$124+ Cheap flights from Illinois to San José (SJO)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Mar 14 — Mar 211
1 adult, Economy
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1. Tell us where you want to go
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Cheapest flights from Illinois to San JoséExplore the most affordable flight options available from Illinois to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.
Explore the most affordable flight options available from Illinois to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.
This CheapOair deal was found by Cheapflights users on 2/11. 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.
Sat 3/78:16 pm
ORD
- SJO
1 stop15h 06m
Spirit Airlines
Sun 3/1511:38 am
SJO
- ORD
1 stop28h 18m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$316
This FlightHub deal was found by Cheapflights users on 2/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:16 pm
ORD
- SJO
1 stop16h 06m
Spirit Airlines
Wed 3/412:35 pm
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$317
This FlightHub deal was found by Cheapflights users on 2/10. 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.
Wed 3/44:43 pm
ORD
- SJO
2 stops18h 57m
Spirit Airlines
Mon 3/911:35 am
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$318
This CheapOair deal was found by Cheapflights users on 2/10. 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.
Wed 3/115:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Tue 3/1712:19 pm
SJO
- ORD
2 stops30h 44m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Sat 2/289:18 am
ORD
- SJO
3 stops14h 12m
Multiple Airlines
Tue 3/1012:31 pm
SJO
- ORD
1 stop7h 42m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Wed 5/61:27 pm
ORD
- SJO
1 stop22h 55m
Multiple Airlines
Fri 5/1512:31 pm
SJO
- ORD
1 stop9h 26m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:05 am
ORD
- SJO
1 stop7h 10m
Spirit Airlines
Tue 5/1212:31 pm
SJO
- ORD
1 stop10h 43m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$322
This Copa Airlines deal was found by Cheapflights users on 2/9. 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.
Sun 3/12:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Sun 3/88:48 am
SJO
- ORD
1 stop15h 16m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$323
This Travelocity deal was found by Cheapflights users on 2/10. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:05 am
ORD
- SJO
1 stop8h 10m
Multiple Airlines
Thu 2/261:31 pm
SJO
- ORD
1 stop10h 16m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$324
This Mytrip deal was found by Cheapflights users on 2/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:59 am
ORD
- SJO
2 stops26h 41m
Spirit Airlines
Thu 2/261:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$325
This CheapOair deal was found by Cheapflights users on 2/9. 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 2/288:16 pm
ORD
- SJO
2 stops15h 24m
Spirit Airlines
Fri 3/612:35 pm
SJO
- ORD
2 stops22h 47m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$326
This CheapOair deal was found by Cheapflights users on 2/10. 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.
Fri 2/278:16 pm
ORD
- SJO
1 stop16h 06m
Spirit Airlines
Mon 3/21:31 pm
SJO
- ORD
2 stops28h 15m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$327
Best flights from Illinois to San JoséDiscover carefully curated flight deals from Illinois to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 12, 2026.
Discover carefully curated flight deals from Illinois to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 12, 2026.
This Copa Airlines deal was found by Cheapflights users on 2/10. 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.
Thu 4/163:21 pm
ORD
- SJO
3 stops26h 27m
Copa Airlines
Mon 4/205:56 pm
SJO
- ORD
1 stop19h 02m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Tue 3/107:39 am
ORD
- SJO
Nonstop5h 17m
United Airlines
Tue 3/171:05 pm
SJO
- ORD
Nonstop5h 30m
United Airlines
Deal found 2/9![United Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 2/11. 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 5/96:53 pm
STL
- SJO
1 stop17h 32m
American Airlines
Wed 5/2011:35 pm
SJO
- STL
1 stop15h 58m
American Airlines
Deal found 2/11![American Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 2/11. 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.
Tue 4/2810:25 am
STL
- SJO
2 stops9h 35m
Southwest
Fri 5/19:00 am
SJO
- STL
1 stop13h 40m
Southwest
Deal found 2/11![Southwest logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:15 am
MDW
- SJO
1 stop9h 15m
Multiple Airlines
Sat 3/77:48 pm
SJO
- MDW
2 stops16h 14m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 2/10. 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.
Mon 3/3010:45 am
MDW
- SJO
1 stop11h 30m
Delta
Mon 4/61:20 pm
SJO
- MDW
2 stops27h 34m
Delta
Deal found 2/10![Delta logo]()
$393
This Ovago deal was found by Cheapflights users on 2/10. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:00 am
MLI
- SJO
1 stop16h 15m
LATAM Airlines
Tue 3/177:00 am
SJO
- MLI
1 stop8h 32m
LATAM Airlines
Deal found 2/10![LATAM Airlines logo]()
$481
This Copa Airlines deal was found by Cheapflights users on 2/10. 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.
