$137+ 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
8月 1 — 8月 81
Round-trip
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 7月 2, 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 7月 2, 2026.
This Frontier deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
木 7/302:12 pm
SJC
- STL
1 stop26h 03m
Frontier
水 8/57:03 pm
STL
- SJC
1 stop20h 14m
Frontier
Deal found 6/29![Frontier logo]()
$253
This CheapOair deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
日 8/92:12 pm
SJC
- STL
1 stop26h 03m
Frontier
日 8/167:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/30![Frontier logo]()
$262
This Expedia deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
月 10/192:24 pm
SJC
- STL
1 stop8h 53m
Frontier
水 10/215:19 pm
STL
- SJC
1 stop22h 10m
Frontier
Deal found 7/1![Frontier logo]()
$282
This CheapOair deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
金 8/142:12 pm
SJC
- STL
1 stop26h 03m
Frontier
土 8/226:45 pm
STL
- SJC
1 stop19h 22m
Frontier
Deal found 7/1![Frontier logo]()
$291
This CheapOair deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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.
土 7/252:12 pm
SJC
- STL
1 stop26h 03m
Frontier
金 7/317:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/28![Frontier logo]()
$305
This CheapOair deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
木 9/249:10 am
SJC
- STL
1 stop24h 41m
Frontier
日 9/2712:46 pm
STL
- SJC
1 stop26h 43m
Frontier
Deal found 6/30![Frontier logo]()
$317
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
土 9/127:10 am
SJC
- MDW
Nonstop4h 05m
Southwest
金 9/186:15 am
MDW
- SJC
1 stop6h 15m
Southwest
Deal found 6/29![Southwest logo]()
$328
This Frontier deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
金 9/252:24 pm
SJC
- ORD
1 stop13h 18m
Frontier
木 10/16:50 am
ORD
- SJC
1 stop8h 39m
Frontier
Deal found 6/29![Frontier logo]()
$328
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
土 9/511:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
火 9/88:30 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 6/30![Southwest logo]()
$329
This Priceline deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
土 7/188:23 pm
SJC
- ORD
1 stop7h 54m
Multiple Airlines
火 7/212:20 pm
ORD
- SJC
1 stop6h 51m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$329
This CheapOair deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
日 7/192:12 pm
SJC
- STL
1 stop26h 03m
Frontier
水 7/227:03 pm
STL
- SJC
1 stop20h 14m
Frontier
Deal found 7/1![Frontier logo]()
$330
This Trip.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
金 8/147:13 am
SJC
- ORD
1 stop9h 44m
Alaska Airlines
金 8/216:01 am
ORD
- SJC
1 stop9h 44m
Alaska Airlines
Deal found 6/30![Alaska Airlines logo]()
$330
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 7月 2, 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 7月 2, 2026.
This Alaska Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
土 8/2210:12 am
SJC
- ORD
1 stop7h 09m
Alaska Airlines
金 8/286:01 am
ORD
- SJC
1 stop9h 44m
Alaska Airlines
Deal found 7/1![Alaska Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 6/27. 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.
水 8/55:10 pm
SJC
- STL
1 stop5h 31m
Delta
水 8/196:20 am
STL
- SJC
1 stop8h 07m
Delta
Deal found 6/27![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
水 9/96:30 am
SJC
- ORD
Nonstop4h 25m
United Airlines
土 9/128:59 am
ORD
- SJC
Nonstop4h 46m
United Airlines
Deal found 6/29![United Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
火 7/2810:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
水 8/128:30 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 6/29![Southwest logo]()
$342
This American Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
月 7/202:23 pm
SJC
- PIA
1 stop7h 17m
American Airlines
月 7/274:43 pm
PIA
- SJC
1 stop8h 15m
American Airlines
Deal found 6/30![American Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
木 10/152:24 pm
SJC
- RFD
2 stops19h 03m
Multiple Airlines
日 10/189:33 pm
RFD
- SJC
1 stop17h 56m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
土 10/241:40 pm
SJC
- STL
1 stop5h 19m
Delta
土 10/317:55 am
STL
- SJC
1 stop6h 52m
Delta
Deal found 7/1![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
火 10/206:30 am
SJC
- ORD
Nonstop4h 22m
United Airlines
水 10/217:55 pm
ORD
- SJC
Nonstop4h 47m
United Airlines
Deal found 6/30![United Airlines logo]()
$337
This Alaska Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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.
