$131+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
May 24 — May 311
Round-trip
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 April 24, 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 April 24, 2026.
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/276:20 am
SJC
- MKE
1 stop6h 49m
Delta
Wed 6/36:45 am
MKE
- SJC
1 stop8h 03m
Delta
Deal found 4/20![Delta logo]()
$269
This Southwest deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 6/33:15 pm
SJC
- MKE
1 stop5h 55m
Southwest
Wed 6/106:55 pm
MKE
- SJC
1 stop6h 05m
Southwest
Deal found 4/19![Southwest logo]()
$270
This Frontier deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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.
Sat 6/132:12 pm
SJC
- ORD
1 stop13h 20m
Frontier
Mon 6/297:12 am
ORD
- SJC
1 stop8h 05m
Frontier
Deal found 4/19![Frontier logo]()
$270
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 7/301:15 pm
SJC
- ORD
1 stop6h 37m
Delta
Tue 8/47:35 am
ORD
- SJC
1 stop8h 38m
Delta
Deal found 4/19![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/277:36 am
SJC
- ORD
1 stop7h 13m
Delta
Wed 6/36:24 am
ORD
- SJC
1 stop7h 54m
Delta
Deal found 4/20![Delta logo]()
$275
This Booking.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/812:57 pm
SJC
- ORD
1 stop15h 07m
Frontier
Thu 6/117:12 am
ORD
- SJC
1 stop8h 05m
Frontier
Deal found 4/21![Frontier logo]()
$278
This Booking.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1112:57 pm
SJC
- ORD
1 stop15h 42m
Frontier
Mon 6/157:12 am
ORD
- SJC
1 stop8h 05m
Frontier
Deal found 4/22![Frontier logo]()
$279
This CheapOair deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:57 pm
SJC
- ORD
1 stop15h 22m
Frontier
Sun 8/239:07 pm
ORD
- SJC
1 stop16h 55m
Frontier
Deal found 4/21![Frontier logo]()
$281
This CheapOair deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1112:57 pm
SJC
- ORD
1 stop15h 42m
Frontier
Thu 5/148:56 pm
ORD
- SJC
1 stop17h 03m
Frontier
Deal found 4/22![Frontier logo]()
$282
This Booking.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1712:57 pm
SJC
- ORD
1 stop15h 42m
Frontier
Sat 5/238:46 pm
ORD
- SJC
1 stop17h 13m
Frontier
Deal found 4/21![Frontier logo]()
$283
This Booking.com deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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.
Mon 5/46:39 pm
SJC
- ORD
1 stop9h 11m
Frontier
Thu 5/78:56 pm
ORD
- SJC
1 stop17h 03m
Frontier
Deal found 4/19![Frontier logo]()
$284
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 7/309:47 am
SJC
- ORD
1 stop7h 10m
Delta
Thu 8/62:42 pm
ORD
- SJC
1 stop6h 51m
Delta
Deal found 4/19![Delta logo]()
$285
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 April 24, 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 April 24, 2026.
This United Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/122:09 pm
SJC
- MSN
1 stop6h 33m
United Airlines
Tue 9/153:49 pm
MSN
- SJC
1 stop8h 52m
United Airlines
Deal found 4/19![United Airlines logo]()
$305
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/47:00 am
SJC
- ORD
2 stops11h 14m
Delta
Tue 6/96:30 am
ORD
- SJC
2 stops9h 49m
Delta
Deal found 4/22![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 9/126:45 am
SJC
- MKE
1 stop9h 40m
Southwest
Tue 9/152:05 pm
MKE
- SJC
1 stop8h 25m
Southwest
Deal found 4/19![Southwest logo]()
$320
This Alaska Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:25 pm
SJC
- ORD
1 stop7h 32m
Alaska Airlines
Sun 9/277:00 am
ORD
- SJC
1 stop8h 44m
Alaska Airlines
Deal found 4/22![Alaska Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:05 pm
SJC
- ORD
2 stops10h 29m
Delta
Fri 8/216:59 pm
ORD
- SJC
1 stop6h 50m
Delta
Deal found 4/23![Delta logo]()
$337
This Alaska Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 6/113:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
Tue 6/236:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 4/19![Alaska Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 6/196:12 pm
