$118+ 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 7/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJO
Jun 29 — Jul 61
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Central America with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 30, 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 30, 2026.
This Gotogate deal was found by Cheapflights users on 5/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1511:58 pm
ORD
- GUA
1 stop12h 49m
Multiple Airlines
Fri 11/208:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$344
This Cheapflightsfares deal was found by Cheapflights users on 5/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 8/313:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$345
This Cheapflightsfares deal was found by Cheapflights users on 5/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 10/133:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$347
This Gotogate deal was found by Cheapflights users on 5/28. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Fri 9/113:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$354
This Volaris deal was found by Cheapflights users on 5/28. 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 8/41:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 9/93:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$355
This Mytrip deal was found by Cheapflights users on 5/28. 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.
Tue 10/201:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Mon 10/263:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 5/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:35 am
ORD
- GUA
1 stop14h 16m
Multiple Airlines
Mon 9/148:27 am
GUA
- ORD
2 stops36h 07m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$359
This CheapOair deal was found by Cheapflights users on 5/30. 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 CheapOair 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 5/30![Multiple Airlines logo]()
$360
This Cheapflightsfares deal was found by Cheapflights users on 5/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Thu 11/128:27 am
GUA
- ORD
1 stop13h 39m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$361
This KAYAK deal was found by Cheapflights users on 5/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Wed 9/92:05 pm
LIR
- ORD
1 stop8h 39m
JetBlue
Deal found 5/27![JetBlue logo]()
$370
This JetBlue deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Wed 8/262:06 pm
LIR
- ORD
1 stop8h 38m
JetBlue
Deal found 5/26![JetBlue logo]()
$371
This Avianca deal was found by Cheapflights users on 5/27. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:20 pm
ORD
- SAL
1 stop12h 45m
Avianca
Wed 8/58:05 am
SAL
- ORD
1 stop12h 15m
Avianca
Deal found 5/27![Avianca logo]()
$402
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 30, 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 30, 2026.
This Copa Airlines deal was found by Cheapflights users on 5/26. 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 9/238:01 am
ORD
- GUA
1 stop26h 32m
Copa Airlines
Mon 9/286:24 am
GUA
- ORD
2 stops17h 38m
Copa Airlines
Deal found 5/26![Copa Airlines logo]()
$401
This Delta deal was found by Cheapflights users on 5/26. 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 9/15:28 am
ORD
- SAL
1 stop8h 04m
Delta
Fri 9/181:37 pm
SAL
- ORD
1 stop9h 22m
Delta
Deal found 5/26![Delta logo]()
$417
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Tue 9/88:50 am
ORD
- SAL
1 stop12h 59m
United Airlines
Tue 9/151:50 pm
SAL
- ORD
1 stop10h 09m
United Airlines
Deal found 5/28![United Airlines logo]()
$417
This Avianca deal was found by Cheapflights users on 5/27. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/63:40 pm
ORD
- SAL
1 stop6h 25m
Avianca
Mon 7/138:05 am
SAL
- ORD
1 stop12h 15m
Avianca
Deal found 5/27![Avianca logo]()
$423
This Viva deal was found by Cheapflights users on 5/28. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:30 am
ORD
- SJO
1 stop24h 45m
Viva
Sat 8/82:20 am
SJO
- ORD
1 stop20h 35m
Viva
Deal found 5/28![Viva logo]()
$478
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2510:10 am
MDW
- SJO
2 stops9h 30m
Southwest
Sat 8/299:30 am
SJO
- MDW
1 stop10h 25m
Southwest
Deal found 5/26![Southwest logo]()
$490
This JetBlue deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Fri 7/242:06 pm
LIR
- ORD
1 stop8h 38m
JetBlue
Deal found 5/25![JetBlue logo]()
$524
This Priceline deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1512:11 pm
MDW
- GUA
2 stops26h 31m
Frontier
Sat 8/223:47 pm
GUA
- MDW
2 stops21h 20m
Frontier
Deal found 5/25![Frontier logo]()
$627
This Copa Airlines deal was found by Cheapflights users on 5/28. 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 8/243:21 pm
ORD
- GUA
1 stop19h 12m
Copa Airlines
Wed 9/166:24 am
GUA
- ORD
2 stops17h 38m
Copa Airlines
Deal found 5/28![Copa Airlines logo]()
$401
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Thu 9/175:50 am
ORD
- SAL
1 stop16h 45m
United Airlines
Tue 9/223:40 pm
SAL
- ORD
1 stop8h 19m
United Airlines
Deal found 5/28![United Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 5/26. 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.
