$145+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Sep 9 — Sep 161
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
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 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 August 10, 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 August 10, 2026.
This Air Canada deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/259:05 pm -
1 stop17h 05m
Fri 10/302:10 pm -
1 stop18h 13m
Deal found 8/8![Air Canada logo]()
$376
This Air Canada deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:30 pm -
1 stop21h 40m
Sat 10/312:20 pm -
1 stop20h 47m
Deal found 8/8![Air Canada logo]()
$383
This Air Canada deal was found by Cheapflights users on 8/7. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:30 pm -
1 stop21h 40m
Mon 11/23:10 pm -
1 stop18h 13m
Deal found 8/7![Air Canada logo]()
$388
This Air Canada deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/58:50 pm -
1 stop17h 20m
Sun 11/83:10 pm -
2 stops19h 57m
Deal found 8/9![Air Canada logo]()
$391
This Air Canada deal was found by Cheapflights users on 8/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:50 pm -
1 stop17h 20m
Thu 11/193:20 pm -
1 stop19h 47m
Deal found 8/10![Air Canada logo]()
$395
This Air Canada deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:45 pm -
2 stops22h 25m
Thu 11/123:20 pm -
1 stop23h 32m
Deal found 8/8![Air Canada logo]()
$398
This Air Canada deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/284:30 pm -
1 stop21h 40m
Sat 12/53:10 pm -
1 stop17h 58m
Deal found 8/9![Air Canada logo]()
$400
This Air Canada deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/78:50 pm -
1 stop17h 20m
Mon 12/143:10 pm -
1 stop17h 58m
Deal found 8/9![Air Canada logo]()
$401
This American Airlines deal was found by Cheapflights users on 8/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:44 pm -
2 stops19h 33m
Fri 12/113:17 pm -
2 stops19h 36m
Deal found 8/10![American Airlines logo]()
$411
This Air Canada deal was found by Cheapflights users on 8/7. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:05 pm -
1 stop22h 05m
Sun 11/13:10 pm -
1 stop24h 16m
Deal found 8/7![Air Canada logo]()
$420
This Air Canada deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/84:05 pm -
1 stop22h 05m
Fri 11/133:10 pm -
1 stop24h 16m
Deal found 8/9![Air Canada logo]()
$432
This Air Canada deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/114:05 pm -
1 stop22h 05m
Tue 11/173:20 pm -
2 stops24h 06m
Deal found 8/9![Air Canada logo]()
$435
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 August 10, 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 August 10, 2026.
This Copa Airlines deal was found by Cheapflights users on 8/8. 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.
Thu 10/228:01 am -
1 stop25h 18m
Mon 10/263:58 am -
1 stop20h 07m
Deal found 8/8![Copa Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 8/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/137:00 am -
1 stop7h 47m
Sat 9/192:47 pm -
2 stops18h 31m
Deal found 8/10![American Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 8/7. 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 10/125:30 am -
1 stop7h 51m
Thu 10/157:55 am -
1 stop12h 47m
Deal found 8/7![United Airlines logo]()
$503
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/309:20 pm -
2 stops16h 25m
Mon 11/22:45 pm -
2 stops19h 45m
Deal found 8/5![Southwest logo]()
$526
This Air Canada deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/44:05 pm -
1 stop22h 05m
Sat 11/143:10 pm -
1 stop24h 16m
Deal found 8/5![Air Canada logo]()
$547
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 1/77:20 am -
1 stop6h 30m
Thu 1/143:25 pm -
1 stop8h 14m
Deal found 8/6![Delta logo]()
$548
This Alaska Airlines deal was found by Cheapflights users on 8/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/305:55 pm -
2 stops24h 30m
Sat 2/610:00 am -
2 stops27h 09m
Deal found 8/9![Alaska Airlines logo]()
$820
This Copa Airlines deal was found by Cheapflights users on 8/7. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:01 am -
1 stop26h 03m
Mon 10/2612:05 pm -
1 stop12h 00m
Deal found 8/7![Copa Airlines logo]()
$481
This United Airlines deal was found by Cheapflights users on 8/8. 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.
