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Costa Rica

$278+ 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 7/25. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJO
Jun 11 — Jun 181
Thu 6/11
Thu 6/18
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 May 12, 2026.

This American Airlines deal was found by Cheapflights users on 5/12. 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.
Sat 8/155:47 pm
MSN
-
SJO
2 stops18h 47m
American Airlines
Sat 8/221:29 pm
SJO
-
MSN
1 stop17h 53m
American Airlines
Deal found 5/12$569
This American Airlines deal was found by Cheapflights users on 5/7. 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 6/17:18 am
MSN
-
SJO
2 stops13h 06m
American Airlines
Wed 6/107:00 am
SJO
-
MSN
2 stops13h 20m
American Airlines
Deal found 5/7$594
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Sun 6/286:46 am
MSN
-
SJO
1 stop16h 57m
American Airlines
Tue 7/282:00 pm
SJO
-
MSN
1 stop8h 42m
American Airlines
Deal found 5/11$614
This American Airlines deal was found by Cheapflights users on 5/12. 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.
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 5/12$616
This Delta deal was found by Cheapflights users on 5/12. 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.
Wed 9/25:45 am
MSN
-
LIR
1 stop7h 15m
Delta
Wed 9/91:25 pm
LIR
-
MSN
1 stop8h 10m
Delta
Deal found 5/12$618
This United Airlines deal was found by Cheapflights users on 5/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:45 pm
MSN
-
LIR
2 stops17h 05m
United Airlines
Tue 6/93:27 pm
LIR
-
MSN
2 stops17h 32m
United Airlines
Deal found 5/9$630
This American Airlines deal was found by Cheapflights users on 5/10. 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.
Thu 11/193:55 pm
MSN
-
SJO
1 stop20h 27m
American Airlines
Thu 11/267:00 am
SJO
-
MSN
2 stops16h 33m
American Airlines
Deal found 5/10$639
This American Airlines deal was found by Cheapflights users on 5/9. 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.
Fri 8/77:03 am
MSN
-
SJO
1 stop7h 49m
American Airlines
Fri 8/141:29 pm
SJO
-
MSN
1 stop17h 53m
American Airlines
Deal found 5/9$648
This American Airlines deal was found by Cheapflights users on 5/7. 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 6/17:18 am
MSN
-
SJO
2 stops13h 06m
American Airlines
Fri 6/126:01 am
SJO
-
MSN
2 stops14h 19m
American Airlines
Deal found 5/7$653
This American Airlines deal was found by Cheapflights users on 5/8. 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.
Thu 7/236:45 pm
MSN
-
LIR
2 stops19h 30m
American Airlines
Thu 7/303:40 pm
LIR
-
MSN
1 stop17h 58m
American Airlines
Deal found 5/8$671
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Fri 7/36:45 pm
MSN
-
LIR
1 stop19h 42m
American Airlines
Fri 7/103:40 pm
LIR
-
MSN
1 stop17h 58m
American Airlines
Deal found 5/11$672
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Fri 6/56:46 am
MSN
-
LIR
1 stop8h 51m
American Airlines
Fri 6/123:37 pm
LIR
-
MSN
1 stop18h 01m
American Airlines
Deal found 5/11$682

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 May 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$569
(American Airlines)

One-way from

$278
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$728
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. 10% potential increase in price ($76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 12, 2026.
Use the filters below to find and compare flights from Madison to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sat 8/15

5:46 pm-11:34 am

2 stops18h 48m

San José Juan Santamaria Intl

Sat 8/22

1:29 pm-9:15 am

2 stops18h 46m

$584
Quickest round-trip

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Wed 9/2

5:45 am-12:00 pm

1 stop7h 15m

Liberia

Wed 9/9

1:25 pm-10:35 pm

1 stop8h 10m

$618

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Tue 6/2

5:45 pm-9:50 am

2 stops17h 05m

Liberia

Tue 6/9

3:27 pm-9:59 am

2 stops17h 32m

$630

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Mon 8/3

6:53 am-2:37 pm

1 stop8h 44m

San José Juan Santamaria Intl

Tue 8/11

1:08 pm-9:15 am

2 stops19h 07m

$661

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Thu 7/23

5:52 pm-11:22 am

2 stops18h 30m

Liberia

Thu 7/30

2:15 pm-7:51 am

2 stops16h 36m

$671

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Fri 6/5

6:46 am-2:37 pm

1 stop8h 51m

Liberia

Fri 6/12

3:37 pm-10:38 am

1 stop18h 01m

$682

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Fri 7/3

5:11 pm-11:55 am

1 stop19h 44m

San José Juan Santamaria Intl

Thu 7/9

2:00 pm-11:42 pm

1 stop8h 42m

$755

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 8/25

6:30 am-7:37 pm

2 stops14h 07m

San José Juan Santamaria Intl

Thu 8/27

1:25 pm-8:53 pm

2 stops30h 28m

$763

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sun 10/11

9:44 am-12:21 pm

2 stops27h 37m

San José Juan Santamaria Intl

Sun 10/18

7:55 am-9:53 am

2 stops24h 58m

$788
Cheapest one-way
Quickest one-way

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 7/21

5:48 am-11:51 am

1 stop7h 03m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 15 resultsSorted by cheapest first
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, November is the cheapest month in which you can book a flight from Madison to Costa Rica (average of $213). Flying from Madison to Costa Rica in April is currently the most expensive (average of $575). 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 May 12, 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
8,446 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Comfort

7.8

Food

7.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.9
Good
8,446 reviews
Delta
7.9
Good
8,446 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Comfort

7.8

Food

7.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,661 reviews
Delta
7.9
Good
8,446 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Comfort

7.8

Food

7.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 7h 15m. The time it takes to get you to your destination can typically vary by up to 11h 33m. 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, November is the cheapest month in which you can book a flight from Madison to Costa Rica (average of $213). Flying from Madison to Costa Rica in April is currently the most expensive (average of $575). 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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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 May 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$277Average$798FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$420Average$661FlexibilityNo cancel feeOn-time71%

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