Wisconsin

$77+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Aug 19 — Aug 261
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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 August 14, 2025.

Round-trip from

$236
(Kiwi.com)

One-way from

$77
(Priceline)

Popular in

December

Cheapest in

September

Average price

$486
From San Jose to Wisconsin
One-way flight from San Jose to Wisconsin
Highest demand for flights based on searches. 1% potential increase in price ($7 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in August 2025

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 August 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/166:35 amSJC - ORD
2 stops9h 39mSpirit Airlines
Mon 9/226:15 amORD - SJC
1 stop6h 30mSpirit Airlines
Deal found 8/12$236
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1811:40 amSJC - ORD
1 stop7h 52mSpirit Airlines
Tue 9/237:09 pmORD - SJC
2 stops17h 36mSpirit Airlines
Deal found 8/12$237
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1311:40 amSJC - ORD
1 stop7h 52mSpirit Airlines
Mon 9/157:09 pmORD - SJC
2 stops17h 36mSpirit Airlines
Deal found 8/12$238
This Alaska Airlines deal was found by Cheapflights users on 8/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/251:30 pmSJC - ORD
1 stop8h 29mAlaska Airlines
Wed 10/299:20 amORD - SJC
1 stop7h 03mAlaska Airlines
Deal found 8/12$239
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/36:00 amSJC - ORD
3 stops27h 10mSpirit Airlines
Tue 9/96:44 pmORD - SJC
3 stops27h 16mSpirit Airlines
Deal found 8/12$240
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/84:16 pmSJC - ORD
2 stops18h 53mSpirit Airlines
Mon 9/158:56 pmORD - SJC
2 stops25h 04mSpirit Airlines
Deal found 8/12$241
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Thu 8/2812:39 pmSJC - ORD
1 stop30h 11mMultiple Airlines
Wed 9/37:09 pmORD - SJC
2 stops17h 36mMultiple Airlines
Deal found 8/11$242
This Priceline deal was found by Cheapflights users on 8/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2212:01 pmSJC - ORD
1 stop10h 31mMultiple Airlines
Mon 8/256:00 amORD - SJC
1 stop7h 44mMultiple Airlines
Deal found 8/11$243
This Mytrip deal was found by Cheapflights users on 8/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/511:40 amSJC - ORD
2 stops30h 10mSpirit Airlines
Mon 9/86:44 pmORD - SJC
3 stops27h 16mSpirit Airlines
Deal found 8/12$244
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/118:15 amSJC - ORD
1 stop19h 10mSpirit Airlines
Mon 10/1312:31 pmORD - SJC
1 stop20h 49mSpirit Airlines
Deal found 8/12$245
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/168:15 amSJC - ORD
1 stop19h 10mSpirit Airlines
Wed 10/224:00 pmORD - SJC
1 stop9h 56mSpirit Airlines
Deal found 8/12$246
This Alaska Airlines deal was found by Cheapflights users on 8/11. 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 10/228:00 amSJC - ORD
2 stops13h 59mAlaska Airlines
Wed 10/299:20 amORD - SJC
1 stop7h 03mAlaska Airlines
Deal found 8/11$248

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 August 14, 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

Thu 10/16

8:15 am-5:25 am

1 stop19h 10m

Chicago O'Hare Intl

Mon 10/20

9:54 pm-7:20 am

1 stop11h 26m

$238

San JoseChicago

SJC - ORD

SJCORD

San Jose

Sat 10/25

1:30 pm-11:59 pm

1 stop8h 29m

Chicago O'Hare Intl

Tue 10/28

9:20 am-2:23 pm

1 stop7h 03m

$239

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

9:20 am-2:23 pm

1 stop7h 03m

$239

San JoseChicago

SJC - ORD

SJCORD

San Jose

Sat 10/11

7:45 pm-6:24 am

1 stop8h 39m

Chicago O'Hare Intl

Tue 10/14

7:59 pm-9:57 am

1 stop15h 58m

$244

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 10/30

7:00 am-6:59 pm

1 stop9h 59m

Chicago O'Hare Intl

Wed 11/5

9:20 am-2:23 pm

1 stop7h 03m

$248

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 11/5

7:55 am-9:40 pm

2 stops11h 45m

Chicago O'Hare Intl

Wed 11/12

9:20 am-2:23 pm

1 stop7h 03m

$248

San JoseChicago

SJC - ORD

SJCORD

San Jose

Wed 10/22

8:00 am-11:59 pm

2 stops13h 59m

Chicago O'Hare Intl

Tue 10/28

9:20 am-2:23 pm

1 stop7h 03m

$248

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 8/28

12:22 pm-12:32 am

1 stop10h 10m

Chicago O'Hare Intl

Sat 8/30

5:35 pm-10:30 pm

1 stop6h 55m

$249

San JoseChicago

SJC - ORD

SJCORD

San Jose

Thu 10/2

11:40 am-11:59 am

2 stops22h 19m

Chicago O'Hare Intl

Wed 10/8

1:26 pm-7:18 am

2 stops19h 52m

$250

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 9/10

12:52 pm-12:02 am

1 stop9h 10m

Milwaukee-Mitchell

Tue 9/16

6:27 am-2:21 pm

1 stop9h 54m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

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 August 14, 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 August 14, 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.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

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.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

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.
8.0
Very good

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

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.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

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.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

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.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $77. Users have also found prices from $102 and $103 on Alaska Airlines and Spirit Airlines, respectively.

  • What are the most popular routes 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.

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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$207Average$474FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$434FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$300Average$459FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$304Average$468FlexibilityNo cancel feeOn-time63%

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