Fri 10/309:35 pm -
1 stop13h 50m
Thu 11/51:55 pm -
1 stop9h 54m
Deal found 8/8![United Airlines logo]()
$518
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/247:00 pm -
2 stops18h 45m
Mon 11/22:45 pm -
1 stop10h 20m
Deal found 8/5![Southwest logo]()
$526
This American Airlines deal was found by Cheapflights users on 8/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/206:00 am -
1 stop14h 16m
Mon 1/256:00 am -
1 stop11h 24m
Deal found 8/10![American Airlines logo]()
$529
This Copa Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 11/72:13 pm -
1 stop16h 49m
Fri 11/133:59 am -
1 stop8h 47m
Deal found 8/6![Copa Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:30 am -
1 stop7h 51m
Mon 10/197:55 am -
1 stop14h 32m
Deal found 8/9![United Airlines logo]()
$518
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:20 am -
1 stop7h 55m
Tue 11/242:10 pm -
2 stops18h 30m
Deal found 8/9![Southwest logo]()
$526
This Delta deal was found by Cheapflights users on 8/8. 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.
Tue 11/1010:00 am -
1 stop12h 15m
Tue 11/172:30 pm -
1 stop9h 26m
Deal found 8/8![Delta logo]()
$598
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/247:10 pm -
1 stop19h 33m
Mon 11/23:17 pm -
1 stop8h 16m
Deal found 8/5![American Airlines logo]()
$557
This United Airlines deal was found by Cheapflights users on 8/8. 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 10/3110:55 am -
1 stop11h 05m
Wed 11/48:45 am -
1 stop9h 25m
Deal found 8/8![United Airlines logo]()
$518
This Southwest deal was found by Cheapflights users on 8/8. 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.
Sat 10/311:25 am -
2 stops9h 15m
Sat 10/101:00 pm -
1 stop8h 15m
Deal found 8/8![Southwest logo]()
$526
This Delta deal was found by Cheapflights users on 8/8. 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.
Tue 1/266:00 am -
1 stop8h 20m
Sat 2/63:25 pm -
1 stop16h 47m
Deal found 8/8![Delta logo]()
$609
This United Airlines deal was found by Cheapflights users on 8/7. 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 10/56:25 am -
1 stop14h 12m
Mon 10/127:55 am -
1 stop15h 28m
Deal found 8/7![United Airlines logo]()
$518
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Mon 9/2810:05 am -
1 stop9h 40m
Tue 9/291:40 pm -
1 stop8h 35m
Deal found 8/5![Southwest logo]()
$534
This Delta deal was found by Cheapflights users on 8/8. 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.
Sun 1/246:00 am -
1 stop6h 45m
Sat 2/63:25 pm -
1 stop16h 47m
Deal found 8/8![Delta logo]()
$609
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:30 am -
1 stop7h 51m
Wed 10/211:25 pm -
1 stop9h 58m
Deal found 8/9![United Airlines logo]()
$518
This American Airlines deal was found by Cheapflights users on 8/8. 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.
Tue 11/243:58 pm -
2 stops21h 00m
Tue 12/153:38 pm -
2 stops22h 19m
Deal found 8/8![American Airlines logo]()
$638
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:05 am -
1 stop9h 20m
Thu 12/31:20 pm -
1 stop9h 05m
Deal found 8/10![Southwest logo]()
$537
This Delta deal was found by Cheapflights users on 8/8. 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.
Sun 1/247:20 am -
1 stop7h 00m
Sun 2/73:25 pm -
1 stop8h 14m
Deal found 8/8![Delta logo]()
$609
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:30 am -
1 stop13h 07m
Thu 10/221:25 pm -
1 stop9h 02m
Deal found 8/9![United Airlines logo]()
$518
This Alaska Airlines deal was found by Cheapflights users on 8/8. 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.
