$67+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Mar 7 — Mar 141
1 adult, Economy
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Find cheap flights from San Jose to Illinois with Cheapflights
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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 5, 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 5, 2026.
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.
Thu 5/76:57 pm
SJC
- ORD
1 stop8h 34m
Multiple Airlines
Sun 5/109:18 pm
ORD
- SJC
1 stop22h 44m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$217
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:57 pm
SJC
- ORD
1 stop9h 50m
Multiple Airlines
Tue 4/283:52 pm
ORD
- SJC
1 stop19h 52m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$218
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:02 pm
SJC
- ORD
1 stop7h 47m
Multiple Airlines
Thu 3/127:40 am
ORD
- SJC
1 stop8h 36m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$221
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 2/247:00 am
SJC
- ORD
1 stop14h 59m
Alaska Airlines
Wed 2/258:20 am
ORD
- SJC
1 stop11h 13m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$223
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.
Sun 5/108:20 pm
SJC
- ORD
1 stop8h 27m
Multiple Airlines
Wed 5/138:53 pm
ORD
- SJC
1 stop23h 09m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$226
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.
Fri 5/88:20 pm
SJC
- ORD
1 stop8h 27m
Frontier
Sun 5/109:18 pm
ORD
- SJC
1 stop22h 44m
Frontier
Deal found 2/2![Frontier logo]()
$230
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/411:01 am
SJC
- STL
1 stop6h 28m
American Airlines
Wed 3/115:12 am
STL
- SJC
1 stop7h 04m
American Airlines
Deal found 2/4![American Airlines logo]()
$237
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.
Thu 4/236:57 pm
SJC
- ORD
1 stop9h 50m
Frontier
Mon 4/277:43 am
ORD
- SJC
2 stops12h 19m
Frontier
Deal found 2/2![Frontier logo]()
$237
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:43 pm
SJC
- ORD
1 stop8h 57m
Alaska Airlines
Wed 5/68:50 am
ORD
- SJC
1 stop7h 18m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:57 pm
SJC
- ORD
1 stop9h 50m
Multiple Airlines
Mon 5/116:00 am
ORD
- SJC
1 stop15h 25m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$251
This Alaska Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/282:36 pm
SJC
- ORD
1 stop7h 20m
Alaska Airlines
Thu 3/58:20 am
ORD
- SJC
1 stop7h 56m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$253
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/314:50 pm
SJC
- STL
1 stop5h 31m
Delta
Tue 4/146:45 pm
STL
- SJC
1 stop6h 56m
Delta
Deal found 2/2![Delta logo]()
$257
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 5, 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 5, 2026.
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/610:21 am
SJC
- ORD
1 stop6h 42m
Alaska Airlines
Wed 5/139:00 am
ORD
- SJC
1 stop7h 19m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$223
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/2410:50 pm
SJC
- STL
1 stop8h 15m
Delta
Tue 3/316:12 pm
STL
- SJC
1 stop7h 46m
Delta
Deal found 2/4![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 4/272:40 pm
SJC
- STL
2 stops7h 35m
Southwest
Wed 4/291:45 pm
STL
- SJC
1 stop6h 30m
Southwest
Deal found 2/3![Southwest logo]()
$301
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/32:26 pm
SJC
- BMI
1 stop6h 58m
American Airlines
Tue 3/103:45 pm
BMI
- SJC
1 stop7h 36m
American Airlines
Deal found 2/3![American Airlines logo]()
$309
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 5/412:44 pm
SJC
- ORD
1 stop8h 59m
Alaska Airlines
Mon 5/117:59 pm
ORD
- SJC
1 stop18h 04m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:45 am
SJC
- STL
2 stops9h 38m
Delta
Wed 3/117:15 am
STL
- SJC
1 stop7h 16m
Delta
Deal found 2/4![Delta logo]()
$270
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 6/36:40 am
SJC
- PIA
1 stop15h 34m
United Airlines
Wed 6/105:38 pm
PIA
- SJC
1 stop6h 58m
United Airlines
Deal found 2/3![United Airlines logo]()
$552
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/92:44 pm
SJC
- ORD
1 stop7h 15m
Alaska Airlines
Tue 5/122:13 pm
ORD
- SJC
1 stop7h 16m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$283
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 2/4![Delta logo]()
$288
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.
