$152+ 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Jun 7 — Jun 141
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Costa Rica with Cheapflights
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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 May 8, 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 May 8, 2026.
This Expedia deal was found by Cheapflights users on 5/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/244:09 pm
STL
- SJO
1 stop17h 11m
Frontier
Sun 7/269:35 am
SJO
- STL
1 stop13h 24m
Frontier
Deal found 5/5![Frontier logo]()
$358
This CheapOair deal was found by Cheapflights users on 5/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/204:17 pm
STL
- SJO
1 stop17h 03m
Frontier
Sat 7/119:35 am
SJO
- STL
1 stop13h 24m
Frontier
Deal found 5/6![Frontier logo]()
$368
This Expedia deal was found by Cheapflights users on 5/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/254:09 pm
STL
- SJO
1 stop17h 11m
Frontier
Sat 8/19:35 am
SJO
- STL
1 stop13h 24m
Frontier
Deal found 5/6![Frontier logo]()
$372
This Expedia deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:10 pm
STL
- SJO
1 stop17h 10m
Frontier
Mon 8/249:35 am
SJO
- STL
1 stop13h 39m
Frontier
Deal found 5/3![Frontier logo]()
$378
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Sun 5/318:36 am
STL
- SJO
1 stop15h 06m
American Airlines
Fri 6/52:00 pm
SJO
- STL
1 stop17h 38m
American Airlines
Deal found 5/5![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Sun 8/306:03 am
STL
- SJO
2 stops14h 49m
American Airlines
Thu 9/36:00 am
SJO
- STL
2 stops16h 23m
American Airlines
Deal found 5/5![American Airlines logo]()
$401
This Air Canada deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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.
Fri 5/296:22 pm
ORD
- LIR
2 stops18h 43m
Air Canada
Sat 6/61:00 pm
LIR
- ORD
1 stop18h 00m
Air Canada
Deal found 5/3![Air Canada logo]()
$407
This American Airlines deal was found by Cheapflights users on 5/5. 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 11/66:45 pm
STL
- LIR
2 stops19h 28m
American Airlines
Fri 11/133:13 pm
LIR
- STL
2 stops19h 24m
American Airlines
Deal found 5/5![American Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Tue 12/16:13 pm
STL
- LIR
2 stops18h 12m
American Airlines
Sun 12/61:25 pm
LIR
- STL
2 stops19h 16m
American Airlines
Deal found 5/5![American Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/286:00 am
ORD
- SJO
1 stop17h 42m
American Airlines
Thu 6/42:00 pm
SJO
- ORD
1 stop8h 58m
American Airlines
Deal found 5/4![American Airlines logo]()
$412
This United Airlines deal was found by Cheapflights users on 5/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:32 am
ORD
- SJO
1 stop10h 05m
United Airlines
Thu 9/241:25 pm
SJO
- ORD
1 stop9h 45m
United Airlines
Deal found 5/5![United Airlines logo]()
$414
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:13 pm
ORD
- SJO
1 stop16h 07m
Multiple Airlines
Wed 8/197:07 am
SJO
- ORD
2 stops16h 35m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$415
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 May 8, 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 May 8, 2026.
