$87+ Cheap flights from San Jose, CA (SJC) to Illinois
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Sep 13 — Sep 201
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from San Jose to Illinois with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from San Jose to Illinois
Cheapest
Best
Last-minute
One-way
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 August 14, 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 August 14, 2026.
This CheapOair deal was found by Cheapflights users on 8/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:47 pm -
1 stop10h 40m
Sat 9/1912:17 pm -
1 stop26h 26m
Deal found 8/13![Frontier logo]()
$186
This CheapOair deal was found by Cheapflights users on 8/12. 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.
Thu 9/2410:47 pm -
1 stop10h 30m
Sun 9/2712:27 pm -
1 stop26h 16m
Deal found 8/12![Frontier logo]()
$222
This Southwest deal was found by Cheapflights users on 8/11. 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 9/221:45 pm -
1 stop7h 05m
Tue 9/297:00 am -
1 stop5h 40m
Deal found 8/11![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 8/12. 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.
Mon 9/214:00 pm -
1 stop6h 40m
Sat 9/268:25 am -
1 stop9h 20m
Deal found 8/12![Southwest logo]()
$229
This Delta deal was found by Cheapflights users on 8/10. 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 9/225:13 pm -
1 stop5h 31m
Tue 9/293:52 pm -
1 stop6h 49m
Deal found 8/10![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 8/10. 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.
Thu 9/242:15 pm -
1 stop8h 35m
Tue 9/293:45 pm -
1 stop9h 20m
Deal found 8/10![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 8/11. 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.
Mon 9/145:13 pm -
1 stop5h 31m
Wed 9/162:25 pm -
1 stop5h 59m
Deal found 8/11![Delta logo]()
$249
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:59 pm -
2 stops8h 43m
Thu 11/126:00 am -
1 stop7h 06m
Deal found 8/11![American Airlines logo]()
$254
This CheapOair deal was found by Cheapflights users on 8/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1310:47 pm -
1 stop10h 30m
Wed 9/1612:17 pm -
1 stop26h 26m
Deal found 8/9![Frontier logo]()
$255
This Orbitz deal was found by Cheapflights users on 8/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:47 pm -
1 stop28h 51m
Mon 10/57:20 am -
1 stop9h 35m
Deal found 8/10![Multiple Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 8/12. 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 9/112:40 pm -
1 stop7h 56m
Sat 9/59:59 am -
1 stop9h 35m
Deal found 8/12![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 8/12. 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.
Mon 8/312:45 pm -
1 stop6h 44m
Sun 9/612:54 pm -
1 stop9h 19m
Deal found 8/12![Delta logo]()
$314
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 August 14, 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 August 14, 2026.
This Southwest deal was found by Cheapflights users on 8/12. 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.
Thu 9/242:15 pm -
1 stop8h 35m
Tue 9/297:35 am -
1 stop8h 20m
Deal found 8/12![Southwest logo]()
$229
This Delta deal was found by Cheapflights users on 8/11. 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.
Mon 9/145:13 pm -
1 stop5h 31m
Wed 9/162:25 pm -
1 stop5h 59m
Deal found 8/11![Delta logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/271:02 pm -
2 stops20h 21m
Sun 8/309:35 pm -
1 stop17h 47m
Deal found 8/13![Multiple Airlines logo]()
$415
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:30 am -
Nonstop4h 25m
Tue 9/228:59 am -
Nonstop4h 46m
Deal found 8/10![United Airlines logo]()
$417
This Alaska Airlines deal was found by Cheapflights users on 8/13. 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 11/63:11 pm -
2 stops22h 10m
Mon 11/97:00 am -
2 stops17h 31m
Deal found 8/13![Alaska Airlines logo]()
$421
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Tue 8/256:00 am -
2 stops12h 28m
Sat 8/292:47 pm -
1 stop9h 45m
Deal found 8/10![American Airlines logo]()
$496
This Southwest deal was found by Cheapflights users on 8/9. 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 10/122:35 pm -
1 stop7h 20m
Tue 11/1012:40 pm -
2 stops8h 20m
Deal found 8/9![Southwest logo]()
$250
This Southwest deal was found by Cheapflights users on 8/9. 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 10/123:35 pm -
1 stop6h 20m
Mon 11/94:50 pm -
1 stop7h 40m
Deal found 8/9![Southwest logo]()
$261
This Delta deal was found by Cheapflights users on 8/11. 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.
Sun 9/135:13 pm -
1 stop5h 31m
Tue 9/153:52 pm -
1 stop6h 49m
Deal found 8/11![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/10. 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.
