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Costa Rica

$214+ 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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJO
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
1 adult, Economy
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Cheap 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 February 11, 2026.

This American Airlines deal was found by Cheapflights users on 2/9. 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 2/288:22 pm
MSN
-
SJO
2 stops16h 24m
American Airlines
Wed 3/412:35 am
SJO
-
MSN
1 stop10h 01m
American Airlines
Deal found 2/9$435
This United Airlines deal was found by Cheapflights users on 2/8. 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 3/106:30 am
MSN
-
SJO
2 stops13h 23m
United Airlines
Tue 3/171:05 pm
SJO
-
MSN
1 stop8h 27m
United Airlines
Deal found 2/8$441
This American Airlines deal was found by Cheapflights users on 2/8. 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 3/107:15 am
MSN
-
SJO
2 stops12h 57m
American Airlines
Tue 3/1710:25 am
SJO
-
MSN
2 stops11h 57m
American Airlines
Deal found 2/8$446
This Ovago deal was found by Cheapflights users on 2/8. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:30 am
MSN
-
SJO
1 stop16h 45m
LATAM Airlines
Tue 3/177:00 am
SJO
-
MSN
1 stop14h 34m
LATAM Airlines
Deal found 2/8$471
This American Airlines deal was found by Cheapflights users on 2/9. 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 2/259:41 am
MSN
-
SJO
1 stop10h 31m
American Airlines
Mon 3/911:35 pm
SJO
-
MSN
1 stop10h 04m
American Airlines
Deal found 2/9$475
This Delta deal was found by Cheapflights users on 2/10. 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 3/47:00 am
MSN
-
SJO
2 stops15h 02m
Delta
Mon 3/97:00 am
SJO
-
MSN
1 stop14h 34m
Delta
Deal found 2/10$491
This American Airlines deal was found by Cheapflights users on 2/8. 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 4/811:50 am
MSN
-
SJO
1 stop10h 46m
American Airlines
Mon 4/2712:35 pm
SJO
-
MSN
1 stop21h 18m
American Airlines
Deal found 2/8$497
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Mon 4/68:35 pm
MSN
-
SJO
2 stops16h 46m
United Airlines
Mon 4/131:25 pm
SJO
-
MSN
2 stops17h 36m
United Airlines
Deal found 2/8$517
This American Airlines deal was found by Cheapflights users on 2/9. 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 9/26:46 am
MSN
-
LIR
1 stop7h 13m
American Airlines
Wed 9/92:00 pm
LIR
-
MSN
1 stop7h 57m
American Airlines
Deal found 2/9$578
This American Airlines deal was found by Cheapflights users on 2/10. 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 3/88:24 pm
MSN
-
LIR
2 stops17h 49m
American Airlines
Fri 3/131:32 pm
LIR
-
MSN
1 stop18h 50m
American Airlines
Deal found 2/10$599
This American Airlines deal was found by Cheapflights users on 2/9. 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 11/123:55 pm
MSN
-
LIR
2 stops20h 21m
American Airlines
Thu 11/193:13 pm
LIR
-
MSN
2 stops19h 27m
American Airlines
Deal found 2/9$603
This American Airlines deal was found by Cheapflights users on 2/8. 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 7/274:15 pm
MSN
-
LIR
1 stop20h 21m
American Airlines
Mon 8/33:37 pm
LIR
-
MSN
1 stop18h 02m
American Airlines
Deal found 2/8$608

Find 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 February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$435
(American Airlines)

One-way from

$214
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$714
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
One-way flight from Madison Truax Field to Costa Rica
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($98 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 11, 2026.
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

Sat 2/28

8:22 pm-12:46 pm

2 stops16h 24m

San José Juan Santamaria Intl

Wed 3/4

12:35 am-10:36 am

1 stop10h 01m

$435

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 3/10

6:30 am-6:53 pm

2 stops13h 23m

San José Juan Santamaria Intl

Tue 3/17

1:05 pm-10:32 pm

1 stop8h 27m

$441

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 3/10

7:15 am-7:12 pm

2 stops12h 57m

San José Juan Santamaria Intl

Tue 3/17

10:25 am-11:22 pm

2 stops11h 57m

$446

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 3/10

5:30 am-9:15 pm

1 stop16h 45m

San José Juan Santamaria Intl

Tue 3/17

7:00 am-10:34 pm

1 stop14h 34m

$471

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Wed 2/25

3:11 pm-10:43 pm

1 stop7h 32m

San José Juan Santamaria Intl

Mon 3/9

11:35 pm-10:39 am

1 stop10h 04m

$475

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Sun 3/8

7:25 pm-11:55 am

1 stop17h 30m

Liberia

Fri 3/13

1:01 pm-10:32 pm

1 stop8h 31m

$588

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Wed 4/29

7:00 am-1:40 pm

1 stop7h 40m

Liberia

Wed 5/6

12:28 pm-11:55 pm

1 stop10h 27m

$588

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Sun 3/8

8:24 pm-1:13 pm

2 stops17h 49m

Liberia

Fri 3/13

1:32 pm-9:22 am

1 stop18h 50m

$599

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Mon 7/27

5:06 pm-11:20 am

2 stops19h 14m

Liberia

Mon 8/3

3:37 pm-10:39 am

1 stop18h 02m

$603

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Sun 3/8

8:24 pm-12:18 pm

1 stop16h 54m

Liberia

Sun 3/15

1:32 pm-9:08 am

1 stop18h 36m

$609

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

Showing 1-10 of 18 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 $194). Flying from Madison to Costa Rica in July is currently the most expensive (average of $485). 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.

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 11, 2026.
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
8,180 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Food

7.2

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
8,180 reviews
Delta
7.9
Good
8,180 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Food

7.2

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
11,265 reviews
Delta
7.9
Good
8,180 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.8

Comfort

7.9

Food

7.2

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, United Airlines, and LATAM Airlines fly from Madison to Costa Rica in about 13h 23m. The time it takes to get you to your destination can typically vary by up to 3h 22m. The distance from Madison to Costa Rica is about 2309 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 $194). Flying from Madison to Costa Rica in July is currently the most expensive (average of $485). 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 February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$295Average$830FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$471Average$647FlexibilityNo cancel feeOn-time71%

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