$74+ Cheap flights from San Jose, CA (SJC) 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Mar 29 — Apr 51
1 adult, Economy
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Cheapest flights from San Jose to IllinoisExplore the most affordable flight options available from San Jose to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 27, 2026.
Explore the most affordable flight options available from San Jose to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 3/308:20 pm
SJC
- STL
1 stop12h 59m
Frontier
Thu 4/210:12 pm
STL
- SJC
1 stop23h 25m
Frontier
Deal found 2/26![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 3/308:20 pm
SJC
- STL
1 stop12h 59m
Frontier
Fri 4/312:22 pm
STL
- SJC
1 stop9h 15m
Frontier
Deal found 2/26![Frontier logo]()
$239
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 5/69:37 am
SJC
- STL
1 stop5h 49m
Delta
Sat 5/94:00 pm
STL
- SJC
1 stop6h 38m
Delta
Deal found 2/23![Delta logo]()
$257
This Alaska Airlines deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1912:23 pm
SJC
- ORD
1 stop9h 36m
Alaska Airlines
Wed 4/223:37 pm
ORD
- SJC
1 stop8h 58m
Alaska Airlines
Deal found 2/27![Alaska Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 4/168:11 pm
SJC
- ORD
1 stop7h 57m
Frontier
Sun 4/198:58 pm
ORD
- SJC
1 stop22h 46m
Frontier
Deal found 2/26![Frontier logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 4/138:32 pm
SJC
- ORD
2 stops31h 36m
Frontier
Thu 4/167:21 pm
ORD
- SJC
1 stop27h 35m
Frontier
Deal found 2/27![Frontier logo]()
$262
This Alaska Airlines deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/178:05 pm
SJC
- ORD
1 stop16h 16m
Alaska Airlines
Mon 3/237:59 pm
ORD
- SJC
1 stop24h 46m
Alaska Airlines
Deal found 2/23![Alaska Airlines logo]()
$263
This Expedia deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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.
Mon 4/276:39 pm
SJC
- ORD
1 stop9h 11m
Multiple Airlines
Wed 4/298:50 am
ORD
- SJC
2 stops12h 56m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$264
This Travelocity deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” 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.
Sun 5/108:20 pm
SJC
- ORD
1 stop8h 27m
Multiple Airlines
Fri 5/152:10 pm
ORD
- SJC
1 stop10h 49m
Multiple Airlines
Deal found 2/25![Multiple Airlines logo]()
$265
This Orbitz deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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.
Mon 5/48:22 pm
SJC
- ORD
1 stop8h 25m
Multiple Airlines
Wed 5/68:50 am
ORD
- SJC
2 stops12h 56m
Multiple Airlines
Deal found 2/24![Multiple Airlines logo]()
$266
This CheapOair deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/238:39 pm
SJC
- ORD
1 stop15h 42m
Alaska Airlines
Wed 3/254:10 pm
ORD
- SJC
1 stop8h 00m
Alaska Airlines
Deal found 2/23![Alaska Airlines logo]()
$267
This Alaska Airlines deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:00 am
SJC
- ORD
1 stop20h 39m
Alaska Airlines
Tue 3/316:00 am
ORD
- SJC
1 stop9h 35m
Alaska Airlines
Deal found 2/24![Alaska Airlines logo]()
$268
Best flights from San Jose to IllinoisDiscover carefully curated flight deals from San Jose to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 27, 2026.
Discover carefully curated flight deals from San Jose to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 27, 2026.
