$133+ Cheap flights from Illinois to Costa Rica
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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Apr 11 — Apr 181
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Costa Rica with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Illinois to Costa RicaExplore the most affordable flight options available from Illinois to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 12, 2026.
Explore the most affordable flight options available from Illinois to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 12, 2026.
This Delta deal was found by Cheapflights users on 3/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:00 am
STL
- LIR
1 stop7h 00m
Delta
Wed 5/131:25 pm
LIR
- STL
1 stop9h 34m
Delta
Deal found 3/7![Delta logo]()
$326
This CheapOair deal was found by Cheapflights users on 3/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/111:49 pm
ORD
- SJO
1 stop11h 10m
Multiple Airlines
Tue 8/254:18 pm
SJO
- ORD
1 stop18h 51m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 3/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:55 pm
STL
- LIR
2 stops17h 29m
American Airlines
Fri 5/112:27 pm
LIR
- STL
2 stops19h 00m
American Airlines
Deal found 3/9![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 3/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:41 pm
MLI
- SJO
2 stops19h 27m
American Airlines
Tue 4/2812:10 pm
SJO
- MLI
2 stops23h 17m
American Airlines
Deal found 3/7![American Airlines logo]()
$339
This Gotogate deal was found by Cheapflights users on 3/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/12:53 am
ORD
- SJO
1 stop22h 06m
Multiple Airlines
Tue 6/94:18 pm
SJO
- ORD
1 stop18h 51m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$340
This Flightnetwork deal was found by Cheapflights users on 3/12. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/285:30 pm
ORD
- SJO
1 stop15h 49m
Multiple Airlines
Thu 6/114:18 pm
SJO
- ORD
1 stop18h 51m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 3/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:20 am
STL
- LIR
1 stop9h 20m
American Airlines
Mon 4/272:40 pm
LIR
- STL
2 stops18h 04m
American Airlines
Deal found 3/8![American Airlines logo]()
$350
This Mytrip deal was found by Cheapflights users on 3/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/161:49 pm
ORD
- SJO
1 stop11h 10m
Multiple Airlines
Thu 4/304:18 pm
SJO
- ORD
1 stop18h 51m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$351
This Mytrip deal was found by Cheapflights users on 3/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/115:14 pm
ORD
- SJO
1 stop16h 31m
Multiple Airlines
Tue 6/164:18 pm
SJO
- ORD
1 stop18h 51m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$352
This Volaris deal was found by Cheapflights users on 3/9. 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.
Tue 9/151:49 pm
ORD
- SJO
1 stop11h 10m
Multiple Airlines
Tue 9/224:18 pm
SJO
- ORD
1 stop18h 51m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 3/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/295:24 am
STL
- SJO
1 stop14h 43m
American Airlines
Wed 5/2011:35 pm
SJO
- STL
1 stop17h 55m
American Airlines
Deal found 3/9![American Airlines logo]()
$362
This CheapOair deal was found by Cheapflights users on 3/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:16 pm
ORD
- SJO
2 stops42h 17m
Spirit Airlines
Fri 5/812:38 pm
SJO
- ORD
2 stops27h 49m
Spirit Airlines
Deal found 3/11![Spirit Airlines logo]()
$362
Best flights from Illinois to Costa RicaDiscover carefully curated flight deals from Illinois to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 12, 2026.
Discover carefully curated flight deals from Illinois to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 12, 2026.
This Delta deal was found by Cheapflights users on 3/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
STL
- LIR
1 stop7h 00m
Delta
Wed 5/131:25 pm
LIR
- STL
1 stop9h 34m
Delta
Deal found 3/7![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 3/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/268:03 pm
STL
- LIR
2 stops18h 37m
American Airlines
Fri 5/12:10 pm
LIR
- STL
2 stops17h 17m
American Airlines
Deal found 3/8![American Airlines logo]()
$331
This Copa Airlines deal was found by Cheapflights users on 3/8. 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.
Wed 4/153:05 pm
ORD
- SJO
1 stop19h 00m
Copa Airlines
Tue 4/218:46 am
SJO
- ORD
1 stop15h 27m
Copa Airlines
Deal found 3/8![Copa Airlines logo]()
$450
This United Airlines deal was found by Cheapflights users on 3/8. 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.
