$73+ Cheap flights from San Jose, CA (SJC) to Wisconsin
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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Mar 11 — Mar 181
1 adult, Economy
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Cheapest flights from San Jose to WisconsinExplore the most affordable flight options available from San Jose to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 9, 2026.
Explore the most affordable flight options available from San Jose to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:57 pm
SJC
- ORD
1 stop8h 34m
Multiple Airlines
Wed 5/138:53 pm
ORD
- SJC
1 stop23h 09m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$255
This Alaska Airlines deal was found by Cheapflights users on 2/5. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:21 am
SJC
- ORD
1 stop6h 42m
Alaska Airlines
Mon 5/187:59 pm
ORD
- SJC
1 stop18h 08m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:57 pm
SJC
- ORD
1 stop8h 34m
Multiple Airlines
Mon 5/117:43 am
ORD
- SJC
2 stops12h 19m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$261
This Expedia deal was found by Cheapflights users on 2/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:57 pm
SJC
- ORD
1 stop9h 50m
Multiple Airlines
Mon 5/183:43 pm
ORD
- SJC
1 stop9h 54m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$262
This Orbitz deal was found by Cheapflights users on 2/9. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/82:21 pm
SJC
- ORD
1 stop20h 52m
Alaska Airlines
Tue 5/193:43 pm
ORD
- SJC
1 stop9h 54m
Alaska Airlines
Deal found 2/9![Alaska Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:15 am
SJC
- ORD
1 stop15h 44m
Hawaiian Airlines
Wed 4/18:20 am
ORD
- SJC
1 stop7h 38m
Hawaiian Airlines
Deal found 2/7![Hawaiian Airlines logo]()
$269
This Alaska Airlines deal was found by Cheapflights users on 2/5. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/129:38 am
SJC
- ORD
2 stops19h 02m
Alaska Airlines
Tue 5/193:43 pm
ORD
- SJC
1 stop9h 54m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$270
This Expedia deal was found by Cheapflights users on 2/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:02 pm
SJC
- ORD
1 stop7h 47m
Multiple Airlines
Thu 3/127:40 am
ORD
- SJC
1 stop8h 36m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$271
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 5/147:00 am
SJC
- ORD
1 stop9h 46m
Alaska Airlines
Tue 5/193:43 pm
ORD
- SJC
1 stop9h 54m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:57 pm
SJC
- MSP
2 stops17h 57m
Multiple Airlines
Sun 4/268:54 pm
MSP
- SJC
1 stop24h 31m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Mon 3/98:20 pm
SJC
- ORD
1 stop7h 48m
Frontier
Fri 3/135:01 am
ORD
- SJC
2 stops15h 46m
Frontier
Deal found 2/6![Frontier logo]()
$276
This CheapOair deal was found by Cheapflights users on 2/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/147:00 am
SJC
- ORD
1 stop14h 41m
Alaska Airlines
Mon 5/187:59 pm
ORD
- SJC
1 stop18h 08m
Alaska Airlines
Deal found 2/8![Alaska Airlines logo]()
$277
Best flights from San Jose to WisconsinDiscover carefully curated flight deals from San Jose to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 9, 2026.
Discover carefully curated flight deals from San Jose to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 9, 2026.
