HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Costa Rica

$117+ Cheap flights from Wisconsin to Costa Rica

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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Costa Rica with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Wisconsin to Costa Rica

Keep the following information in mind while searching for Wisconsin to Costa Rica flight deals. Data was last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$260
(KAYAK)

One-way from

$117
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$668
Provider with most accurate pricing for Milwaukee-Mitchell-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-San José Juan Santamaria Intl flights.
Search Deals
From Wisconsin to Costa Rica
Search Deals
One-way flight from Wisconsin to Costa Rica
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find flight deals from Wisconsin to Costa Rica

Cheapest flights from Wisconsin to Costa Rica
Explore the most affordable flight options available from Wisconsin to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

This KAYAK deal was found by Cheapflights users on 11/5. 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.
Sun 12/75:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Thu 12/111:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/5$260
This Mytrip deal was found by Cheapflights users on 11/5. 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 11/136:48 amORD - SJO
1 stop8h 32mMultiple Airlines
Wed 11/191:30 pmSJO - ORD
1 stop10h 57mMultiple Airlines
Deal found 11/5$261
This Mytrip deal was found by Cheapflights users on 11/5. 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.
Sun 12/77:20 amORD - SJO
1 stop8h 00mMultiple Airlines
Thu 12/111:31 pmSJO - ORD
1 stop10h 38mMultiple Airlines
Deal found 11/5$263
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 11/145:10 amORD - SJO
1 stop7h 15mSpirit Airlines
Fri 12/51:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/5$264
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/55:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Wed 12/101:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/6$265
This Flightnetwork deal was found by Cheapflights users on 11/6. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/285:00 amORD - SJO
1 stop7h 15mSpirit Airlines
Thu 12/41:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/6$267
This Cheapflightsfares deal was found by Cheapflights users on 11/5. 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.
Sun 12/75:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Fri 12/121:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/5$268
This Super.com deal was found by Cheapflights users on 11/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/35:00 amORD - SJO
1 stop7h 15mSpirit Airlines
Wed 12/101:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/5$269
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/104:01 pmORD - SJO
2 stops20h 24mMultiple Airlines
Sat 12/133:07 pmSJO - ORD
1 stop17h 09mMultiple Airlines
Deal found 11/5$270
This Mytrip deal was found by Cheapflights users on 11/5. 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 11/206:48 amORD - SJO
1 stop8h 32mMultiple Airlines
Mon 11/241:20 pmSJO - ORD
1 stop9h 53mMultiple Airlines
Deal found 11/5$271
This KAYAK deal was found by Cheapflights users on 11/6. 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.
Wed 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Sat 12/1312:39 pmSJO - ORD
2 stops11h 30mSpirit Airlines
Deal found 11/6$272
This Cheapflightsfares deal was found by Cheapflights users on 11/6. 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.
Tue 12/24:58 pmORD - SJO
1 stop17h 21mSpirit Airlines
Tue 12/161:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Deal found 11/6$273

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Costa Rica 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 6, 2025.
Use the filters below to find and compare flights from Wisconsin to Costa Rica that are best for you.

