$132+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Sep 25 — Oct 21
Round-trip
1 adult, Economy
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Find cheap flights from San Jose to Illinois with Cheapflights
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Cheapest flights from San Jose to IllinoisExplore the most affordable flight options available from San Jose to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 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 26, 2026.
This CheapOair deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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
Wed 10/712:17 pm -
1 stop27h 03m
Deal found 8/21![Frontier logo]()
$275
This Orbitz deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/171:38 pm -
1 stop19h 49m
Sun 9/2012:27 pm -
1 stop26h 16m
Deal found 8/21![Frontier logo]()
$282
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 8/24![Frontier logo]()
$292
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/308:00 am -
2 stops7h 25m
Sat 11/146:10 pm -
Nonstop4h 45m
Deal found 8/24![Southwest logo]()
$298
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/510:20 am -
2 stops8h 15m
Wed 10/76:25 am -
1 stop6h 55m
Deal found 8/25![Southwest logo]()
$299
This Expedia deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:29 am -
1 stop9h 52m
Thu 10/88:01 pm -
1 stop26h 20m
Deal found 8/25![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/82:15 pm -
2 stops14h 19m
Thu 10/158:01 pm -
1 stop26h 20m
Deal found 8/24![Frontier logo]()
$301
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/25:15 pm -
1 stop5h 40m
Mon 10/57:00 am -
1 stop7h 45m
Deal found 8/25![Southwest logo]()
$302
This Expedia deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/241:38 pm -
1 stop14h 00m
Sat 9/261:03 pm -
2 stops11h 53m
Deal found 8/25![Multiple Airlines logo]()
$302
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/247:35 pm -
1 stop7h 30m
Sat 9/262:15 pm -
2 stops9h 05m
Deal found 8/24![Southwest logo]()
$303
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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
Thu 10/17:55 pm -
Nonstop4h 47m
Deal found 8/25![United Airlines logo]()
$303
This Alaska Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/303:51 pm -
1 stop19h 34m
Mon 11/27:57 pm -
1 stop15h 24m
Deal found 8/26![Alaska Airlines logo]()
$304
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 26, 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 26, 2026.
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/36:45 pm -
1 stop7h 45m
Tue 10/61:05 pm -
2 stops7h 55m
Deal found 8/24![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 11/107:21 am -
2 stops11h 57m
Wed 11/112:31 pm -
1 stop9h 41m
Deal found 8/25![Delta logo]()
$330
This Alaska Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 11/193:11 pm -
1 stop6h 38m
Sun 11/222:16 pm -
1 stop7h 36m
Deal found 8/23![Alaska Airlines logo]()
$333
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/62:08 pm -
Nonstop4h 27m
Tue 10/207:55 pm -
Nonstop4h 47m
Deal found 8/23![United Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/82:30 pm -
1 stop6h 23m
Sat 9/124:24 pm -
1 stop7h 37m
Deal found 8/24![American Airlines logo]()
$429
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 11/101:00 pm -
1 stop5h 59m
Wed 11/115:00 am -
1 stop9h 02m
Deal found 8/25![United Airlines logo]()
$342
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 11/1911:10 am -
Nonstop4h 05m
Tue 12/13:50 pm -
Nonstop4h 40m
Deal found 8/21![Southwest logo]()
$344
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/228:53 pm -
2 stops9h 47m
Sun 9/276:15 am -
1 stop8h 12m
Deal found 8/26![Delta logo]()
$357
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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.
Sun 9/137:29 am -
1 stop14h 30m
Mon 9/147:20 am -
1 stop8h 25m
Deal found 8/21![Alaska Airlines logo]()
$376
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/38:45 am -
1 stop7h 45m
Tue 10/67:55 pm -
Nonstop4h 47m
Deal found 8/24![United Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/206:25 am -
2 stops7h 40m
Tue 10/271:05 pm -
2 stops7h 55m
Deal found 8/25![Southwest logo]()
$349
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 9/257:25 am -
1 stop8h 36m
Sun 9/277:07 am -
1 stop9h 07m
Deal found 8/23![Delta logo]()
$357
This Alaska Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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.