This Alaska Airlines deal was found by Cheapflights users on 2/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/610:21 am
SJC
- ORD
1 stop6h 42m
Alaska Airlines
Mon 5/117:59 pm
ORD
- SJC
1 stop18h 04m
Alaska Airlines
Deal found 2/8![Alaska Airlines logo]()
$263
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Thu 4/166:30 am
SJC
- ORD
Nonstop4h 26m
United Airlines
Tue 4/287:41 pm
ORD
- SJC
Nonstop4h 55m
United Airlines
Deal found 2/8![United Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:00 am
SJC
- ATW
2 stops12h 15m
Delta
Mon 3/234:24 pm
ATW
- SJC
2 stops9h 34m
Delta
Deal found 2/6![Delta logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/267:02 pm
SJC
- MSP
1 stop8h 02m
Multiple Airlines
Sun 3/296:45 am
MSP
- SJC
2 stops37h 22m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 2/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:00 am
SJC
- GRB
2 stops13h 14m
American Airlines
Wed 2/255:00 am
GRB
- SJC
2 stops10h 17m
American Airlines
Deal found 2/6![American Airlines logo]()
$369
This Southwest deal was found by Cheapflights users on 2/8. 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 4/188:55 am
SJC
- MSP
1 stop7h 25m
Southwest
Mon 4/206:10 pm
MSP
- SJC
1 stop6h 15m
Southwest
Deal found 2/8![Southwest logo]()
$385
This Alaska Airlines deal was found by Cheapflights users on 2/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/610:21 am
SJC
- ORD
1 stop6h 42m
Alaska Airlines
Tue 5/123:52 pm
ORD
- SJC
1 stop22h 15m
Alaska Airlines
Deal found 2/8![Alaska Airlines logo]()
$273
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Thu 3/1210:55 pm
SJC
- ORD
Nonstop4h 19m
United Airlines
Tue 3/247:59 pm
ORD
- SJC
Nonstop5h 00m
United Airlines
Deal found 2/8![United Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:00 pm
SJC
- ORD
1 stop8h 32m
Delta
Sat 5/1612:47 pm
ORD
- SJC
1 stop9h 03m
Delta
Deal found 2/9![Delta logo]()
$308
This Alaska Airlines deal was found by Cheapflights users on 2/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:10 pm
SJC
- ORD
1 stop17h 01m
Alaska Airlines
Wed 3/113:07 pm
ORD
- SJC
1 stop9h 49m
Alaska Airlines
Deal found 2/6![Alaska Airlines logo]()
$293
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Wed 4/226:30 am
SJC
- ORD
Nonstop4h 26m
United Airlines
Fri 4/247:41 pm
ORD
- SJC
Nonstop4h 55m
United Airlines
Deal found 2/8![United Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 2/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1710:50 pm
SJC
- MSN
1 stop9h 41m
Delta
Tue 3/2410:48 am
MSN
- SJC
2 stops13h 14m
Delta
Deal found 2/5![Delta logo]()
$314
This CheapOair deal was found by Cheapflights users on 2/9. 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 4/166:15 am
SJC
- MSP
1 stop15h 44m
Alaska Airlines
Tue 4/215:12 pm
MSP
- SJC
1 stop18h 18m
Alaska Airlines
Deal found 2/9![Alaska Airlines logo]()
$300
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Sat 4/189:40 am
SJC
- MSN
1 stop7h 45m
United Airlines
Tue 4/214:15 pm
MSN
- SJC
1 stop6h 52m
United Airlines
Deal found 2/8![United Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 2/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:35 pm
SJC
- MSN
2 stops11h 30m
Delta
Tue 3/2410:48 am
MSN
- SJC
2 stops13h 14m
Delta
Deal found 2/5![Delta logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/278:20 pm
SJC
- MSP
1 stop6h 44m
Multiple Airlines
Sun 3/296:50 pm
MSP
- SJC
2 stops26h 35m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$388
This Southwest deal was found by Cheapflights users on 2/7. 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.
Thu 4/910:55 pm
SJC
- MSP
1 stop8h 45m
Southwest
Mon 4/136:10 pm
MSP
- SJC
2 stops7h 45m
Southwest
Deal found 2/7![Southwest logo]()
$390
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 3/52:36 pm
SJC
- ORD
1 stop7h 20m
Alaska Airlines
Mon 3/93:54 pm
ORD
- SJC
1 stop9h 05m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$303
This United Airlines deal was found by Cheapflights users on 2/6. 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.
Mon 3/1610:55 pm
SJC
- ORD
Nonstop4h 19m
United Airlines
Tue 3/172:01 pm
ORD
- SJC
1 stop9h 15m
United Airlines
Deal found 2/6![United Airlines logo]()
$313
This Southwest deal was found by Cheapflights users on 2/5. 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.
