![United Airlines logo]()
$509
This American Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Thu 10/18:55 pm -
2 stops15h 21m
Sat 10/242:02 pm -
2 stops17h 25m
Deal found 9/1![American Airlines logo]()
$690
This JetBlue deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/206:00 am -
1 stop6h 57m
Sun 9/271:05 pm -
1 stop9h 03m
Deal found 9/1![JetBlue logo]()
$699
This Alaska Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/302:13 pm -
3 stops30h 18m
Thu 2/48:33 am -
3 stops28h 42m
Deal found 8/30![Alaska Airlines logo]()
$787
This Copa Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/278:01 am -
1 stop24h 09m
Fri 10/22:48 pm -
1 stop22h 11m
Deal found 8/30![Copa Airlines logo]()
$453
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/219:40 am -
2 stops11h 00m
Sun 10/251:35 pm -
1 stop10h 25m
Deal found 8/31![Southwest logo]()
$485
This Copa Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 -
1 stop26h 41m
Mon 11/1611:17 am -
1 stop25h 29m
Deal found 8/30![Copa Airlines logo]()
$465
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:55 pm -
1 stop17h 27m
Thu 11/122:25 pm -
1 stop10h 20m
Deal found 9/1![United Airlines logo]()
$518
This Delta deal was found by Cheapflights users on 8/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:00 am -
1 stop7h 12m
Fri 11/137:00 am -
1 stop9h 18m
Deal found 8/28![Delta logo]()
$549
This United Airlines deal was found by Cheapflights users on 8/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/187:00 am -
1 stop15h 47m
Mon 11/234:40 pm -
1 stop8h 05m
Deal found 8/28![United Airlines logo]()
$530
This Copa Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 11/22:13 pm -
1 stop9h 22m
Sat 11/77:30 am -
1 stop16h 41m
Deal found 8/29![Copa Airlines logo]()
$485
This Southwest deal was found by Cheapflights users on 8/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:50 am -
1 stop8h 50m
Sat 10/249:00 am -
2 stops21h 25m
Deal found 8/28![Southwest logo]()
$539
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 12/11:02 pm -
1 stop9h 15m
Wed 12/97:00 am -
2 stops11h 01m
Deal found 8/31![Delta logo]()
$554
This Copa Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/238:01 am -
1 stop13h 31m
Mon 10/264:59 am -
1 stop19h 06m
Deal found 8/30![Copa Airlines logo]()
$485
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:25 am -
1 stop9h 05m
Thu 10/226:00 am -
1 stop14h 42m
Deal found 9/1![United Airlines logo]()
$537
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:20 am -
1 stop13h 20m
Thu 10/89:00 am -
2 stops10h 10m
Deal found 9/1![Southwest logo]()
$548
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/295:30 am -
1 stop7h 24m
Wed 10/71:25 pm -
2 stops17h 16m
Deal found 9/1![Delta logo]()
$571
This American Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Thu 11/54:43 pm -
1 stop20h 30m
Sun 11/83:13 pm -
2 stops17h 21m
Deal found 9/1![American Airlines logo]()
$698
This Copa Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/263:13 pm -
1 stop9h 22m
Sun 11/84:59 am -
1 stop19h 12m
Deal found 9/1![Copa Airlines logo]()
$485
This United Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/187:02 am -
Nonstop5h 13m
Fri 1/221:25 pm -
Nonstop5h 32m
Deal found 8/30![United Airlines logo]()
$541
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/197:25 am -
2 stops13h 15m
Sat 10/249:00 am -
2 stops21h 25m
Deal found 9/1![Southwest logo]()
$559
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:04 am -
1 stop6h 41m
Sun 11/12:00 pm -
1 stop8h 33m
Deal found 8/31![Delta logo]()
$598
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/48:30 am -
2 stops12h 10m
Fri 10/99:00 am -
1 stop10h 20m
Deal found 9/1![Southwest logo]()
$561
This Alaska Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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.