This Copa Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/221:00 am
ORD
- SJO
1 stop8h 21m
Copa Airlines
Sat 6/274:10 am
SJO
- ORD
1 stop8h 56m
Copa Airlines
Deal found 5/3![Copa Airlines logo]()
$435
This American Airlines deal was found by Cheapflights users on 5/6. 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 6/64:24 pm
MLI
- SJO
2 stops20h 25m
American Airlines
Sun 6/1411:59 pm
SJO
- MLI
1 stop22h 31m
American Airlines
Deal found 5/6![American Airlines logo]()
$513
This United Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 11/25:18 pm
STL
- SJO
2 stops18h 07m
United Airlines
Thu 11/122:20 pm
SJO
- STL
2 stops22h 00m
United Airlines
Deal found 5/4![United Airlines logo]()
$521
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 8/245:00 am
MDW
- SJO
1 stop8h 45m
Southwest
Tue 9/11:40 pm
SJO
- MDW
1 stop8h 30m
Southwest
Deal found 5/4![Southwest logo]()
$542
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 8/45:28 am
ORD
- LIR
1 stop7h 32m
Delta
Wed 8/121:25 pm
LIR
- ORD
2 stops17h 31m
Delta
Deal found 5/3![Delta logo]()
$660
This JetBlue deal was found by Cheapflights users on 5/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Sat 8/82:06 pm
LIR
- ORD
1 stop8h 38m
JetBlue
Deal found 5/7![JetBlue logo]()
$772
This Copa Airlines deal was found by Cheapflights users on 5/5. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/283:21 pm
ORD
- SJO
1 stop18h 45m
Copa Airlines
Sun 6/76:19 pm
SJO
- ORD
1 stop8h 41m
Copa Airlines
Deal found 5/5![Copa Airlines logo]()
$458
This Copa Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/178:02 am
ORD
- SJO
1 stop25h 19m
Copa Airlines
Thu 6/255:47 am
SJO
- ORD
1 stop21h 13m
Copa Airlines
Deal found 5/4![Copa Airlines logo]()
$470
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 9/106:14 am
STL
- SJO
1 stop14h 23m
United Airlines
Sun 9/201:25 pm
SJO
- STL
1 stop7h 51m
United Airlines
Deal found 5/3![United Airlines logo]()
$547
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/254:24 pm
MLI
- SJO
2 stops20h 26m
American Airlines
Fri 5/2911:59 pm
SJO
- MLI
1 stop9h 40m
American Airlines
Deal found 5/4![American Airlines logo]()
$557
This Southwest deal was found by Cheapflights users on 5/7. 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 8/2210:25 am
MDW
- SJO
1 stop8h 35m
Southwest
Sun 9/69:00 am
SJO
- MDW
1 stop11h 50m
Southwest
Deal found 5/7![Southwest logo]()
$567
This Copa Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/303:21 pm
ORD
- SJO
1 stop16h 48m
Copa Airlines
Tue 6/95:57 pm
SJO
- ORD
1 stop9h 03m
Copa Airlines
Deal found 5/2![Copa Airlines logo]()
$470
This United Airlines deal was found by Cheapflights users on 5/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/275:33 pm
STL
- LIR
2 stops17h 17m
United Airlines
Wed 7/293:27 pm
LIR
- STL
2 stops19h 44m
United Airlines
Deal found 5/5![United Airlines logo]()
$556
This Copa Airlines deal was found by Cheapflights users on 5/7. 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 6/43:21 pm
ORD
- SJO
1 stop16h 48m
Copa Airlines
Thu 6/115:57 pm
SJO
- ORD
1 stop9h 03m
Copa Airlines
Deal found 5/7![Copa Airlines logo]()
$480
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 9/1210:25 am
MDW
- SJO
1 stop8h 35m
Southwest
Sat 9/191:15 pm
SJO
- MDW
1 stop7h 45m
Southwest
Deal found 5/4![Southwest logo]()
$581
This American Airlines deal was found by Cheapflights users on 5/7. 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.
Fri 6/56:15 am
STL
- SJO
2 stops14h 08m
American Airlines
Wed 6/107:00 am
SJO
- STL
2 stops12h 52m
American Airlines
Deal found 5/7![American Airlines logo]()
$583
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/196:30 am
ORD
- SJO
1 stop17h 09m
United Airlines
Thu 7/212:30 am
SJO
- ORD
1 stop23h 15m
United Airlines
Deal found 5/3![United Airlines logo]()
$563
This Copa Airlines deal was found by Cheapflights users on 5/6. 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 7/253:21 pm
ORD
- SJO
1 stop17h 05m
Copa Airlines
Sun 8/25:55 pm
SJO
- ORD
1 stop19h 04m
Copa Airlines
Deal found 5/6![Copa Airlines logo]()
$480
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 8/26:00 am
MDW
- SJO
1 stop6h 51m
Delta
Sat 8/81:14 pm
SJO
- MDW
1 stop8h 22m
Delta
Deal found 5/3![Delta logo]()
$710
This Southwest deal was found by Cheapflights users on 5/5. 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.
