$81+ Cheap flights from Illinois to San Jose, CA (SJC)
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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJC
Mar 4 — Mar 111
1 adult, Economy
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Cheapest flights from Illinois to San JoseExplore the most affordable flight options available from Illinois to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
Explore the most affordable flight options available from Illinois to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Wed 3/45:15 am
ORD
- SJC
2 stops38h 29m
Multiple Airlines
Mon 3/98:20 pm
SJC
- ORD
1 stop7h 48m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/411:51 am
ORD
- SJC
2 stops31h 53m
Frontier
Mon 3/98:20 pm
SJC
- ORD
1 stop7h 48m
Frontier
Deal found 1/31![Frontier logo]()
$192
This Expedia deal was found by Cheapflights users on 2/1. 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.
Fri 4/243:52 pm
ORD
- SJC
1 stop9h 03m
Multiple Airlines
Mon 4/278:20 pm
SJC
- ORD
1 stop8h 27m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$207
This Trip.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Tue 3/177:40 am
ORD
- SJC
1 stop8h 33m
Hawaiian Airlines
Tue 3/247:00 am
SJC
- ORD
1 stop9h 40m
Hawaiian Airlines
Deal found 1/31![Hawaiian Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Tue 3/36:02 pm
ORD
- SJC
2 stops41h 37m
Frontier
Mon 3/98:20 pm
SJC
- ORD
1 stop7h 48m
Frontier
Deal found 2/1![Frontier logo]()
$217
This Expedia deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 5/47:59 pm
ORD
- SJC
1 stop15h 45m
Multiple Airlines
Thu 5/76:57 pm
SJC
- ORD
1 stop9h 50m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$218
This CheapOair deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:21 pm
ORD
- SJC
1 stop26h 04m
Frontier
Thu 4/236:57 pm
SJC
- ORD
1 stop9h 50m
Frontier
Deal found 1/31![Frontier logo]()
$222
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Thu 3/53:07 pm
ORD
- SJC
1 stop9h 49m
Alaska Airlines
Mon 3/912:45 pm
SJC
- ORD
1 stop9h 14m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$223
This Expedia deal was found by Cheapflights users on 2/1. 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.
Sat 5/22:13 pm
ORD
- SJC
1 stop7h 14m
Multiple Airlines
Mon 5/48:20 pm
SJC
- ORD
1 stop8h 27m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$237
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 2/287:00 am
ORD
- SJC
1 stop8h 42m
Alaska Airlines
Mon 3/92:53 pm
SJC
- ORD
1 stop7h 06m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$240
This CheapOair deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/137:40 am
ORD
- SJC
1 stop17h 16m
Alaska Airlines
Tue 3/178:05 pm
SJC
- ORD
1 stop16h 16m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$250
This Expedia deal was found by Cheapflights users on 2/1. 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.
Thu 3/198:06 pm
STL
- SJC
1 stop15h 19m
Multiple Airlines
Tue 3/242:29 pm
SJC
- STL
1 stop7h 30m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$253
Best flights from Illinois to San JoseDiscover carefully curated flight deals from Illinois to San Jose that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
Discover carefully curated flight deals from Illinois to San Jose that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 3/237:59 pm
ORD
- SJC
1 stop17h 47m
Alaska Airlines
Wed 3/2510:22 am
SJC
- ORD
1 stop11h 37m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 2/1. 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.
Sat 4/185:00 pm
STL
- SJC
1 stop6h 21m
Delta
Sat 4/257:20 am
SJC
- STL
2 stops12h 11m
Delta
Deal found 2/1![Delta logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/22:47 pm
STL
- SJC
1 stop10h 12m
Hawaiian Airlines
Fri 3/67:10 pm
SJC
- STL
1 stop16h 41m
Hawaiian Airlines
Deal found 1/31![Hawaiian Airlines logo]()
$334
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:10 am
MDW
- SJC
2 stops7h 35m
Southwest
Wed 5/209:10 pm
SJC
- MDW
1 stop5h 50m
Southwest
Deal found 2/2![Southwest logo]()
$344
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 4/183:35 pm
ORD
- SJC
Nonstop4h 55m
United Airlines
Thu 4/236:30 am
SJC
- ORD
Nonstop4h 26m
United Airlines
Deal found 1/31![United Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/173:45 pm
BMI
- SJC
1 stop7h 45m
American Airlines
Sat 2/216:00 am
SJC
- BMI
1 stop7h 15m
American Airlines
Deal found 2/1![American Airlines logo]()
$469
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Wed 3/186:00 am
ORD
- SJC
1 stop9h 35m
Alaska Airlines
Wed 3/2510:22 am
SJC
- ORD
1 stop11h 37m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$283
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 7/315:00 pm
MLI
- SJC
1 stop7h 53m
Delta
Fri 8/710:20 pm
SJC
- MLI
1 stop10h 06m
Delta
Deal found 1/31![Delta logo]()
$309
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:07 pm
ORD
- SJC
1 stop9h 49m
Alaska Airlines
Sun 3/17:00 am
SJC
- ORD
1 stop14h 59m
Alaska Airlines
Deal found 1/30![Alaska Airlines logo]()
$293
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 7/3111:00 am
MLI
- SJC
1 stop9h 49m
Delta
Sun 8/910:20 pm
SJC
- MLI
1 stop10h 06m
Delta
Deal found 1/31![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 2/1. 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.