SJC
- MSN
2 stops12h 38m
Delta
Tue 6/231:31 pm
MSN
- SJC
2 stops10h 45m
Delta
Deal found 4/19![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:30 pm
SJC
- MSP
2 stops8h 25m
Southwest
Tue 8/186:15 am
MSP
- SJC
1 stop8h 30m
Southwest
Deal found 4/22![Southwest logo]()
$397
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 7/18:15 pm
SJC
- MSN
2 stops9h 57m
Delta
Wed 7/86:00 am
MSN
- SJC
1 stop8h 01m
Delta
Deal found 4/20![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/281:13 pm
SJC
- MSN
1 stop6h 14m
Delta
Mon 6/16:30 am
MSN
- SJC
2 stops11h 02m
Delta
Deal found 4/19![Delta logo]()
$356
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/126:15 am
SJC
- MSP
1 stop9h 20m
Southwest
Fri 5/154:25 pm
MSP
- SJC
1 stop8h 35m
Southwest
Deal found 4/20![Southwest logo]()
$431
This United Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 6/21:10 pm
SJC
- MKE
1 stop7h 35m
United Airlines
Wed 6/35:29 pm
MKE
- SJC
1 stop7h 01m
United Airlines
Deal found 4/19![United Airlines logo]()
$497
This CheapOair deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/37:06 am
SJC
- MKE
2 stops14h 53m
Alaska Airlines
Thu 6/47:00 am
MKE
- SJC
1 stop8h 39m
Alaska Airlines
Deal found 4/20![Alaska Airlines logo]()
$470
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:00 am
SJC
- MSN
2 stops12h 27m
Delta
Mon 6/16:30 am
MSN
- SJC
2 stops9h 39m
Delta
Deal found 4/21![Delta logo]()
$361
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/172:15 pm
SJC
- MKE
2 stops8h 05m
Southwest
Sat 5/234:25 pm
MKE
- SJC
1 stop6h 25m
Southwest
Deal found 4/22![Southwest logo]()
$483
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:20 am
SJC
- ATW
1 stop7h 13m
Delta
Wed 5/2712:32 pm
ATW
- SJC
2 stops11h 42m
Delta
Deal found 4/21![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:00 pm
SJC
- MSP
2 stops7h 05m
Southwest
Wed 6/310:50 am
MSP
- SJC
2 stops8h 35m
Southwest
Deal found 4/21![Southwest logo]()
$483
This Alaska Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:00 am
SJC
- MKE
2 stops12h 24m
Alaska Airlines
Wed 5/275:00 am
MKE
- SJC
2 stops10h 40m
Alaska Airlines
Deal found 4/22![Alaska Airlines logo]()
$548
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/128:15 pm
SJC
- ATW
2 stops12h 32m
Delta
Sat 6/206:00 am
ATW
- SJC
2 stops10h 19m
Delta
Deal found 4/22![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/56:30 am
SJC
- GRB
1 stop6h 40m
United Airlines
Sat 5/910:40 am
GRB
- SJC
1 stop9h 51m
United Airlines
Deal found 4/20![United Airlines logo]()
$615
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:25 pm
SJC
- MKE
1 stop7h 40m
Southwest
Tue 5/122:50 pm
MKE
- SJC
1 stop8h 30m
Southwest
Deal found 4/23![Southwest logo]()
$487
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1611:38 am
SJC
- ATW
2 stops9h 20m
Delta
Wed 7/152:03 pm
ATW
- SJC
2 stops11h 36m
Delta
Deal found 4/22![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:30 am
SJC
- DLH
1 stop9h 05m
United Airlines
Sat 5/911:14 am
DLH
- SJC
1 stop9h 17m
United Airlines
Deal found 4/23![United Airlines logo]()
$653
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/236:20 am
SJC
- MSN
2 stops12h 39m
Delta
Tue 5/266:30 am
MSN
- SJC
1 stop7h 48m
Delta
Deal found 4/19![Delta logo]()
$387
This Southwest deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2511:35 am
SJC
- MKE
2 stops10h 15m
Southwest
Sun 6/285:30 am
MKE
- SJC
1 stop7h 05m
Southwest
Deal found 4/22![Southwest logo]()
$542
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:37 pm
SJC
- RHI
2 stops15h 48m
United Airlines
Tue 8/251:05 pm
RHI
- SJC
1 stop11h 36m
United Airlines
Deal found 4/23![United Airlines logo]()
$690
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:15 pm
SJC
- MSN
1 stop6h 42m
Delta
Fri 9/119:00 am
MSN
- SJC
2 stops9h 15m
Delta
Deal found 4/21![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/312:12 pm
SJC
- MSN
1 stop8h 32m
Delta
Tue 6/166:00 am
MSN
- SJC