Fri 4/106:35 am
SJC
- MKE
1 stop9h 15m
Southwest
Mon 4/136:20 pm
MKE
- SJC
1 stop5h 55m
Southwest
Deal found 2/5![Southwest logo]()
$401
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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.
Mon 3/27:40 am
SJC
- ORD
2 stops14h 16m
Alaska Airlines
Thu 3/53:07 pm
ORD
- SJC
1 stop9h 49m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$305
This Delta deal was found by Cheapflights users on 2/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:35 pm
SJC
- MKE
2 stops11h 36m
Delta
Mon 4/137:20 am
MKE
- SJC
1 stop7h 03m
Delta
Deal found 2/5![Delta logo]()
$368
This Southwest deal was found by Cheapflights users on 2/8. 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 4/232:45 pm
SJC
- MSP
1 stop5h 20m
Southwest
Sun 4/266:30 am
MSP
- SJC
1 stop5h 40m
Southwest
Deal found 2/8![Southwest logo]()
$411
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:50 am
SJC
- MSN
2 stops10h 17m
United Airlines
Sat 2/284:23 pm
MSN
- SJC
1 stop6h 49m
United Airlines
Deal found 2/9![United Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 2/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/278:30 pm
SJC
- MKE
2 stops10h 01m
Delta
Wed 6/312:41 pm
MKE
- SJC
1 stop8h 21m
Delta
Deal found 2/5![Delta logo]()
$375
This American Airlines deal was found by Cheapflights users on 2/7. 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.
Sat 7/187:25 pm
SJC
- ATW
2 stops12h 59m
American Airlines
Sat 7/256:00 am
ATW
- SJC
1 stop9h 46m
American Airlines
Deal found 2/7![American Airlines logo]()
$564
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 4/97:30 am
SJC
- MSP
1 stop6h 46m
Alaska Airlines
Tue 4/143:01 pm
MSP
- SJC
1 stop6h 31m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:00 pm
SJC
- GRB
2 stops11h 09m
Delta
Wed 6/104:00 pm
GRB
- SJC
1 stop6h 53m
Delta
Deal found 2/6![Delta logo]()
$384
This United Airlines deal was found by Cheapflights users on 2/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1710:55 pm
SJC
- MSN
1 stop9h 17m
United Airlines
Tue 3/242:50 pm
MSN
- SJC
1 stop10h 09m
United Airlines
Deal found 2/5![United Airlines logo]()
$399
This CheapOair deal was found by Cheapflights users on 2/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:00 am
SJC
- MKE
1 stop29h 46m
Alaska Airlines
Tue 6/94:42 pm
MKE
- SJC
1 stop8h 44m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$377
Last-minute flights from San Jose to WisconsinDiscover last-minute flight deals from San Jose to Wisconsin. Data last updated February 9, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Wisconsin. Data last updated February 9, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/9. 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.
Mon 3/28:05 pm
SJC
- ORD
1 stop16h 53m
Alaska Airlines
Fri 3/65:29 pm
ORD
- SJC
1 stop18h 59m
Alaska Airlines
Deal found 2/9![Alaska Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:34 am
SJC
- ORD
1 stop17h 34m
Frontier
Mon 3/95:05 am
ORD
- SJC
2 stops16h 20m
Frontier
Deal found 2/8![Frontier logo]()
$282
This CheapOair deal was found by Cheapflights users on 2/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:10 pm
SJC
- ORD
1 stop17h 01m
Alaska Airlines
Mon 3/93:07 pm
ORD
- SJC
1 stop23h 01m
Alaska Airlines
Deal found 2/8![Alaska Airlines logo]()
$280
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Fri 3/66:03 pm
SJC
- ORD
2 stops17h 08m
Alaska Airlines
Wed 3/113:07 pm
ORD
- SJC
1 stop9h 49m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$290
This Alaska Airlines deal was found by Cheapflights users on 2/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:10 pm
SJC
- ORD
1 stop26h 46m
Alaska Airlines
Tue 3/103:07 pm
ORD
- SJC
1 stop9h 49m
Alaska Airlines
Deal found 2/6![Alaska Airlines logo]()
$293
This Expedia deal was found by Cheapflights users on 2/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:02 pm
SJC
- ORD
1 stop7h 47m
Multiple Airlines
Thu 3/127:40 am
ORD
- SJC