Sun 9/66:40 am
ORD
- SAL
1 stop6h 52m
Delta
Tue 9/151:37 pm
SAL
- ORD
2 stops17h 25m
Delta
Deal found 5/26![Delta logo]()
$421
This Avianca deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/53:40 pm
ORD
- SAL
1 stop15h 30m
Avianca
Fri 8/2112:05 pm
SAL
- ORD
1 stop32h 15m
Avianca
Deal found 5/25![Avianca logo]()
$453
This Copa Airlines deal was found by Cheapflights users on 5/29. 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.
Wed 8/268:02 am
ORD
- GUA
2 stops14h 35m
Copa Airlines
Thu 9/172:25 am
GUA
- ORD
1 stop10h 34m
Copa Airlines
Deal found 5/29![Copa Airlines logo]()
$416
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Sat 9/197:30 am
ORD
- SAL
1 stop8h 00m
United Airlines
Sat 9/263:40 pm
SAL
- ORD
1 stop7h 43m
United Airlines
Deal found 5/27![United Airlines logo]()
$432
This Alaska Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:12 pm
ORD
- LIR
2 stops28h 17m
Alaska Airlines
Mon 8/179:03 am
LIR
- ORD
2 stops18h 57m
Alaska Airlines
Deal found 5/26![Alaska Airlines logo]()
$967
This Southwest deal was found by Cheapflights users on 5/28. 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.
Tue 9/156:15 am
MDW
- SJO
1 stop7h 30m
Southwest
Tue 9/291:40 pm
SJO
- MDW
1 stop8h 30m
Southwest
Deal found 5/28![Southwest logo]()
$498
This Copa Airlines deal was found by Cheapflights users on 5/26. 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.
Sat 11/142:13 pm
ORD
- GUA
1 stop19h 21m
Copa Airlines
Mon 11/232:26 am
GUA
- ORD
1 stop21h 36m
Copa Airlines
Deal found 5/26![Copa Airlines logo]()
$424
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Tue 8/189:39 pm
ORD
- SAL
1 stop14h 50m
United Airlines
Mon 8/313:40 pm
SAL
- ORD
1 stop15h 15m
United Airlines
Deal found 5/28![United Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 5/29. 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.
Tue 11/177:10 am
ORD
- SJO
1 stop15h 05m
Delta
Tue 12/17:00 am
SJO
- ORD
1 stop14h 10m
Delta
Deal found 5/29![Delta logo]()
$482
This Copa Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/288:01 am
ORD
- GUA
2 stops14h 35m
Copa Airlines
Mon 11/910:41 am
GUA
- ORD
1 stop13h 30m
Copa Airlines
Deal found 5/27![Copa Airlines logo]()
$424
This Southwest deal was found by Cheapflights users on 5/29. 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.
Sat 10/245:00 am
MDW
- SJO
1 stop8h 00m
Southwest
Mon 11/22:10 pm
SJO
- MDW
2 stops10h 55m
Southwest
Deal found 5/29![Southwest logo]()
$523
This Delta deal was found by Cheapflights users on 5/29. 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.
Tue 11/179:30 am
MDW
- SJO
2 stops12h 45m
Delta
Tue 12/17:00 am
SJO
- MDW
1 stop14h 45m
Delta
Deal found 5/29![Delta logo]()
$487
This United Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:30 am
ORD
- SAL
1 stop9h 00m
United Airlines
Tue 8/183:40 pm
SAL
- ORD
1 stop8h 19m
United Airlines
Deal found 5/27![United Airlines logo]()
$457
This Copa Airlines deal was found by Cheapflights users on 5/28. 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.
Sat 10/248:01 am
ORD
- GUA
2 stops14h 35m
Copa Airlines
Sat 10/316:24 am
GUA
- ORD
2 stops17h 47m
Copa Airlines
Deal found 5/28![Copa Airlines logo]()
$432
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:28 am
ORD
- SJO
1 stop7h 21m
Delta
Thu 9/101:25 pm
SJO
- ORD
2 stops17h 31m
Delta
Deal found 5/25![Delta logo]()
$487
This JetBlue deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Mon 7/272:06 pm
LIR
- ORD
1 stop8h 38m
JetBlue
Deal found 5/25![JetBlue logo]()
$675
This Southwest deal was found by Cheapflights users on 5/28. 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.
Tue 9/1510:10 am
MDW
- SJO
2 stops9h 30m
Southwest
Sat 9/261:15 pm
SJO
- MDW
1 stop7h 45m
Southwest
Deal found 5/28![Southwest logo]()
$562
This United Airlines deal was found by Cheapflights users on 5/29. 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 8/86:29 am
ORD
- SAL
1 stop15h 20m
United Airlines
Wed 8/193:40 pm
SAL
- ORD
1 stop15h 15m
United Airlines
Deal found 5/29![United Airlines logo]()
$469
This Copa Airlines deal was found by Cheapflights users on 5/28. 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.