2 stops11h 50m
Delta
Deal found 4/20![Delta logo]()
$399
This United Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:30 am
SJC
- DLH
1 stop9h 02m
United Airlines
Sat 8/295:00 am
DLH
- SJC
1 stop8h 25m
United Airlines
Deal found 4/22![United Airlines logo]()
$749
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:12 pm
SJC
- MSN
1 stop8h 32m
Delta
Mon 6/16:30 am
MSN
- SJC
2 stops11h 02m
Delta
Deal found 4/23![Delta logo]()
$399
Last-minute flights from San Jose to WisconsinDiscover last-minute flight deals from San Jose to Wisconsin. Data last updated April 24, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Wisconsin. Data last updated April 24, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:20 am
SJC
- MKE
1 stop6h 49m
Delta
Wed 5/276:30 am
MKE
- SJC
1 stop7h 48m
Delta
Deal found 4/22![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/2610:55 pm
SJC
- MSP
1 stop8h 30m
Southwest
Tue 6/210:50 am
MSP
- SJC
1 stop12h 15m
Southwest
Deal found 4/19![Southwest logo]()
$312
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/276:20 am
SJC
- MKE
1 stop6h 49m
Delta
Wed 6/36:45 am
MKE
- SJC
1 stop8h 03m
Delta
Deal found 4/20![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:15 pm
SJC
- MKE
1 stop7h 40m
Delta
Wed 6/36:45 am
MKE
- SJC
1 stop8h 03m
Delta
Deal found 4/21![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/281:15 pm
SJC
- MSN
1 stop6h 12m
Delta
Tue 6/22:33 pm
MSN
- SJC
1 stop8h 05m
Delta
Deal found 4/19![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:30 pm
SJC
- MKE
1 stop7h 50m
Southwest
Wed 6/33:55 pm
MKE
- SJC
2 stops8h 05m
Southwest
Deal found 4/21![Southwest logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:57 pm
SJC
- MSP
2 stops18h 22m
Multiple Airlines
Mon 6/16:00 am
MSP
- SJC
1 stop7h 59m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$341
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/286:00 am
SJC
- MSP
1 stop7h 45m
Southwest
Tue 6/210:50 am
MSP
- SJC
1 stop12h 15m
Southwest
Deal found 4/20![Southwest logo]()
$344
This CheapOair deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:00 am
SJC
- MKE
1 stop13h 59m
Alaska Airlines
Mon 6/14:40 pm
MKE
- SJC
1 stop8h 51m
Alaska Airlines
Deal found 4/21![Alaska Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/2912:57 pm
SJC
- MSP
2 stops18h 22m
Multiple Airlines
Thu 6/48:55 pm
MSP
- SJC
1 stop17h 04m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:57 pm
SJC
- MSP
2 stops18h 22m
Multiple Airlines
Mon 6/16:00 am
MSP
- SJC
1 stop7h 59m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:00 am
SJC
- MSN
2 stops12h 27m
Delta
Tue 6/211:04 am
MSN
- SJC
1 stop9h 58m
Delta
Deal found 4/21![Delta logo]()
$338
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 April 24, 2026.
Search for one-way flight options from San Jose to Wisconsin. Find affordable one-way fares based on user searches. Data last updated April 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1812:57 pm
SJC
- MSP
2 stops42h 22m
Frontier
Deal found 4/21![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/112:12 pm
SJC
- MSP
2 stops17h 07m
Frontier
Deal found 4/18![Frontier logo]()
$132
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:40 pm
SJC
- MKE
1 stop5h 53m
Delta
Deal found 4/23![Delta logo]()
$135
This CheapOair deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:57 pm
SJC
- ORD
1 stop15h 07m
Frontier
Deal found 4/22![Frontier logo]()
$137
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:30 am
SJC
- ORD
1 stop6h 28m
Delta
Deal found 4/21![Delta logo]()
$138
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/207:00 am
SJC
- ORD
2 stops12h 50m
Delta
Deal found 4/20![Delta logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/2912:57 pm
SJC
- MSP
2 stops18h 22m
Frontier
Deal found 4/18![Frontier logo]()
$145
This Frontier deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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.