Thu 5/710:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Tue 5/127:30 am
MDW
- SJC
2 stops8h 15m
Southwest
Deal found 2/2![Southwest logo]()
$338
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:03 pm
SJC
- ORD
1 stop18h 08m
Alaska Airlines
Tue 3/108:20 am
ORD
- SJC
1 stop7h 53m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/146:20 am
SJC
- STL
1 stop8h 48m
Delta
Fri 3/206:12 pm
STL
- SJC
1 stop7h 46m
Delta
Deal found 2/3![Delta logo]()
$290
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.
Wed 5/69:45 am
SJC
- MDW
2 stops7h 45m
Southwest
Mon 5/116:15 am
MDW
- SJC
1 stop6h 15m
Southwest
Deal found 2/2![Southwest logo]()
$344
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1011:58 am
SJC
- ORD
2 stops9h 58m
Alaska Airlines
Tue 3/173:07 pm
ORD
- SJC
1 stop9h 49m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 5/51:40 pm
SJC
- STL
1 stop7h 54m
Delta
Fri 5/81:27 pm
STL
- SJC
1 stop7h 35m
Delta
Deal found 2/4![Delta logo]()
$290
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/181:35 pm
SJC
- STL
1 stop8h 46m
Delta
Mon 3/236:12 pm
STL
- SJC
1 stop7h 46m
Delta
Deal found 2/4![Delta logo]()
$290
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.
Thu 3/2610:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Wed 4/14:00 pm
MDW
- SJC
1 stop6h 35m
Southwest
Deal found 2/2![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 4/2710:55 pm
SJC
- STL
1 stop7h 35m
Delta
Tue 4/286:45 pm
STL
- SJC
1 stop6h 56m
Delta
Deal found 2/3![Delta logo]()
$300
This Southwest deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/159:25 pm
SJC
- MDW
1 stop6h 00m
Southwest
Sun 4/195:10 am
MDW
- SJC
2 stops8h 00m
Southwest
Deal found 2/3![Southwest logo]()
$367
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 4/212:29 pm
SJC
- ORD
1 stop7h 30m
Alaska Airlines
Tue 4/286:00 am
ORD
- SJC
2 stops9h 59m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$335
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.
Wed 3/46:00 am
SJC
- CMI
1 stop6h 24m
American Airlines
Wed 3/112:54 pm
CMI
- SJC
1 stop8h 27m
American Airlines
Deal found 2/2![American Airlines logo]()
$493
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/89:40 am
SJC
- STL
1 stop5h 27m
Delta
Mon 4/136:45 pm
STL
- SJC
1 stop6h 56m
Delta
Deal found 2/2![Delta logo]()
$300
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.
Fri 5/810:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Mon 5/118:25 pm
MDW
- SJC
Nonstop4h 35m
Southwest
Deal found 2/2![Southwest logo]()
$368
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:45 pm
SJC
- ORD
1 stop9h 14m
Alaska Airlines
Sat 2/282:07 pm
ORD
- SJC
1 stop7h 18m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$337
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 2/172:26 pm
SJC
- BMI
1 stop6h 58m
American Airlines
Sat 2/213:45 pm
BMI
- SJC
1 stop7h 45m
American Airlines
Deal found 2/2![American Airlines logo]()
$499
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 6/41:00 pm
SJC
- PIA
2 stops31h 45m
United Airlines
Tue 6/95:38 pm
PIA
- SJC
1 stop6h 58m
United Airlines
Deal found 2/3![United Airlines logo]()
$557
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/21:35 pm
SJC
- STL
1 stop8h 46m
Delta
Wed 4/156:45 pm
STL
- SJC
1 stop6h 56m
Delta
Deal found 2/2![Delta logo]()
$300
This Alaska Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/238:05 pm
SJC
- ORD
1 stop25h 54m
Alaska Airlines
Thu 2/267:00 am
ORD
- SJC
1 stop8h 42m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/33:55 pm
SJC
- PIA
2 stops16h 16m
United Airlines
Tue 3/105:25 pm
PIA
- SJC
1 stop7h 34m
United Airlines
Deal found 2/3![United Airlines logo]()
$577
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/157:15 am
SJC
- ORD
1 stop14h 37m
Delta
Wed 3/186:15 am
