$111+ Cheap flights from San Jose, CA (SJC) to Illinois
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Aug 12 — Aug 191
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 July 13, 2026.
Explore the most affordable flight options available from San Jose to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 13, 2026.
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:45 am
SJC
- STL
1 stop7h 10m
Southwest
Tue 8/1812:20 pm
STL
- SJC
1 stop7h 45m
Southwest
Deal found 7/10![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:10 pm
SJC
- STL
1 stop5h 25m
Southwest
Thu 8/136:25 am
STL
- SJC
1 stop7h 55m
Southwest
Deal found 7/9![Southwest logo]()
$223
This Southwest deal was found by Cheapflights users on 7/9. 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 8/226:55 am
SJC
- STL
1 stop7h 55m
Southwest
Sat 8/299:40 am
STL
- SJC
2 stops9h 00m
Southwest
Deal found 7/9![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 7/10. 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 8/242:40 pm
SJC
- STL
2 stops7h 10m
Southwest
Wed 8/269:05 am
STL
- SJC
2 stops7h 25m
Southwest
Deal found 7/10![Southwest logo]()
$233
This Delta deal was found by Cheapflights users on 7/8. 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.
Mon 8/105:10 pm
SJC
- STL
1 stop5h 31m
Delta
Sat 8/1511:13 am
STL
- SJC
1 stop8h 21m
Delta
Deal found 7/8![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 7/10. 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.
Fri 8/2811:00 pm
SJC
- STL
1 stop6h 45m
Southwest
Mon 8/316:00 am
STL
- SJC
1 stop7h 20m
Southwest
Deal found 7/10![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 7/8. 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 10/222:05 pm
SJC
- STL
1 stop7h 20m
Southwest
Thu 10/292:25 pm
STL
- SJC
1 stop6h 05m
Southwest
Deal found 7/8![Southwest logo]()
$255
This Delta deal was found by Cheapflights users on 7/8. 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.
Fri 8/145:10 pm
SJC
- STL
1 stop5h 31m
Delta
Thu 8/207:45 pm
STL
- SJC
1 stop5h 59m
Delta
Deal found 7/8![Delta logo]()
$258
This CheapOair deal was found by Cheapflights users on 7/12. 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 8/132:12 pm
SJC
- STL
1 stop26h 03m
Frontier
Sun 8/167:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 7/12![Frontier logo]()
$262
This Southwest deal was found by Cheapflights users on 7/8. 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.
Wed 9/239:35 am
SJC
- STL
2 stops8h 20m
Southwest
Fri 9/255:15 am
STL
- SJC
1 stop6h 45m
Southwest
Deal found 7/8![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 7/8. 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.
Sat 8/811:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
Tue 8/118:30 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 7/8![Southwest logo]()
$332
This Alaska Airlines deal was found by Cheapflights users on 7/12. 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.
Wed 8/2610:12 am
SJC
- ORD
1 stop7h 09m
Alaska Airlines
Wed 9/22:22 pm
ORD
- SJC
2 stops10h 34m
Alaska Airlines
Deal found 7/12![Alaska Airlines logo]()
$332
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 July 13, 2026.
Discover carefully curated flight deals from San Jose to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 13, 2026.
This Southwest deal was found by Cheapflights users on 7/10. 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 8/242:40 pm
SJC
- STL
2 stops7h 10m
Southwest
Wed 8/269:05 am
STL
- SJC
2 stops7h 25m
Southwest
Deal found 7/10![Southwest logo]()
$233
This Delta deal was found by Cheapflights users on 7/10. 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 8/115:10 pm
SJC
- STL
1 stop5h 31m
Delta
Sat 8/1511:13 am
STL
- SJC
1 stop8h 21m
Delta
Deal found 7/10![Delta logo]()
$237
This Alaska Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:09 am
SJC
- ORD
1 stop7h 48m
Alaska Airlines
Fri 9/46:01 am
ORD
- SJC
1 stop9h 44m
Alaska Airlines
Deal found 7/11![Alaska Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/152:12 pm
SJC
- RFD
1 stop20h 22m
Multiple Airlines
Sun 8/239:35 pm
RFD
- SJC
2 stops23h 44m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$346
This United Airlines deal was found by Cheapflights users on 7/11. 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.
