$152+ Cheap flights from Chicago (CHI) to Central America
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJO
Nov 2 — Nov 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 October 3, 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 October 3, 2026.
This Justfly.com deal was found by Cheapflights users on 9/28. 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.
Mon 11/3012:04 am -
1 stop12h 40m
Wed 1/278:55 am -
1 stop13h 18m
Deal found 9/28![Multiple Airlines logo]()
$332
This FlightHub deal was found by Cheapflights users on 9/28. 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.
Mon 11/3012:04 am -
1 stop12h 40m
Wed 12/98:55 am -
1 stop13h 18m
Deal found 9/28![Multiple Airlines logo]()
$335
This FlightHub deal was found by Cheapflights users on 10/1. 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.
Mon 10/51:40 am -
1 stop12h 06m
Wed 11/183:45 pm -
1 stop12h 58m
Deal found 10/1![Multiple Airlines logo]()
$336
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/31:40 am -
1 stop12h 06m
Tue 10/63:47 pm -
1 stop13h 05m
Deal found 10/1![Multiple Airlines logo]()
$338
This Justfly.com deal was found by Cheapflights users on 10/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/181:40 am -
1 stop12h 06m
Wed 11/113:45 pm -
1 stop12h 58m
Deal found 10/1![Multiple Airlines logo]()
$339
This Justfly.com deal was found by Cheapflights users on 9/28. 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.
Mon 11/3012:04 am -
1 stop12h 40m
Sat 12/58:55 am -
1 stop13h 18m
Deal found 9/28![Multiple Airlines logo]()
$340
This FlightHub deal was found by Cheapflights users on 9/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3012:04 am -
1 stop12h 40m
Tue 12/158:55 am -
1 stop13h 18m
Deal found 9/29![Multiple Airlines logo]()
$341
This FlightHub deal was found by Cheapflights users on 9/28. 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 12/512:04 am -
1 stop12h 40m
Fri 1/153:45 pm -
1 stop12h 58m
Deal found 9/28![Multiple Airlines logo]()
$344
This Justfly.com deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” 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.
Mon 11/912:04 am -
1 stop12h 40m
Tue 11/248:55 am -
1 stop13h 18m
Deal found 10/3![Multiple Airlines logo]()
$350
This FlightHub deal was found by Cheapflights users on 10/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:04 am -
1 stop12h 40m
Sun 12/63:45 pm -
1 stop12h 58m
Deal found 10/2![Multiple Airlines logo]()
$351
This CheapOair deal was found by Cheapflights users on 9/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:40 am -
1 stop12h 06m
Sat 10/103:47 pm -
1 stop13h 05m
Deal found 9/29![Multiple Airlines logo]()
$352
This Air Canada deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” 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 11/303:40 pm -
1 stop22h 40m
Thu 12/103:20 pm -
1 stop19h 47m
Deal found 10/3![Air Canada logo]()
$360
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 October 3, 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 October 3, 2026.
This Volaris deal was found by Cheapflights users on 9/28. 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 10/51:40 am -
1 stop12h 06m
Tue 10/203:47 pm -
1 stop13h 05m
Deal found 9/28![Multiple Airlines logo]()
$365
This Copa Airlines deal was found by Cheapflights users on 9/29. 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.
Fri 10/303:13 pm -
1 stop18h 06m
Thu 11/510:03 am -
1 stop14h 08m
Deal found 9/29![Copa Airlines logo]()
$406
This Delta deal was found by Cheapflights users on 9/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:04 am -
1 stop6h 56m
Wed 11/117:00 am -
1 stop9h 18m
Deal found 9/29![Delta logo]()
$456
This United Airlines deal was found by Cheapflights users on 9/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:52 pm -
1 stop12h 33m
Sat 11/141:55 pm -
Nonstop5h 33m
Deal found 9/29![United Airlines logo]()
$531
This Justfly.com deal was found by Cheapflights users on 9/28. 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.