Thu 9/177:35 pm -
1 stop7h 30m
Thu 9/246:15 am -
1 stop6h 15m
Deal found 8/10![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 8/13. 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.
Fri 10/302:37 pm -
1 stop6h 57m
Sun 11/17:00 am -
1 stop9h 12m
Deal found 8/13![Delta logo]()
$347
This United Airlines deal was found by Cheapflights users on 8/11. 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.
Sat 9/262:08 pm -
Nonstop4h 27m
Tue 9/297:55 pm -
Nonstop4h 47m
Deal found 8/11![United Airlines logo]()
$417
This Alaska Airlines deal was found by Cheapflights users on 8/12. 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.
Thu 10/17:29 am -
2 stops14h 30m
Fri 10/23:19 pm -
1 stop20h 22m
Deal found 8/12![Alaska Airlines logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Sun 9/61:02 pm -
2 stops21h 47m
Thu 9/109:29 pm -
1 stop17h 14m
Deal found 8/11![Multiple Airlines logo]()
$443
This Delta deal was found by Cheapflights users on 8/9. 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.
Tue 9/155:13 pm -
1 stop5h 31m
Thu 9/176:55 pm -
1 stop6h 45m
Deal found 8/9![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 8/11. 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.
Fri 9/258:10 pm -
1 stop7h 35m
Fri 10/29:50 am -
Nonstop4h 35m
Deal found 8/11![Southwest logo]()
$350
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Thu 8/276:37 pm -
3 stops16h 33m
Mon 8/315:00 am -
1 stop8h 46m
Deal found 8/12![United Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 8/9. 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.
Mon 12/146:05 am -
1 stop8h 29m
Sat 12/197:30 am -
1 stop6h 58m
Deal found 8/9![Delta logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Sun 9/61:02 pm -
2 stops21h 47m
Sun 9/139:29 pm -
1 stop17h 14m
Deal found 8/11![Multiple Airlines logo]()
$457
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 8/286:20 am -
1 stop9h 25m
Tue 9/15:40 am -
1 stop8h 06m
Deal found 8/13![United Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Tue 8/252:30 pm -
1 stop6h 57m
Sat 8/296:00 am -
1 stop9h 40m
Deal found 8/10![American Airlines logo]()
$531
This Southwest deal was found by Cheapflights users on 8/13. 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.
Thu 11/510:00 am -
2 stops8h 05m
Mon 11/95:20 pm -
2 stops7h 10m
Deal found 8/13![Southwest logo]()
$366
This Alaska Airlines deal was found by Cheapflights users on 8/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:02 am -
2 stops14h 57m
Mon 9/218:17 pm -
1 stop15h 06m
Deal found 8/10![Alaska Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Sun 10/256:30 am -
Nonstop4h 24m
Thu 10/299:02 am -
Nonstop5h 00m
Deal found 8/9![United Airlines logo]()
$437
This Southwest deal was found by Cheapflights users on 8/9. 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.
Sat 9/1211:40 am -
2 stops8h 40m
Thu 9/177:10 am -
2 stops7h 40m
Deal found 8/9![Southwest logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/271:02 pm -
2 stops20h 21m
Thu 9/39:29 pm -
1 stop17h 53m
Deal found 8/13![Multiple Airlines logo]()
$489
This Alaska Airlines deal was found by Cheapflights users on 8/12. 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.
Mon 8/242:25 pm -
1 stop7h 34m
Wed 8/262:18 pm -
1 stop6h 51m
Deal found 8/12![Alaska Airlines logo]()
$512
This Delta deal was found by Cheapflights users on 8/12. 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.
Fri 8/2810:20 pm -
1 stop10h 05m
Mon 8/316:00 am -
2 stops14h 23m
Deal found 8/12![Delta logo]()
$434
This Southwest deal was found by Cheapflights users on 8/13. 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.
Wed 10/146:25 am -
2 stops7h 40m
Sat 10/179:05 am -
2 stops8h 05m
Deal found 8/13![Southwest logo]()
$370
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Fri 8/286:20 am -
Nonstop4h 25m
Sun 8/308:03 pm -
Nonstop4h 47m
Deal found 8/9![United Airlines logo]()
$452
Last-minute flights from San Jose to IllinoisDiscover last-minute flight deals from San Jose to Illinois. Data last updated August 14, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Illinois. Data last updated August 14, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/12. 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 9/112:40 pm -
1 stop7h 56m
Sat 9/59:59 am -
1 stop9h 35m
Deal found 8/12![Delta logo]()
$314
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/42:30 pm -
1 stop7h 12m
Wed 9/92:30 pm -
1 stop5h 59m
Deal found 8/12![American Airlines logo]()
$259
This CheapOair deal was found by Cheapflights users on 8/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1310:47 pm -
1 stop10h 30m
Wed 9/1612:17 pm -
1 stop26h 26m
Deal found 8/9![Frontier logo]()
$255
This Delta deal was found by Cheapflights users on 8/11. 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.
