$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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
jul. 19 — jul. 261
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 junio 19, 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 junio 19, 2026.
This CheapOair deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
lun. 7/202:12 pm
SJC
- STL
1 stop25h 53m
Frontier
vie. 7/247:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/18![Frontier logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
jue. 7/302:12 pm
SJC
- STL
1 stop26h 03m
Frontier
jue. 8/67:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/15![Frontier logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
dom. 7/192:12 pm
SJC
- STL
1 stop26h 03m
Frontier
vie. 7/247:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/15![Frontier logo]()
$305
This CheapOair deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
dom. 7/262:12 pm
SJC
- STL
1 stop26h 03m
Frontier
dom. 8/97:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/18![Frontier logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
jue. 8/62:12 pm
SJC
- STL
1 stop26h 03m
Frontier
mié. 8/127:03 pm
STL
- SJC
2 stops26h 25m
Frontier
Deal found 6/18![Frontier logo]()
$326
This Gotogate deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/68:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
mié. 7/159:13 pm
ORD
- SJC
1 stop24h 15m
Frontier
Deal found 6/15![Frontier logo]()
$329
This Trip.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
lun. 7/203:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
mar. 7/286:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/14![Alaska Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
jue. 7/302:12 pm
SJC
- STL
1 stop26h 03m
Frontier
dom. 8/27:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/14![Frontier logo]()
$331
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
mié. 7/158:55 am
SJC
- STL
1 stop5h 25m
Southwest
mié. 7/225:35 am
STL
- SJC
1 stop7h 10m
Southwest
Deal found 6/14![Southwest logo]()
$332
This Booking.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
jue. 8/68:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
mié. 8/129:13 pm
ORD
- SJC
1 stop24h 15m
Frontier
Deal found 6/15![Frontier logo]()
$332
This Expedia deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
vie. 7/108:23 pm
SJC
- ORD
1 stop7h 54m
Multiple Airlines
lun. 7/137:59 pm
ORD
- SJC
1 stop15h 27m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$333
This Alaska Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
mié. 7/89:09 am
SJC
- ORD
1 stop7h 48m
Alaska Airlines
vie. 7/246:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/15![Alaska Airlines logo]()
$334
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 junio 19, 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 junio 19, 2026.
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
mar. 9/159:52 am
SJC
- BMI
2 stops10h 32m
Delta
vie. 10/24:23 pm
BMI
- SJC
1 stop7h 34m
Delta
Deal found 6/18![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
mar. 7/2110:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
mié. 7/295:50 pm
MDW
- SJC
2 stops7h 15m
Southwest
Deal found 6/15![Southwest logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
dom. 9/139:10 am
SJC
- RFD
1 stop9h 29m
Multiple Airlines
dom. 9/209:29 pm
RFD
- SJC
1 stop18h 00m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
mié. 7/227:22 pm
SJC
- CMI
2 stops13h 45m
American Airlines
mié. 7/292:46 pm
CMI
- SJC
2 stops9h 55m
American Airlines
Deal found 6/17![American Airlines logo]()
$411
This Alaska Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
mar. 7/145:02 pm
SJC
- ORD
1 stop18h 19m
Alaska Airlines
dom. 7/196:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/17![Alaska Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
jue. 9/312:51 pm
SJC
- ORD
1 stop9h 08m
United Airlines
mar. 9/88:03 pm
ORD
- SJC
Nonstop4h 47m
United Airlines
Deal found 6/15![United Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
mar. 9/155:05 pm
SJC
- STL
1 stop5h 29m
Delta
jue. 9/176:25 am
STL
- SJC
1 stop8h 02m
Delta
Deal found 6/14![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/511:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
sáb. 8/86:25 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 6/13![Southwest logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
jue. 9/179:10 am
SJC
- RFD
1 stop9h 29m
Multiple Airlines
lun. 9/218:44 pm
RFD
- SJC
2 stops25h 24m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