Wed 8/127:40 am
MDW
- SJO
2 stops12h 00m
Southwest
Wed 8/191:40 pm
SJO
- MDW
1 stop8h 30m
Southwest
Deal found 5/5![Southwest logo]()
$602
This American Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/215:14 am
STL
- SJO
2 stops15h 10m
American Airlines
Thu 5/282:09 pm
SJO
- STL
1 stop17h 42m
American Airlines
Deal found 5/3![American Airlines logo]()
$606
This United Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/15:29 pm
STL
- LIR
2 stops17h 21m
United Airlines
Mon 6/811:10 am
LIR
- STL
2 stops24h 01m
United Airlines
Deal found 5/4![United Airlines logo]()
$577
This Copa Airlines deal was found by Cheapflights users on 5/7. 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.
Sat 6/63:21 pm
ORD
- SJO
1 stop16h 48m
Copa Airlines
Sat 6/138:47 am
SJO
- ORD
1 stop18h 13m
Copa Airlines
Deal found 5/7![Copa Airlines logo]()
$480
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 8/16:00 am
MDW
- SJO
1 stop6h 51m
Delta
Sat 8/81:14 pm
SJO
- MDW
1 stop8h 22m
Delta
Deal found 5/3![Delta logo]()
$710
This American Airlines deal was found by Cheapflights users on 5/7. 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 6/106:13 pm
STL
- LIR
2 stops18h 09m
American Airlines
Wed 6/172:45 pm
LIR
- STL
2 stops20h 14m
American Airlines
Deal found 5/7![American Airlines logo]()
$621
This Southwest deal was found by Cheapflights users on 5/7. 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 8/15:05 am
MDW
- SJO
1 stop6h 55m
Southwest
Thu 8/69:00 am
SJO
- MDW
2 stops9h 30m
Southwest
Deal found 5/7![Southwest logo]()
$622
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Thu 5/218:35 am
STL
- SJO
1 stop12h 02m
United Airlines
Thu 5/287:55 am
SJO
- STL
1 stop8h 47m
United Airlines
Deal found 5/7![United Airlines logo]()
$584
This Copa Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/88:02 am
ORD
- SJO
1 stop25h 19m
Copa Airlines
Mon 6/154:10 am
SJO
- ORD
1 stop8h 56m
Copa Airlines
Deal found 5/4![Copa Airlines logo]()
$501
This Southwest deal was found by Cheapflights users on 5/7. 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.
Fri 6/58:10 am
STL
- SJO
2 stops12h 30m
Southwest
Tue 6/98:45 am
SJO
- STL
2 stops13h 15m
Southwest
Deal found 5/7![Southwest logo]()
$632
This United Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:00 am
STL
- LIR
1 stop29h 44m
United Airlines
Sun 6/144:30 pm
LIR
- STL
1 stop30h 05m
United Airlines
Deal found 5/4![United Airlines logo]()
$592
Last-minute flights from Illinois to Costa RicaDiscover last-minute flight deals from Illinois to Costa Rica. Data last updated May 8, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Costa Rica. Data last updated May 8, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/266:12 pm
STL
- SJO
2 stops19h 57m
American Airlines
Thu 6/411:59 pm
SJO
- STL
1 stop7h 51m
American Airlines
Deal found 5/4![American Airlines logo]()
$401
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/286:00 am
ORD
- SJO
1 stop17h 42m
American Airlines
Thu 6/42:00 pm
SJO
- ORD
1 stop8h 58m
American Airlines
Deal found 5/4![American Airlines logo]()
$412
This Air Canada deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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.
