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Wisconsin

$89+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This Alaska Airlines deal was found by Cheapflights users on 12/10. 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 12/317:00 amSJC - ORD
1 stop11h 02mAlaska Airlines
Wed 1/73:35 pmORD - SJC
2 stops19h 46mAlaska Airlines
Deal found 12/10$350
This Alaska Airlines deal was found by Cheapflights users on 12/10. 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 12/317:00 amSJC - ORD
1 stop11h 02mAlaska Airlines
Mon 1/56:00 amORD - SJC
1 stop29h 22mAlaska Airlines
Deal found 12/10$360
This Delta deal was found by Cheapflights users on 12/11. 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 12/313:22 pmSJC - ORD
2 stops16h 14mDelta
Fri 1/97:30 amORD - SJC
1 stop8h 00mDelta
Deal found 12/11$378
This Kiwi.com deal was found by Cheapflights users on 12/11. 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.
Tue 12/306:36 pmSJC - ORD
2 stops33h 29mMultiple Airlines
Wed 1/77:57 pmORD - SJC
1 stop24h 39mMultiple Airlines
Deal found 12/11$389
This Alaska Airlines deal was found by Cheapflights users on 12/11. 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 12/3110:24 amSJC - ORD
1 stop11h 35mAlaska Airlines
Tue 1/68:58 pmORD - SJC
1 stop23h 47mAlaska Airlines
Deal found 12/11$395
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Wed 12/319:56 amSJC - ORD
1 stop12h 20mAmerican Airlines
Wed 1/75:00 amORD - SJC
1 stop9h 10mAmerican Airlines
Deal found 12/11$403
This Delta deal was found by Cheapflights users on 12/11. 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 12/2910:55 pmSJC - ORD
1 stop7h 52mDelta
Tue 1/67:30 amORD - SJC
1 stop8h 00mDelta
Deal found 12/11$420
This Alaska Airlines deal was found by Cheapflights users on 12/11. 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 12/302:53 pmSJC - ORD
1 stop27h 09mAlaska Airlines
Tue 1/63:37 pmORD - SJC
1 stop29h 08mAlaska Airlines
Deal found 12/11$422
This Southwest deal was found by Cheapflights users on 12/11. 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 12/3111:00 amSJC - ORD
2 stops9h 35mSouthwest
Wed 1/77:15 amORD - SJC
2 stops14h 10mSouthwest
Deal found 12/11$427
This Delta deal was found by Cheapflights users on 12/11. 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 12/316:35 amSJC - ORD
2 stops12h 01mDelta
Wed 1/76:50 amORD - SJC
2 stops12h 50mDelta
Deal found 12/11$430
This Alaska Airlines deal was found by Cheapflights users on 12/11. 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 12/255:13 pmSJC - ORD
1 stop9h 49mAlaska Airlines
Mon 1/56:00 amORD - SJC
1 stop29h 22mAlaska Airlines
Deal found 12/11$439
This Alaska Airlines deal was found by Cheapflights users on 12/11. 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 12/319:35 amSJC - MSP
1 stop25h 01mAlaska Airlines
Tue 1/61:32 pmMSP - SJC
1 stop7h 51mAlaska Airlines
Deal found 12/11$481

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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$261
(Delta)

One-way from

$89
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$606
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. 5% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 12, 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 JoseMinneapolis

SJC - MSP

SJCMSP

San Jose

Wed 1/7

7:45 am-8:59 pm

1 stop11h 14m

Minneapolis St Paul

Sat 1/24

6:50 pm-10:57 am

1 stop18h 07m

$265

San JoseMinneapolis

SJC - MSP

SJCMSP

San Jose

Tue 1/6

2:30 pm-11:29 am

1 stop18h 59m

Minneapolis St Paul

Sat 1/24

6:50 pm-10:57 am

1 stop18h 07m

$265

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Sun 1/18

6:25 pm-8:48 am

2 stops12h 23m

Milwaukee-Mitchell

Tue 1/20

2:55 pm-9:20 pm

1 stop8h 25m

$288

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 1/7

6:25 pm-8:53 am

2 stops12h 28m

Milwaukee-Mitchell

Wed 1/14

6:40 am-5:40 pm

2 stops13h 00m

$289

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 1/14

2:06 pm-11:28 pm

1 stop7h 22m

Milwaukee-Mitchell

Wed 1/21

11:03 am-5:40 pm

2 stops8h 37m

$290

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Thu 1/8

7:45 am-9:15 pm

2 stops11h 30m

Milwaukee-Mitchell

Wed 1/14

7:45 am-12:26 pm

1 stop6h 41m

$290

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 5/16

9:05 am-9:57 pm

2 stops10h 52m

Madison Truax Field

Thu 5/21

1:45 pm-9:48 pm

1 stop10h 03m

$294

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 1/7

3:00 pm-10:45 pm

1 stop5h 45m

Milwaukee-Mitchell

Wed 1/14

6:05 am-11:00 am

1 stop6h 55m

$307

San JoseMinneapolis

SJC - MSP

SJCMSP

San Jose

Tue 2/3

9:53 am-1:56 pm

2 stops26h 03m

Minneapolis St Paul

Wed 2/11

7:00 am-1:00 pm

1 stop8h 00m

$314

San JoseMinneapolis

SJC - MSP

SJCMSP

San Jose

Sat 1/24

6:02 pm-11:55 pm

1 stop27h 53m

Minneapolis St Paul

Thu 1/29

7:00 am-7:27 pm

2 stops14h 27m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

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 $140). Flying from San Jose, California to Wisconsin in January is currently the most expensive (average of $288). 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 December 12, 2025.

It’s optimal to fly from San Jose, California to Wisconsin in the afternoon. By choosing this option you can save up to 23% 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 December 12, 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
7.9
Good
4,253 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,253 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,095 reviews
Southwest
7.9
Good
4,253 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,050 reviews
Southwest
7.9
Good
4,253 reviews

Boarding

8.1

Overall

7.9

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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 5h 45m. 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 United Airlines, which is currently one of the cheapest options available, starting at $114. Delta flights start at $128 while deals on Southwest start at $171 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 - Madison Truax Field 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 $140). Flying from San Jose, California to Wisconsin in January is currently the most expensive (average of $288). 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$541FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$405FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$267Average$454FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$288Average$443FlexibilityNo cancel feeOn-time71%

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