$132+ Cheap flights from San José (SJO) to Illinois
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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — ORD
Mar 15 — Mar 221
1 adult, Economy
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Find cheap flights from San José to Illinois with Cheapflights
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Cheapest flights from San José to IllinoisExplore the most affordable flight options available from San José to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
Explore the most affordable flight options available from San José to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/74:18 pm
SJO
- ORD
1 stop18h 51m
Volaris
Tue 5/121:49 pm
ORD
- SJO
1 stop11h 16m
Volaris
Deal found 2/12![Volaris logo]()
$280
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.
Fri 3/612:35 pm
SJO
- STL
1 stop10h 44m
Multiple Airlines
Mon 3/94:51 pm
STL
- SJO
1 stop18h 49m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$281
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/191:31 pm
SJO
- ORD
1 stop10h 16m
Spirit Airlines
Tue 2/245:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$282
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/512:35 pm
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Mon 3/98:16 pm
ORD
- SJO
2 stops15h 24m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$288
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/41:31 pm
SJO
- ORD
1 stop10h 16m
Spirit Airlines
Sun 3/88:16 pm
ORD
- SJO
1 stop16h 06m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$289
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/281:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Wed 3/44:43 pm
ORD
- SJO
2 stops18h 57m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$290
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 2/281:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Sat 3/78:16 pm
ORD
- SJO
1 stop15h 06m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$291
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 5/212:31 pm
SJO
- ORD
1 stop10h 10m
Spirit Airlines
Sat 5/95:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$294
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.
Wed 4/1512:31 pm
SJO
- ORD
1 stop10h 10m
Spirit Airlines
Tue 4/215:32 pm
ORD
- SJO
1 stop18h 50m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$296
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/141:31 pm
SJO
- ORD
1 stop10h 16m
Spirit Airlines
Sat 2/214:43 pm
ORD
- SJO
1 stop19h 39m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$297
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:00 am
SJO
- MDW
1 stop15h 31m
Delta
Tue 3/109:35 am
MDW
- SJO
2 stops12h 40m
Delta
Deal found 2/12![Delta logo]()
$334
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.
Thu 3/512:35 pm
SJO
- MDW
1 stop24h 33m
Multiple Airlines
Mon 3/99:51 pm
MDW
- SJO
1 stop13h 49m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$341
Best flights from San José to IllinoisDiscover carefully curated flight deals from San José to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
Discover carefully curated flight deals from San José to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 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.
Fri 3/612:35 pm
SJO
- STL
1 stop10h 44m
Multiple Airlines
Mon 3/94:51 pm
STL
- SJO
1 stop18h 49m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$281
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/412:35 pm
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Sun 3/85:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$308
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.
Tue 3/35:50 am
SJO
- ORD
1 stop18h 14m
Copa Airlines
Tue 3/103:22 pm
ORD
- SJO
1 stop7h 24m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$320
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:00 am
SJO
- MDW
1 stop15h 31m
Delta
Tue 3/109:35 am
MDW
- SJO
2 stops12h 40m
Delta
Deal found 2/12![Delta logo]()
$334
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.
Fri 3/62:20 pm
SJO
- STL
2 stops20h 16m
United Airlines
Mon 3/97:00 pm
STL
- SJO
2 stops27h 32m
United Airlines
Deal found 2/9![United Airlines logo]()
$347
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/151:10 pm
SJO
- STL
1 stop8h 10m
Southwest
Tue 4/218:35 am
STL
- SJO
1 stop11h 25m
Southwest
Deal found 2/12![Southwest logo]()
$356
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.
Fri 5/111:35 pm
SJO
- STL
1 stop16h 46m
American Airlines
Tue 5/1211:06 am
STL
- SJO
1 stop9h 01m
American Airlines
Deal found 2/11![American Airlines logo]()
$365
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:22 am
SJO
- ORD
1 stop12h 25m
Multiple Airlines
Tue 3/105:15 am
ORD
- SJO
1 stop7h 07m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$298
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.