1 stop8h 36m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Mon 3/98:20 pm
SJC
- ORD
1 stop7h 48m
Frontier
Fri 3/135:01 am
ORD
- SJC
2 stops15h 46m
Frontier
Deal found 2/6![Frontier logo]()
$276
This Alaska Airlines deal was found by Cheapflights users on 2/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/912:45 pm
SJC
- ORD
1 stop9h 14m
Alaska Airlines
Mon 3/167:40 am
ORD
- SJC
1 stop30h 28m
Alaska Airlines
Deal found 2/9![Alaska Airlines logo]()
$283
This CheapOair deal was found by Cheapflights users on 2/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1011:58 am
SJC
- ORD
2 stops10h 01m
Alaska Airlines
Wed 3/113:07 pm
ORD
- SJC
1 stop9h 49m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$288
This CheapOair deal was found by Cheapflights users on 2/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/117:00 am
SJC
- ORD
1 stop14h 59m
Alaska Airlines
Tue 3/177:00 am
ORD
- SJC
2 stops13h 52m
Alaska Airlines
Deal found 2/6![Alaska Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:00 am
SJC
- ATW
2 stops12h 15m
Delta
Mon 3/234:24 pm
ATW
- SJC
2 stops9h 34m
Delta
Deal found 2/6![Delta logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:15 am
SJC
- ORD
1 stop15h 44m
Hawaiian Airlines
Wed 4/18:20 am
ORD
- SJC
1 stop7h 38m
Hawaiian Airlines
Deal found 2/7![Hawaiian Airlines logo]()
$269
One-way flights from San Jose to WisconsinSearch for one-way flight options from San Jose to Wisconsin. Find affordable one-way fares based on user searches. Data last updated February 9, 2026.
Search for one-way flight options from San Jose to Wisconsin. Find affordable one-way fares based on user searches. Data last updated February 9, 2026.
This Trip.com deal was found by Cheapflights users on 2/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/167:42 pm
SJC
- ORD
1 stop8h 26m
Frontier
Deal found 2/9![Frontier logo]()
$73
This Trip.com deal was found by Cheapflights users on 2/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:20 pm
SJC
- ORD
1 stop7h 48m
Frontier
Deal found 2/7![Frontier logo]()
$74
This Trip.com deal was found by Cheapflights users on 2/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:42 pm
SJC
- ORD
1 stop8h 26m
Frontier
Deal found 2/6![Frontier logo]()
$75
This Trip.com deal was found by Cheapflights users on 2/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:57 pm
SJC
- ORD
1 stop9h 50m
Frontier
Deal found 2/6![Frontier logo]()
$76
This Trip.com deal was found by Cheapflights users on 2/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:20 pm
SJC
- ORD
1 stop8h 27m
Frontier
Deal found 2/6![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Sun 5/38:20 pm
SJC
- ORD
1 stop8h 27m
Frontier
Deal found 2/6![Frontier logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/138:32 pm
SJC
- MSP
2 stops25h 26m
Frontier
Deal found 2/8![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:20 pm
SJC
- ORD
1 stop8h 27m
Frontier
Deal found 2/7![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:20 pm
SJC
- MSP
2 stops25h 37m
Frontier
Deal found 2/7![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:57 pm
SJC
- ORD
1 stop8h 34m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$98
This Frontier deal was found by Cheapflights users on 2/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:57 pm
SJC
- ORD
1 stop9h 50m
Frontier
Deal found 2/9![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:42 pm
SJC
- MSP
2 stops26h 15m
Frontier
Deal found 2/8![Frontier logo]()
$109
Find flight deals from San Jose to Wisconsin
Keep the following information in mind while searching for San Jose to Wisconsin flight deals. Data was last updated February 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $255 (Kiwi.com) |
One-way from | $73 (Trip.com) |
Popular in | February |
Cheapest in | September |
Average price | $714 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Jose to Wisconsin 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 February 9, 2026.