金 10/27:29 am
SJC
- ORD
1 stop9h 52m
Alaska Airlines
日 10/47:20 am
ORD
- SJC
1 stop9h 34m
Alaska Airlines
Deal found 6/28![Alaska Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 6/27. 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.
水 8/199:55 am
SJC
- MDW
Nonstop4h 05m
Southwest
月 8/246:15 am
MDW
- SJC
1 stop6h 15m
Southwest
Deal found 6/27![Southwest logo]()
$350
This American Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
水 8/1912:49 pm
SJC
- MLI
2 stops9h 19m
American Airlines
金 8/287:33 am
MLI
- SJC
2 stops13h 00m
American Airlines
Deal found 6/30![American Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
水 9/96:10 am
SJC
- STL
1 stop8h 37m
Delta
水 9/166:15 am
STL
- SJC
1 stop8h 12m
Delta
Deal found 6/29![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
水 8/266:37 pm
SJC
- ORD
2 stops10h 53m
United Airlines
土 8/293:56 pm
ORD
- SJC
1 stop7h 01m
United Airlines
Deal found 7/1![United Airlines logo]()
$362
This Alaska Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
火 9/297:02 am
SJC
- STL
1 stop8h 08m
Alaska Airlines
水 9/303:19 pm
STL
- SJC
1 stop9h 38m
Alaska Airlines
Deal found 7/1![Alaska Airlines logo]()
$364
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
火 7/218:05 pm
SJC
- MDW
1 stop7h 15m
Southwest
火 7/285:50 pm
MDW
- SJC
2 stops7h 15m
Southwest
Deal found 6/29![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
金 8/2112:35 pm
SJC
- MDW
1 stop8h 01m
Delta
火 9/11:51 pm
MDW
- SJC
1 stop8h 33m
Delta
Deal found 6/29![Delta logo]()
$342
This American Airlines deal was found by Cheapflights users on 6/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
水 9/306:00 am
SJC
- MLI
1 stop8h 03m
American Airlines
土 10/37:15 am
MLI
- SJC
1 stop8h 23m
American Airlines
Deal found 6/27![American Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 6/27. 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.
水 8/58:00 am
SJC
- STL
1 stop8h 15m
Southwest
水 8/199:05 am
STL
- SJC
2 stops7h 25m
Southwest
Deal found 6/27![Southwest logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
木 9/109:10 am
SJC
- RFD
1 stop9h 29m
Multiple Airlines
木 9/179:29 pm
RFD
- SJC
1 stop18h 00m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$447
This Alaska Airlines deal was found by Cheapflights users on 6/27. 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.
木 7/233:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
金 7/246:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/27![Alaska Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 6/27. 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.
水 9/3012:46 pm
SJC
- MLI
1 stop7h 44m
Delta
土 10/311:19 am
MLI
- SJC
2 stops12h 49m
Delta
Deal found 6/27![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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.
土 10/108:30 am
SJC
- MDW
2 stops7h 35m
Southwest
水 10/1410:00 am
MDW
- SJC
2 stops7h 30m
Southwest
Deal found 6/28![Southwest logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
木 10/19:10 am
SJC
- RFD
1 stop9h 03m
Multiple Airlines
木 10/298:20 pm
RFD
- SJC
1 stop19h 09m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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.
火 7/1411:47 am
SJC
- MLI
1 stop9h 43m
American Airlines
土 7/184:44 pm
MLI
- SJC
1 stop8h 14m
American Airlines
Deal found 6/28![American Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
金 8/212:10 pm
SJC
- ORD
Nonstop4h 25m
United Airlines
火 9/18:03 pm
ORD
- SJC
Nonstop4h 47m
United Airlines
Deal found 6/30![United Airlines logo]()
$422
This Alaska Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
金 8/218:29 am
SJC
- ORD
1 stop8h 52m
Alaska Airlines
火 9/12:22 pm
ORD
- SJC
2 stops10h 34m
Alaska Airlines
Deal found 7/1![Alaska Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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.
