Wisconsin

$72+ 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
avr. 3 — avr. 101
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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 mars 4, 2026.

This CheapOair deal was found by Cheapflights users on 3/2. 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.
mer. 5/62:44 pm
SJC
-
ORD
1 stop7h 15m
Alaska Airlines
sam. 5/98:50 am
ORD
-
SJC
1 stop7h 18m
Alaska Airlines
Deal found 3/2$260
This Kiwi.com deal was found by Cheapflights users on 3/4. 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.
ven. 4/176:39 pm
SJC
-
ORD
1 stop8h 56m
Multiple Airlines
lun. 4/205:15 am
ORD
-
SJC
1 stop16h 12m
Multiple Airlines
Deal found 3/4$261
This Alaska Airlines deal was found by Cheapflights users on 3/4. 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.
mer. 9/2310:20 am
SJC
-
ORD
1 stop6h 35m
Alaska Airlines
lun. 9/287:00 am
ORD
-
SJC
1 stop7h 22m
Alaska Airlines
Deal found 3/4$263
This Kiwi.com deal was found by Cheapflights users on 2/27. 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. 3/308:20 pm
SJC
-
ORD
1 stop7h 48m
Frontier
dim. 4/57:55 am
ORD
-
SJC
2 stops27h 39m
Frontier
Deal found 2/27$265
This Delta deal was found by Cheapflights users on 3/1. 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.
mer. 4/1511:35 am
SJC
-
ORD
1 stop10h 23m
Delta
sam. 4/187:15 am
ORD
-
SJC
1 stop9h 45m
Delta
Deal found 3/1$266
This CheapOair deal was found by Cheapflights users on 2/28. 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.
jeu. 4/912:23 pm
SJC
-
ORD
1 stop9h 36m
Alaska Airlines
mer. 4/158:20 am
ORD
-
SJC
1 stop7h 38m
Alaska Airlines
Deal found 2/28$267
This Orbitz deal was found by Cheapflights users on 3/2. 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.
mer. 4/110:22 am
SJC
-
ORD
1 stop11h 37m
Alaska Airlines
mer. 4/88:20 am
ORD
-
SJC
1 stop12h 25m
Alaska Airlines
Deal found 3/2$268
This Kiwi.com deal was found by Cheapflights users on 2/27. 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.
mer. 4/12:29 pm
SJC
-
ORD
1 stop7h 30m
Hawaiian Airlines
mar. 4/74:10 pm
ORD
-
SJC
1 stop8h 00m
Hawaiian Airlines
Deal found 2/27$269
This Alaska Airlines deal was found by Cheapflights users on 3/3. 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.
mer. 4/1510:35 am
SJC
-
ORD
1 stop6h 27m
Alaska Airlines
ven. 4/243:52 pm
ORD
-
SJC
1 stop9h 03m
Alaska Airlines
Deal found 3/3$270
This CheapOair deal was found by Cheapflights users on 3/3. 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.
lun. 5/187:02 pm
SJC
-
ORD
1 stop8h 48m
Frontier
ven. 5/2212:44 pm
ORD
-
SJC
1 stop26h 58m
Frontier
Deal found 3/3$271
This CheapOair deal was found by Cheapflights users on 2/28. 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.
jeu. 6/42:00 pm
SJC
-
ORD
1 stop7h 55m
Alaska Airlines
mar. 6/99:00 am
ORD
-
SJC
1 stop7h 13m
Alaska Airlines
Deal found 2/28$272
This Alaska Airlines deal was found by Cheapflights users on 3/4. 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.
jeu. 9/242:00 pm
SJC
-
ORD
1 stop7h 59m
Alaska Airlines
ven. 9/251:03 pm
ORD
-
SJC
1 stop8h 51m
Alaska Airlines
Deal found 3/4$273

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 mars 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$260
(CheapOair)

One-way from

$72
(Trip.com)

Popular in

February

Cheapest in

September

Average price

$623
Provider with most accurate pricing for San Jose-Milwaukee-Mitchell flight deals.
Provider most trusted by Cheapflights users for San Jose-Milwaukee-Mitchell flights.
From San Jose to Wisconsin
One-way flight from San Jose to Wisconsin
Highest demand for flights based on searches. 21% potential increase in price ($124 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($25 potential savings vs. average RT price).
Average for round-trip flights in March 2026

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 mars 4, 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

Price

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

mar. 3/24

7:15 am-9:15 pm

2 stops12h 00m

Milwaukee-Mitchell

mar. 3/31

4:48 pm-11:58 pm

2 stops9h 10m

$296

San JoseChicago

SJC - ORD

SJCORD

San Jose

mar. 5/12

2:51 pm-11:57 pm

1 stop7h 06m

Chicago O'Hare Intl

sam. 5/16

3:47 pm-8:38 pm

1 stop6h 51m

$296

San JoseChicago

SJC - ORD

SJCORD

San Jose

mer. 4/29

3:45 pm-12:29 am

1 stop6h 44m

Chicago O'Hare Intl

jeu. 5/7

7:50 pm-10:46 pm

Nonstop4h 56m

$299

San JoseChicago

SJC - ORD

SJCORD

San Jose

mar. 5/5

6:45 am-9:38 pm

2 stops12h 53m

Chicago O'Hare Intl

jeu. 5/7

7:12 am-2:11 pm

1 stop8h 59m

$301

San JoseChicago

SJC - ORD

SJCORD

San Jose

sam. 4/11

3:45 pm-12:29 am

1 stop6h 44m

Chicago O'Hare Intl

sam. 4/18

2:00 pm-9:07 pm

1 stop9h 07m

$309

San JoseMadison

SJC - MSN

SJCMSN

San Jose

mer. 5/27

7:59 pm-11:08 am

2 stops13h 09m

Madison Truax Field

sam. 5/30

6:30 am-3:27 pm

2 stops10h 57m

$319

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

mer. 5/6

11:35 am-10:46 pm

2 stops9h 11m

Milwaukee-Mitchell

sam. 5/9

10:54 am-5:15 pm

2 stops8h 21m

$325

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

mar. 5/5

6:20 am-3:03 pm

1 stop6h 43m

Milwaukee-Mitchell

sam. 5/9

4:01 pm-8:38 pm

1 stop6h 37m

$327

San JoseChicago

SJC - ORD

SJCORD

San Jose

mer. 4/1

6:20 am-3:19 pm

1 stop6h 59m

Chicago O'Hare Intl

ven. 4/3

7:10 pm-11:58 pm

1 stop6h 48m

$358

San JoseMinneapolis

SJC - MSP

SJCMSP

San Jose

lun. 5/4

7:20 am-5:15 am

1 stop19h 55m

Minneapolis St Paul

jeu. 5/28

6:32 pm-8:38 pm

Nonstop4h 06m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/1

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $268). 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.

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 mars 4, 2026.
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.

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

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.

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

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.

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

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.

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

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.

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

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 6h 44m. 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 Delta, which is currently one of the cheapest options available, starting at $125. Southwest flights start at $133 while deals on United Airlines start at $171 one-way.

  • What are the most popular routes 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 $268). 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.

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 mars 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$440FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$409FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$267Average$436FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$288Average$468FlexibilityNo cancel feeOn-time71%

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