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Wisconsin

$92+ Cheap flights from San Jose (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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap 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 September 15, 2025.

Round-trip from

$162
(Frontier)

One-way from

$92
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$344
From San Jose to Wisconsin
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One-way flight from San Jose to Wisconsin
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Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from San Jose to Wisconsin

Cheapest flights from San Jose to Wisconsin
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 September 15, 2025.

This Frontier deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 11/712:27 pmSJC - MSP
1 stop9h 47mFrontier
Fri 11/146:00 amMSP - SJC
1 stop7h 32mFrontier
Deal found 9/13$162
This CheapOair deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/1412:27 pmSJC - MSP
1 stop18h 53mFrontier
Sun 11/1610:15 amMSP - SJC
1 stop27h 17mFrontier
Deal found 9/14$172
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 12/66:50 amSJC - MKE
1 stop7h 00mSouthwest
Wed 12/105:40 amMKE - SJC
1 stop8h 30mSouthwest
Deal found 9/13$191
This Frontier deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2612:25 pmSJC - MSP
1 stop9h 52mFrontier
Mon 9/296:45 amMSP - SJC
2 stops13h 00mFrontier
Deal found 9/12$191
This Frontier deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 11/712:27 pmSJC - MSP
1 stop9h 47mFrontier
Mon 11/1010:10 amMSP - SJC
2 stops9h 24mFrontier
Deal found 9/13$205
This CheapOair deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/206:43 pmSJC - ORD
2 stops27h 10mFrontier
Sun 10/266:50 amORD - SJC
1 stop6h 42mFrontier
Deal found 9/15$206
This CheapOair deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/1312:35 pmSJC - MSP
1 stop9h 18mFrontier
Sun 10/1910:00 amMSP - SJC
1 stop27h 32mFrontier
Deal found 9/13$207
This Priceline deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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.
Thu 9/252:14 pmSJC - ORD
1 stop7h 45mMultiple Airlines
Mon 9/296:15 amORD - SJC
1 stop11h 06mMultiple Airlines
Deal found 9/13$209
This CheapOair deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/712:27 pmSJC - MSP
1 stop9h 47mFrontier
Sun 11/910:15 amMSP - SJC
1 stop27h 17mFrontier
Deal found 9/14$210
This Orbitz deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Wed 10/226:25 amSJC - ORD
1 stop10h 34mMultiple Airlines
Fri 10/246:50 amORD - SJC
1 stop6h 42mMultiple Airlines
Deal found 9/14$210
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/2612:25 pmSJC - ORD
1 stop9h 34mFrontier
Sun 9/286:00 amORD - SJC
1 stop7h 26mFrontier
Deal found 9/14$211
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 9/257:12 pmSJC - ORD
2 stops12h 25mMultiple Airlines
Tue 9/3011:15 amORD - SJC
1 stop10h 45mMultiple Airlines
Deal found 9/13$213

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 September 15, 2025.
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 JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Sat 12/6

6:50 am-3:50 pm

1 stop7h 00m

Milwaukee-Mitchell

Wed 12/10

5:40 am-12:10 pm

1 stop8h 30m

$191

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 10/21

6:25 am-6:59 pm

1 stop10h 34m

Chicago O'Hare Intl

Tue 10/28

9:20 am-2:23 pm

1 stop7h 03m

$238

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 12/2

3:03 pm-6:54 pm

1 stop25h 51m

Chicago O'Hare Intl

Tue 12/9

7:59 pm-2:26 pm

1 stop20h 27m

$248

San JoseChicago

SJC - ORD

SJCORD

San Jose

Sat 10/25

1:30 pm-11:59 pm

1 stop8h 29m

Chicago O'Hare Intl

Wed 10/29

7:59 pm-9:48 am

1 stop15h 49m

$248

San JoseChicago

SJC - ORD

SJCORD

San Jose

Sat 11/15

3:00 pm-11:59 pm

1 stop6h 59m

Chicago O'Hare Intl

Fri 11/21

8:20 am-2:22 pm

1 stop8h 02m

$257

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 11/12

3:00 pm-11:59 pm

1 stop6h 59m

Chicago O'Hare Intl

Fri 11/21

8:20 am-2:22 pm

1 stop8h 02m

$257

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 11/11

10:25 am-1:54 pm

1 stop25h 29m

Chicago O'Hare Intl

Fri 11/21

8:20 am-2:22 pm

1 stop8h 02m

$257

San JoseChicago

SJC - ORD

SJCORD

San Jose

Sat 10/25

1:30 pm-11:59 pm

1 stop8h 29m

Chicago O'Hare Intl

Sat 11/1

9:20 am-6:40 pm

1 stop11h 20m

$258

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Sat 12/6

7:15 am-9:49 pm

2 stops12h 34m

Milwaukee-Mitchell

Wed 12/10

6:10 am-1:16 pm

2 stops9h 06m

$267

San JoseAppleton

SJC - ATW

SJCATW

San Jose

Sat 12/6

6:25 am-8:51 pm

2 stops12h 26m

Appleton Intl

Wed 12/10

11:13 am-11:01 pm

2 stops13h 48m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 60 results
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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.
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

What is the cheapest month to book a flight from San Jose to Wisconsin?

Currently, February is the cheapest month in which you can book a flight from San Jose to Wisconsin (average of $280). Flying from San Jose to Wisconsin in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SJC to WI?

Find hourly flight availability from San Jose to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from San Jose to Wisconsin, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 15, 2025.
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.
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,956 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,931 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • What airport do you fly from for flights from San Jose to Wisconsin?

    San Jose (SJC), located 2.9 mi from the city center, is the airport you fly out of when you book flights from San Jose to Wisconsin.

  • How long is the flight from San Jose to Wisconsin?

    Airlines like Southwest, Alaska Airlines, and Delta fly from San Jose to Wisconsin in about 7h. The time it takes to get you to your destination can typically vary by up to 5h 34m. San Jose and Wisconsin are separated by a distance of 1824 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from San Jose to Wisconsin one-way?

    For one-way options, check prices for Hawaiian Airlines. According to our data, you can fly for as low as $92. Users have also found prices from $109 and $118 on United Airlines and Alaska Airlines, respectively.

  • What are the most popular routes from San Jose to Wisconsin?

    Most travelers choose San Jose - Chicago O'Hare Intl, San Jose - Minneapolis St Paul or San Jose - Milwaukee-Mitchell when deciding on the best route from San Jose to Wisconsin.

  • Can I find deals for flights from San Jose to Wisconsin that include hotel bookings?

    Yes. In addition to deals on San Jose to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Wisconsin.

  • Can I find deals for business class flights from San Jose to Wisconsin?

    Yes. Cheapflights offers flight deals from San Jose to Wisconsin by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Jose to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from San Jose to Wisconsin (average of $280). Flying from San Jose to Wisconsin in June is currently the most expensive (average of $376). 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.

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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$484FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$413FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$451FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$304Average$451FlexibilityNo cancel feeOn-time63%

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