水 8/125:10 pm
SJC
- STL
1 stop5h 31m
Delta
日 8/167:45 pm
STL
- SJC
1 stop5h 59m
Delta
Deal found 6/28![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
木 8/201:25 pm
SJC
- MDW
1 stop6h 35m
Southwest
月 8/246:15 am
MDW
- SJC
1 stop6h 15m
Southwest
Deal found 6/29![Southwest logo]()
$374
This American Airlines deal was found by Cheapflights users on 6/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
金 9/412:42 pm
SJC
- PIA
2 stops9h 17m
American Airlines
土 9/54:43 pm
PIA
- SJC
1 stop7h 49m
American Airlines
Deal found 6/27![American Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
水 9/96:10 am
SJC
- STL
1 stop8h 37m
Delta
日 9/136:15 am
STL
- SJC
1 stop8h 12m
Delta
Deal found 6/30![Delta logo]()
$364
Last-minute flights from San Jose to IllinoisDiscover last-minute flight deals from San Jose to Illinois. Data last updated 7月 2, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Illinois. Data last updated 7月 2, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
土 7/188:23 pm
SJC
- ORD
1 stop7h 54m
Multiple Airlines
火 7/212:20 pm
ORD
- SJC
1 stop6h 51m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$329
This CheapOair deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
日 7/192:12 pm
SJC
- STL
1 stop26h 03m
Frontier
水 7/227:03 pm
STL
- SJC
1 stop20h 14m
Frontier
Deal found 7/1![Frontier logo]()
$330
This CheapOair deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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.
土 7/252:12 pm
SJC
- STL
1 stop26h 03m
Frontier
金 7/317:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/28![Frontier logo]()
$305
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
火 7/288:55 pm
SJC
- MDW
1 stop6h 30m
Southwest
火 8/48:30 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 6/30![Southwest logo]()
$332
This Frontier deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
木 7/302:12 pm
SJC
- STL
1 stop26h 03m
Frontier
水 8/57:03 pm
STL
- SJC
1 stop20h 14m
Frontier
Deal found 6/29![Frontier logo]()
$253
This Expedia deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
木 8/62:12 pm
SJC
- ORD
1 stop13h 25m
Frontier
日 8/99:13 pm
ORD
- SJC
1 stop24h 15m
Frontier
Deal found 6/29![Frontier logo]()
$328
This United Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
金 8/71:10 pm
SJC
- ORD
1 stop9h 35m
United Airlines
水 8/128:03 pm
ORD
- SJC
Nonstop4h 47m
United Airlines
Deal found 6/29![United Airlines logo]()
$332
This CheapOair deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
日 8/92:12 pm
SJC
- STL
1 stop26h 03m
Frontier
日 8/167:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/30![Frontier logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
月 8/108:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
月 8/177:29 am
ORD
- SJC
2 stops13h 59m
Frontier
Deal found 6/29![Frontier logo]()
$331
This CheapOair deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
金 8/142:12 pm
SJC
- STL
1 stop26h 03m
Frontier
土 8/226:45 pm
STL
- SJC
1 stop19h 22m
Frontier
Deal found 7/1![Frontier logo]()
$291
This Trip.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
金 8/147:13 am
SJC
- ORD
1 stop9h 44m
Alaska Airlines
金 8/216:01 am
ORD
- SJC
1 stop9h 44m
Alaska Airlines
Deal found 6/30![Alaska Airlines logo]()
$330
This Alaska Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
金 8/218:17 pm
SJC
- ORD
1 stop15h 05m
Alaska Airlines
火 9/16:01 am
ORD
- SJC
1 stop9h 29m
Alaska Airlines
Deal found 7/1![Alaska Airlines logo]()
$333
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 7月 2, 2026.
Search for one-way flight options from San Jose to Illinois. Find affordable one-way fares based on user searches. Data last updated 7月 2, 2026.
This CheapOair deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
金 8/72:12 pm
SJC
- STL
1 stop26h 03m
Frontier
Deal found 6/29![Frontier logo]()
$137
This Expedia deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
木 8/132:12 pm
SJC
- ORD
1 stop13h 25m
Frontier
Deal found 6/30![Frontier logo]()
$150
This Super.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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.
金 7/248:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/28![Frontier logo]()
$151
This Super.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
月 7/208:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/29![Frontier logo]()
$152
This Frontier deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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.
木 8/208:14 pm
SJC
- ORD
1 stop7h 45m
Frontier
Deal found 6/28![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
月 8/318:14 pm
SJC
- ORD
2 stops39h 22m
Frontier
Deal found 6/30![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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.