Mon 3/26:08 pm
SJO
- ORD
1 stop18h 23m
Copa Airlines
Mon 3/93:22 pm
ORD
- SJO
1 stop17h 58m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$320
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1112:20 pm
SJO
- ORD
1 stop10h 54m
Spirit Airlines
Sat 5/165:05 am
ORD
- SJO
1 stop7h 10m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$327
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.
Thu 5/77:45 am
SJO
- ORD
1 stop15h 14m
Multiple Airlines
Tue 5/128:25 am
ORD
- SJO
2 stops27h 50m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$319
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.
Tue 3/311:01 am
SJO
- ORD
1 stop13h 03m
Copa Airlines
Sun 3/83:22 pm
ORD
- SJO
1 stop17h 58m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$320
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:30 am
SJO
- STL
2 stops14h 47m
American Airlines
Tue 4/218:54 am
STL
- SJO
2 stops11h 13m
American Airlines
Deal found 2/12![American Airlines logo]()
$368
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 2/268:48 am
SJO
- ORD
1 stop15h 16m
Copa Airlines
Thu 3/123:22 pm
ORD
- SJO
1 stop16h 43m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$326
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 4/211:10 pm
SJO
- MDW
1 stop8h 55m
Southwest
Sat 4/255:00 am
MDW
- SJO
1 stop8h 15m
Southwest
Deal found 2/11![Southwest logo]()
$404
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/262:25 pm
SJO
- MDW
1 stop8h 06m
Delta
Tue 3/39:34 am
MDW
- SJO
2 stops12h 28m
Delta
Deal found 2/12![Delta logo]()
$413
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.
Fri 3/69:17 am
SJO
- ORD
2 stops14h 47m
Copa Airlines
Sun 3/83:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Deal found 2/11![Copa Airlines logo]()
$330
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 5/51:10 pm
SJO
- MDW
1 stop8h 55m
Southwest
Sat 5/95:00 am
MDW
- SJO
1 stop8h 15m
Southwest
Deal found 2/11![Southwest logo]()
$405
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/47:45 am
SJO
- MDW
1 stop30h 11m
Multiple Airlines
Sat 3/76:00 am
MDW
- SJO
3 stops12h 55m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$399
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.
Thu 3/59:17 am
SJO
- ORD
2 stops14h 47m
Copa Airlines
Sun 3/83:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Deal found 2/12![Copa Airlines logo]()
$330
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/147:00 am
SJO
- MDW
1 stop14h 31m
Delta
Tue 3/3110:45 am
MDW
- SJO
1 stop11h 30m
Delta
Deal found 2/12![Delta logo]()
$444
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.
Fri 2/275:50 am
SJO
- ORD
1 stop18h 14m
Copa Airlines
Sun 3/12:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$331
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.
Fri 5/89:00 am
SJO
- MDW
2 stops12h 20m
Southwest
Sun 5/175:00 am
MDW
- SJO
2 stops9h 00m
Southwest
Deal found 2/10![Southwest logo]()
$444
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.
Sat 2/282:25 pm
SJO
- MDW
1 stop8h 06m
Delta
Wed 3/412:45 pm
MDW
- SJO
1 stop9h 17m
Delta
Deal found 2/10![Delta logo]()
$483
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.
Fri 5/19:00 am
SJO
- MDW
2 stops12h 20m
Southwest
Mon 5/412:10 pm
MDW
- SJO
1 stop7h 50m
Southwest
Deal found 2/11![Southwest logo]()
$444
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 5/61:10 pm
SJO
- MDW
1 stop8h 55m
Southwest
Thu 5/285:35 am
MDW
- SJO
1 stop7h 35m
Southwest
Deal found 2/9![Southwest logo]()
$449
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 3/311:55 pm
SJO
- MDW
1 stop9h 00m
Southwest
Wed 4/812:15 pm
MDW
- SJO
1 stop7h 45m
Southwest
Deal found 2/11![Southwest logo]()
$490
Last-minute flights from San José to IllinoisDiscover last-minute flight deals from San José to Illinois. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from San José to Illinois. Data last updated February 13, 2026 and is based on user searches.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/141:31 pm
SJO
- ORD
1 stop10h 16m
Spirit Airlines
Sat 2/214:43 pm
ORD
- SJO
1 stop19h 39m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$297
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/191:31 pm
SJO
- ORD
1 stop10h 16m
Spirit Airlines
Tue 2/245:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$282
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.