Sat 5/97:36 am
ORD
- SJO
Nonstop5h 19m
United Airlines
Wed 5/131:25 pm
SJO
- ORD
1 stop8h 50m
United Airlines
Deal found 3/8![United Airlines logo]()
$458
This Southwest deal was found by Cheapflights users on 3/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:10 pm
MDW
- SJO
1 stop7h 50m
Southwest
Mon 5/181:10 pm
SJO
- MDW
1 stop7h 45m
Southwest
Deal found 3/8![Southwest logo]()
$497
This Volaris deal was found by Cheapflights users on 3/8. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/1512:58 am
ORD
- SJO
1 stop13h 52m
Multiple Airlines
Mon 3/232:50 pm
SJO
- ORD
1 stop13h 46m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$505
This Alaska Airlines deal was found by Cheapflights users on 3/10. 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 4/266:00 am
ORD
- LIR
2 stops25h 20m
Alaska Airlines
Sat 5/25:09 pm
LIR
- ORD
2 stops29h 34m
Alaska Airlines
Deal found 3/10![Alaska Airlines logo]()
$607
This Delta deal was found by Cheapflights users on 3/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:00 am
STL
- LIR
1 stop7h 00m
Delta
Wed 5/131:25 pm
LIR
- STL
1 stop9h 34m
Delta
Deal found 3/7![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 3/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:12 pm
STL
- LIR
2 stops20h 07m
American Airlines
Wed 6/172:45 pm
LIR
- STL
2 stops20h 14m
American Airlines
Deal found 3/7![American Airlines logo]()
$422
This Copa Airlines deal was found by Cheapflights users on 3/10. 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 4/263:05 pm
ORD
- SJO
1 stop17h 03m
Copa Airlines
Sat 5/22:21 pm
SJO
- ORD
1 stop9h 54m
Copa Airlines
Deal found 3/10![Copa Airlines logo]()
$480
This American Airlines deal was found by Cheapflights users on 3/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:24 am
STL
- LIR
1 stop7h 00m
American Airlines
Sun 5/312:27 pm
LIR
- STL
2 stops19h 03m
American Airlines
Deal found 3/12![American Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:00 am
STL
- SJO
1 stop8h 15m
Delta
Tue 5/121:20 pm
SJO
- STL
1 stop17h 50m
Delta
Deal found 3/8![Delta logo]()
$442
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Tue 5/126:00 am
STL
- SJO
1 stop7h 21m
United Airlines
Sat 5/237:55 am
SJO
- STL
2 stops12h 23m
United Airlines
Deal found 3/12![United Airlines logo]()
$487
This Copa Airlines deal was found by Cheapflights users on 3/12. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/253:21 pm
ORD
- SJO
1 stop18h 00m
Copa Airlines
Fri 5/296:19 pm
SJO
- ORD
1 stop18h 47m
Copa Airlines
Deal found 3/12![Copa Airlines logo]()
$480
This Southwest deal was found by Cheapflights users on 3/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1312:15 pm
MDW
- SJO
1 stop7h 45m
Southwest
Sat 5/231:35 pm
SJO
- MDW
1 stop8h 10m
Southwest
Deal found 3/11![Southwest logo]()
$533
This United Airlines deal was found by Cheapflights users on 3/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/158:35 am
STL
- LIR
1 stop6h 50m
United Airlines
Tue 6/233:27 pm
LIR
- STL
2 stops19h 44m
United Airlines
Deal found 3/11![United Airlines logo]()
$491
This Copa Airlines deal was found by Cheapflights users on 3/9. 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.