mié. 9/212:40 pm
SJC
- MLI
1 stop7h 39m
Delta
dom. 9/66:00 am
MLI
- SJC
1 stop7h 22m
Delta
Deal found 6/17![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
sáb. 10/311:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
mié. 10/76:05 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 6/15![Southwest logo]()
$380
This Alaska Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
mié. 7/810:03 am
SJC
- ORD
1 stop6h 54m
Alaska Airlines
dom. 7/126:20 am
ORD
- SJC
1 stop19h 34m
Alaska Airlines
Deal found 6/15![Alaska Airlines logo]()
$436
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
jue. 9/249:10 am
SJC
- RFD
1 stop9h 29m
Multiple Airlines
dom. 9/279:29 pm
RFD
- SJC
1 stop18h 00m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
mar. 10/202:08 pm
SJC
- PIA
1 stop6h 50m
United Airlines
sáb. 10/246:15 am
PIA
- SJC
1 stop7h 46m
United Airlines
Deal found 6/17![United Airlines logo]()
$449
This Southwest deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
mar. 8/2511:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
jue. 8/276:15 am
MDW
- SJC
1 stop6h 15m
Southwest
Deal found 6/18![Southwest logo]()
$386
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
sáb. 7/182:23 pm
SJC
- EVV
1 stop7h 08m
American Airlines
lun. 7/275:19 am
EVV
- SJC
1 stop7h 30m
American Airlines
Deal found 6/16![American Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
mar. 8/252:10 pm
SJC
- MLI
1 stop7h 04m
United Airlines
sáb. 8/299:05 am
MLI
- SJC
1 stop6h 03m
United Airlines
Deal found 6/14![United Airlines logo]()
$449
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
mar. 7/146:35 am
SJC
- MDW
2 stops9h 50m
Delta
vie. 7/176:00 am
MDW
- SJC
1 stop7h 30m
Delta
Deal found 6/14![Delta logo]()
$409
This Alaska Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
mar. 6/302:16 pm
SJC
- ORD
1 stop7h 43m
Alaska Airlines
sáb. 7/47:20 am
ORD
- SJC
1 stop8h 03m
Alaska Airlines
Deal found 6/14![Alaska Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
jue. 7/162:23 pm
SJC
- PIA
1 stop7h 17m
American Airlines
mié. 7/224:43 pm
PIA
- SJC
1 stop8h 15m
American Airlines
Deal found 6/18![American Airlines logo]()
$470
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
jue. 8/611:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
mié. 8/122:05 pm
MDW
- SJC
2 stops8h 15m
Southwest
Deal found 6/15![Southwest logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
jue. 7/168:23 pm
SJC
- RFD
2 stops37h 45m
Multiple Airlines
dom. 7/261:14 pm
RFD
- SJC
1 stop26h 03m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$449
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
vie. 8/211:46 pm
SJC
- ORD
1 stop5h 44m
Delta
mar. 9/18:28 am
ORD
- SJC
2 stops10h 44m
Delta
Deal found 6/14![Delta logo]()
$409
This Alaska Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
jue. 8/138:00 am
SJC
- STL
1 stop6h 37m
Alaska Airlines
mar. 8/186:02 am
STL
- SJC
2 stops15h 09m
Alaska Airlines
Deal found 6/18![Alaska Airlines logo]()
$468
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
sáb. 8/86:00 am
SJC
- BMI
2 stops8h 59m
American Airlines
vie. 8/146:32 am
BMI
- SJC
2 stops14h 01m
American Airlines
Deal found 6/16![American Airlines logo]()
$472
This Southwest deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
jue. 8/1311:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
lun. 8/178:50 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 6/17![Southwest logo]()
$399
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
mar. 7/146:30 am
SJC
- ORD
Nonstop4h 24m
United Airlines
mar. 7/217:58 pm
ORD
- SJC
Nonstop4h 45m
United Airlines
Deal found 6/17![United Airlines logo]()
$484
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
mar. 7/289:55 am
SJC
- ORD
2 stops9h 34m
Delta
vie. 7/317:29 am
ORD
- SJC
1 stop8h 43m
Delta
Deal found 6/15![Delta logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
sáb. 9/52:12 pm
SJC
- RFD
1 stop28h 27m
Multiple Airlines
jue. 9/109:29 pm
RFD
- SJC
1 stop18h 00m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$454
This Alaska Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
sáb. 7/48:00 am
SJC
- STL
1 stop6h 37m
Alaska Airlines
mié. 7/85:37 pm
STL
- SJC
1 stop7h 44m
Alaska Airlines
Deal found 6/18![Alaska Airlines logo]()
$470
Last-minute flights from San Jose to IllinoisDiscover last-minute flight deals from San Jose to Illinois. Data last updated junio 19, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Illinois. Data last updated junio 19, 2026 and is based on user searches.
