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$86+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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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 October 16, 2025.

This Frontier deal was found by Cheapflights users on 10/14. 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.
Mon 10/2712:35 pmSJC - ORD
1 stop10h 24mFrontier
Fri 10/316:00 amORD - SJC
1 stop7h 32mFrontier
Deal found 10/14$198
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:19 pmSJC - ORD
2 stops37h 48mFrontier
Fri 11/146:00 amORD - SJC
1 stop7h 32mFrontier
Deal found 10/15$207
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/108:05 pmSJC - ORD
1 stop15h 49mHawaiian Airlines
Tue 11/188:59 pmORD - SJC
1 stop14h 49mHawaiian Airlines
Deal found 10/15$210
This Trip.com deal was found by Cheapflights users on 10/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3112:27 pmSJC - ORD
1 stop9h 49mFrontier
Mon 11/36:00 amORD - SJC
1 stop7h 32mFrontier
Deal found 10/14$215
This Alaska Airlines deal was found by Cheapflights users on 10/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/33:09 pmSJC - ORD
1 stop6h 41mAlaska Airlines
Tue 12/98:55 amORD - SJC
1 stop7h 37mAlaska Airlines
Deal found 10/14$218
This Alaska Airlines deal was found by Cheapflights users on 10/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1112:38 pmSJC - ORD
1 stop9h 21mAlaska Airlines
Wed 11/198:59 pmORD - SJC
1 stop17h 02mAlaska Airlines
Deal found 10/14$220
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:19 pmSJC - MSP
2 stops26h 28mFrontier
Mon 11/106:00 amMSP - SJC
1 stop7h 32mFrontier
Deal found 10/15$221
This Alaska Airlines deal was found by Cheapflights users on 10/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:58 pmSJC - ORD
1 stop17h 56mAlaska Airlines
Tue 11/189:20 amORD - SJC
1 stop7h 03mAlaska Airlines
Deal found 10/15$221
This Alaska Airlines deal was found by Cheapflights users on 10/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/53:00 pmSJC - ORD
1 stop6h 59mAlaska Airlines
Wed 11/129:20 amORD - SJC
1 stop7h 03mAlaska Airlines
Deal found 10/14$222
This Alaska Airlines deal was found by Cheapflights users on 10/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/153:00 pmSJC - ORD
1 stop6h 59mAlaska Airlines
Wed 12/38:59 pmORD - SJC
1 stop19h 33mAlaska Airlines
Deal found 10/14$228
This Alaska Airlines deal was found by Cheapflights users on 10/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:00 amSJC - ORD
1 stop10h 55mAlaska Airlines
Wed 11/198:59 pmORD - SJC
1 stop17h 02mAlaska Airlines
Deal found 10/14$231
This Alaska Airlines deal was found by Cheapflights users on 10/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/512:38 pmSJC - ORD
1 stop9h 21mAlaska Airlines
Mon 11/108:59 pmORD - SJC
1 stop14h 49mAlaska Airlines
Deal found 10/14$233

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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$198
(Frontier)

One-way from

$86
(Priceline)

Popular in

December

Cheapest in

September

Average price

$428
Provider with most accurate pricing for San Jose-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Milwaukee-Mitchell flights.
Search Deals
From San Jose to Wisconsin
Search Deals
One-way flight from San Jose to Wisconsin
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 16, 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 JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 3/3

3:00 pm-11:10 pm

1 stop6h 10m

Chicago O'Hare Intl

Wed 3/4

9:00 am-6:48 pm

1 stop11h 48m

$222

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 11/5

10:25 am-7:55 pm

1 stop7h 30m

Chicago O'Hare Intl

Thu 11/13

2:54 pm-10:37 pm

1 stop9h 43m

$241

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 11/6

7:00 am-11:59 pm

1 stop14h 59m

Chicago O'Hare Intl

Mon 11/10

9:20 am-9:48 am

1 stop26h 28m

$243

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 11/4

7:00 am-7:55 pm

1 stop10h 55m

Chicago O'Hare Intl

Wed 11/5

9:20 am-2:23 pm

1 stop7h 03m

$251

San JoseGreen Bay

SJC - GRB

SJCGRB

San Jose

Sat 1/17

6:30 am-8:41 pm

2 stops12h 11m

Green Bay Austin-Straubel

Tue 1/20

4:00 pm-9:06 pm

1 stop7h 06m

$256

San JoseChicago

SJC - ORD

SJCORD

San Jose

Tue 3/3

5:00 pm-5:04 am

1 stop10h 04m

Chicago O'Hare Intl

Wed 3/4

9:00 am-2:01 pm

1 stop7h 01m

$256

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 2/12

11:35 am-11:44 pm

1 stop10h 09m

Chicago O'Hare Intl

Wed 2/18

7:30 am-1:37 pm

1 stop8h 07m

$263

San JoseChicago

SJC - ORD

SJCORD

San Jose

Fri 11/14

11:40 am-11:59 pm

1 stop10h 19m

Chicago O'Hare Intl

Sun 11/16

7:47 am-3:55 pm

1 stop10h 08m

$263

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 11/12

11:40 am-11:59 pm

1 stop10h 19m

Chicago O'Hare Intl

Sun 11/16

7:47 am-3:55 pm

1 stop10h 08m

$263

San JoseChicago

SJC - ORD

SJCORD

San Jose

Mon 11/10

2:15 pm-11:59 pm

1 stop7h 44m

Chicago O'Hare Intl

Tue 11/18

7:20 am-3:55 pm

2 stops10h 35m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

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, California to Wisconsin?

Currently, October is the cheapest month in which you can book a flight from San Jose, California to Wisconsin (average of $149). Flying from San Jose, California to Wisconsin in December is currently the most expensive (average of $280). 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 October 16, 2025.

It’s optimal to fly from San Jose, California to Wisconsin in the afternoon. By choosing this option you can save up to 22% on the cost of your flight, compared to a flight in the morning.

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 October 16, 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
4,241 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

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
7,984 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

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
8,982 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

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
11,043 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

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, California to Wisconsin?

    Departing from San Jose, California to Wisconsin will take you 6h 10m. San Jose, California 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, California to Wisconsin one-way?

    To fly one-way, consider booking your trip with Alaska Airlines, which is currently one of the cheapest options available, starting at $109. Delta flights start at $126 while deals on American Airlines start at $219 one-way.

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

    Currently, October is the cheapest month in which you can book a flight from San Jose, California to Wisconsin (average of $149). Flying from San Jose, California to Wisconsin in December is currently the most expensive (average of $280). 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$509FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$408FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$452FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$294Average$459FlexibilityNo cancel feeOn-time63%

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