Thu 3/268:00 pm
MDW
- SJC
Nonstop4h 40m
Southwest
Wed 4/17:50 pm
SJC
- MDW
1 stop7h 50m
Southwest
Deal found 2/1![Southwest logo]()
$352
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Thu 5/77:45 pm
ORD
- SJC
Nonstop4h 56m
United Airlines
Sun 5/106:30 am
SJC
- ORD
Nonstop4h 27m
United Airlines
Deal found 2/1![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/23:36 pm
BMI
- SJC
1 stop7h 42m
Delta
Mon 3/98:35 pm
SJC
- BMI
2 stops12h 44m
Delta
Deal found 1/31![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 5/810:10 am
MDW
- SJC
Nonstop4h 35m
Southwest
Tue 5/1210:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Deal found 1/31![Southwest logo]()
$368
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Sat 3/72:07 pm
ORD
- SJC
1 stop7h 18m
Alaska Airlines
Mon 3/910:16 am
SJC
- ORD
2 stops11h 43m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$335
This Delta deal was found by Cheapflights users on 2/1. 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.
Sat 4/45:00 pm
STL
- SJC
1 stop6h 36m
Delta
Sun 4/54:50 pm
SJC
- STL
1 stop5h 31m
Delta
Deal found 2/1![Delta logo]()
$316
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
ORD
- SJC
2 stops15h 27m
Alaska Airlines
Mon 5/412:44 pm
SJC
- ORD
1 stop8h 59m
Alaska Airlines
Deal found 1/30![Alaska Airlines logo]()
$338
This Southwest deal was found by Cheapflights users on 2/1. 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.
Sat 4/2510:10 am
MDW
- SJC
2 stops7h 35m
Southwest
Sun 4/2610:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Deal found 2/1![Southwest logo]()
$379
This Delta deal was found by Cheapflights users on 2/1. 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.
Sat 4/45:00 pm
STL
- SJC
1 stop6h 36m
Delta
Mon 4/64:50 pm
SJC
- STL
1 stop5h 31m
Delta
Deal found 2/1![Delta logo]()
$316
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Wed 3/186:00 am
ORD
- SJC
1 stop9h 35m
Alaska Airlines
Sun 3/227:00 am
SJC
- ORD
1 stop14h 59m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$348
This Southwest deal was found by Cheapflights users on 2/1. 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.
Wed 3/189:00 pm
MDW
- SJC
Nonstop4h 45m
Southwest
Wed 3/2510:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Deal found 2/1![Southwest logo]()
$387
This Delta deal was found by Cheapflights users on 2/1. 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.
Wed 5/207:59 pm
STL
- SJC
1 stop5h 43m
Delta
Thu 5/288:30 pm
SJC
- STL
2 stops11h 57m
Delta
Deal found 2/1![Delta logo]()
$321
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/172:54 pm
CMI
- SJC
1 stop8h 36m
American Airlines
Sat 2/216:00 am
SJC
- CMI
1 stop6h 24m
American Airlines
Deal found 2/2![American Airlines logo]()
$536
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/910:05 am
MDW
- SJC
Nonstop4h 40m
Southwest
Thu 3/1211:40 am
SJC
- MDW
Nonstop4h 05m
Southwest
Deal found 1/31![Southwest logo]()
$387
This Delta deal was found by Cheapflights users on 2/1. 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.
