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Costa Rica

$529+ Cheap flights from Madison (MSN) to Costa Rica

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJO
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Madison to Costa Rica

Keep the following information in mind while searching for Madison to Costa Rica flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$529
(American Airlines)

Popular in

March

Cheapest in

August

Average price

$897
Provider with most accurate pricing for Madison Truax Field-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-San José Juan Santamaria Intl flights.
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From Madison Truax Field to Costa Rica
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Highest demand for flights based on searches. 8% potential increase in price ($65 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Madison to Costa Rica

Cheapest flights from Madison to Costa Rica
Explore the most affordable flight options available from Madison to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This American Airlines deal was found by Cheapflights users on 3/27. 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.
Thu 4/246:37 amMSN - SJO
1 stop16h 27mAmerican Airlines
Thu 5/111:59 pmSJO - MSN
1 stop9h 39mAmerican Airlines
Deal found 3/27$529
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Wed 7/26:25 amMSN - LIR
1 stop7h 34mAmerican Airlines
Thu 7/103:45 pmLIR - MSN
1 stop18h 01mAmerican Airlines
Deal found 3/27$539
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/23:50 pmMSN - LIR
2 stops19h 10mUnited Airlines
Sun 7/63:25 pmLIR - MSN
2 stops17h 48mUnited Airlines
Deal found 3/27$563
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/241:05 pmMSN - SJO
2 stops22h 06mUnited Airlines
Thu 5/11:30 pmSJO - MSN
2 stops30h 58mUnited Airlines
Deal found 3/27$643
This Delta deal was found by Cheapflights users on 3/27. 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.
Tue 4/111:00 amMSN - SJO
2 stops11h 24mDelta
Wed 4/97:25 amSJO - MSN
2 stops14h 35mDelta
Deal found 3/27$773
This Mytrip deal was found by Cheapflights users on 3/27. 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 4/110:42 amMSN - SJO
2 stops13h 48mMultiple Airlines
Tue 4/812:55 amSJO - MSN
2 stops14h 21mMultiple Airlines
Deal found 3/27$1,150
This Air Canada deal was found by Cheapflights users on 3/27. 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.
Sat 11/227:00 amMSN - SJO
2 stops38h 45mAir Canada
Fri 11/288:55 amSJO - MSN
2 stops31h 56mAir Canada
Deal found 3/27$1,570

Cheapflights Fare Finder

Customize your flight search to find flights from Madison 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 March 28, 2025.
Use the filters below to find and compare flights from Madison to Costa Rica that are best for you.

Fly from

Madison

Fly to

Costa Rica

Route

Depart

Return

Price

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Thu 4/24

6:37 am-10:04 pm

1 stop16h 27m

San José Juan Santamaria Intl

Thu 5/1

11:59 pm-10:38 am

1 stop9h 39m

$529

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Wed 7/2

6:25 am-12:59 pm

1 stop7h 34m

Liberia

Thu 7/10

3:45 pm-10:46 am

1 stop18h 01m

$539

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Wed 7/2

3:50 pm-10:00 am

2 stops19h 10m

Liberia

Sun 7/6

3:25 pm-10:13 am

2 stops17h 48m

$563

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Thu 4/24

1:05 pm-10:11 am

2 stops22h 06m

San José Juan Santamaria Intl

Thu 5/1

1:30 pm-9:28 pm

2 stops30h 58m

$643

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Thu 7/3

10:55 am-11:30 pm

2 stops13h 35m

San José Juan Santamaria Intl

Sun 7/6

1:40 am-8:56 pm

2 stops18h 16m

$2,702

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Best time to book a flight from Madison to Costa Rica

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

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

Currently, September is the cheapest month in which you can book a flight from Madison to Costa Rica (average of $398). Flying from Madison 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 MSN to CR?

Find hourly flight availability from Madison 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 March 28, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Costa Rica as you normally would.

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 March 28, 2025.
Read reviews from past customers who have flown United Airlines and American Airlines from Madison to Costa Rica. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,603 reviews

Entertainment

7.0

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,603 reviews
United Airlines
7.4
Good
8,603 reviews

Entertainment

7.0

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,603 reviews

Entertainment

7.0

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Madison 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 airport do you fly from for flights from Madison to Costa Rica?

    Located just 5.4 mi from the city center, Madison Truax Field (MSN) is the airport most travelers will use when flying to Costa Rica from Madison.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Madison to Costa Rica (average of $398). Flying from Madison 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 Madison to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Madison to Costa Rica

Discover the top 3 airlines that operate flights from Madison 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$388Average$753FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$453Average$659FlexibilityNo cancel feeOn-time71%
DeltaCheapest$497Average$1,052FlexibilityNo cancel feeOn-timeN/A
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