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 5/69:37 am
SJC
- STL
1 stop5h 49m
Delta
Sat 5/94:00 pm
STL
- SJC
1 stop6h 38m
Delta
Deal found 2/23![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 3/313:45 pm
SJC
- ORD
1 stop6h 45m
United Airlines
Tue 4/77:41 pm
ORD
- SJC
Nonstop4h 55m
United Airlines
Deal found 2/23![United Airlines logo]()
$287
This Alaska Airlines deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:59 pm
SJC
- ORD
1 stop15h 15m
Alaska Airlines
Fri 6/57:59 pm
ORD
- SJC
1 stop15h 46m
Alaska Airlines
Deal found 2/24![Alaska Airlines logo]()
$293
This Southwest deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 3/259:15 pm
SJC
- MDW
1 stop5h 45m
Southwest
Wed 4/110:30 am
MDW
- SJC
1 stop8h 35m
Southwest
Deal found 2/23![Southwest logo]()
$297
This American Airlines deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 8/37:25 pm
SJC
- CMI
2 stops13h 45m
American Airlines
Thu 8/1311:24 am
CMI
- SJC
2 stops9h 06m
American Airlines
Deal found 2/24![American Airlines logo]()
$537
This Southwest deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 4/46:15 pm
SJC
- STL
1 stop5h 40m
Southwest
Wed 4/812:15 pm
STL
- SJC
1 stop8h 05m
Southwest
Deal found 2/27![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 4/2411:00 pm
SJC
- BMI
1 stop10h 19m
Delta
Tue 4/2812:02 pm
BMI
- SJC
2 stops11h 59m
Delta
Deal found 2/26![Delta logo]()
$314
This United Airlines deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 4/163:45 pm
SJC
- ORD
1 stop6h 45m
United Airlines
Mon 4/207:41 pm
ORD
- SJC
Nonstop4h 55m
United Airlines
Deal found 2/23![United Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” 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 4/710:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Fri 4/105:25 am
MDW
- SJC
1 stop6h 55m
Southwest
Deal found 2/25![Southwest logo]()
$324
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 4/167:20 am
SJC
- ORD
2 stops11h 58m
Delta
Mon 4/207:35 am
ORD
- SJC
2 stops11h 24m
Delta
Deal found 2/23![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” 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 4/96:00 am
SJC
- ORD
2 stops8h 43m
Delta
Wed 4/157:15 am
ORD
- SJC
2 stops11h 44m
Delta
Deal found 2/25![Delta logo]()
$361
This United Airlines deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/273:45 pm
SJC
- ORD
1 stop6h 44m
United Airlines
Thu 4/307:45 pm
ORD
- SJC
Nonstop4h 56m
United Airlines
Deal found 2/23![United Airlines logo]()
$400
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 5/1311:25 am
SJC
- STL
2 stops8h 20m
Southwest
Fri 5/156:00 pm
STL
- SJC
1 stop7h 55m
Southwest
Deal found 2/24![Southwest logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/249:42 pm
SJC
- STL
1 stop24h 17m
Alaska Airlines
Mon 4/277:00 am
STL
- SJC
1 stop28h 30m
Alaska Airlines
Deal found 2/27![Alaska Airlines logo]()
$468
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 3/1610:50 pm
SJC
- MDW
1 stop9h 06m
Delta
Tue 3/242:05 pm
MDW
- SJC
1 stop8h 19m
Delta
Deal found 2/23![Delta logo]()
$368
This Southwest deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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.
Sun 5/1010:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Fri 5/158:25 pm
MDW
- SJC
Nonstop4h 35m
Southwest
Deal found 2/26![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:45 pm
SJC
- ORD
1 stop7h 59m
United Airlines
Thu 6/116:30 am
ORD
- SJC
1 stop7h 33m
United Airlines
Deal found 2/25![United Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 5/206:00 am
SJC
- BMI
1 stop7h 15m
American Airlines
Mon 5/2511:31 am
BMI
- SJC
2 stops13h 08m
American Airlines
Deal found 2/24![American Airlines logo]()
$539