Mon 2/82:13 pm -
3 stops30h 18m
Mon 2/1510:00 am -
3 stops27h 54m
Deal found 8/29![Alaska Airlines logo]()
$845
This United Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 11/195:30 am -
1 stop7h 52m
Fri 12/411:28 pm -
1 stop12h 19m
Deal found 8/31![United Airlines logo]()
$582
This Copa Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 11/17:35 am -
1 stop12h 59m
Sat 11/77:30 am -
1 stop16h 41m
Deal found 8/29![Copa Airlines logo]()
$535
Last-minute flights from Chicago to Central AmericaDiscover last-minute flight deals from Chicago to Central America. Data last updated September 2, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Central America. Data last updated September 2, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Tue 9/81:40 am -
1 stop12h 06m
Fri 9/183:47 pm -
1 stop13h 05m
Deal found 8/30![Multiple Airlines logo]()
$313
This FlightHub deal was found by Cheapflights users on 8/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:40 am -
1 stop12h 06m
Thu 9/173:47 pm -
1 stop13h 05m
Deal found 8/28![Multiple Airlines logo]()
$332
This FlightHub deal was found by Cheapflights users on 8/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/131:40 am -
1 stop12h 06m
Sat 9/263:47 pm -
1 stop13h 05m
Deal found 8/28![Multiple Airlines logo]()
$318
This Justfly.com deal was found by Cheapflights users on 8/28. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/131:40 am -
1 stop12h 06m
Thu 9/243:47 pm -
1 stop13h 05m
Deal found 8/28![Multiple Airlines logo]()
$327
This Volaris deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/131:40 am -
1 stop12h 06m
Mon 9/213:47 pm -
1 stop13h 05m
Deal found 8/30![Multiple Airlines logo]()
$329
This Justfly.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Tue 9/221:40 am -
1 stop12h 06m
Wed 9/303:47 pm -
1 stop13h 05m
Deal found 9/2![Multiple Airlines logo]()
$323
This Volaris deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 9/281:40 am -
1 stop12h 06m
Tue 10/63:47 pm -
1 stop13h 05m
Deal found 8/29![Multiple Airlines logo]()
$314
This Justfly.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Thu 10/11:40 am -
1 stop12h 06m
Tue 10/63:47 pm -
1 stop13h 05m
Deal found 8/30![Multiple Airlines logo]()
$316
This FlightHub deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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.
Tue 10/61:40 am -
1 stop12h 06m
Wed 10/143:47 pm -
1 stop13h 05m
Deal found 8/31![Multiple Airlines logo]()
$328
This Flightnetwork deal was found by Cheapflights users on 8/28. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:40 pm -
1 stop17h 30m
Wed 10/282:10 pm -
2 stops19h 57m
Deal found 8/28![Air Canada logo]()
$318
This Air Canada deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Sat 10/248:40 pm -
1 stop17h 30m
Sat 10/312:20 pm -
1 stop24h 32m
Deal found 9/1![Air Canada logo]()
$337
This Air Canada deal was found by Cheapflights users on 8/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2510:57 am -
2 stops27h 13m
Sat 10/312:20 pm -
1 stop20h 47m
Deal found 8/28![Air Canada logo]()
$342
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 September 2, 2026.
Search for one-way flight options from Chicago to Central America. Find affordable one-way fares based on user searches. Data last updated September 2, 2026.
This Volaris deal was found by Cheapflights users on 8/28. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/211:40 am -
1 stop12h 06m
Deal found 8/28![Multiple Airlines logo]()
$134
This Justfly.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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.
Sun 12/612:04 am -
1 stop12h 40m
Deal found 8/31![Multiple Airlines logo]()
$135
This FlightHub deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Sun 2/1412:04 am -
1 stop12h 40m
Deal found 9/1![Multiple Airlines logo]()
$137
This FlightHub deal was found by Cheapflights users on 8/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2612:04 am -
1 stop12h 40m
Deal found 8/28![Multiple Airlines logo]()
$138
This FlightHub deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Sat 12/512:04 am -
1 stop12h 40m
Deal found 9/1![Multiple Airlines logo]()
$139
This FlightHub deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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.