Thu 4/303:21 pm
ORD
- SJO
3 stops26h 26m
Copa Airlines
Mon 5/46:19 pm
SJO
- ORD
1 stop18h 47m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$319
This Copa Airlines deal was found by Cheapflights users on 2/9. 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.
Thu 3/52:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Thu 3/1211:01 am
SJO
- ORD
1 stop13h 03m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Tue 4/285:24 am
STL
- SJO
1 stop8h 44m
American Airlines
Fri 5/111:35 pm
SJO
- STL
1 stop16h 46m
American Airlines
Deal found 2/11![American Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 2/9. 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 5/510:05 am
MDW
- SJO
2 stops9h 55m
Southwest
Thu 5/149:00 am
SJO
- MDW
2 stops13h 30m
Southwest
Deal found 2/9![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Mon 2/237:39 am
ORD
- SJO
Nonstop5h 17m
United Airlines
Fri 2/272:05 pm
SJO
- ORD
Nonstop5h 30m
United Airlines
Deal found 2/8![United Airlines logo]()
$373
This Copa Airlines deal was found by Cheapflights users on 2/10. 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 3/12:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Sun 3/88:48 am
SJO
- ORD
1 stop15h 16m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 2/10. 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.
Tue 3/246:00 am
MDW
- SJO
1 stop16h 15m
Delta
Mon 4/61:20 pm
SJO
- MDW
2 stops27h 34m
Delta
Deal found 2/10![Delta logo]()
$393
This Southwest deal was found by Cheapflights users on 2/11. 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.
Tue 5/58:00 am
MDW
- SJO
2 stops12h 00m
Southwest
Tue 5/129:00 am
SJO
- MDW
2 stops11h 50m
Southwest
Deal found 2/11![Southwest logo]()
$366
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Mon 4/66:50 pm
STL
- SJO
1 stop19h 32m
American Airlines
Tue 4/216:30 am
SJO
- STL
2 stops16h 16m
American Airlines
Deal found 2/11![American Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 2/10. 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.
Wed 3/47:10 am
STL
- SJO
1 stop14h 52m
Delta
Sat 3/77:00 am
SJO
- STL
1 stop13h 06m
Delta
Deal found 2/10![Delta logo]()
$395
This Copa Airlines deal was found by Cheapflights users on 2/9. 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.
Sun 3/83:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Sun 3/158:48 am
SJO
- ORD
1 stop15h 16m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$334
This Southwest deal was found by Cheapflights users on 2/9. 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.
Wed 4/2212:15 pm
MDW
- SJO
1 stop7h 45m
Southwest
Tue 4/289:00 am
SJO
- MDW
2 stops9h 45m
Southwest
Deal found 2/9![Southwest logo]()
$399
This Copa Airlines deal was found by Cheapflights users on 2/11. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/303:28 pm
ORD
- SJO
1 stop16h 37m
Copa Airlines
Thu 4/28:30 am
SJO
- ORD
1 stop15h 43m
Copa Airlines
Deal found 2/11![Copa Airlines logo]()
$336
This United Airlines deal was found by Cheapflights users on 2/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:30 am
MLI
- SJO
2 stops13h 23m
United Airlines
Tue 3/171:05 pm
SJO
- MLI
1 stop8h 17m
United Airlines
Deal found 2/10![United Airlines logo]()
$479
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2811:06 am
MDW
- SJO
1 stop10h 56m
Delta
Sat 3/77:00 am
SJO
- MDW
1 stop8h 21m
Delta
Deal found 2/11![Delta logo]()
$438
This American Airlines deal was found by Cheapflights users on 2/10. 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 2/255:00 am
BMI
- SJO
2 stops17h 43m
American Airlines
Wed 3/47:00 am
SJO
- BMI
2 stops16h 24m
American Airlines
Deal found 2/10![American Airlines logo]()
$445
This Copa Airlines deal was found by Cheapflights users on 2/11. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/193:05 pm
ORD
- SJO
1 stop17h 03m
Copa Airlines
Sun 4/265:56 pm
SJO
- ORD
1 stop18h 54m
Copa Airlines
Deal found 2/11![Copa Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 2/10. 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.