Wed 8/122:10 pm
SJC
- ORD
Nonstop4h 25m
United Airlines
Wed 9/22:42 pm
ORD
- SJC
1 stop8h 15m
United Airlines
Deal found 7/11![United Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 7/12. 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.
Tue 8/1112:42 pm
SJC
- MLI
2 stops9h 26m
American Airlines
Mon 8/174:32 pm
MLI
- SJC
1 stop8h 00m
American Airlines
Deal found 7/12![American Airlines logo]()
$394
This Delta deal was found by Cheapflights users on 7/8. 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.
Tue 9/16:10 am
SJC
- STL
1 stop8h 34m
Delta
Sun 9/611:13 am
STL
- SJC
1 stop8h 21m
Delta
Deal found 7/8![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 7/11. 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 8/213:10 pm
SJC
- MDW
1 stop7h 15m
Southwest
Tue 9/110:20 am
MDW
- SJC
Nonstop4h 25m
Southwest
Deal found 7/11![Southwest logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Thu 8/271:02 pm
SJC
- RFD
2 stops20h 21m
Multiple Airlines
Sun 8/309:35 pm
RFD
- SJC
1 stop17h 47m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$355
This United Airlines deal was found by Cheapflights users on 7/12. 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 9/32:10 pm
SJC
- ORD
Nonstop4h 25m
United Airlines
Wed 9/99:00 am
ORD
- SJC
Nonstop4h 46m
United Airlines
Deal found 7/12![United Airlines logo]()
$358
This Southwest deal was found by Cheapflights users on 7/11. 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 8/117:40 am
SJC
- STL
1 stop8h 15m
Southwest
Tue 8/189:05 am
STL
- SJC
2 stops7h 25m
Southwest
Deal found 7/11![Southwest logo]()
$342
This Delta deal was found by Cheapflights users on 7/8. 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.
Wed 9/306:30 am
SJC
- MLI
1 stop7h 59m
Delta
Sat 10/311:19 am
MLI
- SJC
2 stops12h 49m
Delta
Deal found 7/8![Delta logo]()
$354
This Alaska Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/98:12 pm
SJC
- ORD
1 stop15h 09m
Alaska Airlines
Fri 8/286:01 am
ORD
- SJC
1 stop9h 44m
Alaska Airlines
Deal found 7/11![Alaska Airlines logo]()
$410
This Southwest deal was found by Cheapflights users on 7/10. 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.
Sun 8/1611:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
Tue 8/1810:30 am
MDW
- SJC
2 stops7h 55m
Southwest
Deal found 7/10![Southwest logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:23 pm
SJC
- PIA
2 stops37h 32m
Multiple Airlines
Fri 8/1412:45 pm
PIA
- SJC
1 stop26h 32m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$388
This American Airlines deal was found by Cheapflights users on 7/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:23 pm
SJC
- PIA
2 stops11h 54m
American Airlines
Wed 7/2912:25 pm
PIA
- SJC
2 stops12h 16m
American Airlines
Deal found 7/9![American Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 7/12. 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 8/135:10 pm
SJC
- STL
1 stop5h 31m
Delta
Wed 8/196:20 am
STL
- SJC
1 stop8h 07m
Delta
Deal found 7/12![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 7/10. 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.
Sun 8/166:20 am
SJC
- ORD
Nonstop4h 25m
United Airlines
Tue 8/188:03 pm
ORD
- SJC
Nonstop4h 47m
United Airlines
Deal found 7/10![United Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 7/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:23 pm
SJC
- MLI
2 stops13h 16m
American Airlines
Tue 7/2811:09 am
MLI
- SJC
2 stops13h 32m
American Airlines
Deal found 7/9![American Airlines logo]()
$429
This Southwest deal was found by Cheapflights users on 7/11. 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.
