$140+ Cheap flights from San Jose, CA (SJC) to Illinois
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Oct 8 — Oct 151
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 September 8, 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 September 8, 2026.
This CheapOair deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/159:02 pm -
1 stop13h 33m
Sun 10/1812:16 pm -
1 stop27h 04m
Deal found 9/5![Frontier logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:15 pm -
1 stop14h 19m
Thu 10/158:01 pm -
1 stop26h 06m
Deal found 9/4![Frontier logo]()
$298
This Alaska Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:13 pm -
1 stop7h 46m
Mon 9/288:17 pm -
1 stop24h 52m
Deal found 9/3![Alaska Airlines logo]()
$300
This Orbitz deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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.
Fri 10/162:15 pm -
1 stop14h 19m
Mon 10/197:49 pm -
1 stop16h 05m
Deal found 9/6![Multiple Airlines logo]()
$301
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:30 am -
Nonstop4h 22m
Sat 10/176:00 am -
1 stop9h 11m
Deal found 9/3![United Airlines logo]()
$302
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2010:47 pm -
1 stop28h 51m
Thu 1/78:00 am -
1 stop7h 39m
Deal found 9/3![Multiple Airlines logo]()
$304
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:50 am -
1 stop7h 30m
Sat 9/266:25 pm -
Nonstop4h 30m
Deal found 9/3![Southwest logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:03 pm -
2 stops25h 20m
Sat 10/108:01 pm -
1 stop26h 06m
Deal found 9/3![Frontier logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/169:02 pm -
2 stops31h 32m
Wed 10/218:01 pm -
1 stop26h 06m
Deal found 9/6![Frontier logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:15 pm -
1 stop14h 19m
Thu 10/158:01 pm -
1 stop26h 06m
Deal found 9/4![Frontier logo]()
$309
This Alaska Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 11/126:17 am -
1 stop15h 42m
Mon 11/167:57 pm -
1 stop15h 24m
Deal found 9/7![Alaska Airlines logo]()
$310
This Expedia deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/92:15 pm -
1 stop14h 19m
Tue 10/137:20 am -
1 stop9h 35m
Deal found 9/7![Multiple Airlines logo]()
$312
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 September 8, 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 September 8, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:37 am -
1 stop9h 22m
Sun 11/227:57 pm -
1 stop14h 51m
Deal found 9/3![Alaska Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
2 stops8h 59m
Mon 9/287:00 am -
1 stop9h 01m
Deal found 9/3![Delta logo]()
$333
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:25 am -
2 stops7h 40m
Sat 10/175:10 am -
2 stops7h 55m
Deal found 9/3![Southwest logo]()
$343
This United Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/152:15 pm -
Nonstop4h 19m
Mon 12/217:45 pm -
Nonstop5h 00m
Deal found 9/2![United Airlines logo]()
$355
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/62:41 pm -
1 stop6h 36m
Sat 10/104:38 pm -
1 stop7h 30m
Deal found 9/5![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:10 am -
2 stops10h 16m
Wed 10/77:35 am -
2 stops12h 03m
Deal found 9/2![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/187:40 am -
2 stops8h 55m
Sat 11/213:45 pm -
1 stop7h 40m
Deal found 9/3![Southwest logo]()
$379
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:42 pm -
2 stops13h 11m
Sat 10/172:25 pm -
1 stop9h 00m
Deal found 9/3![Delta logo]()
$350
This United Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/162:15 pm -
Nonstop4h 19m
Mon 12/217:45 pm -
Nonstop5h 00m
Deal found 9/2![United Airlines logo]()
$389
This Alaska Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:33 am -
2 stops15h 26m
Mon 10/197:20 am -
1 stop9h 35m
Deal found 9/3![Alaska Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:40 pm -
2 stops7h 20m
Thu 11/191:20 pm -
2 stops8h 25m
Deal found 9/3![Southwest logo]()
$383
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 9/222:36 pm -
1 stop6h 39m
Sat 9/264:43 pm -
1 stop7h 18m
Deal found 9/7![American Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/97:33 pm -
2 stops11h 20m
Wed 10/146:35 am -
1 stop9h 22m
Deal found 9/7![Delta logo]()
$363
This Alaska Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 9/7![Alaska Airlines logo]()