Fri 2/201:31 pm
SJO
- ORD
1 stop10h 16m
Spirit Airlines
Sun 2/225:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$294
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/281:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Wed 3/44:43 pm
ORD
- SJO
2 stops18h 57m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$290
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 2/281:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Sat 3/78:16 pm
ORD
- SJO
1 stop15h 06m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$291
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/41:31 pm
SJO
- ORD
1 stop10h 16m
Spirit Airlines
Sun 3/88:16 pm
ORD
- SJO
1 stop16h 06m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$289
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/512:35 pm
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Mon 3/98:16 pm
ORD
- SJO
2 stops15h 24m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$288
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Thu 3/51:31 pm
SJO
- ORD
1 stop10h 16m
Spirit Airlines
Sun 3/85:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$299
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.
Thu 3/512:35 pm
SJO
- MDW
1 stop24h 33m
Multiple Airlines
Mon 3/99:51 pm
MDW
- SJO
1 stop13h 49m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$341
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.
Fri 3/612:35 pm
SJO
- STL
1 stop10h 44m
Multiple Airlines
Mon 3/94:51 pm
STL
- SJO
1 stop18h 49m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$281
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:00 am
SJO
- MDW
1 stop15h 31m
Delta
Tue 3/109:35 am
MDW
- SJO
2 stops12h 40m
Delta
Deal found 2/12![Delta logo]()
$334
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.
Tue 3/2412:19 pm
SJO
- ORD
1 stop9h 58m
Spirit Airlines
Tue 4/76:10 pm
ORD
- SJO
1 stop18h 04m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$296
One-way flights from San José to IllinoisSearch for one-way flight options from San José to Illinois. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
Search for one-way flight options from San José to Illinois. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1012:31 pm
SJO
- ORD
1 stop10h 16m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$132
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1112:31 pm
SJO
- ORD
1 stop10h 16m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$136
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:05 am
SJO
- ORD
1 stop9h 41m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$144
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/147:58 am
SJO
- ORD
1 stop9h 33m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$145
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.
Sat 3/71:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$148
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/912:31 pm
SJO
- ORD
1 stop21h 05m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$149
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:05 am
SJO
- ORD
1 stop8h 51m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$153
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.
Wed 5/1312:31 pm
SJO
- ORD
1 stop10h 10m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$164
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.
Fri 3/61:31 pm
SJO
- MDW
2 stops32h 53m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$173
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.
Tue 2/248:05 pm
SJO
- MDW
2 stops41h 51m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$178
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:45 am
SJO
- MDW
1 stop28h 56m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$197
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1411:45 am
SJO
- MDW
1 stop9h 24m
Frontier
Deal found 2/10![Frontier logo]()
$204
Find flight deals from San José to Illinois
Keep the following information in mind while searching for San José to Illinois flight deals. Data was last updated February 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $280 (eDestinos) |
One-way from | $132 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $382 |
Good round-trip deal | $299 or less |
Good one-way deal | $186 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from San José to Illinois 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 13, 2026.
Use the filters below to find and compare flights from San José to Illinois that are best for you.
