$144+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Jul 13 — Jul 201
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 June 13, 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 June 13, 2026.
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/236:10 am
SJC
- STL
1 stop8h 43m
Delta
Sat 9/2611:16 am
STL
- SJC
1 stop8h 20m
Delta
Deal found 6/10![Delta logo]()
$251
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/236:10 am
SJC
- STL
1 stop8h 43m
Delta
Mon 9/286:55 pm
STL
- SJC
1 stop6h 45m
Delta
Deal found 6/10![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/245:05 pm
SJC
- STL
1 stop5h 29m
Delta
Sat 9/2611:16 am
STL
- SJC
1 stop8h 20m
Delta
Deal found 6/10![Delta logo]()
$285
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/256:10 am
SJC
- STL
1 stop8h 43m
Delta
Sat 9/2611:16 am
STL
- SJC
1 stop8h 20m
Delta
Deal found 6/10![Delta logo]()
$287
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/155:05 pm
SJC
- STL
1 stop5h 29m
Delta
Thu 9/176:55 pm
STL
- SJC
1 stop6h 45m
Delta
Deal found 6/10![Delta logo]()
$305
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/148:30 am
SJC
- STL
2 stops8h 40m
Southwest
Wed 9/168:35 am
STL
- SJC
1 stop7h 00m
Southwest
Deal found 6/10![Southwest logo]()
$311
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/231:23 pm
SJC
- STL
1 stop7h 57m
Delta
Sun 9/276:55 pm
STL
- SJC
1 stop6h 45m
Delta
Deal found 6/10![Delta logo]()
$314
This CheapOair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/192:40 pm
SJC
- STL
1 stop24h 30m
Alaska Airlines
Fri 8/216:08 pm
STL
- SJC
1 stop16h 54m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/266:10 am
SJC
- STL
1 stop8h 43m
Delta
Sun 10/46:25 am
STL
- SJC
1 stop8h 02m
Delta
Deal found 6/11![Delta logo]()
$328
This Booking.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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.
Sat 7/42:12 pm
SJC
- ORD
1 stop12h 55m
Multiple Airlines
Tue 7/77:59 pm
ORD
- SJC
1 stop15h 27m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Tue 7/148:55 pm
MDW
- SJC
Nonstop4h 35m
Southwest
Deal found 6/10![Southwest logo]()
$330
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/1510:03 am
SJC
- ORD
1 stop6h 54m
Alaska Airlines
Sat 7/185:59 pm
ORD
- SJC
1 stop7h 56m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$330
Best flights from San Jose to IllinoisDiscover carefully curated flight deals from San Jose to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 13, 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 June 13, 2026.
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/256:10 am
SJC
- STL
1 stop8h 43m
Delta
Sat 9/2611:16 am
STL
- SJC
1 stop8h 20m
Delta
Deal found 6/10![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/148:30 am
SJC
- STL
2 stops8h 40m
Southwest
Wed 9/168:35 am
STL
- SJC
1 stop7h 00m
Southwest
Deal found 6/10![Southwest logo]()
$311
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:29 am
SJC
- ORD
1 stop8h 52m
Alaska Airlines
Tue 9/152:18 pm
ORD
- SJC
1 stop6h 51m
Alaska Airlines
Deal found 6/13![Alaska Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/179:10 am
SJC
- RFD
1 stop9h 29m
Multiple Airlines
Sun 9/209:29 pm
RFD
- SJC
1 stop18h 00m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$353
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/232:32 pm
SJC
- ORD
1 stop8h 12m
United Airlines
Tue 7/287:58 pm
ORD
- SJC
Nonstop4h 45m
United Airlines
Deal found 6/13![United Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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.
