$148+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJO
May 31 — Jun 71
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 May 1, 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 May 1, 2026.
This Volaris deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 5/113:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$331
This Volaris deal was found by Cheapflights users on 4/29. 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 8/91:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 8/243:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$333
This Volaris deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 5/183:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$334
This Priceline deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/209:22 am
ORD
- GUA
1 stop25h 39m
Frontier
Sat 7/113:47 pm
GUA
- ORD
1 stop30h 18m
Frontier
Deal found 4/27![Frontier logo]()
$344
This Volaris deal was found by Cheapflights users on 4/30. 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.
Sat 5/91:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 5/283:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$345
This CheapOair deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/91:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 5/183:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$347
This Expedia deal was found by Cheapflights users on 4/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:13 pm
ORD
- GUA
1 stop22h 28m
Frontier
Sun 8/93:47 pm
GUA
- ORD
1 stop30h 18m
Frontier
Deal found 4/30![Frontier logo]()
$348
This Volaris deal was found by Cheapflights users on 4/29. 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.
Tue 8/111:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 8/223:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$349
This Volaris deal was found by Cheapflights users on 5/1. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:40 am
ORD
- SAL
1 stop11h 12m
Multiple Airlines
Tue 9/227:32 pm
SAL
- ORD
1 stop9h 20m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$354
This Volaris deal was found by Cheapflights users on 4/28. 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 5/121:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 5/203:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$358
This Volaris deal was found by Cheapflights users on 4/29. 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 8/101:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 8/183:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$360
This CheapOair deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/41:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 10/193:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$361
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 May 1, 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 May 1, 2026.
This Volaris deal was found by Cheapflights users on 5/1. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 10/43:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$344
This Copa Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 9/108:01 am
ORD
- SAL
1 stop13h 30m
Copa Airlines
Thu 9/171:59 pm
SAL
- ORD
1 stop10h 03m
Copa Airlines
Deal found 4/30![Copa Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 9/299:25 am
ORD
- SAL
1 stop12h 24m
United Airlines
Thu 10/13:40 pm
SAL
- ORD
1 stop7h 30m
United Airlines
Deal found 4/30![United Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:00 am
MDW
- GUA
1 stop6h 28m
Delta
Wed 9/301:05 pm
GUA
- MDW
1 stop7h 41m
Delta
Deal found 4/26![Delta logo]()
$403
This Viva deal was found by Cheapflights users on 4/29. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/21:30 am
ORD
- SJO
1 stop24h 45m
Viva
Fri 8/72:20 am
SJO
- ORD
1 stop21h 20m
Viva
Deal found 4/29![Viva logo]()
$445
This Southwest deal was found by Cheapflights users on 4/28. 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 5/295:35 am
MDW
- SJO
1 stop7h 35m
Southwest
Wed 6/108:45 am
SJO
- MDW
2 stops10h 05m
Southwest
Deal found 4/28![Southwest logo]()
$514
This American Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/315:00 am
ORD
- BZE
1 stop6h 38m
American Airlines
Sat 6/611:28 am
BZE
- ORD
2 stops11h 02m
American Airlines
Deal found 4/26![American Airlines logo]()
$635
This Volaris deal was found by Cheapflights users on 4/29. 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.
Fri 9/251:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 10/113:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$345
This Copa Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 10/18:01 am
ORD
- SAL
1 stop13h 31m
Copa Airlines
Mon 10/262:04 pm
SAL
- ORD
1 stop10h 20m
Copa Airlines
Deal found 4/28![Copa Airlines logo]()
$375
This Volaris deal was found by Cheapflights users on 4/30. 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.
Fri 8/141:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 8/313:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$349
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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 6/27:49 pm
ORD
- BZE
2 stops23h 56m
Alaska Airlines
Sun 6/710:00 am
BZE
- ORD
2 stops32h 03m
Alaska Airlines
Deal found 4/29![Alaska Airlines logo]()
$802
This Copa Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:01 am
ORD
- SAL
1 stop13h 30m
Copa Airlines
Tue 9/291:59 pm
SAL
- ORD
1 stop10h 03m
Copa Airlines
Deal found 4/27![Copa Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Sat 10/177:15 am
ORD
- SAL
1 stop15h 20m
United Airlines
Fri 10/231:50 pm
SAL
- ORD
1 stop9h 20m
United Airlines
Deal found 4/28![United Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 5/1. 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.
Wed 9/236:00 am
MDW
- GUA
1 stop6h 30m
Delta
Thu 10/81:05 pm
GUA
- MDW
2 stops18h 40m
Delta
Deal found 5/1![Delta logo]()
$427
This Volaris deal was found by Cheapflights users on 5/1. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:40 am
ORD
- SAL
1 stop11h 12m
Multiple Airlines
Tue 9/227:32 pm
SAL
- ORD
1 stop9h 20m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$354
This Copa Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 7/113:21 pm
ORD
- SAL
1 stop9h 16m
Copa Airlines
Sat 7/181:59 pm
SAL
- ORD
1 stop13h 01m
Copa Airlines
Deal found 4/30![Copa Airlines logo]()
$375
This Delta deal was found by Cheapflights users on 5/1. 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.
