Wisconsin

$107+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
oct. 17 — oct. 241
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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 septiembre 17, 2025.

Round-trip from

$179
(Kiwi.com)

One-way from

$107
(Cheapflightsfares)

Popular in

September

Cheapest in

January

Average price

$710
From San José Juan Santamaria Intl to Wisconsin
One-way flight from San José Juan Santamaria Intl to Wisconsin
Highest demand for flights based on searches. 3% potential increase in price ($21 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in September 2025

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 septiembre 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
mié. 10/112:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
sáb. 10/45:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Deal found 9/16$179
This Kiwi.com deal was found by Cheapflights users on 9/16. 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. 10/212:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
sáb. 10/46:44 pmORD - SJO
1 stop17h 46mSpirit Airlines
Deal found 9/16$180
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
mié. 10/812:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
mar. 10/145:05 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 9/15$184
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
mié. 10/112:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
sáb. 10/117:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/15$187
This Kiwi.com deal was found by Cheapflights users on 9/17. 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. 10/312:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
sáb. 10/46:44 pmORD - SJO
1 stop17h 46mSpirit Airlines
Deal found 9/17$191
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
sáb. 9/2712:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
sáb. 10/45:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Deal found 9/16$194
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
mié. 10/812:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
jue. 10/167:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/14$195
This Priceline deal was found by Cheapflights users on 9/15. 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.
mié. 10/812:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
sáb. 10/187:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/15$198
This CheapOair deal was found by Cheapflights users on 9/16. 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.
mar. 9/2312:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
mar. 9/305:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Deal found 9/16$199
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
sáb. 10/412:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
vie. 10/107:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/16$200
This KAYAK deal was found by Cheapflights users on 9/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/212:19 pmSJO - MSP
2 stops19h 07mSpirit Airlines
mié. 10/85:45 amMSP - SJO
2 stops30h 45mSpirit Airlines
Deal found 9/16$380
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
mié. 9/1712:19 pmSJO - MSP
2 stops19h 07mMultiple Airlines
mar. 9/2310:00 amMSP - SJO
1 stop26h 14mMultiple Airlines
Deal found 9/15$384

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 septiembre 17, 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

sáb. 10/4

11:37 am-9:58 pm

1 stop9h 21m

Chicago O'Hare Intl

sáb. 10/11

7:43 pm-11:30 am

1 stop16h 47m

$243

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

mar. 9/30

12:19 pm-10:48 pm

1 stop9h 29m

Chicago O'Hare Intl

jue. 10/9

7:43 pm-10:41 am

2 stops15h 58m

$265

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

mar. 10/7

12:35 pm-11:45 pm

1 stop10h 10m

Chicago O'Hare Intl

vie. 10/10

7:43 pm-10:41 am

2 stops15h 58m

$268

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

mar. 9/30

5:54 pm-1:41 pm

1 stop18h 47m

Chicago O'Hare Intl

mar. 10/7

7:59 am-6:58 pm

1 stop11h 59m

$323

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

mié. 10/1

5:57 am-12:21 am

1 stop17h 24m

Chicago O'Hare Intl

vie. 10/17

3:07 pm-7:30 am

1 stop17h 23m

$323

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

mar. 11/4

4:08 am-12:46 pm

1 stop8h 38m

Chicago O'Hare Intl

jue. 11/6

2:07 pm-8:19 am

1 stop18h 12m

$327

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

lun. 12/1

6:07 pm-12:52 pm

1 stop18h 45m

Chicago O'Hare Intl

lun. 12/8

2:07 pm-7:10 am

1 stop17h 03m

$327

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

jue. 10/2

10:08 am-12:21 am

1 stop13h 13m

Chicago O'Hare Intl

jue. 10/9

3:07 pm-4:52 pm

3 stops26h 45m

$328

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

mar. 10/7

10:08 am-12:21 am

1 stop13h 13m

Chicago O'Hare Intl

jue. 10/9

3:07 pm-4:52 pm

3 stops26h 45m

$328

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

vie. 11/7

10:08 am-12:05 am

1 stop13h 57m

Chicago O'Hare Intl

dom. 11/16

2:07 pm-4:50 pm

3 stops26h 43m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 55 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, San José Province to Wisconsin?

Currently, February is the cheapest month in which you can book a flight from San José, San José Province to Wisconsin (average of $280). Flying from San José, San José Province 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 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 septiembre 17, 2025.

When flying from San José, San José Province 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 septiembre 17, 2025.
Read through reviews of airlines operating flights from San José to Wisconsin, such as Southwest, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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, San José Province to Wisconsin?

    Departing from San José, San José Province to Wisconsin will take you 9h 21m. The distance from San José, San José Province to Wisconsin is about 2220 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, San José Province to Wisconsin one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $112. Users have also found prices from $232 and $232 on Delta and United Airlines, respectively.

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

  • 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, San José Province to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from San José, San José Province to Wisconsin (average of $280). Flying from San José, San José Province 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 José to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from San José to Wisconsin

Discover the top 4 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$251Average$451FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$382Average$597FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$399Average$787FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$458Average$537FlexibilityNo cancel feeOn-time69%

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