Thu 11/510:30 pm -
1 stop23h 15m
Mon 11/97:45 am -
1 stop12h 45m
Deal found 9/28![Avianca logo]()
$555
This Southwest deal was found by Cheapflights users on 10/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:15 am -
1 stop7h 05m
Tue 11/102:15 pm -
1 stop8h 55m
Deal found 10/2![Southwest logo]()
$563
This American Airlines deal was found by Cheapflights users on 10/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/3112:10 pm -
1 stop8h 38m
Sun 1/312:30 pm -
1 stop9h 29m
Deal found 10/2![American Airlines logo]()
$730
This Copa Airlines deal was found by Cheapflights users on 10/2. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/22:13 pm -
1 stop18h 54m
Thu 11/1210:03 am -
1 stop14h 08m
Deal found 10/2![Copa Airlines logo]()
$407
This Volaris deal was found by Cheapflights users on 10/2. 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 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 10/2![Multiple Airlines logo]()
$444
This Delta deal was found by Cheapflights users on 9/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:27 am -
1 stop7h 18m
Thu 12/32:00 pm -
2 stops17h 59m
Deal found 9/30![Delta logo]()
$505
This Copa Airlines deal was found by Cheapflights users on 9/28. 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 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 stop12h 54m
Deal found 9/28![Copa Airlines logo]()
$465
This Volaris deal was found by Cheapflights users on 9/28. 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.
Thu 11/1212:04 am -
1 stop12h 40m
Wed 12/23:45 pm -
1 stop12h 58m
Deal found 9/28![Multiple Airlines logo]()
$471
This Alaska Airlines deal was found by Cheapflights users on 9/29. 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.
Tue 12/17:27 am -
3 stops23h 04m
Wed 12/911:31 am -
2 stops36h 28m
Deal found 9/29![Alaska Airlines logo]()
$1,121
This United Airlines deal was found by Cheapflights users on 10/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/302:40 pm -
1 stop15h 45m
Mon 11/911:28 pm -
1 stop10h 17m
Deal found 10/2![United Airlines logo]()
$569
This Copa Airlines deal was found by Cheapflights users on 9/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/263:13 pm -
1 stop20h 41m
Mon 11/23:49 pm -
2 stops20h 57m
Deal found 9/28![Copa Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 9/29. 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.
Sun 11/15:15 am -
1 stop7h 05m
Sun 11/81:20 pm -
1 stop9h 40m
Deal found 9/29![Southwest logo]()
$571
This Copa Airlines deal was found by Cheapflights users on 10/1. 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 11/22:13 pm -
1 stop22h 53m
Tue 11/104:58 pm -
1 stop19h 48m
Deal found 10/1![Copa Airlines logo]()
$472
This United Airlines deal was found by Cheapflights users on 9/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:25 am -
1 stop9h 05m
Sun 10/2510:54 pm -
1 stop10h 54m
Deal found 9/29![United Airlines logo]()
$587
This Southwest deal was found by Cheapflights users on 10/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:45 am -
2 stops13h 55m
Wed 10/289:00 am -
2 stops9h 40m
Deal found 10/2![Southwest logo]()
$609
This Delta deal was found by Cheapflights users on 10/1. 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 10/265:27 am -
1 stop6h 49m
Mon 11/21:41 pm -
1 stop10h 16m
Deal found 10/1![Delta logo]()
$621
This Copa Airlines deal was found by Cheapflights users on 10/1. 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.
Tue 1/197:35 am -
1 stop8h 20m
Sat 1/233:16 am -
1 stop20h 51m
Deal found 10/1![Copa Airlines logo]()
$472
This Volaris deal was found by Cheapflights users on 9/30. 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.
Thu 10/291:04 am -
1 stop12h 42m
Mon 11/93:45 pm -
1 stop12h 58m
Deal found 9/30![Multiple Airlines logo]()
$575
This Delta deal was found by Cheapflights users on 9/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/89:37 am -
2 stops12h 40m
Wed 12/162:37 pm -
1 stop8h 17m
Deal found 9/30![Delta logo]()
$621
This Southwest deal was found by Cheapflights users on 9/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:25 pm -
1 stop8h 15m
Sun 11/11:20 pm -
1 stop9h 35m
Deal found 9/30![Southwest logo]()
$622
This United Airlines deal was found by Cheapflights users on 9/28. 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.