Thu 3/192:22 pm
STL
- SJC
2 stops9h 56m
Delta
Tue 3/2411:40 am
SJC
- STL
2 stops10h 41m
Delta
Deal found 2/1![Delta logo]()
$323
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Fri 4/102:09 pm
ORD
- SJC
1 stop7h 23m
Alaska Airlines
Sun 4/126:15 am
SJC
- ORD
1 stop22h 24m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$375
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/22:22 pm
STL
- SJC
2 stops9h 43m
Delta
Fri 3/66:25 pm
SJC
- STL
2 stops13h 07m
Delta
Deal found 1/31![Delta logo]()
$333
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:48 am
BMI
- SJC
1 stop8h 58m
American Airlines
Sat 8/86:00 am
SJC
- BMI
1 stop7h 21m
American Airlines
Deal found 1/31![American Airlines logo]()
$593
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Fri 3/133:54 pm
ORD
- SJC
2 stops21h 00m
Alaska Airlines
Sun 3/158:00 am
SJC
- ORD
1 stop28h 11m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/85:25 pm
PIA
- SJC
1 stop7h 34m
United Airlines
Sat 3/1410:55 pm
SJC
- PIA
1 stop9h 08m
United Airlines
Deal found 1/31![United Airlines logo]()
$644
Last-minute flights from Illinois to San JoseDiscover last-minute flight deals from Illinois to San Jose. Data last updated February 2, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to San Jose. Data last updated February 2, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 2/1. 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.
Thu 2/1911:51 am
ORD
- SJC
1 stop8h 03m
Multiple Airlines
Tue 2/247:00 am
SJC
- ORD
1 stop14h 59m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$298
This CheapOair deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/233:07 pm
ORD
- SJC
1 stop20h 40m
Alaska Airlines
Thu 2/2610:24 am
SJC
- ORD
1 stop11h 35m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$273
This CheapOair deal was found by Cheapflights users on 2/1. 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.
Tue 2/242:07 pm
ORD
- SJC
2 stops10h 49m
Alaska Airlines
Wed 2/252:36 pm
SJC
- ORD
1 stop7h 20m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$295
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Wed 2/252:07 pm
ORD
- SJC
2 stops10h 49m
Alaska Airlines
Mon 3/22:53 pm
SJC
- ORD
1 stop7h 06m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$278
This CheapOair deal was found by Cheapflights users on 2/1. 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.
Wed 2/258:20 am
ORD
- SJC
1 stop11h 13m
Alaska Airlines
Sun 3/17:00 am
SJC
- ORD
1 stop14h 59m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$293
This CheapOair deal was found by Cheapflights users on 1/30. 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.
Thu 2/263:07 pm
ORD
- SJC
1 stop9h 49m
Alaska Airlines
Sun 3/17:00 am
SJC
- ORD
1 stop14h 59m
Alaska Airlines
Deal found 1/30![Alaska Airlines logo]()
$223
This CheapOair deal was found by Cheapflights users on 2/1. 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.
Thu 2/267:00 am
ORD
- SJC
1 stop8h 42m
Alaska Airlines
Wed 3/48:05 pm
SJC
- ORD
1 stop16h 53m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$263
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 2/287:00 am
ORD
- SJC
1 stop8h 42m
Alaska Airlines
Mon 3/92:53 pm
SJC
- ORD
1 stop7h 06m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$240
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Sat 2/287:00 am
ORD
- SJC
1 stop8h 42m
Alaska Airlines
Mon 3/22:53 pm
SJC
- ORD
1 stop7h 06m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$253
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 2/287:00 am
ORD
- SJC
1 stop8h 42m
Alaska Airlines
Sat 3/72:36 pm
SJC
- ORD
1 stop7h 20m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$270
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Sat 2/282:07 pm
ORD
- SJC
1 stop7h 18m
Alaska Airlines
Wed 3/117:00 am
SJC
- ORD
1 stop14h 59m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$283
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Sat 2/287:00 am
ORD
- SJC
1 stop8h 42m
Alaska Airlines
Thu 3/127:00 am
SJC
- ORD
1 stop14h 59m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$290
One-way flights from Illinois to San JoseSearch for one-way flight options from Illinois to San Jose. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
Search for one-way flight options from Illinois to San Jose. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Wed 4/299:18 pm
ORD
- SJC
1 stop22h 44m
Frontier
Deal found 2/1![Frontier logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:25 am
MDW
- SJC
2 stops32h 42m
Frontier
Deal found 2/2![Frontier logo]()
$99
This Booking.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/118:55 pm
ORD
- SJC
1 stop23h 12m
Frontier
Deal found 1/31![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:15 am
MDW
- SJC
2 stops13h 47m
Frontier
Deal found 2/2![Frontier logo]()
$102
This Trip.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Tue 3/177:40 am
ORD
- SJC
1 stop8h 33m
Hawaiian Airlines
Deal found 1/31![Hawaiian Airlines logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Sat 4/48:00 am
ORD
- SJC
1 stop12h 47m
Frontier
Deal found 2/1![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/2512:35 pm
ORD
- SJC
1 stop31h 32m
Frontier
Deal found 1/31![Frontier logo]()
$107
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/38:20 am
ORD
- SJC
1 stop7h 53m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$112
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:11 pm
STL
- SJC
1 stop21h 56m
Frontier
Deal found 2/2![Frontier logo]()
$115
This Frontier deal was found by Cheapflights users on 2/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1312:50 pm
ORD
- SJC
1 stop8h 47m
Frontier
Deal found 2/1![Frontier logo]()
$116
This CheapOair deal was found by Cheapflights users on 2/1. 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.