Sun 11/223:05 pm -
1 stop6h 44m
Sat 11/287:26 am -
1 stop8h 24m
Deal found 8/23![Alaska Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/512:42 pm -
2 stops8h 37m
Wed 9/94:43 pm -
1 stop7h 18m
Deal found 8/21![American Airlines logo]()
$429
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 2/2210:35 am -
2 stops7h 35m
Thu 2/259:55 am -
1 stop7h 35m
Deal found 8/22![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/2512:51 pm -
1 stop7h 53m
Thu 10/11:00 pm -
1 stop10h 22m
Deal found 8/24![Delta logo]()
$377
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:46 pm -
2 stops9h 34m
Thu 10/17:20 am -
1 stop8h 25m
Deal found 8/21![Alaska Airlines logo]()
$396
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/222:10 pm -
Nonstop4h 25m
Sun 9/279:14 am -
Nonstop4h 47m
Deal found 8/24![United Airlines logo]()
$410
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/212:50 pm -
2 stops6h 55m
Tue 10/64:55 pm -
1 stop6h 05m
Deal found 8/23![Southwest logo]()
$379
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 8/23![Delta logo]()
$401
This Alaska Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 11/66:17 am -
1 stop15h 42m
Mon 11/97:00 am -
1 stop8h 16m
Deal found 8/23![Alaska Airlines logo]()
$401
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/106:30 am -
1 stop7h 08m
Fri 9/115:30 pm -
1 stop7h 20m
Deal found 8/25![United Airlines logo]()
$447
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 9/811:00 pm -
Nonstop4h 00m
Thu 9/246:15 am -
1 stop6h 15m
Deal found 8/23![Southwest logo]()
$408
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/256:00 am -
2 stops10h 10m
Mon 9/282:41 pm -
1 stop9h 20m
Deal found 8/21![American Airlines logo]()
$563
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/812:51 pm -
1 stop7h 43m
Sat 9/1212:04 pm -
2 stops9h 47m
Deal found 8/24![Delta logo]()
$434
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 -
1 stop8h 08m
Mon 9/213:19 pm -
1 stop9h 38m
Deal found 8/21![Alaska Airlines logo]()
$449
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/81:25 pm -
2 stops7h 55m
Tue 10/136:20 am -
2 stops8h 20m
Deal found 8/24![Southwest logo]()
$411
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 1/276:30 am -
1 stop8h 01m
Sat 1/303:30 pm -
1 stop9h 06m
Deal found 8/21![United Airlines logo]()
$459
This American Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/92:41 pm -
1 stop6h 41m
Tue 10/136:53 am -
1 stop8h 58m
Deal found 8/22![American Airlines logo]()
$577
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/108:47 pm -
2 stops10h 40m
Wed 10/141:50 pm -
1 stop9h 35m
Deal found 8/22![Delta logo]()
$434
Last-minute flights from San Jose to IllinoisDiscover last-minute flight deals from San Jose to Illinois. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Illinois. Data last updated August 26, 2026 and is based on user searches.
This Orbitz deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/171:38 pm -
1 stop19h 49m
Sun 9/2012:27 pm -
1 stop26h 16m
Deal found 8/21![Frontier logo]()
$282
This Alaska Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/172:25 pm -
1 stop7h 34m
Wed 9/237:20 am -
1 stop8h 10m
Deal found 8/25![Alaska Airlines logo]()
$304
This CheapOair deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:38 pm -
1 stop19h 54m
Sun 9/2012:27 pm -
1 stop26h 16m
Deal found 8/21![Frontier logo]()
$310
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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.
Sun 9/206:10 am -
Nonstop4h 10m
Wed 9/232:40 pm -
1 stop7h 55m
Deal found 8/26![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/2212:51 pm -
1 stop7h 53m
Sat 9/269:59 am -
1 stop9h 47m
Deal found 8/24![Delta logo]()
$308
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 8/24![Frontier logo]()
$292
This Expedia deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/241:38 pm -
1 stop14h 00m
Sat 9/261:03 pm -
2 stops11h 53m
Deal found 8/25![Multiple Airlines logo]()
$302
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/2411:00 pm -
Nonstop4h 00m
Thu 10/19:15 pm -
Nonstop4h 35m
Deal found 8/25![Southwest logo]()
$303
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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.