Sun 11/89:35 pm -
1 stop15h 00m
Tue 1/261:41 pm -
1 stop9h 18m
Deal found 9/28![United Airlines logo]()
$623
This Copa Airlines deal was found by Cheapflights users on 10/1. 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.
Fri 11/62:13 pm -
1 stop25h 41m
Tue 11/103:16 am -
1 stop9h 30m
Deal found 10/1![Copa Airlines logo]()
$472
This Volaris deal was found by Cheapflights users on 10/2. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/111:49 pm -
1 stop11h 10m
Sun 10/184:15 pm -
1 stop18h 54m
Deal found 10/2![Multiple Airlines logo]()
$598
This American Airlines deal was found by Cheapflights users on 9/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:00 am -
2 stops8h 58m
Fri 10/302:00 pm -
2 stops16h 27m
Deal found 9/29![American Airlines logo]()
$815
This Delta deal was found by Cheapflights users on 9/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:27 am -
1 stop6h 49m
Thu 12/31:27 pm -
2 stops18h 32m
Deal found 9/30![Delta logo]()
$625
This United Airlines deal was found by Cheapflights users on 9/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:17 am -
Nonstop5h 18m
Sat 12/1912:35 pm -
1 stop12h 09m
Deal found 9/29![United Airlines logo]()
$626
Last-minute flights from Chicago to Central AmericaDiscover last-minute flight deals from Chicago to Central America. Data last updated October 3, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Central America. Data last updated October 3, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/31:40 am -
1 stop12h 06m
Tue 10/63:47 pm -
1 stop13h 05m
Deal found 10/1![Multiple Airlines logo]()
$338
This FlightHub deal was found by Cheapflights users on 10/1. 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.
Mon 10/51:40 am -
1 stop12h 06m
Wed 11/183:45 pm -
1 stop12h 58m
Deal found 10/1![Multiple Airlines logo]()
$336
This CheapOair deal was found by Cheapflights users on 9/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:40 am -
1 stop12h 06m
Sat 10/103:47 pm -
1 stop13h 05m
Deal found 9/29![Multiple Airlines logo]()
$352
This Justfly.com deal was found by Cheapflights users on 9/30. 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.
Tue 10/61:40 am -
1 stop12h 06m
Thu 12/248:55 am -
1 stop13h 18m
Deal found 9/30![Multiple Airlines logo]()
$353
This FlightHub deal was found by Cheapflights users on 9/28. 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.
Tue 10/61:40 am -
1 stop12h 06m
Wed 10/143:47 pm -
1 stop13h 05m
Deal found 9/28![Multiple Airlines logo]()
$361
This Justfly.com deal was found by Cheapflights users on 9/28. 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.
Sat 10/101:40 am -
1 stop12h 06m
Tue 10/133:47 pm -
1 stop13h 05m
Deal found 9/28![Multiple Airlines logo]()
$358
This Justfly.com deal was found by Cheapflights users on 10/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/181:40 am -
1 stop12h 06m
Wed 11/113:45 pm -
1 stop12h 58m
Deal found 10/1![Multiple Airlines logo]()
$339
This FlightHub deal was found by Cheapflights users on 10/1. 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.
Fri 11/612:04 am -
1 stop12h 40m
Sat 12/53:45 pm -
1 stop12h 58m
Deal found 10/1![Multiple Airlines logo]()
$362
This FlightHub deal was found by Cheapflights users on 10/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:04 am -
1 stop12h 40m
Sun 12/63:45 pm -
1 stop12h 58m
Deal found 10/2![Multiple Airlines logo]()
$351
This Justfly.com deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” 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.
