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Wisconsin

$106+ Cheap flights from San José (SJO) 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Cheap flight deals from San José to Wisconsin

Keep the following information in mind while searching for San José to Wisconsin flight deals. Data was last updated November 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$227
(Kiwi.com)

One-way from

$106
(Cheapflightsfares)

Popular in

October

Cheapest in

January

Average price

$489
Provider with most accurate pricing for San José Juan Santamaria Intl-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Milwaukee-Mitchell flights.
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From San José Juan Santamaria Intl to Wisconsin
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One-way flight from San José Juan Santamaria Intl to Wisconsin
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Highest demand for flights based on searches. 6% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from San José to Wisconsin

Cheapest flights from San José to Wisconsin
Explore the most affordable flight options available from San José to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Fri 12/51:31 pmSJO - ORD
1 stop30h 30mSpirit Airlines
Wed 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Deal found 11/4$227
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/221:20 pmSJO - ORD
1 stop10h 09mSpirit Airlines
Tue 12/24:58 pmORD - SJO
1 stop17h 21mSpirit Airlines
Deal found 11/4$232
This Mytrip deal was found by Cheapflights users on 11/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/181:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Thu 12/111:52 pmORD - SJO
2 stops22h 33mSpirit Airlines
Deal found 11/1$234
This OneTravel deal was found by Cheapflights users on 11/2. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/221:20 pmSJO - ORD
1 stop19h 57mSpirit Airlines
Thu 12/115:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/2$239
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Fri 12/51:31 pmSJO - ORD
1 stop30h 30mMultiple Airlines
Thu 12/116:15 amORD - SJO
1 stop30h 10mMultiple Airlines
Deal found 11/4$240
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2411:24 amSJO - ORD
1 stop11h 42mSpirit Airlines
Sun 12/75:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/4$241
This eDestinos deal was found by Cheapflights users on 11/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1212:34 pmSJO - ORD
1 stop10h 32mSpirit Airlines
Sat 11/155:10 amORD - SJO
1 stop7h 15mSpirit Airlines
Deal found 11/2$244
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/81:31 pmSJO - ORD
1 stop21h 37mMultiple Airlines
Thu 12/116:15 amORD - SJO
1 stop30h 10mMultiple Airlines
Deal found 11/3$252
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/131:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Wed 11/195:10 amORD - SJO
1 stop7h 15mSpirit Airlines
Deal found 11/3$253
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Thu 12/41:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Wed 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Deal found 11/4$255
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/31:20 pmSJO - ORD
1 stop24h 37mMultiple Airlines
Sat 12/63:26 pmORD - SJO
1 stop20h 59mMultiple Airlines
Deal found 11/2$256
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/612:39 pmSJO - ORD
2 stops11h 30mSpirit Airlines
Wed 12/105:00 amORD - SJO
3 stops30h 42mSpirit Airlines
Deal found 11/2$258

Cheapflights Fare Finder

 
Customize your flight search to find flights from San José 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 November 4, 2025.
Use the filters below to find and compare flights from San José to Wisconsin that are best for you.

Fly from

San José

Fly to

Wisconsin

Route

Depart

Return

Price

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 11/26

7:00 am-12:02 am

1 stop17h 02m

Chicago O'Hare Intl

Sun 11/30

6:45 am-10:07 pm

1 stop15h 22m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sun 12/28

7:00 am-9:14 pm

1 stop14h 14m

Chicago O'Hare Intl

Tue 12/30

8:07 pm-12:56 pm

1 stop16h 49m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 11/25

7:00 am-3:26 pm

1 stop8h 26m

Chicago O'Hare Intl

Sun 11/30

6:45 am-10:07 pm

1 stop15h 22m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 12/4

7:00 am-6:27 pm

2 stops11h 27m

Chicago O'Hare Intl

Tue 12/9

6:45 am-10:20 pm

2 stops15h 35m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 11/25

2:31 pm-10:01 am

2 stops19h 30m

Chicago O'Hare Intl

Mon 12/1

5:23 am-10:07 pm

1 stop16h 44m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mon 11/24

7:00 am-4:46 pm

1 stop9h 46m

Chicago O'Hare Intl

Sun 11/30

6:45 am-10:07 pm

1 stop15h 22m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sun 11/23

7:00 am-8:29 pm

2 stops13h 29m

Chicago O'Hare Intl

Sun 11/30

6:45 am-10:07 pm

1 stop15h 22m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 12/3

7:00 am-3:20 pm

1 stop8h 20m

Chicago O'Hare Intl

Tue 12/9

6:45 am-10:20 pm

2 stops15h 35m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 12/24

7:00 am-4:21 pm

1 stop9h 21m

Chicago O'Hare Intl

Tue 12/30

8:07 pm-12:56 pm

1 stop16h 49m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 12/24

7:00 am-8:36 pm

2 stops13h 36m

Chicago O'Hare Intl

Wed 12/31

10:46 am-9:55 pm

1 stop11h 09m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 56 results
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Best time to book a flight from San José to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from San José 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 José to Wisconsin