Fri 9/412:42 pm
SJC
- STL
2 stops9h 32m
American Airlines
Sat 9/55:42 am
STL
- SJC
1 stop7h 08m
American Airlines
Deal found 6/12![American Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1410:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Fri 7/178:50 pm
MDW
- SJC
Nonstop4h 40m
Southwest
Deal found 6/11![Southwest logo]()
$330
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 9/1810:10 pm
SJC
- MDW
1 stop10h 17m
Delta
Tue 9/221:47 pm
MDW
- SJC
1 stop8h 46m
Delta
Deal found 6/9![Delta logo]()
$332
This Alaska Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/143:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
Wed 7/226:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/12![Alaska Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/2012:57 pm
SJC
- RFD
2 stops21h 26m
Multiple Airlines
Sun 8/239:35 pm
RFD
- SJC
1 stop17h 42m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/1410:00 pm
SJC
- MDW
1 stop10h 05m
Delta
Tue 7/219:54 am
MDW
- SJC
2 stops9h 18m
Delta
Deal found 6/10![Delta logo]()
$344
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/276:01 am
SJC
- BMI
1 stop7h 51m
American Airlines
Wed 7/14:22 pm
BMI
- SJC
1 stop8h 53m
American Airlines
Deal found 6/12![American Airlines logo]()
$419
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:10 am
SJC
- RFD
1 stop9h 03m
Multiple Airlines
Sun 10/49:36 pm
RFD
- SJC
2 stops24h 32m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$382
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/1711:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
Sun 9/208:40 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 6/11![Southwest logo]()
$385
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/47:05 am
SJC
- ORD
1 stop8h 35m
Delta
Tue 9/87:35 am
ORD
- SJC
1 stop7h 18m
Delta
Deal found 6/11![Delta logo]()
$351
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/252:10 pm
SJC
- MLI
1 stop7h 04m
United Airlines
Sat 8/299:05 am
MLI
- SJC
1 stop6h 03m
United Airlines
Deal found 6/11![United Airlines logo]()
$449
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.
Tue 7/78:55 pm
SJC
- MDW
1 stop6h 30m
Southwest
Tue 7/145:50 pm
MDW
- SJC
2 stops7h 15m
Southwest
Deal found 6/13![Southwest logo]()
$386
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/87:00 am
SJC
- ORD
2 stops9h 57m
Delta
Mon 7/137:29 am
ORD
- SJC
1 stop8h 43m
Delta
Deal found 6/9![Delta logo]()
$355
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/182:16 pm
SJC
- STL
1 stop7h 43m
Alaska Airlines
Wed 8/199:32 am
STL
- SJC
2 stops11h 37m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$440
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/99:03 pm
SJC
- RFD
2 stops21h 36m
Multiple Airlines
Sun 9/139:29 pm
RFD
- SJC
1 stop18h 00m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$423
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/182:23 pm
SJC
- EVV
1 stop7h 08m
American Airlines
Mon 7/275:14 pm
EVV
- SJC
1 stop7h 44m
American Airlines
Deal found 6/13![American Airlines logo]()
$469
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/810:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Mon 7/136:20 pm
MDW
- SJC
1 stop7h 10m
Southwest
Deal found 6/12![Southwest logo]()
$394
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:05 pm
SJC
- STL
1 stop5h 29m
Delta
Thu 9/176:25 am
STL
- SJC
1 stop8h 02m
Delta
Deal found 6/13![Delta logo]()
$364
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/302:16 pm
SJC
- ORD
1 stop7h 43m
Alaska Airlines
Mon 7/136:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/13![Alaska Airlines logo]()
$443
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 10/276:40 am
SJC
- PIA
1 stop7h 51m
United Airlines
Sat 10/315:20 pm
PIA
- SJC
1 stop7h 16m
United Airlines
Deal found 6/9![United Airlines logo]()
$489
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/1912:49 pm
SJC
- EVV
2 stops9h 10m
American Airlines
Mon 8/245:01 pm
EVV
- SJC
1 stop7h 31m
American Airlines
Deal found 6/10![American Airlines logo]()
$474
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 9/106:55 pm
SJC
- MDW
1 stop7h 35m
Southwest
Sun 9/138:40 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 6/9![Southwest logo]()
$395
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/82:16 pm
SJC
- STL
1 stop7h 43m
Alaska Airlines
Sat 7/115:37 pm
STL
- SJC
1 stop7h 44m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$447
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/142:59 pm
SJC
- ORD
1 stop6h 19m
Delta
Sun 7/197:29 am
ORD
- SJC
1 stop8h 43m
Delta
Deal found 6/10![Delta logo]()
$370
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/126:37 pm
SJC
- MLI
3 stops13h 17m
United Airlines
Sat 8/155:09 pm
MLI
- SJC
1 stop7h 41m
United Airlines
Deal found 6/12![United Airlines logo]()
$538
Last-minute flights from San Jose to IllinoisDiscover last-minute flight deals from San Jose to Illinois. Data last updated June 13, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Illinois. Data last updated June 13, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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.
