$141+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJO
Oct 13 — Oct 201
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 13, 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 13, 2026.
This Trip.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:45 pm -
1 stop22h 25m
Sat 10/312:20 pm -
1 stop29h 32m
Deal found 9/8![Air Canada logo]()
$277
This Trip.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:30 pm -
1 stop21h 40m
Sun 12/63:10 pm -
1 stop22h 03m
Deal found 9/7![Air Canada logo]()
$288
This Volaris deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3012:04 am -
1 stop12h 40m
Mon 12/72:52 pm -
1 stop20h 21m
Deal found 9/11![Multiple Airlines logo]()
$314
This FlightHub deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Fri 12/112:52 pm -
1 stop20h 21m
Deal found 9/12![Multiple Airlines logo]()
$319
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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.
Tue 12/11:55 pm -
1 stop24h 25m
Tue 12/83:20 pm -
1 stop19h 47m
Deal found 9/8![Air Canada logo]()
$320
This Volaris deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/3012:04 am -
1 stop12h 40m
Wed 12/98:55 am -
1 stop13h 18m
Deal found 9/9![Multiple Airlines logo]()
$328
This Justfly.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/211:40 am -
1 stop12h 06m
Mon 9/283:47 pm -
1 stop13h 05m
Deal found 9/10![Multiple Airlines logo]()
$329
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/243:45 pm -
1 stop22h 25m
Wed 10/282:10 pm -
1 stop18h 13m
Deal found 9/9![Air Canada logo]()
$330
This FlightHub deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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
Sun 12/63:45 pm -
1 stop12h 58m
Deal found 9/10![Multiple Airlines logo]()
$331
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/243:40 pm -
2 stops22h 30m
Sun 11/13:10 pm -
1 stop18h 13m
Deal found 9/9![Air Canada logo]()
$333
This FlightHub deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:04 am -
1 stop12h 40m
Sat 12/128:55 am -
1 stop13h 18m
Deal found 9/11![Multiple Airlines logo]()
$333
This FlightHub deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 9/201:40 am -
1 stop12h 06m
Tue 9/293:47 pm -
1 stop13h 05m
Deal found 9/8![Multiple Airlines logo]()
$334
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 13, 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 13, 2026.
This Volaris deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1212:04 am -
1 stop12h 40m
Wed 1/208:55 am -
1 stop13h 18m
Deal found 9/12![Multiple Airlines logo]()
$316
This Copa Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/202:13 pm -
1 stop16h 49m
Thu 1/2810:01 am -
1 stop14h 06m
Deal found 9/11![Copa Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:00 am -
1 stop16h 15m
Wed 12/27:00 am -
1 stop15h 55m
Deal found 9/12![Delta logo]()
$418
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/207:02 am -
Nonstop5h 13m
Sun 1/241:15 am -
1 stop10h 01m
Deal found 9/12![United Airlines logo]()
$435
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:40 am -
2 stops13h 00m
Wed 11/41:20 pm -
1 stop8h 00m
Deal found 9/12![Southwest logo]()
$478
This JetBlue deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 11/137:00 am -
1 stop7h 00m
Wed 11/183:05 pm -
1 stop8h 50m
Deal found 9/10![JetBlue logo]()
$500
This Copa Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/162:13 pm -
1 stop16h 49m
Tue 1/265:52 pm -
1 stop18h 54m
Deal found 9/9![Copa Airlines logo]()
$386
This Volaris deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 11/1112:04 am -
1 stop12h 40m
Tue 12/13:45 pm -
1 stop12h 58m
Deal found 9/10![Multiple Airlines logo]()
$404
This Alaska Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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.
