$80+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Apr 25 — May 23
Round-trip
3 travelers, 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 March 26, 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 March 26, 2026.
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:20 am
SJC
- MKE
1 stop8h 31m
Delta
Tue 5/265:01 pm
MKE
- SJC
1 stop6h 39m
Delta
Deal found 3/25![Delta logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:29 am
SJC
- ORD
1 stop17h 51m
Frontier
Thu 4/237:21 pm
ORD
- SJC
1 stop26h 06m
Frontier
Deal found 3/25![Frontier logo]()
$270
This CheapOair deal was found by Cheapflights users on 3/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:32 pm
SJC
- ORD
1 stop7h 07m
Frontier
Sat 4/187:21 pm
ORD
- SJC
1 stop26h 06m
Frontier
Deal found 3/23![Frontier logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:29 am
SJC
- ORD
1 stop17h 51m
Multiple Airlines
Mon 4/275:15 am
ORD
- SJC
1 stop16h 12m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$273
This Expedia deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:39 pm
SJC
- ORD
1 stop9h 11m
Multiple Airlines
Mon 4/207:59 pm
ORD
- SJC
1 stop15h 59m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:35 am
SJC
- ORD
1 stop10h 23m
Delta
Wed 5/133:47 pm
ORD
- SJC
1 stop6h 51m
Delta
Deal found 3/25![Delta logo]()
$275
This Alaska Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:44 pm
SJC
- ORD
1 stop8h 59m
Alaska Airlines
Fri 5/83:52 pm
ORD
- SJC
1 stop9h 03m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$277
This Expedia deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:39 pm
SJC
- ORD
1 stop9h 11m
Multiple Airlines
Mon 5/43:52 pm
ORD
- SJC
1 stop9h 03m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/195:50 am
SJC
- ORD
2 stops10h 15m
Delta
Wed 5/272:00 pm
ORD
- SJC
1 stop9h 40m
Delta
Deal found 3/25![Delta logo]()
$280
This CheapOair deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:39 pm
SJC
- ORD
1 stop9h 11m
Frontier
Sun 4/197:21 pm
ORD
- SJC
1 stop26h 06m
Frontier
Deal found 3/26![Frontier logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:29 am
SJC
- ORD
1 stop17h 51m
Frontier
Wed 4/228:58 pm
ORD
- SJC
1 stop23h 14m
Frontier
Deal found 3/25![Frontier logo]()
$282
This Booking.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:57 pm
SJC
- ORD
1 stop15h 42m
Frontier
Sun 5/178:56 pm
ORD
- SJC
1 stop17h 03m
Frontier
Deal found 3/26![Frontier logo]()
$283
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 March 26, 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 March 26, 2026.
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:40 pm
SJC
- ORD
1 stop6h 10m
Delta
Wed 6/108:36 am
ORD
- SJC
2 stops9h 35m
Delta
Deal found 3/25![Delta logo]()
$280
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:55 pm
SJC
- MSP
1 stop8h 30m
Southwest
Tue 5/510:50 am
MSP
- SJC
2 stops8h 35m
Southwest
Deal found 3/25![Southwest logo]()
$339
This United Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:45 pm
SJC
- ORD
1 stop6h 45m
United Airlines
Sun 4/267:46 pm
ORD
- SJC
Nonstop4h 55m
United Airlines
Deal found 3/25![United Airlines logo]()
$394
This Alaska Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:30 am
SJC
- ORD
2 stops14h 29m
Alaska Airlines
Fri 5/83:52 pm
ORD
- SJC
1 stop9h 03m
Alaska Airlines
Deal found 3/21![Alaska Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2311:48 am
SJC
- CWA
2 stops10h 07m
American Airlines
Sat 5/309:51 am
CWA
- SJC
2 stops15h 22m
American Airlines
Deal found 3/21![American Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:45 pm
SJC
- MKE
2 stops12h 46m
Delta
Tue 5/265:01 pm
MKE
- SJC
1 stop6h 39m
Delta
Deal found 3/25![Delta logo]()
$323
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:00 am
SJC
- MKE
2 stops8h 25m
Southwest
Tue 5/2611:30 am
MKE
- SJC
2 stops11h 50m
Southwest
Deal found 3/25![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:20 am
SJC
- MKE
1 stop8h 31m
Delta
Sat 5/234:02 pm
MKE
- SJC
1 stop6h 36m
Delta
Deal found 3/25![Delta logo]()
$325
This United Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1212:56 pm
SJC
- MKE
1 stop8h 03m
United Airlines
Wed 5/132:38 pm
MKE
- SJC
1 stop8h 54m
United Airlines
Deal found 3/24![United Airlines logo]()
$408
This Alaska Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/168:00 am
SJC
- ORD
2 stops20h 20m
Alaska Airlines
Thu 5/219:00 am
ORD
- SJC
1 stop7h 13m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$426
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2312:30 pm
SJC
- MSP
2 stops7h 35m
Southwest
Sat 4/2512:50 pm
MSP
- SJC
2 stops8h 00m
Southwest
Deal found 3/24![Southwest logo]()
$395
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:20 pm
SJC
- MSN
1 stop9h 51m
Delta
Tue 8/255:45 am
MSN
- SJC
1 stop7h 48m
Delta
Deal found 3/25![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 3/22. 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.