Sat 7/42:12 pm
SJC
- ORD
1 stop12h 55m
Multiple Airlines
Tue 7/77:59 pm
ORD
- SJC
1 stop15h 27m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$329
This Frontier deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Sat 7/42:12 pm
SJC
- ORD
1 stop12h 55m
Frontier
Sat 7/117:15 am
ORD
- SJC
1 stop8h 02m
Frontier
Deal found 6/11![Frontier logo]()
$338
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Tue 7/148:55 pm
MDW
- SJC
Nonstop4h 35m
Southwest
Deal found 6/10![Southwest logo]()
$330
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/710:55 pm
SJC
- MDW
Nonstop4h 05m
Southwest
Sat 7/115:10 pm
MDW
- SJC
1 stop7h 45m
Southwest
Deal found 6/9![Southwest logo]()
$340
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:03 am
SJC
- ORD
1 stop6h 54m
Alaska Airlines
Sat 7/116:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/13![Alaska Airlines logo]()
$334
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/159:09 am
SJC
- ORD
1 stop7h 48m
Alaska Airlines
Thu 7/166:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$330
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/155:01 pm
SJC
- STL
1 stop5h 40m
Delta
Wed 7/227:55 pm
STL
- SJC
1 stop5h 44m
Delta
Deal found 6/9![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/2212:40 pm
SJC
- MDW
1 stop7h 35m
Delta
Wed 7/296:00 am
MDW
- SJC
1 stop7h 30m
Delta
Deal found 6/10![Delta logo]()
$339
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/268:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Wed 7/299:13 pm
ORD
- SJC
1 stop24h 15m
Frontier
Deal found 6/13![Frontier logo]()
$333
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/262:12 pm
SJC
- STL
1 stop26h 03m
Frontier
Sun 8/27:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 6/13![Frontier logo]()
$339
This Booking.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
Mon 7/278:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Wed 7/299:13 pm
ORD
- SJC
1 stop24h 15m
Frontier
Deal found 6/9![Frontier logo]()
$332
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/274:20 pm
SJC
- MDW
1 stop6h 00m
Southwest
Wed 7/298:55 pm
MDW
- SJC
Nonstop4h 35m
Southwest
Deal found 6/9![Southwest logo]()
$336
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 June 13, 2026.
Search for one-way flight options from San Jose to Illinois. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
This Trip.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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.