Mon 9/145:13 pm -
1 stop5h 31m
Wed 9/162:25 pm -
1 stop5h 59m
Deal found 8/11![Delta logo]()
$249
This Southwest deal was found by Cheapflights users on 8/10. 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 9/148:20 pm -
1 stop7h 30m
Fri 9/186:15 am -
1 stop6h 15m
Deal found 8/10![Southwest logo]()
$317
This CheapOair deal was found by Cheapflights users on 8/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:47 pm -
1 stop10h 40m
Sat 9/1912:17 pm -
1 stop26h 26m
Deal found 8/13![Frontier logo]()
$186
This Southwest deal was found by Cheapflights users on 8/10. 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.
Thu 9/177:35 pm -
1 stop7h 30m
Thu 9/246:15 am -
1 stop6h 15m
Deal found 8/10![Southwest logo]()
$315
This Southwest deal was found by Cheapflights users on 8/12. 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.
Mon 9/214:00 pm -
1 stop6h 40m
Sat 9/268:25 am -
1 stop9h 20m
Deal found 8/12![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 8/11. 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 9/221:45 pm -
1 stop7h 05m
Tue 9/297:00 am -
1 stop5h 40m
Deal found 8/11![Southwest logo]()
$228
This Delta deal was found by Cheapflights users on 8/10. 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 9/225:13 pm -
1 stop5h 31m
Tue 9/293:52 pm -
1 stop6h 49m
Deal found 8/10![Delta logo]()
$237
This CheapOair deal was found by Cheapflights users on 8/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:47 pm -
1 stop10h 30m
Sun 9/2712:27 pm -
1 stop26h 16m
Deal found 8/13![Frontier logo]()
$222
This Southwest deal was found by Cheapflights users on 8/10. 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.
Thu 9/242:15 pm -
1 stop8h 35m
Tue 9/293:45 pm -
1 stop9h 20m
Deal found 8/10![Southwest logo]()
$245
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 August 14, 2026.
Search for one-way flight options from San Jose to Illinois. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
This Frontier deal was found by Cheapflights users on 8/11. 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.
Thu 9/2410:47 pm -
1 stop10h 30m
Deal found 8/11![Frontier logo]()
$87
This CheapOair deal was found by Cheapflights users on 8/12. 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.
Mon 10/51:38 pm -
1 stop19h 54m
Deal found 8/12![Frontier logo]()
$92
This Southwest deal was found by Cheapflights users on 8/9. 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.
Sat 9/196:55 am -
1 stop7h 55m
Deal found 8/9![Southwest logo]()
$114
This Southwest deal was found by Cheapflights users on 8/12. 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.
Mon 11/1611:55 am -
1 stop5h 55m
Deal found 8/12![Southwest logo]()
$115
This Delta deal was found by Cheapflights users on 8/13. 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 12/156:05 am -
1 stop8h 29m
Deal found 8/13![Delta logo]()
$119
This Southwest deal was found by Cheapflights users on 8/12. 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 10/211:05 pm -
2 stops8h 05m
Deal found 8/12![Southwest logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Fri 9/119:03 pm -
2 stops36h 14m
Deal found 8/11![Frontier logo]()
$127
This Southwest deal was found by Cheapflights users on 8/10. 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 9/1411:00 pm -
1 stop8h 35m
Deal found 8/10![Southwest logo]()
$131
This CheapOair deal was found by Cheapflights users on 8/11. 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.
Mon 8/312:17 pm -
1 stop25h 33m
Deal found 8/11![Frontier logo]()
$135
This Expedia deal was found by Cheapflights users on 8/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:38 pm -
1 stop19h 39m
Deal found 8/9![Frontier logo]()
$137
This Delta deal was found by Cheapflights users on 8/12. 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.