木 7/302:12 pm
SJC
- ORD
1 stop13h 25m
Frontier
Deal found 6/28![Frontier logo]()
$160
This Priceline deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
月 10/192:24 pm
SJC
- STL
1 stop8h 53m
Frontier
Deal found 7/1![Frontier logo]()
$161
This United Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
水 7/221:10 pm
SJC
- ORD
1 stop9h 35m
United Airlines
Deal found 6/29![United Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
土 8/158:23 pm
SJC
- MDW
2 stops22h 09m
Frontier
Deal found 7/1![Frontier logo]()
$163
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
土 8/1511:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
Deal found 7/1![Southwest logo]()
$165
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
土 8/152:10 pm
SJC
- ORD
Nonstop4h 25m
United Airlines
Deal found 7/1![United Airlines logo]()
$165
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 7月 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $253 (Frontier) |
One-way from | $137 (CheapOair) |
Popular in | December |
Cheapest in | September |
Average price | $502 |
Good round-trip deal | $472 or less |
Good one-way deal | $236 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 7月 2, 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
Cheapest round-trip
San JoseChicago
SJC - ORD
SJCORD
San Jose
土 8/22
10:12 am-7:21 pm
1 stop7h 09m
Chicago O'Hare Intl
金 8/28
6:01 am-1:45 pm
1 stop9h 44m
$333
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
水 8/5
5:10 pm-12:41 am
1 stop5h 31m
Lambert-St Louis
水 8/19
6:20 am-12:27 pm
1 stop8h 07m
$337
San JoseChicago
SJC - ORD
SJCORD
San Jose
水 9/9
6:30 am-12:55 pm
Nonstop4h 25m
Chicago O'Hare Intl
土 9/12
8:59 am-11:45 am
Nonstop4h 46m
$337
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
土 10/24
1:40 pm-8:59 pm
1 stop5h 19m
Lambert-St Louis
土 10/31
7:55 am-12:47 pm
1 stop6h 52m
$337
San JoseChicago
SJC - ORD
SJCORD
San Jose
火 10/20
6:30 am-12:52 pm
Nonstop4h 22m
Chicago O'Hare Intl
水 10/21
7:55 pm-10:42 pm
Nonstop4h 47m
$337
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
水 9/9
6:10 am-4:47 pm
1 stop8h 37m
Lambert-St Louis
水 9/16
6:15 am-12:27 pm
1 stop8h 12m
$337
Quickest round-trip
San JoseChicago
SJC - MDW
SJCMDW
San Jose
火 7/28
10:55 pm-5:00 am
Nonstop4h 05m
Chicago Midway
水 8/12
8:30 pm-11:00 pm
Nonstop4h 30m
$342
San JoseChicago
SJC - MDW
SJCMDW
San Jose
金 8/21
12:35 pm-10:36 pm
1 stop8h 01m
Chicago Midway
火 9/1
1:51 pm-8:24 pm
1 stop8h 33m
$342
San JoseChicago
SJC - ORD
SJCORD
San Jose
金 10/2
7:29 am-7:21 pm
1 stop9h 52m
Chicago O'Hare Intl
日 10/4
7:20 am-2:54 pm
1 stop9h 34m
$347
San JosePeoria
SJC - PIA
SJCPIA
San Jose
月 7/20
2:23 pm-11:40 pm
1 stop7h 17m
Greater Peoria
月 7/27
4:43 pm-10:58 pm
1 stop8h 15m
$349
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-MDW
SJC-ORD
SJC-PIA
SJC-RFD
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-MDW
SJC-ORD
SJC-PIA
What is the cheapest month to book a flight from San Jose, California to Illinois?
Currently, March is the cheapest month in which you can book a flight from San Jose, California to Illinois (average of $95). Flying from San Jose, California to Illinois in April is currently the most expensive (average of $265). 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 7月 2, 2026.
It’s optimal to fly from San Jose, California to Illinois in the afternoon. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight in the evening.
How much does it cost to fly round-trip from San Jose, California to Illinois?
How far ahead should I book a flight from San Jose, California to Illinois?
The price you pay for your flight from San Jose, California to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 78 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 7月 2, 2026.
Read through reviews of airlines operating flights from San Jose to Illinois, such as Alaska Airlines,Southwest, andDelta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.1
Overall
7.9
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.1
Overall
7.9
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.1
Overall
7.9
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.1
Overall
7.9
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.1
Overall
7.9
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.1
Overall
7.9
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
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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Find flights from San Jose to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Jose and Illinois flights
Browse other San Jose and Illinois flight options. Last updated on 7月 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San Jose to Illinois flights
Consider these flights traveling from San Jose to Illinois.
Top 6 airlines flying from San Jose to Illinois
Discover the top 6 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 7月 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$157 | Average$490 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$346 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$236 | Average$395 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$253 | Average$630 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$525 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$294 | Average$563 | FlexibilityNo cancel fee | On-time69% |