$401
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 9/306:30 am -
Nonstop4h 22m
Sat 10/34:20 pm -
1 stop6h 28m
Deal found 9/6![United Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 12/811:56 am -
1 stop9h 18m
Tue 12/156:40 am -
2 stops11h 04m
Deal found 9/7![American Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:57 pm -
1 stop8h 57m
Sat 10/102:25 pm -
1 stop9h 00m
Deal found 9/4![Delta logo]()
$367
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 9/3011:00 pm -
Nonstop4h 00m
Sat 10/37:10 pm -
Nonstop4h 35m
Deal found 9/6![Southwest logo]()
$413
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:30 am -
Nonstop4h 24m
Thu 10/299:02 am -
Nonstop5h 00m
Deal found 9/3![United Airlines logo]()
$447
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1210:45 pm -
1 stop9h 18m
Sat 10/1710:12 am -
2 stops11h 57m
Deal found 9/4![Delta logo]()
$373
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 12/156:00 am -
Nonstop4h 10m
Sun 12/208:40 pm -
Nonstop4h 45m
Deal found 9/7![Southwest logo]()
$416
This Alaska Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:30 am -
2 stops12h 29m
Mon 11/97:00 am -
1 stop8h 16m
Deal found 9/3![Alaska Airlines logo]()
$502
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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.
Mon 10/56:30 am -
Nonstop4h 22m
Sat 10/102:30 pm -
1 stop8h 18m
Deal found 9/7![United Airlines logo]()
$460
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 11/611:00 pm -
Nonstop4h 00m
Sun 11/87:30 am -
1 stop8h 25m
Deal found 9/7![Southwest logo]()
$419
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/22:48 pm -
1 stop6h 30m
Sat 10/107:00 am -
2 stops10h 41m
Deal found 9/7![American Airlines logo]()
$521
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/167:33 pm -
2 stops11h 11m
Mon 10/191:27 pm -
2 stops10h 41m
Deal found 9/7![Delta logo]()
$392
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 12/1711:50 am -
Nonstop4h 00m
Wed 12/305:10 am -
1 stop6h 30m
Deal found 9/5![Southwest logo]()
$435
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 1/271:04 pm -
1 stop5h 43m
Sat 1/305:00 am -
1 stop9h 02m
Deal found 9/6![United Airlines logo]()
$479
This American Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:00 am -
2 stops12h 21m
Mon 11/92:32 pm -
1 stop9h 38m
Deal found 9/4![American Airlines logo]()
$544
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:00 am -
1 stop5h 32m
Mon 11/92:20 pm -
1 stop6h 07m
Deal found 9/3![Delta logo]()
$429
Last-minute flights from San Jose to IllinoisDiscover last-minute flight deals from San Jose to Illinois. Data last updated September 8, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Illinois. Data last updated September 8, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2010:47 pm -
1 stop28h 51m
Thu 1/78:00 am -
1 stop7h 39m
Deal found 9/3![Multiple Airlines logo]()
$304
This Alaska Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:13 pm -
1 stop7h 46m
Mon 9/288:17 pm -
1 stop24h 52m
Deal found 9/3![Alaska Airlines logo]()
$300
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:50 am -
1 stop7h 30m
Sat 9/266:25 pm -
Nonstop4h 30m
Deal found 9/3![Southwest logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:03 pm -
2 stops25h 20m
Sat 10/108:01 pm -
1 stop26h 06m
Deal found 9/3![Frontier logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:15 pm -
1 stop14h 19m
Thu 10/158:01 pm -
1 stop26h 06m
Deal found 9/4![Frontier logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:15 pm -
1 stop14h 19m
Thu 10/158:01 pm -
1 stop26h 06m
Deal found 9/4![Frontier logo]()
$298
This Expedia deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/92:15 pm -
1 stop14h 19m
Tue 10/137:20 am -
1 stop9h 35m
Deal found 9/7![Multiple Airlines logo]()
$312
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:30 am -
Nonstop4h 22m
Sat 10/176:00 am -
1 stop9h 11m
Deal found 9/3![United Airlines logo]()
$302
This CheapOair deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/159:02 pm -
1 stop13h 33m
Sun 10/1812:16 pm -
1 stop27h 04m
Deal found 9/5![Frontier logo]()
$292
This Orbitz deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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.