Thu 9/247:08 pm -
1 stop8h 51m
Sun 9/275:00 am -
1 stop7h 53m
Deal found 8/25![American Airlines logo]()
$307
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/2511:00 pm -
Nonstop4h 00m
Tue 9/296:50 am -
2 stops8h 00m
Deal found 8/24![Southwest logo]()
$302
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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
Thu 10/17:55 pm -
Nonstop4h 47m
Deal found 8/25![United Airlines logo]()
$303
This Alaska Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/302:25 pm -
1 stop20h 57m
Sun 10/47:49 pm -
1 stop16h 05m
Deal found 8/25![Alaska Airlines logo]()
$308
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 26, 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 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/309:07 pm -
2 stops20h 07m
Deal found 8/22![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/229:03 pm -
2 stops20h 12m
Deal found 8/21![Frontier logo]()
$143
This Frontier deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/1710:47 pm -
1 stop10h 40m
Deal found 8/25![Frontier logo]()
$147
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/141:38 pm -
1 stop19h 54m
Deal found 8/24![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 stops19h 41m
Deal found 8/22![Frontier logo]()
$154
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/218:53 pm -
2 stops11h 38m
Deal found 8/25![Delta logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/169:16 pm -
2 stops19h 41m
Deal found 8/24![Frontier logo]()
$166
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/1811:00 pm -
Nonstop4h 00m
Deal found 8/25![Southwest logo]()
$169
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/162:10 pm -
Nonstop4h 25m
Deal found 8/25![United Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/141:38 pm -
1 stop14h 00m
Deal found 8/25![Frontier logo]()
$170
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/2011:41 am -
2 stops19h 03m
Deal found 8/26![Delta logo]()
$173
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/1911:41 am -
2 stops19h 44m
Deal found 8/26![Delta logo]()
$173
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 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $275 (CheapOair) |
One-way from | $132 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $428 |
Good round-trip deal | $387 or less |
Good one-way deal | $175 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 7,457,451 searches. Data last updated August 26, 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 JoseChicago
SJC San Jose - MDW Chicago Midway
SJCMDW
San Jose
Sat 10/3
6:45 pm-4:30 am
1 stop7h 45m
Chicago Midway
Tue 10/6
1:05 pm-7:00 pm
2 stops7h 55m
$328
San JoseSt. Louis
SJC San Jose - STL Lambert-St Louis
SJCSTL
San Jose
Tue 11/10
7:21 am-9:18 pm
2 stops11h 57m
Lambert-St Louis
Wed 11/11
2:31 pm-10:12 pm
1 stop9h 41m
$330
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Thu 11/19
3:11 pm-11:49 pm
1 stop6h 38m
Chicago O'Hare Intl
Sun 11/22
2:16 pm-7:52 pm
1 stop7h 36m
$333
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Tue 10/6
2:08 pm-8:35 pm
Nonstop4h 27m
Chicago O'Hare Intl
Tue 10/20
7:55 pm-10:42 pm
Nonstop4h 47m
$337
San JoseSt. Louis
SJC San Jose - STL Lambert-St Louis
SJCSTL
San Jose
Tue 11/10
1:00 pm-8:59 pm
1 stop5h 59m
Lambert-St Louis
Wed 11/11
5:00 am-12:02 pm
1 stop9h 02m
$342
Quickest round-trip
San JoseChicago
SJC San Jose - MDW Chicago Midway
SJCMDW
San Jose
Thu 11/19
11:10 am-5:15 pm
Nonstop4h 05m
Chicago Midway
Tue 12/1
3:50 pm-6:30 pm
Nonstop4h 40m
$344
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Sat 10/3
8:45 am-6:30 pm
1 stop7h 45m
Chicago O'Hare Intl
Tue 10/6
7:55 pm-10:42 pm
Nonstop4h 47m
$347
San JoseChicago
SJC San Jose - MDW Chicago Midway
SJCMDW
San Jose
Tue 10/20
6:25 am-4:05 pm
2 stops7h 40m
Chicago Midway
Tue 10/27
1:05 pm-7:00 pm
2 stops7h 55m
$349
San JoseSt. Louis
SJC San Jose - STL Lambert-St Louis
SJCSTL
San Jose
Tue 9/22
8:53 pm-8:40 am
2 stops9h 47m
Lambert-St Louis
Sun 9/27
6:15 am-12:27 pm
1 stop8h 12m
$357
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Fri 9/25
7:25 am-6:01 pm
1 stop8h 36m
Chicago O'Hare Intl
Sun 9/27
7:07 am-2:14 pm
1 stop9h 07m
$357
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-MDW
SJC-STL
SJC-ORD
SJC-BMI
SJC-PIA
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-MDW
SJC-STL
SJC-ORD
SJC-BMI
What is the cheapest month to book a flight from San Jose, California to Illinois?
Currently, April is the cheapest month in which you can book a flight from San Jose, California to Illinois (average of $405). 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 26, 2026.
It’s optimal to fly from San Jose, California to Illinois in the afternoon. By choosing this option you can save up to 22% on the cost of your flight, compared to a flight 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 26, 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 $312 and $490 in October.The cheapest round-trip price found within the last 5 days was $299 on Multiple Airlines (Oct 2-Oct 8).
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 53 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 26, 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.
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
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.
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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 August 26, 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 7,457,451 searches. Data last updated August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$131 | Average$490 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$200 | Average$645 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$236 | Average$395 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$256 | Average$346 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$256 | Average$517 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$294 | Average$558 | FlexibilityNo cancel fee | On-time69% |