Wed 4/83:05 pm
ORD
- SJO
1 stop19h 00m
Copa Airlines
Sat 4/185:46 am
SJO
- ORD
1 stop18h 27m
Copa Airlines
Deal found 3/9![Copa Airlines logo]()
$480
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
MDW
- SJO
1 stop6h 56m
Delta
Sat 5/21:21 pm
SJO
- MDW
1 stop8h 07m
Delta
Deal found 3/10![Delta logo]()
$482
This Southwest deal was found by Cheapflights users on 3/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:10 pm
MDW
- SJO
1 stop7h 50m
Southwest
Tue 4/211:10 pm
SJO
- MDW
1 stop8h 55m
Southwest
Deal found 3/8![Southwest logo]()
$537
This American Airlines deal was found by Cheapflights users on 3/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:41 pm
MLI
- SJO
2 stops19h 41m
American Airlines
Tue 4/282:08 pm
SJO
- MLI
1 stop8h 21m
American Airlines
Deal found 3/7![American Airlines logo]()
$489
This United Airlines deal was found by Cheapflights users on 3/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:00 am
STL
- LIR
1 stop7h 10m
United Airlines
Thu 4/303:27 pm
LIR
- STL
1 stop17h 03m
United Airlines
Deal found 3/7![United Airlines logo]()
$502
This Copa Airlines deal was found by Cheapflights users on 3/9. 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 4/253:05 pm
ORD
- SJO
1 stop17h 03m
Copa Airlines
Sat 5/22:21 pm
SJO
- ORD
1 stop9h 54m
Copa Airlines
Deal found 3/9![Copa Airlines logo]()
$480
This Delta deal was found by Cheapflights users on 3/9. 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 4/257:10 am
ORD
- SJO
1 stop6h 56m
Delta
Sat 5/21:21 pm
SJO
- ORD
1 stop9h 38m
Delta
Deal found 3/9![Delta logo]()
$482
This Southwest deal was found by Cheapflights users on 3/12. 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.
Sat 5/97:50 am
MDW
- SJO
2 stops12h 10m
Southwest
Tue 5/129:00 am
SJO
- MDW
2 stops12h 15m
Southwest
Deal found 3/12![Southwest logo]()
$541
This United Airlines deal was found by Cheapflights users on 3/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:09 pm
STL
- LIR
2 stops21h 10m
United Airlines
Fri 5/153:27 pm
LIR
- STL
2 stops20h 20m
United Airlines
Deal found 3/7![United Airlines logo]()
$507
This Copa Airlines deal was found by Cheapflights users on 3/10. 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.
Tue 5/123:21 pm
ORD
- SJO
1 stop18h 45m
Copa Airlines
Sat 5/164:10 am
SJO
- ORD
1 stop8h 56m
Copa Airlines
Deal found 3/10![Copa Airlines logo]()
$480
This Alaska Airlines deal was found by Cheapflights users on 3/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:00 am
ORD
- LIR
2 stops25h 20m
Alaska Airlines
Sun 5/311:20 am
LIR
- ORD
2 stops31h 32m
Alaska Airlines
Deal found 3/8![Alaska Airlines logo]()
$725
This Southwest deal was found by Cheapflights users on 3/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:00 am
MDW
- SJO
1 stop8h 15m
Southwest
Tue 4/289:00 am
SJO
- MDW
2 stops10h 00m
Southwest
Deal found 3/7![Southwest logo]()
$552
This United Airlines deal was found by Cheapflights users on 3/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/610:25 am
STL
- LIR
2 stops26h 45m
United Airlines
Thu 5/143:27 pm
LIR
- STL
2 stops16h 12m
United Airlines
Deal found 3/7![United Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 3/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:56 pm
MLI
- SJO
2 stops19h 12m
American Airlines
Sun 6/1411:59 pm
SJO
- MLI
1 stop15h 07m
American Airlines
Deal found 3/11![American Airlines logo]()
$613
Last-minute flights from Illinois to Costa RicaDiscover last-minute flight deals from Illinois to Costa Rica. Data last updated March 12, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Costa Rica. Data last updated March 12, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 3/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/315:05 am
ORD
- SJO
1 stop7h 09m
Spirit Airlines
Tue 4/712:19 pm
SJO
- ORD
2 stops19h 31m
Spirit Airlines
Deal found 3/8![Spirit Airlines logo]()
$376
This CheapOair deal was found by Cheapflights users on 3/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:15 am
ORD
- SJO
1 stop7h 57m
Multiple Airlines
Thu 4/1612:38 pm
SJO
- ORD
1 stop10h 46m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$371
This Volaris deal was found by Cheapflights users on 3/9. 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.