This Gotogate deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/68:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
mié. 7/159:13 pm
ORD
- SJC
1 stop24h 15m
Frontier
Deal found 6/15![Frontier logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
mié. 7/89:09 am
SJC
- ORD
1 stop7h 48m
Alaska Airlines
vie. 7/246:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/15![Alaska Airlines logo]()
$334
This Booking.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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.
jue. 7/92:12 pm
SJC
- ORD
1 stop13h 25m
Multiple Airlines
sáb. 7/116:20 am
ORD
- SJC
1 stop7h 04m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$340
This Expedia deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
vie. 7/108:23 pm
SJC
- ORD
1 stop7h 54m
Multiple Airlines
lun. 7/137:59 pm
ORD
- SJC
1 stop15h 27m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
mié. 7/158:55 am
SJC
- STL
1 stop5h 25m
Southwest
mié. 7/225:35 am
STL
- SJC
1 stop7h 10m
Southwest
Deal found 6/14![Southwest logo]()
$332
This Frontier deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
jue. 7/168:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
jue. 7/237:15 am
ORD
- SJC
1 stop8h 02m
Frontier
Deal found 6/18![Frontier logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
dom. 7/192:12 pm
SJC
- STL
1 stop26h 03m
Frontier
vie. 7/247:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/15![Frontier logo]()
$305
This CheapOair deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
lun. 7/202:12 pm
SJC
- STL
1 stop25h 53m
Frontier
vie. 7/247:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/18![Frontier logo]()
$262
This Trip.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
lun. 7/203:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
mar. 7/286:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/14![Alaska Airlines logo]()
$330
This CheapOair deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
dom. 7/262:12 pm
SJC
- STL
1 stop26h 03m
Frontier
dom. 8/97:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/18![Frontier logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
jue. 7/302:12 pm
SJC
- STL
1 stop26h 03m
Frontier
jue. 8/67:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/15![Frontier logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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.
jue. 7/302:12 pm
SJC
- STL
1 stop26h 03m
Frontier
dom. 8/27:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/14![Frontier logo]()
$331
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 junio 19, 2026.
Search for one-way flight options from San Jose to Illinois. Find affordable one-way fares based on user searches. Data last updated junio 19, 2026.
This CheapOair deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
jue. 8/201:02 pm
SJC
- STL
1 stop26h 48m
Frontier
Deal found 6/18![Frontier logo]()
$137
This Frontier deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
lun. 7/208:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/17![Frontier logo]()
$144
This Expedia deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
lun. 8/102:12 pm
SJC
- ORD
1 stop13h 25m
Frontier
Deal found 6/16![Frontier logo]()
$146
This SmartFares deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/1910:12 am
SJC
- ORD
1 stop7h 09m
Alaska Airlines
Deal found 6/15![Alaska Airlines logo]()
$148
This Expedia deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
dom. 7/262:12 pm
SJC
- ORD
1 stop13h 25m
Frontier
Deal found 6/18![Frontier logo]()
$150
This Super.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
lun. 7/138:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/17![Frontier logo]()
$151
This Super.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
jue. 7/238:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/17![Frontier logo]()
$152
This Frontier deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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.