This Delta deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1611:41 am
SJC
- ORD
2 stops10h 16m
Delta
Thu 5/212:00 pm
ORD
- SJC
1 stop9h 40m
Delta
Deal found 2/25![Delta logo]()
$370
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:35 am
SJC
- STL
1 stop7h 20m
Southwest
Mon 4/277:20 pm
STL
- SJC
1 stop6h 05m
Southwest
Deal found 2/24![Southwest logo]()
$378
This United Airlines deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” 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 3/2710:55 pm
SJC
- ORD
Nonstop4h 19m
United Airlines
Fri 4/37:41 pm
ORD
- SJC
Nonstop4h 55m
United Airlines
Deal found 2/25![United Airlines logo]()
$422
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 3/239:35 pm
SJC
- MDW
1 stop5h 45m
Southwest
Thu 3/2610:00 am
MDW
- SJC
1 stop6h 10m
Southwest
Deal found 2/24![Southwest logo]()
$385
This American Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 4/96:10 am
SJC
- BMI
2 stops14h 17m
American Airlines
Thu 4/166:00 am
BMI
- SJC
1 stop9h 12m
American Airlines
Deal found 2/26![American Airlines logo]()
$578
This Delta deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 3/281:35 pm
SJC
- STL
1 stop5h 56m
Delta
Sat 4/45:00 pm
STL
- SJC
1 stop6h 36m
Delta
Deal found 2/27![Delta logo]()
$399
This Alaska Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:00 am
SJC
- MLI
2 stops13h 54m
Alaska Airlines
Tue 4/285:15 am
MLI
- SJC
2 stops10h 35m
Alaska Airlines
Deal found 2/26![Alaska Airlines logo]()
$606
This United Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 4/96:30 am
SJC
- PIA
1 stop8h 14m
United Airlines
Thu 4/162:50 pm
PIA
- SJC
1 stop9h 46m
United Airlines
Deal found 2/26![United Airlines logo]()
$458
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 6/1310:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Tue 6/168:55 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 2/24![Southwest logo]()
$387
This American Airlines deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 3/116:00 am
SJC
- EVV
2 stops10h 32m
American Airlines
Sat 3/143:50 pm
EVV
- SJC
1 stop7h 31m
American Airlines
Deal found 2/26![American Airlines logo]()
$595
This Delta deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 3/1511:40 am
SJC
- ORD
1 stop10h 12m
Delta
Tue 3/171:19 pm
ORD
- SJC
2 stops10h 43m
Delta
Deal found 2/23![Delta logo]()
$415
This Southwest deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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.
Sun 6/289:55 pm
SJC
- MDW
1 stop5h 45m
Southwest
Sat 7/410:30 am
MDW
- SJC
1 stop8h 30m
Southwest
Deal found 2/27![Southwest logo]()
$407
Last-minute flights from San Jose to IllinoisDiscover last-minute flight deals from San Jose to Illinois. Data last updated February 27, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Illinois. Data last updated February 27, 2026 and is based on user searches.
This Travelocity deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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.
Mon 3/98:20 pm
SJC
- ORD
1 stop7h 48m
Multiple Airlines
Thu 3/127:40 am
ORD
- SJC
1 stop8h 36m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$281
This CheapOair deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” 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 3/1112:45 pm
SJC
- ORD
1 stop9h 14m
Alaska Airlines
Wed 3/188:20 am
ORD
- SJC
1 stop7h 38m
Alaska Airlines
Deal found 2/25![Alaska Airlines logo]()
$279
This CheapOair deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:00 am
SJC
- ORD
1 stop14h 59m
Alaska Airlines
Wed 3/188:20 am
ORD
- SJC
1 stop7h 38m
Alaska Airlines
Deal found 2/26![Alaska Airlines logo]()
$280
This CheapOair deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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.