ORD
- SJC
2 stops11h 51m
Delta
Deal found 2/4![Delta logo]()
$310
Last-minute flights from San Jose to IllinoisDiscover last-minute flight deals from San Jose to Illinois. Data last updated February 5, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Illinois. Data last updated February 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/76:20 am
SJC
- MDW
1 stop7h 56m
Delta
Wed 2/186:00 am
MDW
- SJC
1 stop8h 39m
Delta
Deal found 2/3![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:20 am
SJC
- ORD
1 stop6h 59m
Delta
Wed 2/187:15 am
ORD
- SJC
1 stop7h 01m
Delta
Deal found 2/4![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:45 am
SJC
- ORD
2 stops8h 57m
Delta
Tue 2/172:46 pm
ORD
- SJC
1 stop8h 32m
Delta
Deal found 2/3![Delta logo]()
$262
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/1510:35 pm
SJC
- MDW
1 stop9h 19m
Delta
Wed 2/189:50 am
MDW
- SJC
2 stops9h 48m
Delta
Deal found 2/3![Delta logo]()
$262
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 2/247:00 am
SJC
- ORD
1 stop14h 59m
Alaska Airlines
Wed 2/258:20 am
ORD
- SJC
1 stop11h 13m
Alaska Airlines
Deal found 2/1![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.
Wed 2/2512:45 pm
SJC
- ORD
1 stop9h 14m
Alaska Airlines
Thu 2/265:29 pm
ORD
- SJC
1 stop17h 53m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$263
This Alaska Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 2/282:36 pm
SJC
- ORD
1 stop7h 20m
Alaska Airlines
Wed 3/43:07 pm
ORD
- SJC
1 stop9h 49m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$253
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/411:01 am
SJC
- STL
1 stop6h 28m
American Airlines
Wed 3/115:12 am
STL
- SJC
1 stop7h 04m
American Airlines
Deal found 2/4![American Airlines logo]()
$237
This Alaska Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/52:36 pm
SJC
- ORD
1 stop7h 20m
Alaska Airlines
Tue 3/177:40 am
ORD
- SJC
1 stop8h 33m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$250
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:02 pm
SJC
- ORD
1 stop7h 47m
Multiple Airlines
Thu 3/127:40 am
ORD
- SJC
1 stop8h 36m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$221
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/1110:26 am
SJC
- ORD
1 stop11h 33m
Alaska Airlines
Tue 3/177:00 am
ORD
- SJC
2 stops13h 52m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$268
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/314:50 pm
SJC
- STL
1 stop5h 31m
Delta
Tue 4/146:45 pm
STL
- SJC
1 stop6h 56m
Delta
Deal found 2/2![Delta logo]()
$257
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 5, 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 5, 2026.
This Trip.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/98:20 pm
SJC
- ORD
1 stop7h 48m
Frontier
Deal found 2/3![Frontier logo]()
$67
This Trip.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 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 2/2![Frontier logo]()
$74
This Trip.com deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 2/4![Frontier logo]()
$75
This Trip.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 4/278:20 pm
SJC
- ORD
1 stop8h 27m
Frontier
Deal found 2/3![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 5/48:20 pm
SJC
- ORD
1 stop8h 27m
Frontier
Deal found 2/3![Frontier logo]()
$81
This Trip.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/167:42 pm
SJC
- ORD
1 stop8h 26m
Frontier
Deal found 2/3![Frontier logo]()
$88
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/198:20 pm
SJC
- ORD
1 stop8h 27m
Frontier
Deal found 2/2![Frontier logo]()
$89
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 4/138:32 pm
SJC
- ORD
1 stop7h 07m
Frontier
Deal found 2/3![Frontier logo]()
$95
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.