Sat 1/165:55 pm -
3 stops24h 30m
Sat 1/3010:00 am -
2 stops27h 09m
Deal found 8/8![Alaska Airlines logo]()
$840
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:00 am -
2 stops14h 50m
Sat 11/2112:30 am -
2 stops12h 16m
Deal found 8/5![American Airlines logo]()
$639
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Mon 10/125:00 am -
1 stop8h 35m
Fri 10/169:00 am -
2 stops10h 10m
Deal found 8/5![Southwest logo]()
$545
Last-minute flights from Illinois to Costa RicaDiscover last-minute flight deals from Illinois to Costa Rica. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Costa Rica. Data last updated August 10, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/8. 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 8/155:30 am -
1 stop7h 51m
Fri 8/287:55 am -
1 stop9h 35m
Deal found 8/8![United Airlines logo]()
$477
This Avianca deal was found by Cheapflights users on 8/8. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:20 pm -
1 stop17h 05m
Sat 8/295:05 am -
1 stop9h 50m
Deal found 8/8![Avianca logo]()
$520
This Avianca deal was found by Cheapflights users on 8/9. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:15 pm -
1 stop7h 25m
Sat 8/295:05 am -
1 stop9h 50m
Deal found 8/9![Avianca logo]()
$521
This Avianca deal was found by Cheapflights users on 8/10. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:20 pm -
1 stop17h 05m
Mon 8/315:45 am -
1 stop7h 20m
Deal found 8/10![Avianca logo]()
$518
This Avianca deal was found by Cheapflights users on 8/9. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:15 pm -
1 stop7h 25m
Sun 8/305:45 am -
1 stop7h 20m
Deal found 8/9![Avianca logo]()
$522
This Priceline deal was found by Cheapflights users on 8/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:00 am -
1 stop7h 01m
Thu 9/32:06 pm -
1 stop8h 38m
Deal found 8/8![JetBlue logo]()
$500
This American Airlines deal was found by Cheapflights users on 8/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/135:15 am -
2 stops9h 03m
Sat 9/192:47 pm -
2 stops18h 31m
Deal found 8/10![American Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 8/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:00 am -
2 stops15h 07m
Tue 9/222:57 pm -
2 stops18h 21m
Deal found 8/10![American Airlines logo]()
$494
This American Airlines deal was found by Cheapflights users on 8/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:00 am -
1 stop16h 07m
Thu 10/12:57 pm -
1 stop8h 02m
Deal found 8/10![American Airlines logo]()
$489
This KAYAK deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Sat 9/266:00 am -
1 stop6h 57m
Sat 10/31:05 pm -
1 stop9h 03m
Deal found 8/5![JetBlue logo]()
$478
This American Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/265:18 pm -
2 stops21h 29m
Tue 9/292:47 pm -
2 stops21h 29m
Deal found 8/6![American Airlines logo]()
$523
This Southwest deal was found by Cheapflights users on 8/8. 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.
Tue 9/296:15 am -
1 stop7h 30m
Mon 10/59:00 am -
2 stops10h 10m
Deal found 8/8![Southwest logo]()
$522
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 August 10, 2026.
Search for one-way flight options from Illinois to Costa Rica. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Viva deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 11/112:35 am -
1 stop24h 50m
Deal found 8/6![Viva logo]()
$148
This Viva deal was found by Cheapflights users on 8/8. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:30 am -
1 stop24h 50m
Deal found 8/8![Viva logo]()
$157
This Viva deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/141:30 am -
1 stop24h 50m
Deal found 8/6![Viva logo]()
$162
This Air Canada deal was found by Cheapflights users on 8/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/244:30 pm -
1 stop21h 40m
Deal found 8/10![Air Canada logo]()
$187
This Booking.com deal was found by Cheapflights users on 8/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/78:50 pm -
1 stop17h 20m
Deal found 8/9![Air Canada logo]()
$198
This Air Canada deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/43:45 pm -
1 stop22h 35m
Deal found 8/5![Air Canada logo]()
$204
This Air Canada deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/168:50 pm -
1 stop17h 20m
Deal found 8/6![Air Canada logo]()
$206
This Air Canada deal was found by Cheapflights users on 8/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:55 am -
1 stop14h 05m
Deal found 8/10![Air Canada logo]()
$207
This Viva deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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.