Sat 4/112:35 am
ORD
- SJO
1 stop22h 24m
Multiple Airlines
Thu 4/164:18 pm
SJO
- ORD
1 stop18h 51m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$373
This CheapOair deal was found by Cheapflights users on 3/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/113:21 pm
ORD
- SJO
2 stops20h 53m
Spirit Airlines
Thu 4/1612:38 pm
SJO
- ORD
2 stops27h 33m
Spirit Airlines
Deal found 3/9![Spirit Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/118:10 am
ORD
- SJO
2 stops28h 04m
Multiple Airlines
Thu 4/1612:38 pm
SJO
- ORD
1 stop10h 46m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$381
This Mytrip deal was found by Cheapflights users on 3/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:16 pm
ORD
- SJO
2 stops18h 17m
Multiple Airlines
Thu 4/234:18 pm
SJO
- ORD
1 stop18h 51m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$379
This Mytrip deal was found by Cheapflights users on 3/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/161:49 pm
ORD
- SJO
1 stop11h 10m
Multiple Airlines
Thu 4/304:18 pm
SJO
- ORD
1 stop18h 51m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$351
This American Airlines deal was found by Cheapflights users on 3/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:41 pm
MLI
- SJO
2 stops19h 27m
American Airlines
Tue 4/2812:10 pm
SJO
- MLI
2 stops23h 17m
American Airlines
Deal found 3/7![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 3/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:20 am
STL
- LIR
1 stop9h 20m
American Airlines
Mon 4/272:40 pm
LIR
- STL
2 stops18h 04m
American Airlines
Deal found 3/8![American Airlines logo]()
$350
This CheapOair deal was found by Cheapflights users on 3/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:16 pm
ORD
- SJO
2 stops42h 17m
Spirit Airlines
Mon 4/2712:38 pm
SJO
- ORD
2 stops27h 33m
Spirit Airlines
Deal found 3/9![Spirit Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 3/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:24 am
STL
- LIR
1 stop7h 00m
American Airlines
Fri 5/12:10 pm
LIR
- STL
1 stop17h 44m
American Airlines
Deal found 3/9![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 3/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/295:24 am
STL
- SJO
1 stop14h 43m
American Airlines
Wed 5/2011:35 pm
SJO
- STL
1 stop17h 55m
American Airlines
Deal found 3/9![American Airlines logo]()
$362
One-way flights from Illinois to Costa RicaSearch for one-way flight options from Illinois to Costa Rica. Find affordable one-way fares based on user searches. Data last updated March 12, 2026.
Search for one-way flight options from Illinois to Costa Rica. Find affordable one-way fares based on user searches. Data last updated March 12, 2026.
This Frontier deal was found by Cheapflights users on 3/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:15 am
ORD
- SJO
1 stop7h 57m
Frontier
Deal found 3/9![Frontier logo]()
$133
This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:35 am
ORD
- SJO
1 stop22h 24m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$136
This CheapOair deal was found by Cheapflights users on 3/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/272:35 am
ORD
- SJO
1 stop22h 24m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Tue 4/217:30 am
MDW
- SJO
2 stops28h 08m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$139
This Volaris deal was found by Cheapflights users on 3/9. 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.
Wed 3/1812:59 pm
ORD
- SJO
1 stop11h 57m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:00 am
MDW
- SJO
3 stops30h 33m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$146
This CheapOair deal was found by Cheapflights users on 3/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:32 pm
ORD
- SJO
2 stops18h 01m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$147
This FlightHub deal was found by Cheapflights users on 3/10. 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.
Fri 4/105:05 pm
ORD
- SJO
1 stop16h 56m
Frontier
Deal found 3/10![Frontier logo]()
$148
This FlightHub deal was found by Cheapflights users on 3/8. 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.
Wed 4/82:56 pm
MDW
- SJO
1 stop22h 16m
Frontier
Deal found 3/8![Frontier logo]()
$150
This Priceline deal was found by Cheapflights users on 3/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/84:34 pm
ORD
- SJO
1 stop20h 38m
Frontier
Deal found 3/9![Frontier logo]()
$150
This Spirit deal was found by Cheapflights users on 3/8. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:05 am
ORD
- SJO
1 stop7h 09m
Spirit Airlines
Deal found 3/8![Spirit Airlines logo]()
$153
This Frontier deal was found by Cheapflights users on 3/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:30 am
ORD
- SJO
1 stop7h 14m
Frontier
Deal found 3/9![Frontier logo]()
$154
Find flight deals from Illinois to Costa Rica
Keep the following information in mind while searching for Illinois to Costa Rica flight deals. Data was last updated March 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $326 (American Airlines) |
One-way from | $133 (Frontier) |
Popular in | December |
Cheapest in | September |
Average price | $598 |
Good round-trip deal | $455 or less |
Good one-way deal | $242 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to Costa Rica 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 March 12, 2026.