Fly from
San José
Fly to
Illinois
Route
Depart
Return
Price
San JoséSt. Louis
SJO - STL
SJOSTL
San José Juan Santamaria Intl
Fri 3/6
12:35 pm-11:19 pm
1 stop10h 44m
Lambert-St Louis
Mon 3/9
4:51 pm-10:40 am
1 stop18h 49m
$281
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Fri 3/6
7:22 am-7:47 pm
1 stop12h 25m
Chicago O'Hare Intl
Tue 3/10
5:15 am-11:22 am
1 stop7h 07m
$298
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Wed 3/4
12:35 pm-11:47 pm
2 stops11h 12m
Chicago O'Hare Intl
Sun 3/8
5:15 am-11:22 am
1 stop7h 07m
$308
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 5/7
7:45 am-11:59 pm
1 stop15h 14m
Chicago O'Hare Intl
Tue 5/12
8:25 am-11:15 am
2 stops27h 50m
$319
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Tue 3/3
5:50 am-12:04 am
1 stop18h 14m
Chicago O'Hare Intl
Tue 3/10
3:22 pm-9:46 pm
1 stop7h 24m
$320
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Mon 3/2
6:08 pm-12:31 pm
1 stop18h 23m
Chicago O'Hare Intl
Mon 3/9
3:22 pm-8:20 am
1 stop17h 58m
$320
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Tue 3/3
11:01 am-12:04 am
1 stop13h 03m
Chicago O'Hare Intl
Sun 3/8
3:22 pm-8:20 am
1 stop17h 58m
$320
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 2/26
8:48 am-12:04 am
1 stop15h 16m
Chicago O'Hare Intl
Thu 3/12
3:22 pm-7:05 am
1 stop16h 43m
$326
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Mon 5/11
12:20 pm-12:14 am
1 stop10h 54m
Chicago O'Hare Intl
Sat 5/16
5:05 am-11:15 am
1 stop7h 10m
$327
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Fri 3/6
9:17 am-12:04 am
2 stops14h 47m
Chicago O'Hare Intl
Sun 3/8
3:22 pm-4:46 pm
3 stops26h 24m
$330
Showing 1-10 of 56 results
Best time to book a flight from San José to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from San José with our price prediction graph.
SJO-ORD
SJO-MDW
SJO-STL
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 San José to Illinois
SJO-USIL
SJO-ORD
SJO-MDW
SJO-STL
What is the cheapest month to book a flight from San José to Illinois?
Currently, October is the cheapest month in which you can book a flight from San José to Illinois (average of $195). Flying from San José to Illinois in March is currently the most expensive (average of $334). 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 SJO to IL?
Find hourly flight availability from San José to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 13, 2026.
When flying from San José to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from San José to Illinois
Explore weekly flight availability from San José to Illinois. 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 13, 2026.
The most flights from SJO to USIL 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).
How much does it cost to fly round-trip from San José to Illinois?
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated February 13, 2026.
Peruse reviews from past customers who have flown with Copa Airlines, United Airlines, and American Airlines from San José to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Overall
7.5
Entertainment
6.8
Comfort
7.4
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Crew
8.1
Overall
7.5
Entertainment
6.8
Comfort
7.4
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Crew
8.1
Overall
7.5
Entertainment
6.8
Comfort
7.4
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Crew
8.1
Overall
7.5
Entertainment
6.8
Comfort
7.4
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Crew
8.1
Overall
7.5
Entertainment
6.8
Comfort
7.4
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Crew
8.1
Overall
7.5
Entertainment
6.8
Comfort
7.4
Boarding
7.8
Food
6.8
Reviews
1 / 20
2.0
MediocreJuan,Dec 2025
EZE - PTY
Related info for your journey
Find useful and relevant information for your journey from San José to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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San José and Illinois flights
Browse other San José and Illinois flight options. Last updated on February 13, 2026.
Popular flight searches
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San José to Illinois flights
Consider these flights traveling from San José to Illinois.
Top 6 airlines flying from San José to Illinois
Discover the top 6 airlines that operate flights from San José to Illinois. 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$348 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$249 | Average$484 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$313 | Average$447 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$332 | Average$461 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$400 | Average$500 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$463 | Average$507 | FlexibilityNo cancel fee | On-time63% |