Wed 10/214:20 pm -
1 stop20h 55m
Deal found 8/5![Viva logo]()
$208
This JetBlue deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/57:00 am -
1 stop6h 57m
Deal found 8/6![JetBlue logo]()
$209
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:00 am -
1 stop6h 55m
Deal found 8/10![JetBlue logo]()
$211
This Air Canada deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/13:45 pm -
2 stops22h 25m
Deal found 8/5![Air Canada logo]()
$212
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 August 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $376 (Air Canada) |
One-way from | $148 (Viva) |
Popular in | December |
Cheapest in | September |
Average price | $610 |
Good round-trip deal | $575 or less |
Good one-way deal | $391 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 August 10, 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
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Thu 10/22
8:01 am-8:19 am
1 stop25h 18m
San José Juan Santamaria Intl
Mon 10/26
3:58 am-1:05 am
1 stop20h 07m
$481
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Thu 10/22
8:01 am-9:04 am
1 stop26h 03m
San José Juan Santamaria Intl
Mon 10/26
12:05 pm-1:05 am
1 stop12h 00m
$481
St. LouisLiberia
STL Lambert-St Louis - LIR Liberia
STLLIR
Lambert-St Louis
Sun 9/13
7:00 am-1:47 pm
1 stop7h 47m
Liberia
Sat 9/19
2:47 pm-10:18 am
2 stops18h 31m
$482
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Sat 11/7
2:13 pm-7:02 am
1 stop16h 49m
San José Juan Santamaria Intl
Fri 11/13
3:59 am-12:46 pm
1 stop8h 47m
$496
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Mon 10/12
5:30 am-12:21 pm
1 stop7h 51m
San José Juan Santamaria Intl
Thu 10/15
7:55 am-9:42 pm
1 stop12h 47m
$503
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Fri 10/30
9:35 pm-10:25 am
1 stop13h 50m
San José Juan Santamaria Intl
Thu 11/5
1:55 pm-11:49 pm
1 stop9h 54m
$518
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Thu 10/15
5:30 am-12:21 pm
1 stop7h 51m
San José Juan Santamaria Intl
Mon 10/19
7:55 am-11:27 pm
1 stop14h 32m
$518
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Sat 10/31
10:55 am-9:00 pm
1 stop11h 05m
San José Juan Santamaria Intl
Wed 11/4
8:45 am-6:10 pm
1 stop9h 25m
$518
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Mon 10/5
6:25 am-7:37 pm
1 stop14h 12m
San José Juan Santamaria Intl
Mon 10/12
7:55 am-12:23 am
1 stop15h 28m
$518
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Thu 10/15
5:30 am-12:21 pm
1 stop7h 51m
San José Juan Santamaria Intl
Wed 10/21
1:25 pm-12:23 am
1 stop9h 58m
$518
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.
ORD-SJO
ORD-LIR
STL-LIR
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
ORD-SJO
ORD-LIR
STL-LIR
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 $450). Flying from Illinois to Costa Rica in December is currently the most expensive (average of $719). 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 August 10, 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.
How far ahead should I book a flight from Illinois to Costa Rica?
The price you pay for your flight from Illinois to Costa Rica may vary depending on when you book. For the best chance of a lower fare, look to book 5 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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
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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 August 10, 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 10 airlines flying from Illinois to Costa Rica
Discover the top 10 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 August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$670 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$151 | Average$796 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$221 | Average$750 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$303 | Average$491 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$309 | Average$584 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$312 | Average$616 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$336 | Average$651 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$384 | Average$1,007 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$386 | Average$656 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$394 | Average$648 | FlexibilityNo cancel fee | On-time63% |