Sun 3/157:00 am
SJC
- ORD
1 stop14h 59m
Alaska Airlines
Mon 3/237:59 pm
ORD
- SJC
1 stop17h 47m
Alaska Airlines
Deal found 2/24![Alaska Airlines logo]()
$272
This Alaska Airlines deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/178:05 pm
SJC
- ORD
1 stop16h 16m
Alaska Airlines
Mon 3/237:59 pm
ORD
- SJC
1 stop24h 46m
Alaska Airlines
Deal found 2/23![Alaska Airlines logo]()
$263
This CheapOair deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/238:39 pm
SJC
- ORD
1 stop15h 42m
Alaska Airlines
Wed 3/254:10 pm
ORD
- SJC
1 stop8h 00m
Alaska Airlines
Deal found 2/23![Alaska Airlines logo]()
$267
This Alaska Airlines deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:00 am
SJC
- ORD
1 stop20h 39m
Alaska Airlines
Tue 3/316:00 am
ORD
- SJC
1 stop9h 35m
Alaska Airlines
Deal found 2/24![Alaska Airlines logo]()
$268
This United Airlines deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 3/2510:55 pm
SJC
- ORD
Nonstop4h 19m
United Airlines
Tue 3/317:41 pm
ORD
- SJC
Nonstop4h 55m
United Airlines
Deal found 2/23![United Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 3/308:20 pm
SJC
- STL
1 stop12h 59m
Frontier
Thu 4/210:12 pm
STL
- SJC
1 stop23h 25m
Frontier
Deal found 2/26![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 2/26. Clicking the “Pick Dates” 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 3/308:20 pm
SJC
- STL
1 stop12h 59m
Frontier
Fri 4/312:22 pm
STL
- SJC
1 stop9h 15m
Frontier
Deal found 2/26![Frontier logo]()
$239
This Frontier deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:20 pm
SJC
- ORD
1 stop7h 48m
Frontier
Mon 4/612:50 pm
ORD
- SJC
1 stop8h 47m
Frontier
Deal found 2/24![Frontier logo]()
$270
This Delta deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” 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 3/316:15 pm
SJC
- ORD
1 stop17h 10m
Delta
Sat 4/45:00 pm
ORD
- SJC
1 stop6h 36m
Delta
Deal found 2/25![Delta logo]()
$278
One-way flights from San Jose to IllinoisSearch for one-way flight options from San Jose to Illinois. Find affordable one-way fares based on user searches. Data last updated February 27, 2026.
Search for one-way flight options from San Jose to Illinois. Find affordable one-way fares based on user searches. Data last updated February 27, 2026.
This Trip.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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.
Mon 5/118:20 pm
SJC
- ORD
1 stop8h 27m
Frontier
Deal found 2/24![Frontier logo]()
$74
This Trip.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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.
Mon 4/276:39 pm
SJC
- ORD
1 stop9h 11m
Frontier
Deal found 2/24![Frontier logo]()
$77
This Trip.com deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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.
Mon 5/48:22 pm
SJC
- ORD
1 stop8h 25m
Frontier
Deal found 2/27![Frontier logo]()
$79
This WAYA deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:22 pm
SJC
- ORD
1 stop7h 28m
Multiple Airlines
Deal found 2/25![Multiple Airlines logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” 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 5/1112:44 pm
SJC
- ORD
1 stop8h 59m
Alaska Airlines
Deal found 2/25![Alaska Airlines logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 4/278:22 pm
SJC
- ORD
1 stop7h 28m
Multiple Airlines
Deal found 2/24![Multiple Airlines logo]()
$85
This Trip.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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.
Mon 3/237:42 pm
SJC
- ORD
1 stop8h 26m
Frontier
Deal found 2/24![Frontier logo]()
$90
This Expedia deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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.
Tue 5/192:00 pm
SJC
- ORD
1 stop21h 14m
Alaska Airlines
Deal found 2/24![Alaska Airlines logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 4/68:32 pm
SJC
- ORD
1 stop31h 07m
Frontier
Deal found 2/24![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 5/36:39 pm
SJC
- MDW
2 stops18h 25m
Frontier
Deal found 2/24![Frontier logo]()
$107
This American Airlines deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 5/62:02 pm
SJC
- STL
1 stop6h 57m
American Airlines
Deal found 2/24![American Airlines logo]()
$119
This CheapOair deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:15 am
SJC
- STL
1 stop15h 44m
Alaska Airlines
Deal found 2/25![Alaska Airlines logo]()
$124
Find flight deals from San Jose to Illinois
Keep the following information in mind while searching for San Jose to Illinois flight deals. Data was last updated February 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $235 (Kiwi.com) |
One-way from | $74 (Trip.com) |
Popular in | December |
Cheapest in | February |
Average price | $393 |
Good round-trip deal | $348 or less |
Good one-way deal | $209 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from San Jose 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 27, 2026.