Sun 3/18:57 pm
SJC
- MDW
2 stops24h 57m
Frontier
Deal found 2/2![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/98:20 pm
SJC
- STL
1 stop20h 51m
Frontier
Deal found 2/4![Frontier logo]()
$102
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” 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 3/510:34 am
SJC
- STL
1 stop8h 52m
Frontier
Deal found 2/3![Frontier logo]()
$109
This Priceline deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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.
Thu 2/2610:34 am
SJC
- STL
1 stop8h 52m
Frontier
Deal found 2/4![Frontier logo]()
$116
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 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $217 (Kiwi.com) |
One-way from | $67 (Trip.com) |
Popular in | December |
Cheapest in | February |
Average price | $387 |
Good round-trip deal | $349 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 5, 2026.
Use the filters below to find and compare flights from San Jose to Illinois that are best for you.
Fly from
San Jose
Fly to
Illinois
Route
Depart
Return
Price
San JoseChicago
SJC - ORD
SJCORD
San Jose
Wed 5/6
10:21 am-7:03 pm
1 stop6h 42m
Chicago O'Hare Intl
Wed 5/13
9:00 am-2:19 pm
1 stop7h 19m
$223
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Tue 3/24
10:50 pm-9:05 am
1 stop8h 15m
Lambert-St Louis
Tue 3/31
6:12 pm-11:58 pm
1 stop7h 46m
$237
San JoseChicago
SJC - ORD
SJCORD
San Jose
Mon 5/4
12:44 pm-11:43 pm
1 stop8h 59m
Chicago O'Hare Intl
Mon 5/11
7:59 pm-12:03 pm
1 stop18h 04m
$253
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Wed 3/4
11:45 am-11:23 pm
2 stops9h 38m
Lambert-St Louis
Wed 3/11
7:15 am-12:31 pm
1 stop7h 16m
$270
San JoseChicago
SJC - ORD
SJCORD
San Jose
Sat 5/9
2:44 pm-11:59 pm
1 stop7h 15m
Chicago O'Hare Intl
Tue 5/12
2:13 pm-7:29 pm
1 stop7h 16m
$283
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Sat 3/28
1:35 pm-9:31 pm
1 stop5h 56m
Lambert-St Louis
Sat 4/4
5:00 pm-9:36 pm
1 stop6h 36m
$288
San JoseChicago
SJC - ORD
SJCORD
San Jose
Fri 3/6
6:03 pm-2:11 pm
1 stop18h 08m
Chicago O'Hare Intl
Tue 3/10
8:20 am-2:13 pm
1 stop7h 53m
$288
San JoseChicago
SJC - ORD
SJCORD
San Jose
Tue 3/10
11:58 am-11:56 pm
2 stops9h 58m
Chicago O'Hare Intl
Tue 3/17
3:07 pm-10:56 pm
1 stop9h 49m
$288
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Sat 3/14
6:20 am-5:08 pm
1 stop8h 48m
Lambert-St Louis
Fri 3/20
6:12 pm-11:58 pm
1 stop7h 46m
$290
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Tue 5/5
1:40 pm-11:34 pm
1 stop7h 54m
Lambert-St Louis
Fri 5/8
1:27 pm-7:02 pm
1 stop7h 35m
$290
Showing 1-10 of 60 results
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-ORD
SJC-STL
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-ORD
SJC-STL
SJC-MDW
SJC-CMI
What is the cheapest month to book a flight from San Jose, California to Illinois?
Currently, October is the cheapest month in which you can book a flight from San Jose, California to Illinois (average of $125). 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 5, 2026.
It’s optimal to fly from San Jose, California to Illinois in the afternoon. By choosing this option you can save up to 22% 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 5, 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.
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Entertainment
7.0
Food
7.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Entertainment
7.0
Food
7.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Entertainment
7.0
Food
7.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Entertainment
7.0
Food
7.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Entertainment
7.0
Food
7.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Entertainment
7.0
Food
7.1
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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Alternative routes for San Jose to Illinois
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Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
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San Jose and Illinois flights
Browse other San Jose and Illinois flight options. Last updated on February 5, 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 5, 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$208 | Average$407 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$253 | Average$595 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$297 | Average$466 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$330 | Average$511 | FlexibilityNo cancel fee | On-time63% |