Thu 8/68:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/10![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/278:23 pm
SJC
- STL
2 stops19h 42m
Frontier
Deal found 6/10![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 7/68:23 pm
SJC
- STL
2 stops19h 42m
Frontier
Deal found 6/8![Frontier logo]()
$146
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/411:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
Deal found 6/10![Southwest logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/88:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/11![Frontier logo]()
$152
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/45:12 pm
SJC
- STL
1 stop5h 29m
Delta
Deal found 6/12![Delta logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/178:23 pm
SJC
- ORD
1 stop31h 56m
Frontier
Deal found 6/9![Frontier logo]()
$153
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/157:13 am
SJC
- ORD
1 stop9h 44m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:40 am
SJC
- MDW
1 stop6h 30m
Southwest
Deal found 6/10![Southwest logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/258:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/9![Frontier logo]()
$159
This CheapOair deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/2110:03 am
SJC
- ORD
1 stop6h 54m
Alaska Airlines
Deal found 6/12![Alaska Airlines logo]()
$161
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:25 pm
SJC
- ORD
1 stop31h 54m
Frontier
Deal found 6/13![Frontier logo]()
$162
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 June 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $251 (Delta) |
One-way from | $144 (Trip.com) |
Popular in | March |
Cheapest in | February |
Average price | $475 |
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 June 13, 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 JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Fri 9/25
6:10 am-4:53 pm
1 stop8h 43m
Lambert-St Louis
Sat 9/26
11:16 am-5:36 pm
1 stop8h 20m
$287
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Mon 9/14
8:30 am-7:10 pm
2 stops8h 40m
Lambert-St Louis
Wed 9/16
8:35 am-1:35 pm
1 stop7h 00m
$311
San JoseChicago
SJC - MDW
SJCMDW
San Jose
Tue 7/14
10:55 pm-5:00 am
Nonstop4h 05m
Chicago Midway
Fri 7/17
8:50 pm-11:30 pm
Nonstop4h 40m
$330
San JoseChicago
SJC - MDW
SJCMDW
San Jose
Fri 9/18
10:10 pm-10:27 am
1 stop10h 17m
Chicago Midway
Tue 9/22
1:47 pm-8:33 pm
1 stop8h 46m
$332
San JoseChicago
SJC - ORD
SJCORD
San Jose
Fri 9/11
8:29 am-7:21 pm
1 stop8h 52m
Chicago O'Hare Intl
Tue 9/15
2:18 pm-7:09 pm
1 stop6h 51m
$334
San JoseChicago
SJC - MDW
SJCMDW
San Jose
Tue 7/14
10:00 pm-10:05 am
1 stop10h 05m
Chicago Midway
Tue 7/21
9:54 am-5:12 pm
2 stops9h 18m
$344
San JoseChicago
SJC - ORD
SJCORD
San Jose
Tue 7/14
3:15 pm-11:36 pm
1 stop6h 21m
Chicago O'Hare Intl
Wed 7/22
6:20 am-11:24 am
1 stop7h 04m
$347
San JoseChicago
SJC - ORD
SJCORD
San Jose
Fri 9/4
7:05 am-5:40 pm
1 stop8h 35m
Chicago O'Hare Intl
Tue 9/8
7:35 am-12:53 pm
1 stop7h 18m
$351
San JoseChicago
SJC - RFD
SJCRFD
San Jose
Thu 9/17
9:10 am-8:39 pm
1 stop9h 29m
Chicago Greater Rockford
Sun 9/20
9:29 pm-1:29 pm
1 stop18h 00m
$353
San JoseChicago
SJC - ORD
SJCORD
San Jose
Wed 7/8
7:00 am-6:57 pm
2 stops9h 57m
Chicago O'Hare Intl
Mon 7/13
7:29 am-2:12 pm
1 stop8h 43m
$355
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from San Jose to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from San Jose with our price prediction graph.
SJC-STL
SJC-ORD
SJC-MDW
SJC-RFD
SJC-BMI
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Jose to Illinois
SJC-USIL
SJC-STL
SJC-ORD
SJC-MDW
SJC-RFD
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 June 13, 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 June 13, 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
7.0
Comfort
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.0
Comfort
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.0
Comfort
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.0
Comfort
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.0
Comfort
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.0
Comfort
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
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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San Jose and Illinois flights
Browse other San Jose and Illinois flight options. Last updated on June 13, 2026.
Popular flight searches
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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 June 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$131 | Average$390 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$200 | Average$581 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$235 | Average$346 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$236 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$270 | Average$517 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$272 | Average$559 | FlexibilityNo cancel fee | On-time69% |