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Costa Rica

$232+ Cheap flights from Madison (MSN) 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJO
Aug 21 — Aug 281
Thu 8/21
Thu 8/28
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 August 16, 2025.

Round-trip from

$463
(American Airlines)

One-way from

$232
(Delta)

Popular in

December

Cheapest in

September

Average price

$604
From Madison Truax Field to Costa Rica
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One-way flight from Madison Truax Field to Costa Rica
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Highest demand for flights based on searches. 8% potential increase in price ($64 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 16, 2025.

This American Airlines deal was found by Cheapflights users on 8/15. 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 11/28:12 pmMSN - LIR
2 stops17h 56mAmerican Airlines
Fri 11/71:21 pmLIR - MSN
2 stops20h 00mAmerican Airlines
Deal found 8/15$463
This Delta deal was found by Cheapflights users on 8/15. 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 9/235:40 amMSN - SJO
1 stop7h 28mDelta
Fri 10/31:35 pmSJO - MSN
1 stop8h 23mDelta
Deal found 8/15$496
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Tue 9/2310:50 amMSN - SJO
2 stops9h 47mUnited Airlines
Tue 9/301:30 pmSJO - MSN
2 stops19h 25mUnited Airlines
Deal found 8/15$500
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Fri 12/54:20 pmMSN - LIR
2 stops20h 00mAmerican Airlines
Mon 12/83:30 pmLIR - MSN
2 stops19h 13mAmerican Airlines
Deal found 8/15$503
This American Airlines deal was found by Cheapflights users on 8/14. 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 10/115:46 pmMSN - SJO
1 stop25h 30mAmerican Airlines
Tue 10/216:44 amSJO - MSN
1 stop15h 45mAmerican Airlines
Deal found 8/14$505
This American Airlines deal was found by Cheapflights users on 8/15. 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 9/256:40 amMSN - SJO
1 stop12h 34mAmerican Airlines
Tue 9/307:27 amSJO - MSN
1 stop15h 00mAmerican Airlines
Deal found 8/15$514
This American Airlines deal was found by Cheapflights users on 8/15. 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 11/14:15 pmMSN - SJO
2 stops20h 54mAmerican Airlines
Sat 12/67:00 amSJO - MSN
1 stop10h 33mAmerican Airlines
Deal found 8/15$518
This American Airlines deal was found by Cheapflights users on 8/15. 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 8/305:45 pmMSN - SJO
1 stop25h 30mAmerican Airlines
Sat 9/66:00 amSJO - MSN
2 stops16h 10mAmerican Airlines
Deal found 8/15$527
This American Airlines deal was found by Cheapflights users on 8/15. 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 8/206:46 amMSN - SJO
2 stops14h 29mAmerican Airlines
Wed 9/36:00 amSJO - MSN
2 stops14h 10mAmerican Airlines
Deal found 8/15$530
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Sat 9/206:00 amMSN - SJO
2 stops14h 42mAmerican Airlines
Sat 9/276:00 amSJO - MSN
2 stops14h 06mAmerican Airlines
Deal found 8/13$536
This American Airlines deal was found by Cheapflights users on 8/15. 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 9/296:40 amMSN - LIR
1 stop7h 22mAmerican Airlines
Mon 10/61:59 pmLIR - MSN
1 stop8h 02mAmerican Airlines
Deal found 8/15$557
This United Airlines deal was found by Cheapflights users on 8/14. 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 10/156:30 amMSN - SJO
2 stops14h 07mUnited Airlines
Wed 10/2910:28 pmSJO - MSN
2 stops14h 35mUnited Airlines
Deal found 8/14$579

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 August 16, 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

Sun 11/2

8:12 pm-2:08 pm

2 stops17h 56m

Liberia

Fri 11/7

1:21 pm-9:21 am

2 stops20h 00m

$463

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Wed 11/12

6:00 am-2:08 pm

1 stop8h 08m

Liberia

Wed 11/19

3:13 pm-10:40 am

2 stops19h 27m

$463

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 9/23

5:40 am-12:08 pm

1 stop7h 28m

San José Juan Santamaria Intl

Fri 10/3

1:35 pm-10:58 pm

1 stop8h 23m

$496

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 11/4

5:00 am-10:01 pm

1 stop17h 01m

San José Juan Santamaria Intl

Tue 11/11

6:00 am-4:04 pm

1 stop10h 04m

$496

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 1/13

6:19 am-8:02 pm

1 stop13h 43m

San José Juan Santamaria Intl

Thu 1/22

6:29 am-4:37 pm

1 stop10h 08m

$496

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Wed 10/15

11:17 am-6:16 pm

1 stop7h 59m

San José Juan Santamaria Intl

Wed 10/29

6:44 am-11:29 pm

1 stop15h 45m

$496

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 9/30

6:40 am-6:11 pm

1 stop12h 31m

San José Juan Santamaria Intl

Tue 10/7

6:44 am-4:44 pm

1 stop9h 00m

$496

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Mon 2/9

10:38 am-8:02 pm

1 stop9h 24m

San José Juan Santamaria Intl

Wed 2/18

6:34 am-4:36 pm

1 stop10h 02m

$496

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 9/23

11:20 am-6:11 pm

1 stop7h 51m

San José Juan Santamaria Intl

Tue 9/30

7:27 am-11:27 pm

1 stop15h 00m

$496

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Fri 12/5

6:47 pm-2:10 pm

2 stops19h 23m

Liberia

Mon 12/8

3:30 pm-10:43 am

2 stops19h 13m

$503

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 12 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, 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 August 16, 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.

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 August 16, 2025.
See what other customers who have flown with Delta, United Airlines, 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
8.0
Very good
7,985 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,985 reviews
Delta
8.0
Very good
7,985 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,985 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,985 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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

Browse thousands of different options on Cheapflights for your next trip

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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 August 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$424Average$887FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$453Average$662FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$557Average$852FlexibilityNo cancel feeOn-time69%

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