Fri 10/162:15 pm -
1 stop14h 19m
Mon 10/197:49 pm -
1 stop16h 05m
Deal found 9/6![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/169:02 pm -
2 stops31h 32m
Wed 10/218:01 pm -
1 stop26h 06m
Deal found 9/6![Frontier logo]()
$307
This Alaska Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/174:48 pm -
1 stop10h 52m
Mon 10/197:49 pm -
1 stop16h 05m
Deal found 9/7![Alaska Airlines logo]()
$310
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 September 8, 2026.
Search for one-way flight options from San Jose to Illinois. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/59:03 pm -
2 stops44h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$140
This Travelocity deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:41 pm -
1 stop19h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:03 pm -
2 stops25h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$169
This Booking.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:17 pm -
1 stop15h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Alaska Airlines logo]()
$170
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:40 am -
1 stop7h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:15 pm -
2 stops31h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$174
This Travelocity deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:12 am -
1 stop24h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Alaska Airlines logo]()
$174
This Frontier deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:15 pm -
1 stop10h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$175
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:00 pm -
1 stop7h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![United Airlines logo]()
$176
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:33 pm -
2 stops11h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:20 pm -
1 stop7h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Southwest logo]()
$178
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 12/291:01 pm -
2 stops9h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$179
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 September 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $292 (CheapOair) |
One-way from | $140 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $436 |
Good round-trip deal | $397 or less |
Good one-way deal | $199 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 September 8, 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
Sat 10/3
6:40 am-4:32 pm
1 stop7h 52m
Lambert-St Louis
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$174
San JoseChicago
SJC San Jose - MDW Chicago Midway
SJCMDW
San Jose
Sat 10/3
12:51 pm-10:44 pm
1 stop7h 53m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$178
San JoseSt. Louis
SJC San Jose - STL Lambert-St Louis
SJCSTL
San Jose
Tue 12/29
1:01 pm-12:16 am
2 stops9h 15m
Lambert-St Louis
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Wed 9/30
2:08 pm-8:35 pm
Nonstop4h 27m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
San JoseChicago
SJC San Jose - MDW Chicago Midway
SJCMDW
San Jose
Tue 1/5
8:10 am-5:20 pm
2 stops7h 10m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$183
San JoseSt. Louis
SJC San Jose - STL Lambert-St Louis
SJCSTL
San Jose
Tue 12/29
10:30 pm-9:07 am
1 stop8h 37m
Lambert-St Louis
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$184
San JoseMoline
SJC San Jose - MLI Moline Quad-City
SJCMLI
San Jose
Mon 11/23
4:15 pm-8:06 pm
1 stop25h 51m
Moline Quad-City
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$186
San JoseChicago
SJC San Jose - MDW Chicago Midway
SJCMDW
San Jose
Fri 12/4
1:05 pm-10:55 pm
1 stop7h 50m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$195
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Fri 9/25
2:56 pm-11:31 pm
1 stop6h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$195
San JoseSt. Louis
SJC San Jose - STL Lambert-St Louis
SJCSTL
San Jose
Sun 11/22
3:15 pm-12:25 am
1 stop7h 10m
Lambert-St Louis
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$201
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-MLI
SJC-EVV
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-MLI
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 September 8, 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.
How much does it cost to fly round-trip from San Jose, California to Illinois?
Airfare is typical for this route at the moment.
San Jose, California to Illinois flights typically cost between $287 and $478 in October.The cheapest round-trip price found within the last 5 days was $298 on Frontier (Oct 9-Oct 15).
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 September 8, 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.
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
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Complete your trip
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San Jose and Illinois flights
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Popular flight searches
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San Jose to Illinois flights
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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 September 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$131 | Average$490 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$236 | Average$395 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$256 | Average$346 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$256 | Average$510 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$277 | Average$544 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$430 | Average$718 | FlexibilityNo cancel fee | On-time71% |