Sun 1/242:13 pm -
3 stops27h 39m
Sun 1/319:50 am -
2 stops38h 09m
Deal found 9/10![Alaska Airlines logo]()
$826
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:00 am -
1 stop7h 12m
Wed 12/22:37 pm -
2 stops22h 24m
Deal found 9/12![Delta logo]()
$423
This Copa Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/233:20 pm -
1 stop17h 59m
Mon 10/268:44 am -
1 stop15h 21m
Deal found 9/8![Copa Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/155:30 am -
1 stop16h 45m
Wed 12/27:00 am -
2 stops24h 59m
Deal found 9/12![Delta logo]()
$423
This Copa Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/233:20 pm -
1 stop16h 50m
Thu 10/293:58 am -
1 stop20h 07m
Deal found 9/8![Copa Airlines logo]()
$386
This Volaris deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:04 am -
1 stop12h 40m
Wed 12/23:45 pm -
1 stop12h 58m
Deal found 9/12![Multiple Airlines logo]()
$441
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/158:45 am -
1 stop11h 52m
Wed 10/211:25 pm -
1 stop9h 02m
Deal found 9/10![United Airlines logo]()
$513
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:19 pm -
2 stops23h 41m
Fri 10/21:25 pm -
2 stops18h 42m
Deal found 9/12![Delta logo]()
$447
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/45:20 am -
1 stop7h 55m
Sun 11/81:20 pm -
1 stop9h 35m
Deal found 9/9![Southwest logo]()
$574
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 12/16:50 am -
1 stop14h 29m
Mon 12/72:50 pm -
1 stop8h 06m
Deal found 9/8![United Airlines logo]()
$527
This Copa Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/273:20 pm -
1 stop18h 44m
Wed 3/32:20 pm -
1 stop22h 14m
Deal found 9/10![Copa Airlines logo]()
$440
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:04 am -
1 stop6h 41m
Tue 11/32:00 pm -
1 stop8h 33m
Deal found 9/12![Delta logo]()
$456
This Volaris deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 9/9![Multiple Airlines logo]()
$543
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/712:25 pm -
1 stop8h 15m
Sat 10/101:00 pm -
1 stop8h 20m
Deal found 9/10![Southwest logo]()
$598
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/199:45 pm -
1 stop15h 30m
Thu 10/296:00 am -
1 stop17h 45m
Deal found 9/9![United Airlines logo]()
$547
This Copa Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/11![Copa Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/316:04 am -
1 stop6h 56m
Wed 11/117:00 am -
1 stop9h 18m
Deal found 9/9![Delta logo]()
$475
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/157:30 am -
1 stop14h 19m
Mon 10/196:00 am -
1 stop16h 27m
Deal found 9/8![United Airlines logo]()
$567
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:45 am -
1 stop7h 20m
Sun 10/251:35 pm -
1 stop10h 25m
Deal found 9/12![Southwest logo]()
$624
This Copa Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/53:20 pm -
1 stop18h 44m
Sat 10/102:48 pm -
1 stop22h 11m
Deal found 9/10![Copa Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/315:27 am -
1 stop7h 33m
Tue 11/102:37 pm -
1 stop9h 17m
Deal found 9/9![Delta logo]()
$475
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/59:45 pm -
1 stop15h 30m
Wed 10/213:40 pm -
1 stop7h 43m
Deal found 9/10![United Airlines logo]()
$567
Last-minute flights from Chicago to Central AmericaDiscover last-minute flight deals from Chicago to Central America. Data last updated September 13, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Central America. Data last updated September 13, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 9/201:40 am -
1 stop12h 06m
Tue 9/293:47 pm -
1 stop13h 05m
Deal found 9/8![Multiple Airlines logo]()
$334
This Justfly.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/211:40 am -
1 stop12h 06m
Mon 9/283:47 pm -
1 stop13h 05m
Deal found 9/10![Multiple Airlines logo]()
$329
This Volaris deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Tue 9/293:47 pm -
1 stop13h 05m
Deal found 9/11![Multiple Airlines logo]()
$340
This Volaris deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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
Sat 10/103:47 pm -
1 stop13h 05m
Deal found 9/9![Multiple Airlines logo]()
$339
This Justfly.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:40 am -
1 stop12h 06m
Wed 10/143:47 pm -
1 stop13h 05m
Deal found 9/11![Multiple Airlines logo]()
$352
This Trip.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:45 pm -
1 stop22h 25m
Sat 10/312:20 pm -
1 stop29h 32m
Deal found 9/8![Air Canada logo]()
$277
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/243:45 pm -
1 stop22h 25m
Wed 10/282:10 pm -
1 stop18h 13m
Deal found 9/9![Air Canada logo]()
$330
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/243:40 pm -
2 stops22h 30m
Sun 11/13:10 pm -
1 stop18h 13m
Deal found 9/9![Air Canada logo]()
$333
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/243:40 pm -
2 stops22h 30m
Fri 10/302:10 pm -
2 stops19h 57m
Deal found 9/8![Air Canada logo]()
$336
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/241:55 pm -
2 stops24h 15m
Tue 11/103:20 pm -
1 stop28h 32m
Deal found 9/9![Air Canada logo]()
$347
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/254:30 pm -
1 stop21h 40m
Sun 11/13:10 pm -
2 stops27h 20m
Deal found 9/9![Air Canada logo]()
$341
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/261:55 pm -
2 stops24h 15m
Thu 11/53:20 pm -
1 stop28h 32m
Deal found 9/9![Air Canada logo]()
$350
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 13, 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 13, 2026.