Wed 5/1311:25 am
SJC
- MSP
2 stops8h 00m
Southwest
Sat 5/162:50 pm
MSP
- SJC
2 stops8h 25m
Southwest
Deal found 3/22![Southwest logo]()
$409
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2310:10 am
SJC
- MSN
2 stops10h 41m
Delta
Mon 4/277:00 am
MSN
- SJC
2 stops11h 59m
Delta
Deal found 3/24![Delta logo]()
$379
This Alaska Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:30 am
SJC
- MSP
1 stop6h 45m
Alaska Airlines
Thu 5/73:04 pm
MSP
- SJC
1 stop6h 25m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$478
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:23 pm
SJC
- LSE
2 stops13h 51m
American Airlines
Mon 6/111:52 am
LSE
- SJC
2 stops13h 21m
American Airlines
Deal found 3/21![American Airlines logo]()
$529
This United Airlines deal was found by Cheapflights users on 3/22. 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.
Wed 5/276:30 am
SJC
- ATW
1 stop8h 24m
United Airlines
Sat 5/302:40 pm
ATW
- SJC
1 stop9h 50m
United Airlines
Deal found 3/22![United Airlines logo]()
$494
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:20 am
SJC
- MSP
Nonstop3h 40m
Delta
Sat 4/2510:25 am
MSP
- SJC
1 stop9h 27m
Delta
Deal found 3/24![Delta logo]()
$389
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/611:30 am
SJC
- MSP
2 stops8h 00m
Southwest
Sat 6/209:55 am
MSP
- SJC
2 stops12h 00m
Southwest
Deal found 3/24![Southwest logo]()
$440
This United Airlines deal was found by Cheapflights users on 3/23. 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.
Fri 4/106:30 am
SJC
- ORD
Nonstop4h 26m
United Airlines
Sat 4/182:00 pm
ORD
- SJC
1 stop9h 07m
United Airlines
Deal found 3/23![United Airlines logo]()
$500
This Delta deal was found by Cheapflights users on 3/23. 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 5/131:13 pm
SJC
- MSP
Nonstop3h 43m
Delta
Sat 5/161:01 pm
MSP
- SJC
1 stop6h 01m
Delta
Deal found 3/23![Delta logo]()
$389
This Southwest deal was found by Cheapflights users on 3/22. 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.
Sat 6/134:20 pm
SJC
- MKE
1 stop6h 00m
Southwest
Wed 6/177:05 pm
MKE
- SJC
1 stop6h 20m
Southwest
Deal found 3/22![Southwest logo]()
$447
This United Airlines deal was found by Cheapflights users on 3/22. 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.
Tue 4/216:30 am
SJC
- GRB
1 stop8h 28m
United Airlines
Sat 4/251:30 pm
GRB
- SJC
1 stop7h 00m
United Airlines
Deal found 3/22![United Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 3/23. 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 4/1411:00 pm
SJC
- MSN
1 stop9h 32m
Delta
Thu 4/165:30 am
MSN
- SJC
1 stop8h 51m
Delta
Deal found 3/23![Delta logo]()
$397
This Southwest deal was found by Cheapflights users on 3/21. 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.