Fri 5/296:22 pm
ORD
- LIR
2 stops18h 43m
Air Canada
Sat 6/61:00 pm
LIR
- ORD
1 stop18h 00m
Air Canada
Deal found 5/3![Air Canada logo]()
$407
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Sun 5/318:36 am
STL
- SJO
1 stop15h 06m
American Airlines
Fri 6/52:00 pm
SJO
- STL
1 stop17h 38m
American Airlines
Deal found 5/5![American Airlines logo]()
$396
This Copa Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/13:21 pm
ORD
- SJO
1 stop18h 45m
Copa Airlines
Mon 6/84:10 am
SJO
- ORD
1 stop22h 50m
Copa Airlines
Deal found 5/4![Copa Airlines logo]()
$420
This Copa Airlines deal was found by Cheapflights users on 5/5. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/33:21 pm
ORD
- SJO
1 stop16h 48m
Copa Airlines
Mon 6/85:57 pm
SJO
- ORD
1 stop9h 03m
Copa Airlines
Deal found 5/5![Copa Airlines logo]()
$425
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/45:29 am
STL
- SJO
1 stop18h 14m
American Airlines
Wed 6/1011:59 pm
SJO
- STL
1 stop7h 51m
American Airlines
Deal found 5/4![American Airlines logo]()
$434
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/55:30 am
STL
- SJO
1 stop18h 13m
American Airlines
Wed 6/1011:59 pm
SJO
- STL
1 stop7h 51m
American Airlines
Deal found 5/5![American Airlines logo]()
$426
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/56:15 am
STL
- SJO
2 stops14h 08m
American Airlines
Thu 6/112:10 pm
SJO
- STL
1 stop8h 49m
American Airlines
Deal found 5/4![American Airlines logo]()
$431
This CheapOair deal was found by Cheapflights users on 5/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/204:17 pm
STL
- SJO
1 stop17h 03m
Frontier
Sat 7/119:35 am
SJO
- STL
1 stop13h 24m
Frontier
Deal found 5/6![Frontier logo]()
$368
This Copa Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/221:00 am
ORD
- SJO
1 stop8h 21m
Copa Airlines
Sat 6/274:10 am
SJO
- ORD
1 stop8h 56m
Copa Airlines
Deal found 5/3![Copa Airlines logo]()
$435
This Mytrip deal was found by Cheapflights users on 5/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:55 am
ORD
- SJO
2 stops26h 25m
Frontier
Sun 7/129:35 am
SJO
- ORD
1 stop12h 30m
Frontier
Deal found 5/6![Frontier logo]()
$436
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 May 8, 2026.
Search for one-way flight options from Illinois to Costa Rica. Find affordable one-way fares based on user searches. Data last updated May 8, 2026.
This Expedia deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:13 pm
ORD
- SJO
1 stop16h 07m
Frontier
Deal found 5/3![Frontier logo]()
$152
This Priceline deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 7/44:59 pm
ORD
- SJO
1 stop16h 21m
Frontier
Deal found 5/3![Frontier logo]()
$158
This Viva deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/142:15 am
ORD
- SJO
1 stop24h 05m
Viva
Deal found 5/4![Viva logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:00 am
MDW
- SJO
2 stops27h 20m
Frontier
Deal found 5/7![Frontier logo]()
$169
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Wed 7/2910:05 am
ORD
- SJO
1 stop10h 30m
American Airlines
Deal found 5/5![American Airlines logo]()
$170
This BusinessClass deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/298:30 am
ORD
- SJO
2 stops12h 05m
GOL
Deal found 5/4![GOL logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/206:00 am
MDW
- SJO
2 stops27h 20m
Frontier
Deal found 5/4![Frontier logo]()
$178
This Expedia deal was found by Cheapflights users on 5/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:13 pm
ORD
- SJO
1 stop16h 07m
Frontier
Deal found 5/7![Frontier logo]()
$178
This Air Canada deal was found by Cheapflights users on 5/5. 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.