Mon 5/117:59 pm
ORD
- SJC
1 stop15h 45m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:02 pm
ORD
- SJC
3 stops41h 37m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$118
Find flight deals from Illinois to San Jose
Keep the following information in mind while searching for Illinois to San Jose flight deals. Data was last updated February 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $190 (Kiwi.com) |
One-way from | $81 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $433 |
Good round-trip deal | $380 or less |
Good one-way deal | $193 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to San Jose 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 2, 2026.
Use the filters below to find and compare flights from Illinois to San Jose that are best for you.
Fly from
Illinois
Fly to
San Jose
Route
Depart
Return
Price
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Mon 3/23
7:59 pm-11:46 am
1 stop17h 47m
San Jose
Wed 3/25
10:22 am-11:59 pm
1 stop11h 37m
$270
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 3/18
6:00 am-1:35 pm
1 stop9h 35m
San Jose
Wed 3/25
10:22 am-11:59 pm
1 stop11h 37m
$283
St. LouisSan Jose
STL - SJC
STLSJC
Lambert-St Louis
Sat 4/18
5:00 pm-9:21 pm
1 stop6h 21m
San Jose
Sat 4/25
7:20 am-9:31 pm
2 stops12h 11m
$285
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Thu 2/26
3:07 pm-10:56 pm
1 stop9h 49m
San Jose
Sun 3/1
7:00 am-11:59 pm
1 stop14h 59m
$293
MolineSan Jose
MLI - SJC
MLISJC
Moline Quad-City
Fri 7/31
5:00 pm-10:53 pm
1 stop7h 53m
San Jose
Fri 8/7
10:20 pm-10:26 am
1 stop10h 06m
$309
MolineSan Jose
MLI - SJC
MLISJC
Moline Quad-City
Fri 7/31
11:00 am-6:49 pm
1 stop9h 49m
San Jose
Sun 8/9
10:20 pm-10:26 am
1 stop10h 06m
$309
BloomingtonSan Jose
BMI - SJC
BMISJC
Bloomington-Normal
Mon 3/2
3:36 pm-9:18 pm
1 stop7h 42m
San Jose
Mon 3/9
8:35 pm-11:19 am
2 stops12h 44m
$314
St. LouisSan Jose
STL - SJC
STLSJC
Lambert-St Louis
Sat 4/4
5:00 pm-9:36 pm
1 stop6h 36m
San Jose
Sun 4/5
4:50 pm-12:21 am
1 stop5h 31m
$316
St. LouisSan Jose
STL - SJC
STLSJC
Lambert-St Louis
Sat 4/4
5:00 pm-9:36 pm
1 stop6h 36m
San Jose
Mon 4/6
4:50 pm-12:21 am
1 stop5h 31m
$316
St. LouisSan Jose
STL - SJC
STLSJC
Lambert-St Louis
Wed 5/20
7:59 pm-11:42 pm
1 stop5h 43m
San Jose
Thu 5/28
8:30 pm-10:27 am
2 stops11h 57m
$321
Showing 1-10 of 60 results
Best time to book a flight from Illinois to San Jose
Have a flexible travel schedule? Discover the best time to fly to San Jose from Illinois with our price prediction graph.
ORD-SJC
STL-SJC
MDW-SJC
BMI-SJC
MLI-SJC
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Illinois to San Jose
USIL-SJC
ORD-SJC
STL-SJC
MDW-SJC
BMI-SJC
What is the cheapest month to book a flight from Illinois to San Jose, California?
Currently, October is the cheapest month in which you can book a flight from Illinois to San Jose, California (average of $80). Flying from Illinois to San Jose, California in November is currently the most expensive (average of $207). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from IL to SJC?
Find hourly flight availability from Illinois to San Jose. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 2, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 37% on flights from Illinois to San Jose, California by exploring options for tickets at noon.
Related info for your journey
Find useful and relevant information for your journey from Illinois to San Jose. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Illinois to San Jose
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from Illinois to San Jose
Discover the top 7 airlines that operate flights from Illinois to San Jose. 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 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$193 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$133 | Average$201 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$189 | Average$363 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$262 | Average$366 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$288 | Average$547 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$288 | Average$594 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$333 | Average$475 | FlexibilityNo cancel fee | On-time63% |