Sat 4/185:00 am
MDW
- SJO
1 stop8h 15m
Southwest
Thu 4/239:00 am
SJO
- MDW
2 stops12h 45m
Southwest
Deal found 2/10![Southwest logo]()
$411
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/910:45 am
MDW
- SJO
1 stop11h 30m
Delta
Mon 3/161:20 pm
SJO
- MDW
1 stop8h 11m
Delta
Deal found 2/11![Delta logo]()
$438
This Copa Airlines deal was found by Cheapflights users on 2/12. 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.
Sun 3/153:22 pm
ORD
- SJO
1 stop16h 43m
Copa Airlines
Thu 3/198:11 am
SJO
- ORD
1 stop15h 53m
Copa Airlines
Deal found 2/12![Copa Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Tue 3/105:00 am
BMI
- SJO
1 stop15h 12m
American Airlines
Tue 3/176:00 am
SJO
- BMI
1 stop16h 48m
American Airlines
Deal found 2/9![American Airlines logo]()
$451
This Southwest deal was found by Cheapflights users on 2/9. 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.
Thu 4/235:35 am
MDW
- SJO
1 stop7h 35m
Southwest
Tue 4/289:00 am
SJO
- MDW
2 stops11h 45m
Southwest
Deal found 2/9![Southwest logo]()
$434
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Wed 3/45:22 pm
MLI
- SJO
1 stop19h 34m
United Airlines
Wed 3/115:30 am
SJO
- MLI
2 stops27h 39m
United Airlines
Deal found 2/11![United Airlines logo]()
$561
Last-minute flights from Illinois to San JoséDiscover last-minute flight deals from Illinois to San José. Data last updated February 12, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to San José. Data last updated February 12, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/10. 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.
Wed 2/185:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Wed 2/251:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$321
This Travelocity deal was found by Cheapflights users on 2/10. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:05 am
ORD
- SJO
1 stop8h 10m
Multiple Airlines
Thu 2/261:31 pm
SJO
- ORD
1 stop10h 16m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$324
This Mytrip deal was found by Cheapflights users on 2/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:59 am
ORD
- SJO
2 stops26h 41m
Spirit Airlines
Thu 2/261:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$325
This CheapOair deal was found by Cheapflights users on 2/11. 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.
Wed 2/258:16 pm
ORD
- SJO
1 stop16h 06m
Spirit Airlines
Wed 3/412:35 pm
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Wed 2/252:22 pm
ORD
- SJO
1 stop19h 38m
Copa Airlines
Tue 3/32:54 pm
SJO
- ORD
1 stop9h 10m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$322
This CheapOair deal was found by Cheapflights users on 2/10. 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.
Fri 2/278:16 pm
ORD
- SJO
1 stop16h 06m
Spirit Airlines
Mon 3/21:31 pm
SJO
- ORD
2 stops28h 15m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Sat 2/289:18 am
ORD
- SJO
3 stops14h 12m
Multiple Airlines
Wed 3/1112:31 pm
SJO
- ORD
1 stop7h 42m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$320
This CheapOair deal was found by Cheapflights users on 2/9. 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 2/288:16 pm
ORD
- SJO
2 stops15h 24m
Spirit Airlines
Fri 3/612:35 pm
SJO
- ORD
2 stops22h 47m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$326
This Copa Airlines deal was found by Cheapflights users on 2/9. 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.
Sun 3/12:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Sun 3/88:48 am
SJO
- ORD
1 stop15h 16m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$323
This FlightHub deal was found by Cheapflights users on 2/10. 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.
Wed 3/44:43 pm
ORD
- SJO
2 stops18h 57m
Spirit Airlines
Mon 3/911:35 am
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$318
This CheapOair deal was found by Cheapflights users on 2/11. 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.
Sat 3/78:16 pm
ORD
- SJO
1 stop15h 06m
Spirit Airlines
Sun 3/1511:38 am
SJO
- ORD
1 stop28h 18m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$316
This CheapOair deal was found by Cheapflights users on 2/10. 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.
Wed 3/115:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Tue 3/1712:19 pm
SJO
- ORD
2 stops30h 44m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$319
One-way flights from Illinois to San JoséSearch for one-way flight options from Illinois to San José. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
Search for one-way flight options from Illinois to San José. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Sat 3/78:16 pm
ORD
- SJO
1 stop15h 06m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 5/115:25 am
ORD
- SJO
2 stops30h 57m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 3/107:41 pm
ORD
- SJO
2 stops15h 59m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 3/95:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/135:05 am
ORD
- SJO
1 stop7h 10m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:25 am
ORD
- SJO
2 stops27h 50m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 5/51:27 pm
ORD
- SJO
1 stop22h 55m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Sun 5/101:27 pm
ORD
- SJO
1 stop22h 55m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$133
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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.