Use the filters below to find and compare flights from Illinois to Costa Rica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
St. LouisLiberia
STL - LIR
STLLIR
Lambert-St Louis
Tue 5/5
6:00 am-12:00 pm
1 stop7h 00m
Liberia
Wed 5/13
1:25 pm-11:59 pm
1 stop9h 34m
$326
St. LouisLiberia
STL - LIR
STLLIR
Lambert-St Louis
Mon 5/4
6:00 am-12:00 pm
1 stop7h 00m
Liberia
Wed 5/13
1:25 pm-11:59 pm
1 stop9h 34m
$326
St. LouisLiberia
STL - LIR
STLLIR
Lambert-St Louis
Sun 4/26
8:03 pm-1:40 pm
2 stops18h 37m
Liberia
Fri 5/1
2:10 pm-8:27 am
2 stops17h 17m
$331
St. LouisLiberia
STL - LIR
STLLIR
Lambert-St Louis
Wed 6/10
6:12 pm-1:19 pm
2 stops20h 07m
Liberia
Wed 6/17
2:45 pm-11:59 am
2 stops20h 14m
$422
St. LouisLiberia
STL - LIR
STLLIR
Lambert-St Louis
Sun 4/26
5:24 am-11:24 am
1 stop7h 00m
Liberia
Sun 5/3
12:27 pm-8:30 am
2 stops19h 03m
$442
St. LouisSan José
STL - SJO
STLSJO
Lambert-St Louis
Sat 5/9
6:00 am-1:15 pm
1 stop8h 15m
San José Juan Santamaria Intl
Tue 5/12
1:20 pm-8:10 am
1 stop17h 50m
$442
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Wed 4/15
3:05 pm-9:05 am
1 stop19h 00m
San José Juan Santamaria Intl
Tue 4/21
8:46 am-1:13 am
1 stop15h 27m
$450
Quickest round-trip
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sat 5/9
7:36 am-11:55 am
Nonstop5h 19m
San José Juan Santamaria Intl
Wed 5/13
1:25 pm-11:15 pm
1 stop8h 50m
$458
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sun 4/26
3:05 pm-7:08 am
1 stop17h 03m
San José Juan Santamaria Intl
Sat 5/2
2:21 pm-1:15 am
1 stop9h 54m
$480
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Mon 5/25
3:21 pm-8:21 am
1 stop18h 00m
San José Juan Santamaria Intl
Fri 5/29
6:19 pm-2:06 pm
1 stop18h 47m
$480
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Costa Rica
Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Illinois with our price prediction graph.
STL-LIR
MLI-SJO
ORD-SJO
STL-SJO
MDW-SJO
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 Illinois to Costa Rica
USIL-CR0
STL-LIR
MLI-SJO
ORD-SJO
STL-SJO
What is the cheapest month to book a flight from Illinois to Costa Rica?
Currently, October is the cheapest month in which you can book a flight from Illinois to Costa Rica (average of $247). Flying from Illinois to Costa Rica in April is currently the most expensive (average of $347). 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 IL to CR?
Find hourly flight availability from Illinois to Costa Rica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 12, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Costa Rica as you normally would.
Weekly flight availability from Illinois to Costa Rica
Explore weekly flight availability from Illinois to Costa Rica. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 12, 2026.
The most flights from USIL to CR0 are scheduled on a Monday (2 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (1 on average).
Related info for your journey
Find useful and relevant information for your journey from Illinois to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Illinois to Costa Rica
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Costa Rica by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Illinois to Costa Rica by cabin class
Find flights from Illinois to Costa Rica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and Costa Rica flights
Browse other Illinois and Costa Rica flight options. Last updated on March 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Costa Rica
Find the right flight back to Illinois after your stay in Costa Rica
Illinois to Costa Rica flights
Consider these flights traveling from Illinois to Costa Rica.
Top 9 airlines flying from Illinois to Costa Rica
Discover the top 9 airlines that operate flights from Illinois to Costa Rica. 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 March 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$385 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$205 | Average$589 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$239 | Average$366 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$256 | Average$463 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$340 | Average$629 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$345 | Average$796 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$386 | Average$626 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$388 | Average$627 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$394 | Average$582 | FlexibilityNo cancel fee | On-time63% |