Wed 6/102:20 pm
SJC
- MKE
1 stop5h 55m
Southwest
Sun 6/145:20 am
MKE
- SJC
1 stop6h 00m
Southwest
Deal found 3/21![Southwest logo]()
$447
This United Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:46 pm
SJC
- ORD
1 stop7h 11m
United Airlines
Sat 5/163:35 pm
ORD
- SJC
Nonstop4h 56m
United Airlines
Deal found 3/26![United Airlines logo]()
$516
This American Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:24 pm
SJC
- LSE
2 stops13h 50m
American Airlines
Sun 5/3111:52 am
LSE
- SJC
2 stops13h 24m
American Airlines
Deal found 3/22![American Airlines logo]()
$694
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:20 pm
SJC
- MSP
1 stop7h 15m
Delta
Sun 4/268:18 am
MSP
- SJC
1 stop6h 05m
Delta
Deal found 3/25![Delta logo]()
$399
This United Airlines deal was found by Cheapflights users on 3/23. 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.
Sat 8/291:00 pm
SJC
- ORD
1 stop7h 41m
United Airlines
Sat 9/57:55 pm
ORD
- SJC
Nonstop4h 46m
United Airlines
Deal found 3/23![United Airlines logo]()
$517
This Southwest deal was found by Cheapflights users on 3/21. 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.
Fri 7/316:00 am
SJC
- MSP
1 stop7h 45m
Southwest
Sun 8/911:20 am
MSP
- SJC
1 stop7h 15m
Southwest
Deal found 3/21![Southwest logo]()
$477
Last-minute flights from San Jose to WisconsinDiscover last-minute flight deals from San Jose to Wisconsin. Data last updated March 26, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Wisconsin. Data last updated March 26, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 3/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:32 pm
SJC
- ORD
1 stop7h 07m
Frontier
Sat 4/187:21 pm
ORD
- SJC
1 stop26h 06m
Frontier
Deal found 3/23![Frontier logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:29 am
SJC
- ORD
1 stop17h 51m
Frontier
Thu 4/237:21 pm
ORD
- SJC
1 stop26h 06m
Frontier
Deal found 3/25![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:29 am
SJC
- ORD
1 stop17h 51m
Multiple Airlines
Mon 4/275:15 am
ORD
- SJC
1 stop16h 12m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:29 am
SJC
- ORD
1 stop17h 51m
Frontier
Wed 4/228:58 pm
ORD
- SJC
1 stop23h 14m
Frontier
Deal found 3/25![Frontier logo]()
$282
This Alaska Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1510:35 am
SJC
- ORD
1 stop6h 27m
Alaska Airlines
Fri 4/243:52 pm
ORD
- SJC
1 stop9h 03m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$275
This Alaska Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1510:35 am
SJC
- ORD
1 stop6h 27m
Alaska Airlines
Wed 4/226:00 am
ORD
- SJC
1 stop9h 50m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$280
This Alaska Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1510:35 am
SJC
- ORD
1 stop6h 27m
Alaska Airlines
Tue 4/214:10 pm
ORD
- SJC
1 stop8h 00m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$287
This Expedia deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:39 pm
SJC
- ORD
1 stop9h 11m
Multiple Airlines
Mon 4/207:59 pm
ORD
- SJC
1 stop15h 59m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$274
This Expedia deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:00 am
SJC
- ORD
1 stop10h 02m
Alaska Airlines
Mon 4/207:59 pm
ORD
- SJC
1 stop15h 59m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$277
This CheapOair deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:39 pm
SJC
- ORD
1 stop9h 11m
Frontier
Sun 4/197:21 pm
ORD
- SJC
1 stop26h 06m
Frontier
Deal found 3/26![Frontier logo]()
$281
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/222:44 pm
SJC
- ORD
1 stop7h 15m
Alaska Airlines
Sun 5/37:59 pm
ORD
- SJC
1 stop15h 45m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$290
This Expedia deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/232:21 pm
SJC
- ORD
1 stop7h 22m
Multiple Airlines
Sun 4/267:21 pm
ORD
- SJC
1 stop26h 06m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$288
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 March 26, 2026.
Search for one-way flight options from San Jose to Wisconsin. Find affordable one-way fares based on user searches. Data last updated March 26, 2026.