Fly from

Wisconsin

Fly to

Costa Rica

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 1/20

7:05 am-10:15 pm

1 stop15h 10m

San José Juan Santamaria Intl

Sat 1/31

7:00 am-7:21 pm

1 stop12h 21m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 1/30

10:35 am-10:15 pm

2 stops11h 40m

San José Juan Santamaria Intl

Wed 2/4

2:31 pm-8:42 am

1 stop18h 11m

$350

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 1/26

7:05 am-10:15 pm

1 stop15h 10m

San José Juan Santamaria Intl

Sat 1/31

7:00 am-9:04 pm

2 stops14h 04m

$350

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 1/30

10:35 am-10:15 pm

2 stops11h 40m

San José Juan Santamaria Intl

Sun 2/1

7:00 am-11:57 pm

1 stop16h 57m

$350

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 1/27

6:00 pm-10:15 pm

2 stops28h 15m

San José Juan Santamaria Intl

Sun 2/1

7:00 am-6:49 pm

1 stop11h 49m

$350

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 1/30

9:52 am-10:15 pm

1 stop12h 23m

San José Juan Santamaria Intl

Mon 2/2

7:00 am-9:04 pm

2 stops14h 04m

$350

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 1/17

2:13 pm-7:06 am

1 stop16h 53m

San José Juan Santamaria Intl

Wed 1/21

6:08 pm-12:46 pm

1 stop18h 38m

$365

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 11/29

2:07 pm-7:33 am

1 stop17h 26m

San José Juan Santamaria Intl

Tue 12/9

4:08 am-12:52 pm

1 stop8h 44m

$365

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 11/18

6:56 am-9:56 pm

1 stop15h 00m

San José Juan Santamaria Intl

Sun 11/23

4:08 am-12:46 pm

1 stop8h 38m

$384

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 1/10

6:50 am-10:15 pm

2 stops15h 25m

San José Juan Santamaria Intl

Fri 1/16

7:00 am-11:57 pm

1 stop16h 57m

$391

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Wisconsin to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica 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 Costa Rica

What is the cheapest month to book a flight from Wisconsin to Costa Rica?

Currently, August is the cheapest month in which you can book a flight from Wisconsin to Costa Rica (average of $184). Flying from Wisconsin to Costa Rica in April is currently the most expensive (average of $491). 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 CR?

Find hourly flight availability from Wisconsin to Costa Rica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 6, 2025.

It’s optimal to fly from Wisconsin to Costa Rica in the afternoon. By choosing this option you can save up to 45% on the cost of your flight, compared to a flight in the evening.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Wisconsin to Costa Rica?

    Airlines like Delta, American Airlines, and United Airlines fly from Wisconsin to Costa Rica in about 5h 06m. The time it takes to get you to your destination can typically vary by up to 10h 04m. Airlines will cover a distance of 2172 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Wisconsin to Costa Rica one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $152. Delta flights start at $155 while deals on Air Canada start at $173 one-way.

  • Can I find deals for flights from Wisconsin to Costa Rica that include hotel bookings?

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

  • How can I find direct flights from Wisconsin to Costa Rica?

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

  • Can I find deals for business class flights from Wisconsin to Costa Rica?

    Yes. Cheapflights offers flight deals from Wisconsin to Costa Rica 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 Costa Rica?

    Currently, August is the cheapest month in which you can book a flight from Wisconsin to Costa Rica (average of $184). Flying from Wisconsin to Costa Rica in April is currently the most expensive (average of $491). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to San Salvador flights
John F Kennedy Intl to San José flights
Newark to San José flights
Los Angeles to Guatemala City flights
John F Kennedy Intl to Panama City flights
Dulles Intl to San Salvador flights
John F Kennedy Intl to Guatemala City flights
John F Kennedy Intl to San Salvador flights
Newark to Panama City flights
Los Angeles to San José flights
Hobby to San Salvador flights
LaGuardia to San José flights
George Bush Intcntl to San Salvador flights
Dallas/Fort Worth to San Salvador flights
Dulles Intl to San José flights
O'Hare Intl to San José flights
Newark to Guatemala City flights
Newark to Liberia flights
Miami to Managua flights
Dulles Intl to Panama City flights
Baltimore to San Salvador flights
John F Kennedy Intl to Liberia flights
Miami to Panama City flights
Hobby to San José flights
Atlanta to San José flights
LaGuardia to Panama City flights
Newark to San Salvador flights
Reagan-National to San Salvador flights
Dulles Intl to Guatemala City flights
Atlanta to Panama City flights
Ontario to San Salvador flights
Boston to San José flights
Los Angeles to Panama City flights
Baltimore to San José flights
Miami to San Salvador flights
Denver to San José flights
San Francisco to Panama City flights
Reagan-National to San José flights
George Bush Intcntl to San José flights
Dallas/Fort Worth to San José flights
O'Hare Intl to Guatemala City flights
Dallas/Fort Worth to Guatemala City flights
LaGuardia to San Salvador flights
Los Angeles to Liberia flights
Boston to Panama City flights
Denver to Liberia flights
O'Hare Intl to Panama City flights
LaGuardia to Liberia flights
O'Hare Intl to Liberia flights
Hobby to San Pedro Sula flights

Top 5 airlines flying from Wisconsin to Costa Rica

Discover the top 5 airlines that operate flights from Wisconsin to Costa Rica. 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 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$273Average$762FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$279Average$454FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$415Average$661FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$426Average$682FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$505Average$729FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.