What is the cheapest month to book a flight from San José to Wisconsin?

Currently, January is the cheapest month in which you can book a flight from San José to Wisconsin (average of $262). Flying from San José to Wisconsin in October is currently the most expensive (average of $505). 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 SJO to WI?

Find hourly flight availability from San José 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 November 4, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 17% on flights from San José to Wisconsin by exploring options for tickets at noon.

How much does it cost to fly round-trip from San José to Wisconsin?

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 November 4, 2025.
Read through reviews of airlines operating flights from San José to Wisconsin, such as United Airlines, American Airlines, and Spirit Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,998 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,038 reviews
United Airlines
7.4
Good
8,998 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Spirit Airlines
6.3
Okay
8,112 reviews
United Airlines
7.4
Good
8,998 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

Find useful and relevant information for your journey from San José 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 José to Wisconsin?

    Located just 8.8 mi from the city center, San José Juan Santamaria Intl (SJO) is the airport most travelers will use when flying to Wisconsin from San José.

  • How long is the flight from San José to Wisconsin?

    A quick flight from San José to Wisconsin can take about 13h 51m. Delta provides one of the quickest options available for as low as $485. Airlines will cover a distance of 2286 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airlines for a one-way flight from San José to Wisconsin are Spirit Airlines ($170), American Airlines ($183), and Southwest ($193).

  • What are the most popular routes from San José to Wisconsin?

    The most popular route from San José to Wisconsin is San José Juan Santamaria Intl - Chicago O'Hare Intl. You may also consider San José Juan Santamaria Intl - Minneapolis St Paul or San José Juan Santamaria Intl - Milwaukee-Mitchell.

  • Can I find deals for flights from San José to Wisconsin that include hotel bookings?

    Yes. In addition to deals on San José to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San José to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San José to Wisconsin.

  • Can I find deals for business class flights from San José to Wisconsin?

    Yes. Cheapflights offers flight deals from San José 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 José to Wisconsin?

    Currently, January is the cheapest month in which you can book a flight from San José to Wisconsin (average of $262). Flying from San José to Wisconsin in October is currently the most expensive (average of $505). 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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Alternative routes for San José to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
San José to Newark flights
San José to Orlando flights
San José to John F Kennedy Intl flights
San José to Miami flights
San José to Fort Lauderdale flights
San José to Los Angeles flights
San José to LaGuardia flights
San José to Las Vegas flights
San José to Hobby flights
San José to George Bush Intcntl flights
San José to O'Hare Intl flights
San José to Atlanta flights
San José to Dulles Intl flights
San José to Denver flights
San José to Dallas/Fort Worth flights
San José to Ontario flights
San José to Baltimore flights
San José to Seattle flights
San José to Reagan-National flights
San José to San Francisco flights
San José to Boston flights
San José to Midway flights
San José to Tampa flights
San José to Charlotte flights
San José to Raleigh flights
San José to Minneapolis flights
San José to Nashville flights
San José to Philadelphia flights
San José to New Orleans flights
San José to San Diego flights
San José to Sky Harbor Intl flights
San José to Salt Lake City flights
Liberia to Newark flights
San José to Portland flights
San José to Austin flights
San José to Love Field flights
San José to San Antonio flights
Liberia to Atlanta flights
Liberia to John F Kennedy Intl flights
San José to Indianapolis flights
San José to Kansas City flights
Liberia to Orlando flights
Liberia to Miami flights
San José to Honolulu flights
San José to San Jose flights
Liberia to Los Angeles flights
San José to Oakland flights
San José to Roanoke flights
San José to Anchorage flights
Liberia to LaGuardia flights

Top 3 airlines flying from San José to Wisconsin

Discover the top 3 airlines that operate flights from San José 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 November 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$251Average$451FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$399Average$777FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$458Average$484FlexibilityNo cancel feeOn-time69%

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