$352 Find Cheap Flights from Madison to Costa Rica

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Costa Rica departing on 11/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Madison to Costa Rica

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
San José
San José1 stop$482
Liberia
Liberia2 stops$561
San José
San José1 stop$482
Liberia
Liberia2 stops$561

Book Cheap Madison to Costa Rica Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Costa Rica that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Costa Rica

Mon, Jan 12 - Thu, Jan 29
American Airlines Logo
11:29 am - 10:30 pmMSN-SJO
11h 01m1 stop
American Airlines Logo
1:51 pm - 11:41 pmSJO-MSN
9h 50m1 stop
$482American Airlines
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Mon, Jan 12 - Thu, Jan 29
American Airlines Logo
7:25 am - 9:02 pmMSN-SJO
13h 37m2 stops
American Airlines Logo
1:51 pm - 11:41 pmSJO-MSN
9h 50m1 stop
$486American Airlines
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Thu, Feb 5 - Thu, Feb 12
Delta Logo
11:15 am - 10:15 pmMSN-SJO
11h 00m1 stop
Delta Logo
7:00 am - 4:19 pmSJO-MSN
9h 19m1 stop
$502Delta
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Thu, Feb 5 - Fri, Feb 13
Delta Logo
11:15 am - 10:15 pmMSN-SJO
11h 00m1 stop
Delta Logo
7:00 am - 8:54 pmSJO-MSN
13h 54m2 stops
$506Delta
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Sat, Jan 24 - Sat, Jan 31
American Airlines Logo
3:09 pm - 3:01 pmMSN-SJO
23h 52m1 stop
American Airlines Logo
6:00 am - 11:59 pmSJO-MSN
17h 59m1 stop
$511American Airlines
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Sat, Jan 24 - Sat, Jan 31
American Airlines Logo
5:30 am - 7:44 pmMSN-SJO
14h 14m2 stops
American Airlines Logo
6:38 am - 5:11 pmSJO-MSN
10h 33m1 stop
$526American Airlines
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Fri, Feb 6 - Fri, Feb 13
Delta Logo
7:00 am - 10:15 pmMSN-SJO
15h 15m2 stops
Delta Logo
7:00 am - 8:54 pmSJO-MSN
13h 54m2 stops
$535Delta
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Sun, Feb 1 - Thu, Feb 5
United Airlines Logo
6:30 am - 8:39 pmMSN-SJO
14h 09m2 stops
United Airlines Logo
2:20 pm - 12:03 pmSJO-MSN
21h 43m2 stops
$596United Airlines
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Sun, Feb 1 - Fri, Feb 13
United Airlines Logo
5:25 pm - 12:56 pmMSN-SJO
19h 31m1 stop
United Airlines Logo
2:20 pm - 11:58 amSJO-MSN
21h 38m2 stops
$602United Airlines
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Sat, Dec 20 - Sat, Dec 27
WestJet Logo
5:01 pm - 2:29 pmMSN-LIR
45h 28m2 stops
WestJet Logo
7:00 am - 10:09 pmLIR-MSN
15h 09m2 stops
$3,917WestJet
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Booking Insights

KAYAK's insights & trends for Madison to Costa Rica flights

Get data-powered insights and trends into flights from Madison to Costa Rica to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Madison to Costa Rica?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to Costa Rica, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Madison to Costa Rica is September, when tickets cost $505 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $1,054 and $896 respectively.

What’s the cheapest day of the week to fly from Madison to Costa Rica?

The average price of all round-trip flights from Madison to Costa Rica clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Madison to Costa Rica, look for departures on Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Costa Rica, Friday is the cheapest day to fly and Saturday is the most expensive.

How far in advance should I book a flight from Madison to Costa Rica?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Madison to Costa Rica, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Madison to Costa Rica, you should book around 2 weeks before departure, which saves you about 4% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

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Good to know

Low seasonJuly
Cheapest flight$352
Most popular time to fly with an average 24% increase in price.
Flight from Madison to Liberia

FAQs - booking Costa Rica flights

  • How does KAYAK find such low prices on flights from Madison to Costa Rica?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to Costa Rica.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to Costa Rica?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Madison to Costa Rica is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to Costa Rica?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Madison to Costa Rica with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to Costa Rica?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Madison to Costa Rica up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Costa Rica?

    The cheapest time of day to fly to Costa Rica is generally in the afternoon, when round-trip flights cost $623 on average. Morning departures are around 7% cheaper than evening flights, on average. The most expensive time of day to fly to Costa Rica is generally in the evening, which is peak travel time and where the average cost of a ticket is $713.

Reviews of the top airlines flying from Madison to Costa Rica

 
Need help choosing which airline to fly with from Madison to Costa Rica? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8001 reviews
7.3Food
7.9Comfort
8.5Crew
7.9Entertainment
8.2Boarding
Airline reviews

I truly love flying with Delta. They have always treated me with the upmost respect

10.0 ExcellentMAYRA, Nov 2025JFK - MIA
Read more Delta reviews

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

We loved the steward on the plane. He made the night enjoyable

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Everything you need to know for your flight from Madison to Costa Rica

Information on your arrival and departure airports

Madison (MSN)