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Costa Rica

$190+ 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJO
oct. 31 — nov. 71
vie. 10/31
vie. 11/7
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 octubre 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$396
(American Airlines)

One-way from

$190
(Avianca)

Popular in

December

Cheapest in

September

Average price

$621
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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One-way flight from Madison Truax Field to Costa Rica
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Highest demand for flights based on searches. 9% potential increase in price ($70 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in October 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 octubre 1, 2025.

This American Airlines deal was found by Cheapflights users on 10/1. 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.
mar. 11/45:00 amMSN - SJO
2 stops8h 59mAmerican Airlines
mar. 11/116:00 amSJO - MSN
2 stops15h 54mAmerican Airlines
Deal found 10/1$458
This United Airlines deal was found by Cheapflights users on 9/28. 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.
jue. 10/306:50 pmMSN - SJO
2 stops16h 35mUnited Airlines
vie. 12/192:05 pmSJO - MSN
1 stop8h 25mUnited Airlines
Deal found 9/28$493
This American Airlines deal was found by Cheapflights users on 9/29. 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.
vie. 12/56:00 amMSN - LIR
1 stop8h 19mAmerican Airlines
lun. 12/81:19 pmLIR - MSN
1 stop10h 13mAmerican Airlines
Deal found 9/29$507
This Delta deal was found by Cheapflights users on 9/29. 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.
mar. 12/306:34 pmMSN - LIR
1 stop18h 16mDelta
mié. 1/142:15 pmLIR - MSN
1 stop8h 23mDelta
Deal found 9/29$512
This Delta deal was found by Cheapflights users on 9/29. 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.
mié. 12/315:40 amMSN - LIR
1 stop8h 10mDelta
vie. 1/163:55 pmLIR - MSN
2 stops24h 45mDelta
Deal found 9/29$516
This United Airlines deal was found by Cheapflights users on 10/1. 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.
mar. 11/46:30 amMSN - SJO
2 stops14h 09mUnited Airlines
mar. 11/1111:28 pmSJO - MSN
2 stops12h 17mUnited Airlines
Deal found 10/1$520
This American Airlines deal was found by Cheapflights users on 9/29. 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.
mié. 12/33:35 pmMSN - LIR
1 stop20h 55mAmerican Airlines
dom. 12/71:33 pmLIR - MSN
1 stop10h 16mAmerican Airlines
Deal found 9/29$521
This American Airlines deal was found by Cheapflights users on 10/1. 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.
lun. 12/156:00 amMSN - LIR
1 stop8h 19mAmerican Airlines
mar. 12/232:37 pmLIR - MSN
1 stop9h 00mAmerican Airlines
Deal found 10/1$532
This American Airlines deal was found by Cheapflights users on 9/29. 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.
sáb. 11/14:15 pmMSN - SJO
2 stops22h 24mAmerican Airlines
sáb. 12/66:00 amSJO - MSN
1 stop10h 09mAmerican Airlines
Deal found 9/29$538
This Delta deal was found by Cheapflights users on 9/29. 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.
mar. 12/305:03 pmMSN - LIR
2 stops20h 47mDelta
jue. 1/153:55 pmLIR - MSN
2 stops24h 45mDelta
Deal found 9/29$596
This United Airlines deal was found by Cheapflights users on 9/29. 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.
jue. 11/136:30 amMSN - SJO
2 stops14h 09mUnited Airlines
jue. 11/2011:28 pmSJO - MSN
2 stops15h 26mUnited Airlines
Deal found 9/29$607
This American Airlines deal was found by Cheapflights users on 9/28. 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.
jue. 10/3011:17 amMSN - SJO
1 stop7h 59mAmerican Airlines
vie. 12/197:00 amSJO - MSN
1 stop10h 41mAmerican Airlines
Deal found 9/28$616

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 octubre 1, 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

vie. 12/5

6:00 am-2:19 pm

1 stop8h 19m

Liberia

lun. 12/8

1:25 pm-11:32 pm

2 stops10h 07m

$511

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

mié. 12/31

5:40 am-12:50 pm

1 stop7h 10m

Liberia

mié. 1/14

2:15 pm-10:38 pm

1 stop8h 23m

$512

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

mié. 12/31

9:45 am-1:50 pm

2 stops28h 05m

Liberia

vie. 1/16

3:55 pm-10:30 am

2 stops18h 35m

$516

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

mié. 12/31

5:40 am-12:50 pm

1 stop7h 10m

Liberia

jue. 1/15

3:55 pm-4:40 pm

2 stops24h 45m

$516

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

mié. 12/31

5:03 pm-1:50 pm

2 stops20h 47m

Liberia

mar. 1/13

3:55 pm-10:30 am

2 stops18h 35m

$516

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

mar. 12/30

6:34 pm-12:50 pm

1 stop18h 16m

Liberia

mié. 1/14

3:55 pm-10:30 am

2 stops18h 35m

$516

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

mar. 12/30

6:34 pm-12:50 pm

1 stop18h 16m

Liberia

jue. 1/15

3:55 pm-4:40 pm

2 stops24h 45m

$516

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

lun. 2/9

6:30 am-8:39 pm

2 stops14h 09m

San José Juan Santamaria Intl

mié. 2/18

8:45 am-9:03 pm

2 stops12h 18m

$520

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

mié. 12/31

5:40 am-1:50 pm

1 stop8h 10m

Liberia

dom. 1/11

2:15 pm-10:38 pm

1 stop8h 23m

$532

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

mar. 12/30

6:34 pm-12:50 pm

1 stop18h 16m

Liberia

dom. 1/11

2:15 pm-10:38 pm

1 stop8h 23m

$532

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/30

Showing 1-10 of 32 results
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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 $392). Flying from Madison to Costa Rica in March is currently the most expensive (average of $552). 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 octubre 1, 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 octubre 1, 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
7,961 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

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
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

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
8,929 reviews
Delta
8.0
Very good
7,961 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

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
11,030 reviews
Delta
8.0
Very good
7,961 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

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.

  • 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 10m. The time it takes to get you to your destination can typically vary by up to 6h 59m. 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.

  • What are the cheapest airlines to fly from Madison to Costa Rica one-way?

    One-way options have recently been found by users for as low as $201 on Delta. Other airlines that offer cheap prices include American Airlines from $211 and United Airlines from $263 one-way.

  • 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 $392). Flying from Madison to Costa Rica in March is currently the most expensive (average of $552). 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 octubre 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$424Average$887FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$453Average$653FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$557Average$852FlexibilityNo cancel feeOn-time69%

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