Mon 11/1611:55 am
SJC
- STL
1 stop5h 50m
Southwest
Wed 11/1812:00 pm
STL
- SJC
1 stop8h 50m
Southwest
Deal found 7/11![Southwest logo]()
$357
This Delta deal was found by Cheapflights users on 7/12. 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 8/276:10 am
SJC
- STL
1 stop7h 00m
Delta
Wed 9/28:00 am
STL
- SJC
1 stop6h 54m
Delta
Deal found 7/12![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 7/10. 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.
Fri 8/76:30 am
SJC
- ORD
Nonstop4h 24m
United Airlines
Sat 8/158:59 am
ORD
- SJC
Nonstop4h 46m
United Airlines
Deal found 7/10![United Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 7/11. 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.
Tue 9/155:08 pm
SJC
- STL
1 stop5h 36m
Delta
Thu 9/176:55 pm
STL
- SJC
1 stop6h 45m
Delta
Deal found 7/11![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 7/9. 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.
Sun 8/92:55 pm
SJC
- MDW
2 stops7h 30m
Southwest
Thu 8/137:10 am
MDW
- SJC
2 stops7h 40m
Southwest
Deal found 7/9![Southwest logo]()
$372
This United Airlines deal was found by Cheapflights users on 7/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:30 am
SJC
- ORD
Nonstop4h 25m
United Airlines
Tue 10/202:30 pm
ORD
- SJC
1 stop8h 18m
United Airlines
Deal found 7/8![United Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 7/10. 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.
Sun 8/165:10 pm
SJC
- STL
1 stop5h 31m
Delta
Wed 8/196:20 am
STL
- SJC
1 stop8h 07m
Delta
Deal found 7/10![Delta logo]()
$368
This Southwest deal was found by Cheapflights users on 7/8. 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.
Fri 10/238:25 pm
SJC
- MDW
1 stop7h 15m
Southwest
Sun 10/2510:10 am
MDW
- SJC
1 stop6h 55m
Southwest
Deal found 7/8![Southwest logo]()
$385
This United Airlines deal was found by Cheapflights users on 7/11. 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.
Wed 11/182:12 pm
SJC
- CMI
1 stop6h 10m
United Airlines
Thu 11/266:30 am
CMI
- SJC
1 stop7h 30m
United Airlines
Deal found 7/11![United Airlines logo]()
$438
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:46 pm
SJC
- MDW
1 stop7h 59m
Delta
Tue 10/66:00 am
MDW
- SJC
1 stop7h 47m
Delta
Deal found 7/11![Delta logo]()
$383
This Southwest deal was found by Cheapflights users on 7/10. 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 9/33:10 pm
SJC
- MDW
1 stop7h 15m
Southwest
Sun 9/67:00 am
MDW
- SJC
1 stop6h 20m
Southwest
Deal found 7/10![Southwest logo]()
$388
Last-minute flights from San Jose to IllinoisDiscover last-minute flight deals from San Jose to Illinois. Data last updated July 13, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Illinois. Data last updated July 13, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:10 pm
SJC
- STL
1 stop5h 25m
Southwest
Thu 8/136:25 am
STL
- SJC
1 stop7h 55m
Southwest
Deal found 7/9![Southwest logo]()
$223
This Southwest deal was found by Cheapflights users on 7/8. 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.
Sat 8/811:00 pm
SJC
- MDW
Nonstop4h 00m
Southwest
Tue 8/118:30 pm
MDW
- SJC
Nonstop4h 30m
Southwest
Deal found 7/8![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 7/8. 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.