Use the filters below to find and compare flights from San Jose to Wisconsin that are best for you.
Fly from
San Jose
Fly to
Wisconsin
Route
Depart
Return
Price
San JoseChicago
SJC - ORD
SJCORD
San Jose
Wed 5/6
10:21 am-7:03 pm
1 stop6h 42m
Chicago O'Hare Intl
Mon 5/11
7:59 pm-12:03 pm
1 stop18h 04m
$263
San JoseChicago
SJC - ORD
SJCORD
San Jose
Wed 5/6
10:21 am-7:03 pm
1 stop6h 42m
Chicago O'Hare Intl
Tue 5/12
3:52 pm-12:07 pm
1 stop22h 15m
$273
San JoseChicago
SJC - ORD
SJCORD
San Jose
Thu 4/16
6:30 am-12:56 pm
Nonstop4h 26m
Chicago O'Hare Intl
Tue 4/28
7:41 pm-10:36 pm
Nonstop4h 55m
$290
San JoseAppleton
SJC - ATW
SJCATW
San Jose
Wed 3/18
7:00 am-9:15 pm
2 stops12h 15m
Appleton Intl
Mon 3/23
4:24 pm-11:58 pm
2 stops9h 34m
$290
San JoseChicago
SJC - ORD
SJCORD
San Jose
Thu 3/12
10:55 pm-5:14 am
Nonstop4h 19m
Chicago O'Hare Intl
Tue 3/24
7:59 pm-10:59 pm
Nonstop5h 00m
$290
San JoseChicago
SJC - ORD
SJCORD
San Jose
Fri 3/6
7:10 pm-2:11 pm
1 stop17h 01m
Chicago O'Hare Intl
Wed 3/11
3:07 pm-10:56 pm
1 stop9h 49m
$293
San JoseMinneapolis
SJC - MSP
SJCMSP
San Jose
Thu 4/16
6:15 am-11:59 pm
1 stop15h 44m
Minneapolis St Paul
Tue 4/21
5:12 pm-9:30 am
1 stop18h 18m
$300
San JoseChicago
SJC - ORD
SJCORD
San Jose
Wed 4/22
6:30 am-12:56 pm
Nonstop4h 26m
Chicago O'Hare Intl
Fri 4/24
7:41 pm-10:36 pm
Nonstop4h 55m
$303
San JoseChicago
SJC - ORD
SJCORD
San Jose
Thu 3/5
2:36 pm-11:56 pm
1 stop7h 20m
Chicago O'Hare Intl
Mon 3/9
3:54 pm-10:59 pm
1 stop9h 05m
$303
San JoseChicago
SJC - ORD
SJCORD
San Jose
Mon 3/2
7:40 am-11:56 pm
2 stops14h 16m
Chicago O'Hare Intl
Thu 3/5
3:07 pm-10:56 pm
1 stop9h 49m
$305
Showing 1-10 of 60 results
Best time to book a flight from San Jose to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from San Jose with our price prediction graph.
SJC-ORD
SJC-ATW
SJC-MSP
SJC-GRB
SJC-MSN
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 Wisconsin
SJC-USWI
SJC-ORD
SJC-ATW
SJC-MSP
SJC-GRB
What is the cheapest month to book a flight from San Jose, California to Wisconsin?
Currently, October is the cheapest month in which you can book a flight from San Jose, California to Wisconsin (average of $140). Flying from San Jose, California to Wisconsin in January is currently the most expensive (average of $268). 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.
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated February 9, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from San Jose to Wisconsin. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Related info for your journey
Find useful and relevant information for your journey from San Jose to Wisconsin. 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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San Jose and Wisconsin flights
Browse other San Jose and Wisconsin flight options. Last updated on February 9, 2026.
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Top 4 airlines flying from San Jose to Wisconsin
Discover the top 4 airlines that operate flights from San Jose to Wisconsin. 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 February 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$202 | Average$452 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$409 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$267 | Average$428 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$288 | Average$463 | FlexibilityNo cancel fee | On-time71% |