vie. 7/318:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/18![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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.
sáb. 7/188:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/15![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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.
vie. 7/38:25 pm
SJC
- ORD
1 stop31h 54m
Frontier
Deal found 6/17![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
jue. 7/302:12 pm
SJC
- ORD
1 stop13h 25m
Frontier
Deal found 6/16![Frontier logo]()
$160
This Alaska Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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.
mar. 7/287:13 am
SJC
- ORD
1 stop9h 44m
Alaska Airlines
Deal found 6/16![Alaska Airlines logo]()
$161
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 junio 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $262 (CheapOair) |
One-way from | $137 (CheapOair) |
Popular in | December |
Cheapest in | September |
Average price | $472 |
Good round-trip deal | $472 or less |
Good one-way deal | $226 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 junio 19, 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 JoseBloomington
SJC - BMI
SJCBMI
San Jose
mar. 9/15
9:52 am-10:24 pm
2 stops10h 32m
Bloomington-Normal
vie. 10/2
4:23 pm-9:57 pm
1 stop7h 34m
$354
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
mar. 9/15
5:05 pm-12:34 am
1 stop5h 29m
Lambert-St Louis
jue. 9/17
6:25 am-12:27 pm
1 stop8h 02m
$364
San JoseMoline
SJC - MLI
SJCMLI
San Jose
mié. 9/2
12:40 pm-10:19 pm
1 stop7h 39m
Moline Quad-City
dom. 9/6
6:00 am-11:22 am
1 stop7h 22m
$374
San JoseChicago
SJC - MDW
SJCMDW
San Jose
mar. 7/21
10:55 pm-5:00 am
Nonstop4h 05m
Chicago Midway
mié. 7/29
5:50 pm-11:05 pm
2 stops7h 15m
$376
Quickest round-trip
San JoseChicago
SJC - MDW
SJCMDW
San Jose
mié. 8/5
11:00 pm-5:00 am
Nonstop4h 00m
Chicago Midway
sáb. 8/8
6:25 pm-8:55 pm
Nonstop4h 30m
$380
San JoseChicago
SJC - MDW
SJCMDW
San Jose
sáb. 10/3
11:00 pm-5:00 am
Nonstop4h 00m
Chicago Midway
mié. 10/7
6:05 pm-8:35 pm
Nonstop4h 30m
$380
San JoseChicago
SJC - MDW
SJCMDW
San Jose
mar. 8/25
11:00 pm-5:00 am
Nonstop4h 00m
Chicago Midway
jue. 8/27
6:15 am-10:30 am
1 stop6h 15m
$386
San JoseChicago
SJC - MDW
SJCMDW
San Jose
jue. 8/6
11:00 pm-5:00 am
Nonstop4h 00m
Chicago Midway
mié. 8/12
2:05 pm-8:20 pm
2 stops8h 15m
$391
San JoseChicago
SJC - RFD
SJCRFD
San Jose
dom. 9/13
9:10 am-8:39 pm
1 stop9h 29m
Chicago Greater Rockford
dom. 9/20
9:29 pm-1:29 pm
1 stop18h 00m
$395
San JoseChicago
SJC - RFD
SJCRFD
San Jose
jue. 9/17
9:10 am-8:39 pm
1 stop9h 29m
Chicago Greater Rockford
lun. 9/21
8:44 pm-8:08 pm
2 stops25h 24m
$398
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-BMI
SJC-MDW
SJC-RFD
SJC-CMI
SJC-ORD
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-BMI
SJC-MDW
SJC-RFD
SJC-CMI
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 junio 19, 2026.
It’s optimal to fly from San Jose, California to Illinois at noon. 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 3 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 junio 19, 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.
Food
7.1
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.1
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.1
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.1
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.1
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.1
Overall
7.9
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
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 junio 19, 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 junio 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$131 | Average$390 | 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$517 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$280 | Average$557 | FlexibilityNo cancel fee | On-time69% |