Mon 11/912:04 am -
1 stop12h 40m
Tue 11/248:55 am -
1 stop13h 18m
Deal found 10/3![Multiple Airlines logo]()
$350
This Justfly.com deal was found by Cheapflights users on 9/30. 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 11/2612:04 am -
1 stop12h 40m
Wed 12/23:45 pm -
1 stop12h 58m
Deal found 9/30![Multiple Airlines logo]()
$364
This Air Canada deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” 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 11/303:40 pm -
1 stop22h 40m
Thu 12/103:20 pm -
1 stop19h 47m
Deal found 10/3![Air Canada logo]()
$360
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 October 3, 2026.
Search for one-way flight options from Chicago to Central America. Find affordable one-way fares based on user searches. Data last updated October 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/2. 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 Kiwi.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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Volaris logo]()
$152
This FlightHub deal was found by Cheapflights users on 9/28. 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.
Wed 12/212:04 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$163
This Air Canada deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” 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 12/23:45 pm -
1 stop22h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Air Canada logo]()
$167
This Air Canada deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” 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 11/307:05 am -
1 stop31h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Air Canada logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 10/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:04 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Multiple Airlines logo]()
$174
This Volaris deal was found by Cheapflights users on 9/29. 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.
Sun 11/812:04 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$175
This FlightHub deal was found by Cheapflights users on 10/1. 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 11/2912:04 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$176
This Air Canada deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” 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 11/297:03 am -
1 stop31h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Air Canada logo]()
$177
This Air Canada deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” 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 11/17:05 am -
2 stops31h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Air Canada logo]()
$180
This Frontier deal was found by Cheapflights users on 9/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:11 pm -
1 stop13h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$190
This FlightHub deal was found by Cheapflights users on 10/1. 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.
Wed 1/64:08 pm -
1 stop17h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Frontier logo]()
$195
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:44 pm -
2 stops21h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$208
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 October 3, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $332 (Justfly.com) |
One-way from | $152 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $472 |
Good round-trip deal | $503 or less |
Good one-way deal | $264 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 October 3, 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 Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Wed 12/2
3:45 pm-2:20 pm
1 stop22h 35m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$167
ChicagoGuatemala City
ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora
ORDGUA
Chicago O'Hare Intl
Sat 12/5
12:04 am-12:44 pm
1 stop12h 40m
Guatemala City La Aurora
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$175
ChicagoGuatemala City
ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora
ORDGUA
Chicago O'Hare Intl
Mon 11/23
12:04 am-12:44 pm
1 stop12h 40m
Guatemala City La Aurora
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$191
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
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$224
ChicagoGuatemala City
ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora
ORDGUA
Chicago O'Hare Intl
Sat 10/17
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$224
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Sun 12/6
7:50 pm-1:10 pm
1 stop17h 20m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$234
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Mon 10/26
1:45 pm-11:45 am
2 stops23h 00m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$234
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Tue 10/27
5:27 am-11:45 am
1 stop7h 18m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$234
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Mon 10/19
5:30 am-12:10 pm
1 stop7h 40m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$234
ChicagoSan José
MDW Chicago Midway - SJO San José Juan Santamaria Intl
MDWSJO
Chicago Midway
Tue 10/20
9:40 am-7:40 pm
2 stops11h 00m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$235
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-LIR
ORD-SJO
MDW-SJO
ORD-SAL
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-LIR
ORD-SJO
MDW-SJO
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 $501). Flying from Chicago to Central America in December is currently the most expensive (average of $714). 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 October 3, 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 October 3, 2026.
Travelers seeking maximum savings on their Chicago to Central America flight should consider departing on Tuesday at noon 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 October 3, 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
Boarding
8.1
Overall
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
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 October 3, 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 October 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$601 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$457 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$126 | Average$429 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$470 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$241 | Average$687 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$287 | Average$658 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$324 | Average$578 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$371 | Average$616 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$384 | Average$810 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$395 | Average$680 | FlexibilityNo cancel fee | On-time63% |