Mon 9/71:40 am -
1 stop12h 06m
Deal found 8/31![Multiple Airlines logo]()
$140
This FlightHub deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Mon 2/1512:04 am -
1 stop12h 40m
Deal found 8/30![Multiple Airlines logo]()
$143
This Super.com deal was found by Cheapflights users on 8/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:24 am -
1 stop12h 43m
Deal found 8/28![Volaris logo]()
$145
This FlightHub deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Sat 10/31:40 am -
1 stop12h 06m
Deal found 8/30![Multiple Airlines logo]()
$146
This Volaris deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/271:40 am -
1 stop12h 06m
Deal found 8/31![Multiple Airlines logo]()
$147
This FlightHub deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Sun 1/312:04 am -
1 stop12h 40m
Deal found 9/1![Multiple Airlines logo]()
$150
This Air Canada deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Mon 11/303:45 pm -
1 stop22h 35m
Deal found 9/1![Air Canada logo]()
$153
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 September 2, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $313 (Volaris) |
One-way from | $134 (Volaris) |
Popular in | December |
Cheapest in | January |
Average price | $432 |
Good round-trip deal | $475 or less |
Good one-way deal | $288 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 7,457,451 searches. Data last updated September 2, 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
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Mon 11/30
6:49 am-10:15 pm
1 stop15h 26m
San José Juan Santamaria Intl
Wed 12/9
7:00 am-5:02 pm
1 stop10h 02m
$378
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Tue 1/5
2:13 pm-7:02 am
1 stop16h 49m
San José Juan Santamaria Intl
Wed 4/7
2:20 pm-12:44 am
1 stop9h 24m
$413
ChicagoSan José
MDW Chicago Midway - SJO San José Juan Santamaria Intl
MDWSJO
Chicago Midway
Fri 10/30
11:50 am-7:40 pm
1 stop8h 50m
San José Juan Santamaria Intl
Thu 11/5
2:10 pm-1:05 am
1 stop10h 55m
$414
ChicagoGuatemala City
ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora
ORDGUA
Chicago O'Hare Intl
Fri 11/6
12:04 am-12:44 pm
1 stop12h 40m
Guatemala City La Aurora
Sat 11/21
8:55 am-10:13 pm
1 stop13h 18m
$430
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Sun 9/27
8:01 am-7:10 am
1 stop24h 09m
San José Juan Santamaria Intl
Fri 10/2
2:48 pm-1:59 pm
1 stop22h 11m
$453
ChicagoBelize City
ORD Chicago O'Hare Intl - BZE Belize City Philip S.W.Goldson
ORDBZE
Chicago O'Hare Intl
Tue 11/3
7:35 am-10:16 am
1 stop26h 41m
Belize City Philip S.W.Goldson
Mon 11/16
11:17 am-12:46 pm
1 stop25h 29m
$465
ChicagoSan José
MDW Chicago Midway - SJO San José Juan Santamaria Intl
MDWSJO
Chicago Midway
Wed 10/21
9:40 am-7:40 pm
2 stops11h 00m
San José Juan Santamaria Intl
Sun 10/25
1:35 pm-1:00 am
1 stop10h 25m
$485
ChicagoSan Salvador
ORD Chicago O'Hare Intl - SAL San Salvador El Salvador Intl
ORDSAL
Chicago O'Hare Intl
Mon 11/2
2:13 pm-11:35 pm
1 stop9h 22m
San Salvador El Salvador Intl
Sat 11/7
7:30 am-12:11 am
1 stop16h 41m
$485
ChicagoSan Salvador
ORD Chicago O'Hare Intl - SAL San Salvador El Salvador Intl
ORDSAL
Chicago O'Hare Intl
Fri 10/23
8:01 am-8:32 pm
1 stop13h 31m
San Salvador El Salvador Intl
Mon 10/26
4:59 am-1:05 am
1 stop19h 06m
$485
ChicagoSan Salvador
ORD Chicago O'Hare Intl - SAL San Salvador El Salvador Intl
ORDSAL
Chicago O'Hare Intl
Mon 10/26
3:13 pm-11:35 pm
1 stop9h 22m
San Salvador El Salvador Intl
Sun 11/8
4:59 am-12:11 am
1 stop19h 12m
$485
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Central America
Have a flexible travel schedule? Discover the best time to fly to Central America from Chicago with our price prediction graph.
ORD-SJO
MDW-SJO
ORD-GUA
ORD-PTY
ORD-LIR
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Central America
CHI-0CA
ORD-SJO
MDW-SJO
ORD-GUA
ORD-PTY
What is the cheapest month to book a flight from Chicago to Central America?
Currently, January is the cheapest month in which you can book a flight from Chicago to Central America (average of $497). Flying from Chicago to Central America in December is currently the most expensive (average of $687). 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 September 2, 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 28% 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 August 29, 2026.
Travelers seeking maximum savings on their Chicago to Central America flight should consider departing on Thursday evenings when fares are most often at their lowest. Monday 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 September 2, 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
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
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 September 2, 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 7,457,451 searches. Data last updated September 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$598 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$476 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$126 | Average$429 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$488 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$241 | Average$693 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$268 | Average$676 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$312 | Average$616 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$384 | Average$862 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$386 | Average$582 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$394 | Average$672 | FlexibilityNo cancel fee | On-time63% |