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Costa Rica

$409+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJO
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 November 13, 2025.

This American Airlines deal was found by Cheapflights users on 11/13. 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 12/158:08 pmMSN - LIR
2 stops16h 11mAmerican Airlines
Tue 12/231:27 pmLIR - MSN
1 stop10h 32mAmerican Airlines
Deal found 11/13$409
This Delta deal was found by Cheapflights users on 11/12. 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 12/95:38 amMSN - SJO
1 stop16h 42mDelta
Wed 12/177:00 amSJO - MSN
1 stop9h 21mDelta
Deal found 11/12$420
This Delta deal was found by Cheapflights users on 11/12. 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.
Thu 12/115:38 amMSN - SJO
1 stop16h 42mDelta
Tue 12/162:31 pmSJO - MSN
1 stop7h 55mDelta
Deal found 11/12$440
This Delta deal was found by Cheapflights users on 11/12. 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.
Thu 12/115:38 amMSN - SJO
1 stop16h 42mDelta
Wed 12/177:00 amSJO - MSN
2 stops13h 30mDelta
Deal found 11/12$444
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/106:08 pmMSN - SJO
1 stop17h 34mMultiple Airlines
Mon 12/151:31 pmSJO - MSN
2 stops43h 37mMultiple Airlines
Deal found 11/12$449
This Delta deal was found by Cheapflights users on 11/12. 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 12/95:38 amMSN - SJO
1 stop16h 42mDelta
Fri 12/197:00 amSJO - MSN
1 stop9h 21mDelta
Deal found 11/12$451
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/136:08 pmMSN - SJO
1 stop17h 34mMultiple Airlines
Mon 12/222:47 pmSJO - MSN
2 stops47h 28mMultiple Airlines
Deal found 11/12$454
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/109:48 amMSN - SJO
2 stops26h 37mMultiple Airlines
Tue 12/1612:39 pmSJO - MSN
1 stop28h 49mMultiple Airlines
Deal found 11/12$456
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/106:08 pmMSN - SJO
1 stop17h 34mMultiple Airlines
Fri 12/192:57 pmSJO - MSN
2 stops50h 27mMultiple Airlines
Deal found 11/12$463
This American Airlines deal was found by Cheapflights users on 11/11. 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 12/96:00 amMSN - LIR
1 stop8h 19mAmerican Airlines
Tue 12/161:19 pmLIR - MSN
1 stop10h 21mAmerican Airlines
Deal found 11/11$475
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Sun 12/216:00 amMSN - LIR
1 stop7h 37mAmerican Airlines
Mon 12/291:28 pmLIR - MSN
1 stop8h 56mAmerican Airlines
Deal found 11/12$627
This United Airlines deal was found by Cheapflights users on 11/12. 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.
Sun 12/285:26 pmMSN - LIR
2 stops25h 11mUnited Airlines
Sun 1/43:50 pmLIR - MSN
2 stops19h 58mUnited Airlines
Deal found 11/12$1,363

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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$398
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$693
Provider with most accurate pricing for Madison Truax Field-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-San José Juan Santamaria Intl flights.
Search Deals
From Madison Truax Field to Costa Rica
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($82 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 13, 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

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Mon 12/15

8:08 pm-12:19 pm

2 stops16h 11m

Liberia

Tue 12/23

1:27 pm-11:59 pm

1 stop10h 32m

$409

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sun 1/25

5:38 am-10:15 pm

1 stop16h 37m

San José Juan Santamaria Intl

Tue 2/3

7:00 am-4:19 pm

1 stop9h 19m

$420

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 12/9

5:38 am-10:20 pm

1 stop16h 42m

San José Juan Santamaria Intl

Wed 12/17

7:00 am-4:21 pm

1 stop9h 21m

$420

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 12/9

5:38 am-10:20 pm

1 stop16h 42m

San José Juan Santamaria Intl

Tue 12/16

2:31 pm-10:26 pm

1 stop7h 55m

$420

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Mon 1/12

6:00 am-9:02 pm

2 stops15h 02m

San José Juan Santamaria Intl

Thu 1/29

8:00 am-10:59 pm

2 stops14h 59m

$424

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Wed 1/21

5:38 am-1:00 pm

1 stop7h 22m

San José Juan Santamaria Intl

Sun 2/1

7:00 am-10:37 pm

1 stop15h 37m

$440

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Thu 1/22

7:00 am-10:15 pm

2 stops15h 15m

San José Juan Santamaria Intl

Thu 1/29

7:00 am-9:00 am

2 stops26h 00m

$444

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Tue 12/9

6:00 am-2:19 pm

1 stop8h 19m

Liberia

Tue 12/16

1:19 pm-11:40 pm

1 stop10h 21m

$475

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Tue 1/6

8:15 am-6:37 pm

2 stops10h 22m

Liberia

Wed 1/14

2:20 pm-12:03 pm

2 stops21h 43m

$477

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Wed 1/7

6:30 am-6:37 pm

2 stops12h 07m

Liberia

Tue 1/13

8:35 am-9:05 pm

2 stops12h 30m

$477

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

Showing 1-10 of 13 results
1
2

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, August is the cheapest month in which you can book a flight from Madison to Costa Rica (average of $184). Flying from Madison to Costa Rica in April is currently the most expensive (average of $490). 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 November 13, 2025.

It’s typically best to fly out from Madison to Costa Rica at noon. Doing so could potentially save you 15% on the flight price compared to flying in the evening, which is usually more expensive.

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 November 13, 2025.
See what other customers who have flown with Delta and American Airlines from Madison to Costa Rica have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,007 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,051 reviews
Delta
7.9
Good
8,007 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

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

    Airlines like American Airlines, Delta, and United Airlines fly from Madison to Costa Rica in about 10h 22m. The time it takes to get you to your destination can typically vary by up to 6h 15m. The distance from Madison to Costa Rica is about 2258 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, August is the cheapest month in which you can book a flight from Madison to Costa Rica (average of $184). Flying from Madison to Costa Rica in April is currently the most expensive (average of $490). 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 2 airlines flying from Madison to Costa Rica

Discover the top 2 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$424Average$883FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$453Average$643FlexibilityNo cancel feeOn-time71%

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