Wed 9/235:30 am
ORD
- GUA
1 stop7h 00m
Delta
Tue 10/61:05 pm
GUA
- ORD
2 stops17h 55m
Delta
Deal found 5/1![Delta logo]()
$427
This Volaris deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/101:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 8/183:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$360
This Copa Airlines deal was found by Cheapflights users on 4/28. 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 7/73:21 pm
ORD
- SAL
1 stop9h 16m
Copa Airlines
Tue 7/148:30 am
SAL
- ORD
1 stop18h 30m
Copa Airlines
Deal found 4/28![Copa Airlines logo]()
$375
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
MDW
- GUA
1 stop6h 28m
Delta
Thu 8/2712:53 pm
GUA
- MDW
1 stop7h 53m
Delta
Deal found 4/26![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 5/1. 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.
Fri 5/295:35 am
MDW
- SJO
1 stop7h 35m
Southwest
Mon 6/19:00 am
SJO
- MDW
2 stops10h 15m
Southwest
Deal found 5/1![Southwest logo]()
$531
This Volaris deal was found by Cheapflights users on 5/1. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/81:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 8/173:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$365
This Copa Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/83:21 pm
ORD
- SAL
1 stop9h 16m
Copa Airlines
Thu 7/91:59 pm
SAL
- ORD
1 stop13h 01m
Copa Airlines
Deal found 4/26![Copa Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 4/28. 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.
Wed 9/235:30 am
ORD
- SJO
1 stop7h 24m
Delta
Wed 9/301:25 pm
SJO
- ORD
2 stops17h 31m
Delta
Deal found 4/28![Delta logo]()
$443
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1910:10 am
MDW
- SJO
2 stops9h 30m
Southwest
Mon 8/249:00 am
SJO
- MDW
1 stop11h 30m
Southwest
Deal found 4/27![Southwest logo]()
$543
This Volaris deal was found by Cheapflights users on 4/30. 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.
Sat 8/151:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 8/233:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$376
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 5/259:36 pm
ORD
- LIR
1 stop13h 14m
United Airlines
Sat 5/301:03 pm
LIR
- ORD
Nonstop5h 27m
United Airlines
Deal found 4/29![United Airlines logo]()
$552
This Copa Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/13:21 pm
ORD
- SAL
1 stop9h 16m
Copa Airlines
Fri 7/174:54 am
SAL
- ORD
1 stop18h 07m
Copa Airlines
Deal found 4/26![Copa Airlines logo]()
$400
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/287:35 am
ORD
- LIR
1 stop7h 50m
United Airlines
Fri 7/311:10 am
LIR
- ORD
1 stop12h 35m
United Airlines
Deal found 4/27![United Airlines logo]()
$558
This Volaris deal was found by Cheapflights users on 4/29. 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.
Tue 5/121:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 5/203:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$387
Last-minute flights from Chicago to Central AmericaDiscover last-minute flight deals from Chicago to Central America. Data last updated May 1, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Central America. Data last updated May 1, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/41:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sat 5/233:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$369
This Volaris deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 5/113:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$331
This Volaris deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 5/183:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$334
This Volaris deal was found by Cheapflights users on 4/30. 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.
Sat 5/91:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 5/283:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$345
This CheapOair deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/91:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 5/183:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$347
This Gotogate deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/91:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Fri 5/293:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$349
This Volaris deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/91:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 8/33:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$365
This Volaris deal was found by Cheapflights users on 4/28. 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 5/121:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 5/203:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$358
This CheapOair deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/121:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 5/273:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$367
This Volaris deal was found by Cheapflights users on 4/29. 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.
Wed 5/131:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Sun 5/173:48 pm
GUA
- ORD
1 stop13h 04m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$372
This Avianca deal was found by Cheapflights users on 4/29. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1511:20 pm
ORD
- GUA
1 stop18h 40m
Avianca
Thu 5/219:30 am
GUA
- ORD
1 stop10h 50m
Avianca
Deal found 4/29![Avianca logo]()
$368
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2411:20 pm
ORD
- SAL
1 stop12h 45m
Avianca
Tue 6/29:55 am
SAL
- ORD
Nonstop5h 00m
Avianca
Deal found 5/1![Avianca logo]()
$367
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 May 1, 2026.
Search for one-way flight options from Chicago to Central America. Find affordable one-way fares based on user searches. Data last updated May 1, 2026.
This Orbitz deal was found by Cheapflights users on 4/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:11 pm
ORD
- SJO
1 stop16h 08m
Frontier
Deal found 4/30![Frontier logo]()
$148
This Volaris deal was found by Cheapflights users on 4/30. 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.