Sat 10/248:01 am
ORD
- GUA
2 stops14h 35m
Copa Airlines
Sun 11/16:24 am
GUA
- ORD
2 stops17h 47m
Copa Airlines
Deal found 5/28![Copa Airlines logo]()
$432
This Copa Airlines deal was found by Cheapflights users on 5/26. 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 9/308:01 am
ORD
- SAL
1 stop13h 30m
Copa Airlines
Sun 10/48:30 am
SAL
- ORD
1 stop15h 27m
Copa Airlines
Deal found 5/26![Copa Airlines logo]()
$436
Last-minute flights from Chicago to Central AmericaDiscover last-minute flight deals from Chicago to Central America. Data last updated May 30, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Central America. Data last updated May 30, 2026 and is based on user searches.
This Gotogate deal was found by Cheapflights users on 5/27. 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 5/301:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 6/23:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$423
This eDestinos deal was found by Cheapflights users on 5/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Wed 6/173:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$444
This eDestinos deal was found by Cheapflights users on 5/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/41:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Fri 6/53:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$438
This Avianca deal was found by Cheapflights users on 5/26. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/53:40 pm
ORD
- SAL
1 stop17h 00m
Avianca
Mon 7/138:05 am
SAL
- ORD
1 stop12h 15m
Avianca
Deal found 5/26![Avianca logo]()
$423
This Avianca deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/53:40 pm
ORD
- SAL
1 stop17h 00m
Avianca
Thu 6/119:55 am
SAL
- ORD
Nonstop5h 00m
Avianca
Deal found 5/25![Avianca logo]()
$441
This Avianca deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/711:20 pm
ORD
- SAL
1 stop17h 20m
Avianca
Fri 6/128:05 am
SAL
- ORD
1 stop12h 15m
Avianca
Deal found 5/25![Avianca logo]()
$420
This Avianca deal was found by Cheapflights users on 5/28. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/1411:20 pm
ORD
- SAL
1 stop12h 45m
Avianca
Wed 6/178:05 am
SAL
- ORD
1 stop12h 15m
Avianca
Deal found 5/28![Avianca logo]()
$422
This FlightHub deal was found by Cheapflights users on 5/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/193:40 pm
ORD
- SAL
1 stop25h 30m
Avianca
Fri 6/268:05 am
SAL
- ORD
1 stop12h 15m
Avianca
Deal found 5/26![Avianca logo]()
$446
This Volaris deal was found by Cheapflights users on 5/29. 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 6/241:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Tue 9/13:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$386
This Justfly.com deal was found by Cheapflights users on 5/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/243:40 pm
ORD
- SAL
1 stop17h 00m
Avianca
Fri 7/312:05 pm
SAL
- ORD
1 stop32h 15m
Avianca
Deal found 5/26![Avianca logo]()
$428
This Volaris deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/241:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Fri 9/253:47 pm
GUA
- ORD
1 stop13h 05m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$448
This Justfly.com deal was found by Cheapflights users on 5/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2611:20 pm
ORD
- SAL
1 stop12h 45m
Avianca
Fri 7/312:05 pm
SAL
- ORD
1 stop32h 15m
Avianca
Deal found 5/26![Avianca logo]()
$425
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 30, 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 30, 2026.
