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$132+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$303
(Kiwi.com)

One-way from

$147
(Avianca Connect)

Popular in

March

Cheapest in

September

Average price

$522
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. 10% potential increase in price ($67 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Tue 5/2712:22 pmMKE - SJO
1 stop23h 05mSpirit Airlines
Fri 5/3011:32 amSJO - MKE
1 stop22h 55mSpirit Airlines
Deal found 4/30$303
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/264:35 pmORD - SJO
2 stops19h 58mSpirit Airlines
Sat 5/3112:28 pmSJO - ORD
2 stops10h 01mSpirit Airlines
Deal found 4/30$325
This CheapOair deal was found by Cheapflights users on 4/30. 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.
Sun 6/14:35 pmORD - SJO
2 stops19h 58mMultiple Airlines
Sun 6/82:48 pmSJO - ORD
1 stop13h 54mMultiple Airlines
Deal found 4/30$326
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/276:18 amMSP - SJO
1 stop29h 09mMultiple Airlines
Sat 5/3111:32 amSJO - MSP
2 stops27h 10mMultiple Airlines
Deal found 4/30$328
This Priceline deal was found by Cheapflights users on 4/30. 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.
Sat 6/75:25 pmORD - SJO
2 stops15h 15mAvianca
Sat 6/143:05 pmSJO - ORD
2 stops22h 20mAvianca
Deal found 4/30$340
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 8/266:16 amMKE - SJO
1 stop12h 59mAmerican Airlines
Wed 9/37:35 amSJO - MKE
1 stop8h 08mAmerican Airlines
Deal found 4/29$426
This Delta deal was found by Cheapflights users on 4/29. 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.
Sun 6/295:35 amMKE - LIR
1 stop7h 25mDelta
Wed 7/21:25 pmLIR - MKE
1 stop9h 33mDelta
Deal found 4/29$426
This Delta deal was found by Cheapflights users on 4/29. 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.
Sun 8/246:00 amMKE - SJO
1 stop6h 48mDelta
Thu 9/41:08 pmSJO - MKE
1 stop9h 17mDelta
Deal found 4/29$428
This American Airlines deal was found by Cheapflights users on 4/29. 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 9/296:47 amMKE - LIR
1 stop7h 14mAmerican Airlines
Thu 10/22:05 pmLIR - MKE
2 stops18h 29mAmerican Airlines
Deal found 4/29$429
This Copa Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 4/307:51 amORD - SJO
1 stop15h 02mCopa Airlines
Wed 5/72:29 pmSJO - ORD
1 stop9h 05mCopa Airlines
Deal found 4/29$430
This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/145:01 amORD - SJO
1 stop8h 30mFrontier
Sat 6/211:47 pmSJO - ORD
1 stop9h 27mFrontier
Deal found 4/30$440
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 5/38:15 amORD - SJO
1 stop14h 43mAmerican Airlines
Sat 5/101:50 pmSJO - ORD
1 stop16h 35mAmerican Airlines
Deal found 4/30$443

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 May 1, 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

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 5/27

12:22 pm-10:27 am

1 stop23h 05m

San José Juan Santamaria Intl

Fri 5/30

11:32 am-11:27 am

1 stop22h 55m

$303

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 5/26

4:35 pm-11:33 am

2 stops19h 58m

San José Juan Santamaria Intl

Sat 5/31

12:28 pm-11:29 pm

2 stops10h 01m

$325

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 6/1

4:35 pm-11:33 am

2 stops19h 58m

San José Juan Santamaria Intl

Sun 6/8

2:48 pm-5:42 am

1 stop13h 54m

$326

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Tue 5/27

6:18 am-10:27 am

1 stop29h 09m

San José Juan Santamaria Intl

Sat 5/31

11:32 am-3:42 pm

2 stops27h 10m

$328

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 6/7

5:25 pm-7:40 am

2 stops15h 15m

San José Juan Santamaria Intl

Sat 6/14

3:05 pm-2:25 pm

2 stops22h 20m

$340

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 8/26

6:16 am-6:15 pm

1 stop12h 59m

San José Juan Santamaria Intl

Wed 9/3

7:35 am-4:43 pm

1 stop8h 08m

$426

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Sun 6/29

5:35 am-12:00 pm

1 stop7h 25m

Liberia

Wed 7/2

1:25 pm-11:58 pm

1 stop9h 33m

$426

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 8/24

6:00 am-11:48 am

1 stop6h 48m

San José Juan Santamaria Intl

Thu 9/4

1:08 pm-11:25 pm

1 stop9h 17m

$428

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Mon 9/29

6:47 am-1:01 pm

1 stop7h 14m

Liberia

Thu 10/2

2:05 pm-9:34 am

2 stops18h 29m

$429

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 7/19

5:01 am-12:40 pm

1 stop8h 39m

San José Juan Santamaria Intl

Sat 7/26

1:47 pm-12:22 am

1 stop9h 35m

$432

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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.

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, 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 May 1, 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 May 1, 2025.
Read reviews from past customers who have flown Delta, Alaska Airlines and Southwest 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.
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Alaska Airlines
8.0
Very good
9,968 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Southwest
8.0
Very good
4,294 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Copa Airlines
7.5
Good
1,414 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
SWISS
7.5
Good
1,588 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 $150. Avianca flights start at $176 while deals on Frontier start at $196 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

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$292Average$407FlexibilityNo cancel feeOn-time65%
DeltaCheapest$366Average$829FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$388Average$663FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$431Average$654FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$463Average$681FlexibilityNo cancel feeOn-time63%

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