This Frontier deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:39 pm
SJC
- ORD
1 stop9h 41m
Frontier
Deal found 3/26![Frontier logo]()
$80
This Booking.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1012:57 pm
SJC
- ORD
1 stop15h 42m
Frontier
Deal found 3/26![Frontier logo]()
$86
This Expedia deal was found by Cheapflights users on 3/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:39 pm
SJC
- ORD
1 stop9h 11m
Frontier
Deal found 3/23![Frontier logo]()
$105
This CheapOair deal was found by Cheapflights users on 3/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2012:23 pm
SJC
- ORD
1 stop9h 36m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$109
This Booking.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:57 pm
SJC
- ORD
1 stop15h 42m
Frontier
Deal found 3/25![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:39 pm
SJC
- ORD
1 stop26h 48m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$115
This CheapOair deal was found by Cheapflights users on 3/23. 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 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 3/23![Frontier logo]()
$117
This CheapOair deal was found by Cheapflights users on 3/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:03 pm
SJC
- ORD
1 stop18h 10m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$119
This Priceline deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/196:39 pm
SJC
- ORD
1 stop9h 41m
Frontier
Deal found 3/25![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/138:32 pm
SJC
- ORD
1 stop7h 07m
Frontier
Deal found 3/24![Frontier logo]()
$126
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/281:30 pm
SJC
- MKE
1 stop5h 51m
Delta
Deal found 3/25![Delta logo]()
$135
This American Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2812:46 pm
SJC
- MKE
2 stops8h 54m
American Airlines
Deal found 3/24![American Airlines logo]()
$140
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 March 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (Delta) |
One-way from | $80 (Frontier) |
Popular in | March |
Cheapest in | September |
Average price | $656 |
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 March 26, 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 JoseChicago
SJC - ORD
SJCORD
San Jose
Wed 6/3
1:40 pm-9:50 pm
1 stop6h 10m
Chicago O'Hare Intl
Wed 6/10
8:36 am-4:11 pm
2 stops9h 35m
$280
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 5/12
5:45 pm-8:31 am
2 stops12h 46m
Milwaukee-Mitchell
Tue 5/26
5:01 pm-9:40 pm
1 stop6h 39m
$323
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Mon 5/18
6:20 am-4:51 pm
1 stop8h 31m
Milwaukee-Mitchell
Sat 5/23
4:02 pm-8:38 pm
1 stop6h 36m
$325
San JoseMinneapolis
SJC - MSP
SJCMSP
San Jose
Mon 5/4
10:55 pm-9:25 am
1 stop8h 30m
Minneapolis St Paul
Tue 5/5
10:50 am-5:25 pm
2 stops8h 35m
$339
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 5/12
7:00 am-5:25 pm
2 stops8h 25m
Milwaukee-Mitchell
Tue 5/26
11:30 am-9:20 pm
2 stops11h 50m
$354
San JoseMadison
SJC - MSN
SJCMSN
San Jose
Tue 8/18
10:20 pm-10:11 am
1 stop9h 51m
Madison Truax Field
Tue 8/25
5:45 am-11:33 am
1 stop7h 48m
$369
San JoseMadison
SJC - MSN
SJCMSN
San Jose
Thu 4/23
10:10 am-10:51 pm
2 stops10h 41m
Madison Truax Field
Mon 4/27
7:00 am-4:59 pm
2 stops11h 59m
$379
San JoseMinneapolis
SJC - MSP
SJCMSP
San Jose
Thu 4/23
6:20 am-12:00 pm
Nonstop3h 40m
Minneapolis St Paul
Sat 4/25
10:25 am-5:52 pm
1 stop9h 27m
$389
Quickest round-trip
San JoseMinneapolis
SJC - MSP
SJCMSP
San Jose
Wed 5/13
1:13 pm-6:56 pm
Nonstop3h 43m
Minneapolis St Paul
Sat 5/16
1:01 pm-5:02 pm
1 stop6h 01m
$389
San JoseChicago
SJC - ORD
SJCORD
San Jose
Thu 4/23
3:45 pm-12:30 am
1 stop6h 45m
Chicago O'Hare Intl
Sun 4/26
7:46 pm-10:41 pm
Nonstop4h 55m
$394
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-ORD
SJC-MKE
SJC-ATW
SJC-GRB
SJC-MSP
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-MKE
SJC-ATW
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 March is currently the most expensive (average of $284). 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 March 26, 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.
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
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 March 26, 2026.
Popular flight searches
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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 March 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$202 | Average$444 | 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$464 | FlexibilityNo cancel fee | On-time71% |