$271 Find Cheap Flights from Madison to Costa Rica - Compare and Save

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 9/26. 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$560
Liberia
Liberia1 stop$594
San José
San José1 stop$560
Liberia
Liberia1 stop$594

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

Tue, Dec 8 - Sat, Dec 19
American Airlines Logo
6:00 am - 2:06 pm
MSN
-
SJO
8h 06m
1 stop
American Airlines Logo
1:31 pm - 11:59 pm
SJO
-
MSN
10h 28m
1 stop
$560American Airlines
Tue, Dec 8 - Fri, Dec 18
American Airlines Logo
4:02 pm - 12:21 pm
MSN
-
SJO
20h 19m
2 stops
American Airlines Logo
12:34 am - 10:37 am
SJO
-
MSN
10h 03m
1 stop
$565American Airlines
Tue, Dec 8 - Fri, Dec 18
American Airlines Logo
3:55 pm - 2:02 pm
MSN
-
SJO
22h 07m
1 stop
American Airlines Logo
12:34 am - 5:00 pm
SJO
-
MSN
16h 26m
1 stop
$570American Airlines
Sun, Jan 3 - Wed, Jan 13
Delta Logo
7:55 pm - 1:30 pm
MSN
-
LIR
17h 35m
1 stop
Delta Logo
2:45 pm - 10:55 pm
LIR
-
MSN
8h 10m
1 stop
$594Delta
Thu, Nov 12 - Thu, Nov 19
American Airlines Logo
3:55 pm - 2:13 pm
MSN
-
LIR
22h 18m
2 stops
American Airlines Logo
3:10 pm - 8:06 am
LIR
-
MSN
16h 56m
2 stops
$597American Airlines
Wed, Jan 6 - Wed, Jan 13
Delta Logo
3:30 pm - 1:50 pm
MSN
-
LIR
22h 20m
2 stops
Delta Logo
2:45 pm - 10:55 pm
LIR
-
MSN
8h 10m
1 stop
$599Delta
Wed, Sep 2 - Wed, Sep 9
American Airlines Logo
5:47 pm - 11:29 am
MSN
-
LIR
18h 42m
2 stops
American Airlines Logo
2:47 pm - 12:26 pm
LIR
-
MSN
20h 39m
2 stops
$602American Airlines
Wed, Jan 6 - Wed, Jan 13
American Airlines Logo
5:00 am - 2:13 pm
MSN
-
LIR
9h 13m
2 stops
American Airlines Logo
1:33 pm - 10:43 am
LIR
-
MSN
21h 10m
2 stops
$604American Airlines
Wed, Aug 12 - Wed, Aug 19
Multiple Airlines Logo
6:05 pm - 3:11 pm
MSN
-
SJO
22h 06m
1 stop
Multiple Airlines Logo
7:07 am - 5:25 pm
SJO
-
MSN
9h 18m
1 stop
$606Multiple Airlines
Sat, Nov 14 - Fri, Nov 20
United Airlines Logo
5:00 am - 12:35 pm
MSN
-
SJO
7h 35m
1 stop
United Airlines Logo
1:55 pm - 11:37 pm
SJO
-
MSN
9h 42m
1 stop
$640United Airlines
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 $526 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $1,273 and $855 respectively.

Good to know

Low season

May

Cheapest flight

$271
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 3% lower on average.
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.

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.
7.8
DeltaOverall score based on 8478 reviews
8.1Boarding
7.8Comfort
7.8Entertainment
7.2Food
8.5Crew
Airline reviews

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

4.0 Okaybyron, Jan 2026
CWA - MSP
Read more Delta reviews

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Easiest airport experience ever in my life at MSP with Delta check-in and flight attendant gave us a bottle of champagne in celebration of our 10-year wedding anniversary, so overall amazing!

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Great. Seamless. Check in agent at kiosk international was amazing and extremely helpful.

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Pretty standard flight. Delta has a good selection of movies.

The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.

Delta planes have the WORST seat comfort of any plane in history. It's the opposite of ergonomic, in every sense. They also recline minimally, are covered in a vinyl and have no feet rests. Then the disembarking process is chaotic and time consuming (because of the way they load the plane and deal with luggage). Overall, somewhat frustrating but we arrived safely :)

Despite being delayed, we would still give a high score for this flight experience. For the first time in quite some time we had excellent customer service throughout our entire round trip. The flight attendants were the most polite we have experienced in our last ten flights at least (non of which were Delta and include business class). The food offered was a better selection than most—we just didn’t have any of it. Overall, almost as good as flying used to be. Thank you to Delta.

Not one thing to like. Three flights all with “mechanical” delays. Never got to where I was going and spent additional $500 for a hotel room. American Airlines is the worst in the industry!

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

There were several different delays but we ended up being delayed a total of 40 mins or so. It was annoying we had a gate change which made it take longer to leave DFW, and we had to check our carry on. Ugh

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

A much better flight than our previous. The flight attendant took care of us and regularly checked in to see if we needed anything. Brought us drinks prior to the departure and then a couple more times. Totally makes the difference in how you travel when the crew is checking on their passengers. Great job on this leg of our trip.

Our flight was changed from Madison to DC to Madison to Charlotte.

We were told we had no flights before our flight was continually delayed then cancelled.

Boarding was relatively fast and easy and the crew was attentive throughout.

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

Information on your arrival and departure airports