Mon 8/105:10 pm
SJC
- STL
1 stop5h 31m
Delta
Thu 8/207:45 pm
STL
- SJC
1 stop5h 59m
Delta
Deal found 7/8![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:45 am
SJC
- STL
1 stop7h 10m
Southwest
Tue 8/1812:20 pm
STL
- SJC
1 stop7h 45m
Southwest
Deal found 7/10![Southwest logo]()
$222
This American Airlines deal was found by Cheapflights users on 7/10. 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 8/112:30 pm
SJC
- STL
1 stop7h 12m
American Airlines
Tue 8/1810:16 am
STL
- SJC
2 stops10h 17m
American Airlines
Deal found 7/10![American Airlines logo]()
$278
This CheapOair deal was found by Cheapflights users on 7/12. 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 8/132:12 pm
SJC
- STL
1 stop26h 03m
Frontier
Sun 8/167:10 pm
STL
- SJC
1 stop20h 07m
Frontier
Deal found 7/12![Frontier logo]()
$262
This Delta deal was found by Cheapflights users on 7/8. 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 8/136:10 am
SJC
- STL
1 stop8h 34m
Delta
Fri 8/143:50 pm
STL
- SJC
1 stop6h 34m
Delta
Deal found 7/8![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 7/8. 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.
Fri 8/146:00 am
SJC
- STL
1 stop5h 38m
Delta
Mon 8/177:45 pm
STL
- SJC
1 stop5h 59m
Delta
Deal found 7/8![Delta logo]()
$258
This Southwest deal was found by Cheapflights users on 7/9. 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 8/226:55 am
SJC
- STL
1 stop7h 55m
Southwest
Sat 8/299:40 am
STL
- SJC
2 stops9h 00m
Southwest
Deal found 7/9![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 7/10. 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 8/242:40 pm
SJC
- STL
2 stops7h 10m
Southwest
Wed 8/269:05 am
STL
- SJC
2 stops7h 25m
Southwest
Deal found 7/10![Southwest logo]()
$233
This Alaska Airlines deal was found by Cheapflights users on 7/12. 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.
Wed 8/2610:12 am
SJC
- ORD
1 stop7h 09m
Alaska Airlines
Wed 9/22:22 pm
ORD
- SJC
2 stops10h 34m
Alaska Airlines
Deal found 7/12![Alaska Airlines logo]()
$332
This Southwest deal was found by Cheapflights users on 7/10. 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.
Fri 8/2811:00 pm
SJC
- STL
1 stop6h 45m
Southwest
Mon 8/316:00 am
STL
- SJC
1 stop7h 20m
Southwest
Deal found 7/10![Southwest logo]()
$251
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 July 13, 2026.
Search for one-way flight options from San Jose to Illinois. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
This Southwest deal was found by Cheapflights users on 7/8. 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.
Wed 8/127:40 am
SJC
- STL
1 stop8h 15m
Southwest
Deal found 7/8![Southwest logo]()
$111
This Southwest deal was found by Cheapflights users on 7/9. 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 8/103:15 pm
SJC
- STL
1 stop5h 55m
Southwest
Deal found 7/9![Southwest logo]()
$112
This Delta deal was found by Cheapflights users on 7/8. 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.
Tue 8/116:10 am
SJC
- STL
1 stop8h 34m
Delta
Deal found 7/8![Delta logo]()
$119
This CheapOair deal was found by Cheapflights users on 7/9. 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.
Thu 9/179:10 am
SJC
- STL
1 stop24h 41m
Frontier
Deal found 7/9![Frontier logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:23 pm
SJC
- STL
2 stops21h 00m
Frontier
Deal found 7/9![Frontier logo]()
$139
This Southwest deal was found by Cheapflights users on 7/9. 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.
Fri 8/73:15 pm
SJC
- STL
1 stop5h 55m
Southwest
Deal found 7/9![Southwest logo]()
$140
This CheapOair deal was found by Cheapflights users on 7/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/63:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
Deal found 7/10![Alaska Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/209:03 pm
SJC
- ORD
2 stops54h 39m
Frontier
Deal found 7/10![Frontier logo]()
$161
This CheapOair deal was found by Cheapflights users on 7/9. 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.