Thu 6/46:22 pm
ORD
- LIR
2 stops42h 43m
Air Canada
Deal found 5/5![Air Canada logo]()
$182
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/236:13 pm
STL
- SJO
2 stops19h 55m
American Airlines
Deal found 5/4![American Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:11 pm
ORD
- SJO
1 stop23h 07m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:11 pm
ORD
- SJO
1 stop23h 07m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$185
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 May 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $358 (Expedia) |
One-way from | $152 (Expedia) |
Popular in | December |
Cheapest in | September |
Average price | $519 |
Good round-trip deal | $497 or less |
Good one-way deal | $362 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 May 8, 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 - SJO
ORDSJO
Chicago O'Hare Intl
Mon 6/22
1:00 am-8:21 am
1 stop8h 21m
San José Juan Santamaria Intl
Sat 6/27
4:10 am-2:06 pm
1 stop8h 56m
$435
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Thu 5/28
3:21 pm-9:06 am
1 stop18h 45m
San José Juan Santamaria Intl
Sun 6/7
6:19 pm-4:00 am
1 stop8h 41m
$458
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Wed 6/17
8:02 am-8:21 am
1 stop25h 19m
San José Juan Santamaria Intl
Thu 6/25
5:47 am-4:00 am
1 stop21h 13m
$470
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sat 5/30
3:21 pm-7:09 am
1 stop16h 48m
San José Juan Santamaria Intl
Tue 6/9
5:57 pm-4:00 am
1 stop9h 03m
$470
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Thu 6/4
3:21 pm-7:09 am
1 stop16h 48m
San José Juan Santamaria Intl
Thu 6/11
5:57 pm-4:00 am
1 stop9h 03m
$480
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sat 7/25
3:21 pm-7:26 am
1 stop17h 05m
San José Juan Santamaria Intl
Sun 8/2
5:55 pm-1:59 pm
1 stop19h 04m
$480
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sat 6/6
3:21 pm-7:09 am
1 stop16h 48m
San José Juan Santamaria Intl
Sat 6/13
8:47 am-4:00 am
1 stop18h 13m
$480
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Mon 6/8
8:02 am-8:21 am
1 stop25h 19m
San José Juan Santamaria Intl
Mon 6/15
4:10 am-2:06 pm
1 stop8h 56m
$501
MolineSan José
MLI - SJO
MLISJO
Moline Quad-City
Sat 6/6
4:24 pm-11:49 am
2 stops20h 25m
San José Juan Santamaria Intl
Sun 6/14
11:59 pm-11:30 pm
1 stop22h 31m
$513
St. LouisSan José
STL - SJO
STLSJO
Lambert-St Louis
Mon 11/2
5:18 pm-11:25 am
2 stops18h 07m
San José Juan Santamaria Intl
Thu 11/12
2:20 pm-12:20 pm
2 stops22h 00m
$521
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
MDW-SJO
STL-SJO
ORD-LIR
MDW-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 Illinois to Costa Rica
USIL-CR0
ORD-SJO
MDW-SJO
STL-SJO
ORD-LIR
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 11 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Illinois to Costa Rica?
Currently, August is the cheapest month in which you can book a flight from Illinois to Costa Rica (average of $88). Flying from Illinois to Costa Rica in December is currently the most expensive (average of $1,075). 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 May 8, 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.
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 May 8, 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 May 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$139 | Average$386 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$205 | Average$624 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$232 | Average$355 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$271 | Average$796 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$303 | Average$475 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$342 | Average$642 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$386 | Average$631 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$386 | Average$626 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$394 | Average$587 | FlexibilityNo cancel fee | On-time63% |