This Justfly.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 1/1812:04 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$141
This FlightHub deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 1/1212:04 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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.
Fri 3/512:04 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 3/1012:04 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$146
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 11/301:55 pm -
1 stop24h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Air Canada logo]()
$147
This FlightHub deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 1/612:04 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 3/612:04 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$151
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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.
Thu 10/298:40 pm -
1 stop17h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Air Canada logo]()
$152
This FlightHub deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/41:40 am -
1 stop12h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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.
Sun 12/612:04 am -
1 stop12h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$156
This FlightHub deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/11![Multiple Airlines logo]()
$157
This Air Canada deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 12/97:05 am -
1 stop31h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Air Canada logo]()
$158
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 13, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $277 (Trip.com) |
One-way from | $141 (Justfly.com) |
Popular in | December |
Cheapest in | January |
Average price | $535 |
Good round-trip deal | $508 or less |
Good one-way deal | $267 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 13, 2026.
Use the filters below to find and compare flights from Chicago to Central America that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoGuatemala City
ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora
ORDGUA
Chicago O'Hare Intl
Tue 10/6
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$176
ChicagoGuatemala City
ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora
ORDGUA
Chicago O'Hare Intl
Thu 12/3
12:04 am-12:44 pm
1 stop12h 40m
Guatemala City La Aurora
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$176
ChicagoGuatemala City
ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora
ORDGUA
Chicago O'Hare Intl
Sun 11/8
12:04 am-12:44 pm
1 stop12h 40m
Guatemala City La Aurora
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$184
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Mon 2/8
1:24 am-11:59 pm
1 stop22h 35m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$184
ChicagoSan José
MDW Chicago Midway - SJO San José Juan Santamaria Intl
MDWSJO
Chicago Midway
Sun 11/1
5:15 am-12:20 pm
1 stop7h 05m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$188
ChicagoGuatemala City
ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora
ORDGUA
Chicago O'Hare Intl
Wed 10/7
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$192
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Thu 1/14
12:53 pm-11:59 pm
1 stop11h 06m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$194
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Tue 10/13
5:27 am-11:35 am
1 stop7h 08m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$202
ChicagoGuatemala City
ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora
ORDGUA
Chicago O'Hare Intl
Thu 10/15
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$202
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Wed 10/14
8:29 am-11:35 am
2 stops28h 06m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$218
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
MDW-SJO
ORD-SAL
ORD-PTY
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Central America
CHI-0CA
ORD-LIR
ORD-GUA
MDW-SJO
ORD-SAL
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 $499). Flying from Chicago to Central America in December is currently the most expensive (average of $701). 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 13, 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 27% 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 September 12, 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 13, 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.
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Entertainment
7.8
Overall
7.8
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 September 13, 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$606 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$478 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$126 | Average$429 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$485 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$241 | Average$695 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$268 | Average$674 | 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$584 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$395 | Average$680 | FlexibilityNo cancel fee | On-time63% |