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$95+ 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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
nov. 26 — dic. 31
mié. 11/26
mié. 12/3
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 octubre 27, 2025.

This Priceline deal was found by Cheapflights users on 10/25. 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.
lun. 11/1012:27 pmSJC - MSP
1 stop9h 47mFrontier
vie. 11/146:00 amMSP - SJC
1 stop7h 32mFrontier
Deal found 10/25$182
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
lun. 11/176:19 pmSJC - MSP
2 stops26h 28mMultiple Airlines
lun. 11/246:24 amMSP - SJC
1 stop11h 31mMultiple Airlines
Deal found 10/27$220
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/106:19 pmSJC - ORD
2 stops19h 20mFrontier
vie. 11/146:00 amORD - SJC
1 stop7h 32mFrontier
Deal found 10/26$246
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/163:09 pmSJC - ORD
1 stop6h 41mAlaska Airlines
mié. 12/178:55 amORD - SJC
1 stop7h 37mAlaska Airlines
Deal found 10/26$247
This Alaska Airlines deal was found by Cheapflights users on 10/25. 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.
jue. 12/1112:35 pmSJC - ORD
1 stop9h 15mAlaska Airlines
mar. 12/163:05 pmORD - SJC
1 stop25h 27mAlaska Airlines
Deal found 10/25$249
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
jue. 12/257:43 pmSJC - ORD
1 stop8h 22mMultiple Airlines
mié. 12/317:44 pmORD - SJC
1 stop20h 48mMultiple Airlines
Deal found 10/25$250
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
mar. 12/163:09 pmSJC - ORD
1 stop6h 41mAlaska Airlines
mié. 1/79:00 amORD - SJC
1 stop11h 44mAlaska Airlines
Deal found 10/27$251
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/173:00 pmSJC - ORD
1 stop6h 59mAlaska Airlines
mié. 11/199:20 amORD - SJC
1 stop7h 03mAlaska Airlines
Deal found 10/26$258
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
jue. 12/47:00 amSJC - ORD
1 stop10h 54mAlaska Airlines
dom. 12/78:59 pmORD - SJC
1 stop14h 52mAlaska Airlines
Deal found 10/27$260
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
mar. 12/1612:35 pmSJC - ORD
1 stop9h 15mAlaska Airlines
lun. 1/58:58 pmORD - SJC
1 stop16h 13mAlaska Airlines
Deal found 10/27$261
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/217:48 pmSJC - ORD
2 stops40h 29mMultiple Airlines
mié. 1/77:44 pmORD - SJC
1 stop16h 48mMultiple Airlines
Deal found 10/26$266
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
vie. 11/1412:27 pmSJC - ORD
2 stops17h 01mMultiple Airlines
lun. 11/176:00 amORD - SJC
1 stop7h 32mMultiple Airlines
Deal found 10/25$267

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 octubre 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$182
(Priceline)

One-way from

$95
(Kiwi.com)

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 octubre 27, 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

mar. 3/3

10:20 am-11:10 pm

1 stop10h 50m

Chicago O'Hare Intl

mié. 3/4

9:00 am-2:01 pm

1 stop7h 01m

$242

San JoseChicago

SJC - ORD

SJCORD

San Jose

mié. 12/17

12:35 pm-11:50 pm

1 stop9h 15m

Chicago O'Hare Intl

mié. 1/7

9:00 am-6:44 pm

1 stop11h 44m

$251

San JoseChicago

SJC - ORD

SJCORD

San Jose

lun. 12/15

12:35 pm-11:50 pm

1 stop9h 15m

Chicago O'Hare Intl

jue. 12/18

3:37 pm-10:39 pm

1 stop9h 02m

$260

San JoseChicago

SJC - ORD

SJCORD

San Jose

jue. 12/11

12:35 pm-11:50 pm

1 stop9h 15m

Chicago O'Hare Intl

sáb. 12/13

3:05 pm-9:51 am

1 stop20h 46m

$260

San JoseChicago

SJC - ORD

SJCORD

San Jose

jue. 12/18

7:00 am-11:59 pm

1 stop14h 59m

Chicago O'Hare Intl

mar. 1/6

8:58 pm-9:50 am

1 stop14h 52m

$272

San JoseChicago

SJC - ORD

SJCORD

San Jose

mié. 12/10

3:11 pm-6:21 am

2 stops13h 10m

Chicago O'Hare Intl

mié. 12/17

8:55 am-2:32 pm

1 stop7h 37m

$276

San JoseMadison

SJC - MSN

SJCMSN

San Jose

vie. 12/5

12:55 pm-10:26 pm

1 stop7h 31m

Madison Truax Field

lun. 12/8

1:22 pm-8:36 pm

1 stop9h 14m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

sáb. 12/6

6:00 am-4:55 pm

1 stop8h 55m

Madison Truax Field

dom. 12/14

3:12 pm-8:45 pm

1 stop7h 33m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

sáb. 12/6

12:55 pm-10:26 pm

1 stop7h 31m

Madison Truax Field

sáb. 12/13

1:30 pm-10:55 pm

1 stop11h 25m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

sáb. 2/28

6:30 am-1:55 pm

1 stop5h 25m

Madison Truax Field

mar. 3/3

2:40 pm-9:06 pm

1 stop8h 26m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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, November is the cheapest month in which you can book a flight from San Jose, California to Wisconsin (average of $156). 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 octubre 27, 2025.

It’s optimal to fly from San Jose, California to Wisconsin in the afternoon. By choosing this option you can save up to 25% 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 octubre 27, 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
4,236 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

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
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

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
7.9
Good
7,996 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

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
8,997 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

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
11,033 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

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 7h 31m. San Jose, California and Wisconsin are separated by a distance of 1752 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 $130. Delta flights start at $131 while deals on American Airlines start at $154 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, November is the cheapest month in which you can book a flight from San Jose, California to Wisconsin (average of $156). 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.

See more FAQs

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Alternative routes for San Jose to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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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 octubre 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$508FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$411FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$452FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$294Average$469FlexibilityNo cancel feeOn-time63%

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