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$88+ 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$267
(Cheapflightsfares)

One-way from

$88
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$608
Provider with most accurate pricing for Milwaukee-Mitchell-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-San José Juan Santamaria Intl flights.
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From Wisconsin to Costa Rica
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One-way flight from Wisconsin to Costa Rica
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Highest demand for flights based on searches. 5% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 February 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
Thu 4/34:41 pmMKE - SJO
1 stop8h 09mSpirit Airlines
Mon 4/712:50 amSJO - MKE
1 stop7h 49mSpirit Airlines
Deal found 2/19$267
This FlightHub deal was found by Cheapflights users on 2/19. 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 3/15:45 pmORD - SJO
1 stop17h 39mSpirit Airlines
Tue 3/1812:50 amSJO - ORD
2 stops17h 06mSpirit Airlines
Deal found 2/19$327
This CheapOair deal was found by Cheapflights users on 2/19. 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.
Mon 2/2412:48 amORD - SJO
1 stop13h 09mMultiple Airlines
Wed 3/51:50 amSJO - ORD
1 stop14h 37mMultiple Airlines
Deal found 2/19$332
This FlightHub deal was found by Cheapflights users on 2/20. 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.
Wed 3/1912:37 pmMSP - SJO
2 stops12h 13mSpirit Airlines
Sun 3/2312:50 amSJO - MSP
2 stops21h 16mSpirit Airlines
Deal found 2/20$360
This Mytrip deal was found by Cheapflights users on 2/20. 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 4/47:54 amMSP - SJO
2 stops16h 56mMultiple Airlines
Tue 4/811:55 amSJO - MSP
2 stops26h 40mMultiple Airlines
Deal found 2/20$365
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 3/85:34 pmMKE - SJO
1 stop30h 16mMultiple Airlines
Thu 3/1311:30 amSJO - MKE
1 stop11h 08mMultiple Airlines
Deal found 2/19$370
This Sun Country Air deal was found by Cheapflights users on 2/19. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/59:07 amMSP - LIR
Nonstop5h 39mSun Country Air
Sun 4/132:55 pmLIR - MSP
Nonstop5h 37mSun Country Air
Deal found 2/19$384
This Air Canada deal was found by Cheapflights users on 2/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2310:00 amMSP - SJO
1 stop11h 25mAir Canada
Sat 3/88:55 amSJO - MSP
1 stop23h 23mAir Canada
Deal found 2/19$418
This JetBlue deal was found by Cheapflights users on 2/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2811:44 amORD - SJO
1 stop10h 04mJetBlue
Tue 3/411:44 pmSJO - ORD
1 stop10h 59mJetBlue
Deal found 2/19$431
This Copa Airlines deal was found by Cheapflights users on 2/20. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/153:09 pmORD - SJO
1 stop17h 25mCopa Airlines
Thu 3/205:51 amSJO - ORD
1 stop17h 36mCopa Airlines
Deal found 2/20$436
This Delta deal was found by Cheapflights users on 2/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/97:22 amMSP - LIR
Nonstop5h 22mDelta
Sat 4/191:20 pmLIR - MSP
Nonstop5h 43mDelta
Deal found 2/18$439
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/76:00 amMSP - LIR
1 stop8h 05mAmerican Airlines
Tue 4/152:05 pmLIR - MSP
1 stop18h 47mAmerican Airlines
Deal found 2/19$455

Find flights from Wisconsin to Costa Rica within your budget

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 February 20, 2025.

Fly from

Wisconsin

Fly to

Costa Rica

Route

Depart

Return

Price

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Thu 4/3

4:41 pm-11:50 pm

1 stop8h 09m

San José Juan Santamaria Intl

Mon 4/7

12:50 am-9:39 am

1 stop7h 49m

$267

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 3/1

5:45 pm-11:24 am

1 stop17h 39m

San José Juan Santamaria Intl

Tue 3/18

12:50 am-6:56 pm

2 stops17h 06m

$327

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 5/6

5:10 am-11:18 am

1 stop7h 08m

San José Juan Santamaria Intl

Fri 5/16

1:41 pm-11:32 pm

1 stop8h 51m

$331

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Wed 3/19

12:37 pm-11:50 pm

2 stops12h 13m

San José Juan Santamaria Intl

Sun 3/23

12:50 am-11:06 pm

2 stops21h 16m

$360

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Fri 4/4

7:54 am-11:50 pm

2 stops16h 56m

San José Juan Santamaria Intl

Tue 4/8

11:55 am-3:35 pm

2 stops26h 40m

$365

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sat 3/8

5:34 pm-11:50 pm

1 stop30h 16m

San José Juan Santamaria Intl

Thu 3/13

11:30 am-11:38 pm

1 stop11h 08m

$370

MinneapolisLiberia

MSP - LIR

MSPLIR

Minneapolis St Paul

Sat 4/5

9:07 am-1:46 pm

Nonstop5h 39m

Liberia

Sun 4/13

2:55 pm-9:32 pm

Nonstop5h 37m

$384

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Sun 2/23

10:00 am-9:25 pm

1 stop11h 25m

San José Juan Santamaria Intl

Sat 3/8

8:55 am-8:18 am

1 stop23h 23m

$418

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 2/28

11:44 am-9:48 pm

1 stop10h 04m

San José Juan Santamaria Intl

Tue 3/4

11:44 pm-10:43 am

1 stop10h 59m

$431

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 3/15

3:09 pm-7:34 am

1 stop17h 25m

San José Juan Santamaria Intl

Thu 3/20

5:51 am-12:27 am

1 stop17h 36m

$436

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 60 results
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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.

Travel insights for flights from Wisconsin to Costa Rica

Get recent, data-driven insights about flights from Wisconsin to Costa Rica including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Wisconsin to Costa Rica (average of $398). Flying from Wisconsin to Costa Rica in March is currently the most expensive (average of $555). 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 February 20, 2025.

When flying from Wisconsin to Costa Rica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Costa Rica ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit Costa Rica when rainfall is around 0.0 in.

Temperature in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Costa Rica, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. 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 Costa Rica. Reviews last updated February 20, 2025.
Read reviews from past customers who have flown Southwest, Delta and Alaska Airlines from Wisconsin to Costa Rica. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Copa Airlines
7.6
Good
1,510 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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.

  • 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 $88. Sun Country Air flights start at $91 while deals on Air Canada start at $187 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, September is the cheapest month in which you can book a flight from Wisconsin to Costa Rica (average of $398). Flying from Wisconsin to Costa Rica in March is currently the most expensive (average of $555). 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

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Alternative routes for Wisconsin to Costa Rica

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 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$292Average$413FlexibilityNo cancel feeOn-time65%
DeltaCheapest$366Average$880FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$388Average$662FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$431Average$657FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$463Average$682FlexibilityNo cancel feeOn-time63%
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