Sat 6/278:25 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 4/20![Frontier logo]()
$145
This Frontier deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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.
Fri 6/128:25 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 4/20![Frontier logo]()
$146
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/191:13 pm
SJC
- ATW
1 stop7h 41m
Delta
Deal found 4/23![Delta logo]()
$146
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/196:20 am
SJC
- ORD
1 stop6h 37m
Delta
Deal found 4/20![Delta logo]()
$150
This CheapOair deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:57 pm
SJC
- ORD
1 stop15h 42m
Frontier
Deal found 4/21![Frontier logo]()
$151
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 April 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (Delta) |
One-way from | $131 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $451 |
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 April 24, 2026.
Use the filters below to find and compare flights from San Jose to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoseMadison
SJC - MSN
SJCMSN
San Jose
Sat 9/12
2:09 pm-10:42 pm
1 stop6h 33m
Madison Truax Field
Tue 9/15
3:49 pm-10:41 pm
1 stop8h 52m
$305
San JoseChicago
SJC - ORD
SJCORD
San Jose
Thu 6/4
7:00 am-8:14 pm
2 stops11h 14m
Chicago O'Hare Intl
Tue 6/9
6:30 am-2:19 pm
2 stops9h 49m
$314
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Sat 9/12
6:45 am-6:25 pm
1 stop9h 40m
Milwaukee-Mitchell
Tue 9/15
2:05 pm-8:30 pm
1 stop8h 25m
$320
San JoseChicago
SJC - ORD
SJCORD
San Jose
Tue 8/18
8:05 pm-8:34 am
2 stops10h 29m
Chicago O'Hare Intl
Fri 8/21
6:59 pm-11:49 pm
1 stop6h 50m
$337
San JoseChicago
SJC - ORD
SJCORD
San Jose
Sat 9/26
2:25 pm-11:57 pm
1 stop7h 32m
Chicago O'Hare Intl
Sun 9/27
7:00 am-1:44 pm
1 stop8h 44m
$345
San JoseMadison
SJC - MSN
SJCMSN
San Jose
Fri 6/19
6:12 pm-8:50 am
2 stops12h 38m
Madison Truax Field
Tue 6/23
1:31 pm-10:16 pm
2 stops10h 45m
$347
San JoseMadison
SJC - MSN
SJCMSN
San Jose
Wed 7/1
8:15 pm-8:12 am
2 stops9h 57m
Madison Truax Field
Wed 7/8
6:00 am-12:01 pm
1 stop8h 01m
$347
San JoseMadison
SJC - MSN
SJCMSN
San Jose
Thu 5/28
1:13 pm-9:27 pm
1 stop6h 14m
Madison Truax Field
Mon 6/1
6:30 am-3:32 pm
2 stops11h 02m
$356
San JoseMadison
SJC - MSN
SJCMSN
San Jose
Sat 5/30
7:00 am-9:27 pm
2 stops12h 27m
Madison Truax Field
Mon 6/1
6:30 am-2:09 pm
2 stops9h 39m
$361
Quickest round-trip
San JoseChicago
SJC - ORD
SJCORD
San Jose
Thu 6/11
3:15 pm-11:36 pm
1 stop6h 21m
Chicago O'Hare Intl
Tue 6/23
6:20 am-11:24 am
1 stop7h 04m
$372
Showing 1-10 of 60 resultsSorted by cheapest first
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-MSP
SJC-MKE
SJC-ORD
SJC-ATW
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-MSP
SJC-MKE
SJC-ORD
SJC-ATW
What is the cheapest month to book a flight from San Jose, California to Wisconsin?
Currently, July is the cheapest month in which you can book a flight from San Jose, California to Wisconsin (average of $171). Flying from San Jose, California to Wisconsin in February is currently the most expensive (average of $429). 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.
How much does it cost to fly round-trip from San Jose, California to Wisconsin?
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 April 24, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from San Jose to Wisconsin. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
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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Complete your trip
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San Jose and Wisconsin flights
Browse other San Jose and Wisconsin flight options. Last updated on April 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San Jose to Wisconsin flights
Consider these flights traveling from San Jose to Wisconsin.
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 April 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$202 | Average$421 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$409 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$267 | Average$456 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$288 | Average$457 | FlexibilityNo cancel fee | On-time71% |