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San José

$82+ Cheap flights from Wisconsin to San José (SJO)

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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
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Cheap flight deals from Wisconsin to San José

Keep the following information in mind while searching for Wisconsin to San José flight deals. Data was last updated septiembre 17, 2025.

Round-trip from

$251
(Kiwi.com)

One-way from

$82
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$552
From Wisconsin to San José Juan Santamaria Intl
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One-way flight from Wisconsin to San José Juan Santamaria Intl
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Highest demand for flights based on searches. 2% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Wisconsin to San José

Cheapest flights from Wisconsin to San José
Explore the most affordable flight options available from Wisconsin to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 17, 2025.

This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/36:44 pmORD - SJO
2 stops16h 43mSpirit Airlines
mié. 10/812:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 9/16$252
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/305:05 amORD - SJO
1 stop7h 09mSpirit Airlines
sáb. 10/411:37 amSJO - ORD
2 stops22h 13mSpirit Airlines
Deal found 9/14$253
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.
jue. 12/48:41 amORD - SJO
1 stop15h 40mSpirit Airlines
mié. 12/101:19 pmSJO - ORD
1 stop7h 41mSpirit Airlines
Deal found 9/16$254
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/65:05 amORD - SJO
1 stop7h 09mMultiple Airlines
vie. 11/72:20 amSJO - ORD
1 stop12h 50mMultiple Airlines
Deal found 9/14$255
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.
dom. 10/195:05 amORD - SJO
1 stop7h 25mSpirit Airlines
mié. 10/2212:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 9/15$256
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. 10/117:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
sáb. 10/1812:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 9/16$257
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.
mar. 10/215:05 amORD - SJO
1 stop7h 25mSpirit Airlines
mié. 10/2212:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 9/15$258
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.
lun. 10/205:05 amORD - SJO
1 stop7h 25mSpirit Airlines
mié. 10/2212:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 9/15$259
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.
mar. 10/217:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
sáb. 10/2512:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 9/15$260
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.
mar. 11/115:59 pmORD - SJO
1 stop18h 15mSpirit Airlines
mié. 11/191:19 pmSJO - ORD
1 stop7h 41mSpirit Airlines
Deal found 9/15$261
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.
lun. 10/205:05 amORD - SJO
1 stop7h 25mSpirit Airlines
sáb. 10/2512:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 9/15$262
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.
jue. 10/97:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
mar. 10/1412:35 pmSJO - ORD
1 stop10h 10mSpirit Airlines
Deal found 9/15$263

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to San José 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 Wisconsin to San José that are best for you.

Fly from

Wisconsin

Fly to

San José

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

mié. 10/8

7:59 am-4:34 pm

1 stop9h 35m

San José Juan Santamaria Intl

lun. 10/13

5:55 pm-1:41 pm

1 stop18h 46m

$328

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

jue. 11/6

2:07 pm-8:19 am

1 stop18h 12m

San José Juan Santamaria Intl

lun. 11/10

4:08 am-12:46 pm

1 stop8h 38m

$332

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

mar. 11/11

6:56 am-4:40 pm

1 stop9h 44m

San José Juan Santamaria Intl

mar. 11/18

4:08 am-12:46 pm

1 stop8h 38m

$332

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

sáb. 11/1

3:07 pm-7:33 am

1 stop17h 26m

San José Juan Santamaria Intl

mié. 11/5

4:08 am-12:46 pm

1 stop8h 38m

$332

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

mar. 11/18

6:56 am-6:55 pm

1 stop11h 59m

San José Juan Santamaria Intl

lun. 11/24

11:00 am-12:05 am

1 stop13h 05m

$332

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

lun. 11/3

2:07 pm-7:33 am

1 stop17h 26m

San José Juan Santamaria Intl

dom. 11/9

4:08 am-12:46 pm

1 stop8h 38m

$332

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

jue. 11/13

2:07 pm-8:19 am

1 stop18h 12m

San José Juan Santamaria Intl

lun. 11/17

4:08 am-12:46 pm

1 stop8h 38m

$332

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

mar. 11/4

6:56 am-6:55 pm

1 stop11h 59m

San José Juan Santamaria Intl

mar. 11/25

10:08 am-12:05 am

1 stop13h 57m

$332

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

dom. 10/26

4:18 pm-3:13 pm

2 stops23h 55m

San José Juan Santamaria Intl

mar. 11/4

7:30 am-8:21 pm

1 stop12h 51m

$377

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

vie. 10/31

6:36 am-3:13 pm

1 stop9h 37m

San José Juan Santamaria Intl

dom. 11/9

1:19 pm-12:44 pm

3 stops23h 25m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 53 results
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Best time to book a flight from Wisconsin to San José

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

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

Currently, September is the cheapest month in which you can book a flight from Wisconsin to San José, San José Province (average of $398). Flying from Wisconsin to San José, San José Province in March is currently the most expensive (average of $554). 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 WI to SJO?

Find hourly flight availability from Wisconsin to San José. 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.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wisconsin to San José, San José Province as you normally would.

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

Related info for your journey

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

    Most people fly into San José Juan Santamaria Intl (SJO) if they book a flight to San José from Wisconsin. Juan Santamaria Intl is conveniently located just 8.8 mi from San José’s city center.

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

    Copa Airlines, Delta, and American Airlines can get you from Wisconsin to San José, San José Province in just under 9h 35m. Your travel time can differ by up to 6h 38m. The distance between Wisconsin and San José, San José Province is about 2220 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The most popular flight routes from Wisconsin to San José, San José Province are Chicago O'Hare Intl - San José Juan Santamaria Intl, Minneapolis St Paul - San José Juan Santamaria Intl and Milwaukee-Mitchell - San José Juan Santamaria Intl.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to San José, San José Province (average of $398). Flying from Wisconsin to San José, San José Province in March is currently the most expensive (average of $554). 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

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Wisconsin to San José

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Wisconsin to San José

Discover the top 5 airlines that operate flights from Wisconsin to San José. 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
DeltaCheapest$273Average$763FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$279Average$472FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$417Average$683FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$457Average$642FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$475Average$879FlexibilityNo cancel feeOn-time69%

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