Tue 5/121:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$149
This Volaris deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/231:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$151
This Expedia deal was found by Cheapflights users on 4/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:13 pm
ORD
- SJO
1 stop16h 07m
Frontier
Deal found 4/28![Frontier logo]()
$152
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$153
This Viva deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/242:15 am
ORD
- SJO
1 stop24h 05m
Viva
Deal found 4/27![Viva logo]()
$153
This Super.com deal was found by Cheapflights users on 4/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/44:59 pm
ORD
- SJO
1 stop16h 21m
Frontier
Deal found 4/29![Frontier logo]()
$155
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 9/16:10 am
ORD
- BZE
1 stop7h 16m
American Airlines
Deal found 4/29![American Airlines logo]()
$156
This Priceline deal was found by Cheapflights users on 4/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:10 am
ORD
- GUA
1 stop25h 51m
Frontier
Deal found 4/29![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/285:05 am
ORD
- SJO
1 stop7h 40m
Spirit Airlines
Deal found 4/27![Spirit Airlines logo]()
$157
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/204:59 pm
ORD
- SJO
1 stop16h 21m
Frontier
Deal found 4/30![Frontier logo]()
$158
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 9/88:53 pm
ORD
- BZE
2 stops16h 27m
American Airlines
Deal found 4/29![American Airlines logo]()
$162
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 May 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $331 (Volaris) |
One-way from | $148 (Orbitz) |
Popular in | December |
Cheapest in | September |
Average price | $442 |
Good round-trip deal | $389 or less |
Good one-way deal | $172 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Central America that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 1, 2026.
Use the filters below to find and compare flights from Chicago to Central America that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Sat 9/26
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Sun 10/4
3:47 pm-5:52 am
1 stop13h 05m
$344
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Fri 9/25
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Sun 10/11
3:47 pm-5:52 am
1 stop13h 05m
$345
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Fri 8/14
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Mon 8/31
3:47 pm-5:52 am
1 stop13h 05m
$349
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Tue 9/1
1:40 am-11:52 am
1 stop11h 12m
San Salvador El Salvador Intl
Tue 9/22
7:32 pm-5:52 am
1 stop9h 20m
$354
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Mon 8/10
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Tue 8/18
3:47 pm-5:52 am
1 stop13h 05m
$360
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Sat 8/8
1:40 am-12:46 pm
1 stop12h 06m
Guatemala City La Aurora
Mon 8/17
3:47 pm-5:52 am
1 stop13h 05m
$365
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Thu 9/10
8:01 am-8:31 pm
1 stop13h 30m
San Salvador El Salvador Intl
Thu 9/17
1:59 pm-1:02 am
1 stop10h 03m
$375
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Thu 10/1
8:01 am-8:32 pm
1 stop13h 31m
San Salvador El Salvador Intl
Mon 10/26
2:04 pm-1:24 am
1 stop10h 20m
$375
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Tue 9/22
8:01 am-8:31 pm
1 stop13h 30m
San Salvador El Salvador Intl
Tue 9/29
1:59 pm-1:02 am
1 stop10h 03m
$375
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Sat 7/11
3:21 pm-11:37 pm
1 stop9h 16m
San Salvador El Salvador Intl
Sat 7/18
1:59 pm-4:00 am
1 stop13h 01m
$375
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-SJO
ORD-SAL
MDW-SJO
ORD-BZE
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Central America
CHI-0CA
ORD-GUA
ORD-SJO
ORD-SAL
MDW-SJO
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 month to book a flight from Chicago to Central America?
Currently, April is the cheapest month in which you can book a flight from Chicago to Central America (average of $468). Flying from Chicago to Central America in December is currently the most expensive (average of $656). 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 May 1, 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 32% versus a flight in the morning.
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 April 25, 2026.
Travelers seeking maximum savings on their Chicago to Central America flight should consider departing on Monday evenings when fares are most often at their lowest. Saturday 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 May 1, 2026.
Read through reviews of airlines operating flights from Chicago to Central America, such as Copa Airlines,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
6.8
Entertainment
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Boarding
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Food
6.8
Entertainment
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Boarding
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Food
6.8
Entertainment
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Boarding
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Food
6.8
Entertainment
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Boarding
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Food
6.8
Entertainment
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Boarding
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Food
6.8
Entertainment
6.8
Overall
7.5
Comfort
7.4
Crew
8.1
Boarding
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
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 May 1, 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 9 airlines flying from Chicago to Central America
Discover the top 9 airlines that operate flights from Chicago to Central America. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$582 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$407 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$126 | Average$552 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$391 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$160 | Average$427 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$216 | Average$612 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$240 | Average$630 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$386 | Average$602 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$394 | Average$638 | FlexibilityNo cancel fee | On-time63% |