Sat 5/95:05 am
ORD
- SJO
1 stop7h 10m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Sat 4/118:10 am
ORD
- SJO
2 stops28h 04m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$135
This Trip.com deal was found by Cheapflights users on 2/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:30 pm
MDW
- SJO
1 stop13h 31m
Frontier
Deal found 2/9![Frontier logo]()
$136
This FlightHub deal was found by Cheapflights users on 2/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/84:36 pm
ORD
- SJO
2 stops19h 06m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$136
Find flight deals from Illinois to San José
Keep the following information in mind while searching for Illinois to San José flight deals. Data was last updated February 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $316 (CheapOair) |
One-way from | $124 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $473 |
Good round-trip deal | $412 or less |
Good one-way deal | $335 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to San José 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 February 12, 2026.
Use the filters below to find and compare flights from Illinois to San José that are best for you.
Fly from
Illinois
Fly to
San José
Route
Depart
Return
Price
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Thu 4/16
3:21 pm-4:48 pm
3 stops26h 27m
San José Juan Santamaria Intl
Mon 4/20
5:56 pm-1:58 pm
1 stop19h 02m
$319
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Thu 4/30
3:21 pm-4:47 pm
3 stops26h 26m
San José Juan Santamaria Intl
Mon 5/4
6:19 pm-2:06 pm
1 stop18h 47m
$319
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Thu 3/5
2:22 pm-4:46 pm
3 stops26h 24m
San José Juan Santamaria Intl
Thu 3/12
11:01 am-1:04 am
1 stop13h 03m
$319
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sun 3/1
2:22 pm-4:46 pm
3 stops26h 24m
San José Juan Santamaria Intl
Sun 3/8
8:48 am-1:04 am
1 stop15h 16m
$323
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sun 3/8
3:22 pm-4:46 pm
3 stops26h 24m
San José Juan Santamaria Intl
Sun 3/15
8:48 am-1:04 am
1 stop15h 16m
$334
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Mon 3/30
3:28 pm-7:05 am
1 stop16h 37m
San José Juan Santamaria Intl
Thu 4/2
8:30 am-1:13 am
1 stop15h 43m
$336
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sun 4/19
3:05 pm-7:08 am
1 stop17h 03m
San José Juan Santamaria Intl
Sun 4/26
5:56 pm-1:50 pm
1 stop18h 54m
$336
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sun 3/15
3:22 pm-7:05 am
1 stop16h 43m
San José Juan Santamaria Intl
Thu 3/19
8:11 am-1:04 am
1 stop15h 53m
$336
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Tue 3/10
7:39 am-11:56 am
Nonstop5h 17m
San José Juan Santamaria Intl
Tue 3/17
1:05 pm-7:35 pm
Nonstop5h 30m
$344
St. LouisSan José
STL - SJO
STLSJO
Lambert-St Louis
Sat 5/9
6:53 pm-11:25 am
1 stop17h 32m
San José Juan Santamaria Intl
Wed 5/20
11:35 pm-4:33 pm
1 stop15h 58m
$360
Showing 1-10 of 60 results
Best time to book a flight from Illinois to San José
Have a flexible travel schedule? Discover the best time to fly to San José from Illinois with our price prediction graph.
ORD-SJO
MDW-SJO
STL-SJO
MLI-SJO
BMI-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 San José
USIL-SJO
ORD-SJO
MDW-SJO
STL-SJO
MLI-SJO
What is the cheapest month to book a flight from Illinois to San José?
Currently, May is the cheapest month in which you can book a flight from Illinois to San José (average of $216). Flying from Illinois to San José in March is currently the most expensive (average of $346). 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 SJO?
Find hourly flight availability from Illinois to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 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 San José as you normally would.
Weekly flight availability from Illinois to San José
Explore weekly flight availability from Illinois to San José. 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 February 12, 2026.
The most flights from USIL to SJO are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, 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 San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio
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Alternative routes for Illinois to San José
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Complete your trip
Complete your trip to San José by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Illinois to San José, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and San José flights
Browse other Illinois and San José flight options. Last updated on February 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San José
Explore flights to San José departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 12, 2026.
Illinois to San José flights
Consider these flights traveling from Illinois to San José.
Top 8 airlines flying from Illinois to San José
Discover the top 8 airlines that operate flights from Illinois to San José. 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 February 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$396 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$206 | Average$525 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$248 | Average$379 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$256 | Average$469 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$339 | Average$631 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$345 | Average$796 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$393 | Average$601 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$394 | Average$594 | FlexibilityNo cancel fee | On-time63% |