Use the filters below to find and compare flights from San Jose to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Wed 5/6
9:37 am-5:26 pm
1 stop5h 49m
Lambert-St Louis
Sat 5/9
4:00 pm-8:38 pm
1 stop6h 38m
$257
San JoseChicago
SJC - ORD
SJCORD
San Jose
Tue 3/31
3:45 pm-12:30 am
1 stop6h 45m
Chicago O'Hare Intl
Tue 4/7
7:41 pm-10:36 pm
Nonstop4h 55m
$287
San JoseChicago
SJC - ORD
SJCORD
San Jose
Mon 6/1
7:59 pm-1:14 pm
1 stop15h 15m
Chicago O'Hare Intl
Fri 6/5
7:59 pm-9:45 am
1 stop15h 46m
$293
San JoseChicago
SJC - MDW
SJCMDW
San Jose
Wed 3/25
9:15 pm-5:00 am
1 stop5h 45m
Chicago Midway
Wed 4/1
10:30 am-5:05 pm
1 stop8h 35m
$297
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Sat 4/4
6:15 pm-1:55 am
1 stop5h 40m
Lambert-St Louis
Wed 4/8
12:15 pm-6:20 pm
1 stop8h 05m
$303
San JoseBloomington
SJC - BMI
SJCBMI
San Jose
Fri 4/24
11:00 pm-11:19 am
1 stop10h 19m
Bloomington-Normal
Tue 4/28
12:02 pm-10:01 pm
2 stops11h 59m
$314
San JoseChicago
SJC - MDW
SJCMDW
San Jose
Tue 4/7
10:55 pm-5:00 am
Nonstop4h 05m
Chicago Midway
Fri 4/10
5:25 am-10:20 am
1 stop6h 55m
$324
San JoseChicago
SJC - ORD
SJCORD
San Jose
Thu 4/16
7:20 am-9:18 pm
2 stops11h 58m
Chicago O'Hare Intl
Mon 4/20
7:35 am-4:59 pm
2 stops11h 24m
$333
San JoseChicago
SJC - ORD
SJCORD
San Jose
Thu 4/16
3:45 pm-12:30 am
1 stop6h 45m
Chicago O'Hare Intl
Mon 4/20
7:41 pm-10:36 pm
Nonstop4h 55m
$336
San JoseChicago
SJC - ORD
SJCORD
San Jose
Thu 4/9
6:00 am-4:43 pm
2 stops8h 43m
Chicago O'Hare Intl
Wed 4/15
7:15 am-4:59 pm
2 stops11h 44m
$361
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from San Jose to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from San Jose with our price prediction graph.
SJC-STL
SJC-ORD
SJC-MDW
SJC-CMI
SJC-BMI
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 Jose to Illinois
SJC-USIL
SJC-STL
SJC-ORD
SJC-MDW
SJC-CMI
What is the cheapest month to book a flight from San Jose, California to Illinois?
Currently, April is the cheapest month in which you can book a flight from San Jose, California to Illinois (average of $123). Flying from San Jose, California to Illinois in December is currently the most expensive (average of $233). 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 SJC to IL?
Find hourly flight availability from San Jose 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 27, 2026.
It’s optimal to fly from San Jose, California to Illinois in the afternoon. By choosing this option you can save up to 21% on the cost of your flight, compared to a flight in the evening.
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 27, 2026.
Read through reviews of airlines operating flights from San Jose to Illinois, such as Alaska Airlines, Southwest, and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Entertainment
7.0
Food
7.1
Crew
8.5
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Overall
8.0
Entertainment
7.0
Food
7.1
Crew
8.5
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Overall
8.0
Entertainment
7.0
Food
7.1
Crew
8.5
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Overall
8.0
Entertainment
7.0
Food
7.1
Crew
8.5
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Overall
8.0
Entertainment
7.0
Food
7.1
Crew
8.5
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Overall
8.0
Entertainment
7.0
Food
7.1
Crew
8.5
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Related info for your journey
Find useful and relevant information for your journey from San Jose 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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Complete your trip
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San Jose and Illinois flights
Browse other San Jose and Illinois flight options. Last updated on February 27, 2026.
Popular flight searches
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San Jose to Illinois flights
Consider these flights traveling from San Jose to Illinois.
Top 7 airlines flying from San Jose to Illinois
Discover the top 7 airlines that operate flights from San Jose 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 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$62 | Average$244 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$125 | Average$239 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$170 | Average$315 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$200 | Average$616 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$208 | Average$407 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$297 | Average$521 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$331 | Average$506 | FlexibilityNo cancel fee | On-time63% |