Thu 8/277:02 am
SJC
- STL
1 stop8h 08m
Alaska Airlines
Deal found 7/9![Alaska Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/42:22 pm
SJC
- RFD
2 stops27h 40m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:03 pm
SJC
- MDW
2 stops22h 55m
Frontier
Deal found 7/12![Frontier logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 7/11. 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
SJC
- MDW
2 stops22h 55m
Frontier
Deal found 7/11![Frontier logo]()
$164
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 July 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $222 (Southwest) |
One-way from | $111 (Southwest) |
Popular in | December |
Cheapest in | February |
Average price | $502 |
Good round-trip deal | $402 or less |
Good one-way deal | $219 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 July 13, 2026.
Use the filters below to find and compare flights from San Jose to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Mon 8/24
2:40 pm-11:50 pm
2 stops7h 10m
Lambert-St Louis
Wed 8/26
9:05 am-2:30 pm
2 stops7h 25m
$233
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Tue 8/11
5:10 pm-12:41 am
1 stop5h 31m
Lambert-St Louis
Sat 8/15
11:13 am-5:34 pm
1 stop8h 21m
$237
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Tue 9/1
6:10 am-4:44 pm
1 stop8h 34m
Lambert-St Louis
Sun 9/6
11:13 am-5:34 pm
1 stop8h 21m
$287
San JoseChicago
SJC - MDW
SJCMDW
San Jose
Fri 8/21
3:10 pm-12:25 am
1 stop7h 15m
Chicago Midway
Tue 9/1
10:20 am-12:45 pm
Nonstop4h 25m
$332
San JoseChicago
SJC - ORD
SJCORD
San Jose
Wed 8/12
9:09 am-6:57 pm
1 stop7h 48m
Chicago O'Hare Intl
Fri 9/4
6:01 am-1:45 pm
1 stop9h 44m
$334
San JoseSt. Louis
SJC - STL
SJCSTL
San Jose
Tue 8/11
7:40 am-5:55 pm
1 stop8h 15m
Lambert-St Louis
Tue 8/18
9:05 am-2:30 pm
2 stops7h 25m
$342
San JoseChicago
SJC - RFD
SJCRFD
San Jose
Sat 8/15
2:12 pm-12:34 pm
1 stop20h 22m
Chicago Greater Rockford
Sun 8/23
9:35 pm-7:19 pm
2 stops23h 44m
$346
San JoseChicago
SJC - ORD
SJCORD
San Jose
Wed 8/12
2:10 pm-8:35 pm
Nonstop4h 25m
Chicago O'Hare Intl
Wed 9/2
2:42 pm-8:57 pm
1 stop8h 15m
$347
San JoseChicago
SJC - MDW
SJCMDW
San Jose
Sun 8/16
11:00 pm-5:00 am
Nonstop4h 00m
Chicago Midway
Tue 8/18
10:30 am-4:25 pm
2 stops7h 55m
$347
San JoseMoline
SJC - MLI
SJCMLI
San Jose
Wed 9/30
6:30 am-4:29 pm
1 stop7h 59m
Moline Quad-City
Sat 10/3
11:19 am-10:08 pm
2 stops12h 49m
$354
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-ORD
SJC-RFD
SJC-BMI
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Jose to Illinois
SJC-USIL
SJC-STL
SJC-MDW
SJC-ORD
SJC-RFD
What is the cheapest month to book a flight from San Jose, California to Illinois?
Currently, March is the cheapest month in which you can book a flight from San Jose, California to Illinois (average of $95). Flying from San Jose, California to Illinois in April is currently the most expensive (average of $265). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from SJC to IL?
Find hourly flight availability from San Jose to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 13, 2026.
It’s optimal to fly from San Jose, California to Illinois at noon. By choosing this option you can save up to 20% on the cost of your flight, compared to a flight in the evening.
How much does it cost to fly round-trip from San Jose, California to Illinois?
How far ahead should I book a flight from San Jose, California to Illinois?
The price you pay for your flight from San Jose, California to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 78 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 July 13, 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
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
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 July 13, 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 July 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$157 | Average$490 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$346 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$236 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$253 | Average$628 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$525 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$296 | Average$563 | FlexibilityNo cancel fee | On-time69% |