Thu 12/176:05 am -
1 stop8h 29m
Deal found 8/12![Delta logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 10/99:16 pm -
2 stops25h 08m
Deal found 8/13![Frontier logo]()
$166
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 August 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $186 (CheapOair) |
One-way from | $87 (Frontier) |
Popular in | March |
Cheapest in | February |
Average price | $422 |
Good round-trip deal | $387 or less |
Good one-way deal | $196 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 August 14, 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 San Jose - STL Lambert-St Louis
SJCSTL
San Jose
Thu 9/24
2:15 pm-12:50 am
1 stop8h 35m
Lambert-St Louis
Tue 9/29
7:35 am-1:55 pm
1 stop8h 20m
$229
San JoseSt. Louis
SJC San Jose - STL Lambert-St Louis
SJCSTL
San Jose
Mon 9/14
5:13 pm-12:44 am
1 stop5h 31m
Lambert-St Louis
Wed 9/16
2:25 pm-6:24 pm
1 stop5h 59m
$249
San JoseSt. Louis
SJC San Jose - STL Lambert-St Louis
SJCSTL
San Jose
Mon 10/12
2:35 pm-11:55 pm
1 stop7h 20m
Lambert-St Louis
Tue 11/10
12:40 pm-7:00 pm
2 stops8h 20m
$250
San JoseSt. Louis
SJC San Jose - STL Lambert-St Louis
SJCSTL
San Jose
Mon 10/12
3:35 pm-11:55 pm
1 stop6h 20m
Lambert-St Louis
Mon 11/9
4:50 pm-10:30 pm
1 stop7h 40m
$261
San JoseChicago
SJC San Jose - MDW Chicago Midway
SJCMDW
San Jose
Thu 9/17
7:35 pm-5:05 am
1 stop7h 30m
Chicago Midway
Thu 9/24
6:15 am-10:30 am
1 stop6h 15m
$315
San JoseSt. Louis
SJC San Jose - STL Lambert-St Louis
SJCSTL
San Jose
Sun 9/13
5:13 pm-12:44 am
1 stop5h 31m
Lambert-St Louis
Tue 9/15
3:52 pm-8:41 pm
1 stop6h 49m
$319
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Fri 10/30
2:37 pm-11:34 pm
1 stop6h 57m
Chicago O'Hare Intl
Sun 11/1
7:00 am-2:12 pm
1 stop9h 12m
$347
San JoseChicago
SJC San Jose - MDW Chicago Midway
SJCMDW
San Jose
Fri 9/25
8:10 pm-5:45 am
1 stop7h 35m
Chicago Midway
Fri 10/2
9:50 am-12:25 pm
Nonstop4h 35m
$350
San JoseChicago
SJC San Jose - MDW Chicago Midway
SJCMDW
San Jose
Thu 11/5
10:00 am-8:05 pm
2 stops8h 05m
Chicago Midway
Mon 11/9
5:20 pm-10:30 pm
2 stops7h 10m
$366
San JoseChicago
SJC San Jose - MDW Chicago Midway
SJCMDW
San Jose
Sat 9/12
11:40 am-10:20 pm
2 stops8h 40m
Chicago Midway
Thu 9/17
7:10 am-12:50 pm
2 stops7h 40m
$367
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from San Jose to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from San Jose with our price prediction graph.
SJC-STL
SJC-MDW
SJC-RFD
SJC-ORD
SJC-CMI
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Jose to Illinois
SJC-USIL
SJC-STL
SJC-MDW
SJC-RFD
SJC-ORD
What is the cheapest month to book a flight from San Jose, California to Illinois?
Currently, September is the cheapest month in which you can book a flight from San Jose, California to Illinois (average of $395). Flying from San Jose, California to Illinois in June is currently the most expensive (average of $577). 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 August 14, 2026.
It’s optimal to fly from San Jose, California to Illinois in the afternoon. By choosing this option you can save up to 21% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from San Jose, California to Illinois
Explore weekly flight availability from San Jose to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 14, 2026.
The most flights from SJC to USIL are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
How much does it cost to fly round-trip from San Jose, California to Illinois?
Airfare is below average for this route at the moment.
San Jose, California to Illinois flights typically cost between $337 and $535 in October.The cheapest round-trip price found within the last 5 days was $313 on Multiple Airlines (Oct 1-Oct 5).
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 66 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 August 14, 2026.
Read through reviews of airlines operating flights from San Jose to Illinois, such as Southwest,Alaska Airlines, andDelta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for San Jose to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San Jose to Illinois by cabin class
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 August 14, 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 August 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$131 | Average$490 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$200 | Average$661 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$236 | Average$395 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$256 | Average$344 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$270 | Average$517 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$280 | Average$562 | FlexibilityNo cancel fee | On-time69% |