This SmartFares deal was found by Cheapflights users on 5/28. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/267:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Deal found 5/28![JetBlue logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 5/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:00 am
ORD
- SJO
1 stop6h 57m
JetBlue
Deal found 5/29![JetBlue logo]()
$129
This JetBlue deal was found by Cheapflights users on 5/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Deal found 5/28![JetBlue logo]()
$130
This eDestinos deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:53 am
ORD
- SJO
1 stop22h 06m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$132
This FlightHub deal was found by Cheapflights users on 5/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:49 pm
ORD
- SJO
1 stop11h 10m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$148
This CheapOair deal was found by Cheapflights users on 5/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$162
This SmartFares deal was found by Cheapflights users on 5/27. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/127:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Deal found 5/27![JetBlue logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 5/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:35 am
ORD
- GUA
1 stop14h 16m
Volaris
Deal found 5/29![Volaris logo]()
$173
This KAYAK deal was found by Cheapflights users on 5/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Deal found 5/27![JetBlue logo]()
$178
This Volaris deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/11:40 am
ORD
- GUA
1 stop12h 06m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$178
This Ovago deal was found by Cheapflights users on 5/26. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Deal found 5/26![JetBlue logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:30 am
ORD
- GUA
1 stop20h 21m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$179
Find flight deals from Chicago to Central America
Keep the following information in mind while searching for Chicago to Central America flight deals. Data was last updated May 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $344 (Gotogate) |
One-way from | $118 (SmartFares) |
Popular in | December |
Cheapest in | September |
Average price | $479 |
Good round-trip deal | $436 or less |
Good one-way deal | $216 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 30, 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
Wed 9/23
8:01 am-9:33 am
1 stop26h 32m
Guatemala City La Aurora
Mon 9/28
6:24 am-1:02 am
2 stops17h 38m
$401
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Mon 8/24
3:21 pm-9:33 am
1 stop19h 12m
Guatemala City La Aurora
Wed 9/16
6:24 am-1:02 am
2 stops17h 38m
$401
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Wed 8/26
8:02 am-9:37 pm
2 stops14h 35m
Guatemala City La Aurora
Thu 9/17
2:25 am-1:59 pm
1 stop10h 34m
$416
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Tue 9/1
5:28 am-12:32 pm
1 stop8h 04m
San Salvador El Salvador Intl
Fri 9/18
1:37 pm-11:59 pm
1 stop9h 22m
$417
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Tue 9/8
8:50 am-8:49 pm
1 stop12h 59m
San Salvador El Salvador Intl
Tue 9/15
1:50 pm-12:59 am
1 stop10h 09m
$417
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Thu 9/17
5:50 am-9:35 pm
1 stop16h 45m
San Salvador El Salvador Intl
Tue 9/22
3:40 pm-12:59 am
1 stop8h 19m
$417
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Sun 9/6
6:40 am-12:32 pm
1 stop6h 52m
San Salvador El Salvador Intl
Tue 9/15
1:37 pm-8:02 am
2 stops17h 25m
$421
ChicagoSan Salvador
ORD - SAL
ORDSAL
Chicago O'Hare Intl
Mon 7/6
3:40 pm-9:05 pm
1 stop6h 25m
San Salvador El Salvador Intl
Mon 7/13
8:05 am-9:20 pm
1 stop12h 15m
$423
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Sat 11/14
2:13 pm-9:34 am
1 stop19h 21m
Guatemala City La Aurora
Mon 11/23
2:26 am-12:02 am
1 stop21h 36m
$424
ChicagoGuatemala City
ORD - GUA
ORDGUA
Chicago O'Hare Intl
Mon 9/28
8:01 am-9:36 pm
2 stops14h 35m
Guatemala City La Aurora
Mon 11/9
10:41 am-12:11 am
1 stop13h 30m
$424
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-SAL
ORD-SJO
MDW-SJO
ORD-LIR
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Central America
CHI-0CA
ORD-GUA
ORD-SAL
ORD-SJO
MDW-SJO
What is the cheapest month to book a flight from Chicago to Central America?
Currently, April is the cheapest month in which you can book a flight from Chicago to Central America (average of $455). Flying from Chicago to Central America in December is currently the most expensive (average of $660). 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 30, 2026.
When flying from Chicago to Central America, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 30% versus a flight in the morning.
How far ahead should I book a flight from Chicago to Central America?
The price you pay for your flight from Chicago to Central America may vary depending on when you book. For the best chance of a lower fare, look to book 44 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Chicago to Central America?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Central America. Price data was last updated on May 23, 2026.
Travelers seeking maximum savings on their Chicago to Central America flight should consider departing on Monday evenings when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Central America
Get insights into the airlines that provide service to Central America. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Central America. Reviews last updated May 30, 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
6.9
Overall
7.5
Comfort
7.4
Entertainment
6.8
Boarding
7.8
Crew
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Food
6.9
Overall
7.5
Comfort
7.4
Entertainment
6.8
Boarding
7.8
Crew
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Food
6.9
Overall
7.5
Comfort
7.4
Entertainment
6.8
Boarding
7.8
Crew
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Food
6.9
Overall
7.5
Comfort
7.4
Entertainment
6.8
Boarding
7.8
Crew
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Food
6.9
Overall
7.5
Comfort
7.4
Entertainment
6.8
Boarding
7.8
Crew
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Spirit Airlines
Food
6.9
Overall
7.5
Comfort
7.4
Entertainment
6.8
Boarding
7.8
Crew
8.1
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 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Central America countries
Consider these flights traveling to countries located in Central America.
Chicago to Central America flights
Consider these flights traveling from Chicago to Central America.
Top 10 airlines flying from Chicago to Central America
Discover the top 10 airlines that operate flights from Chicago to Central America. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$594 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$423 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$126 | Average$552 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$408 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$168 | Average$427 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$241 | Average$659 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$254 | Average$622 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$384 | Average$788 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$386 | Average$589 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$386 | Average$614 | FlexibilityNo cancel fee | On-time63% |