$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 7/27. 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 José2 stops$555
Liberia
Liberia2 stops$525
San José
San José2 stops$555
Liberia
Liberia2 stops$525

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

Wed, Nov 11 - Tue, Nov 17
United Airlines Logo
5:40 pm - 11:44 am
MSN
-
LIR
18h 04m
2 stops
United Airlines Logo
5:20 pm - 11:51 am
LIR
-
MSN
18h 31m
2 stops
$525United Airlines
Tue, Dec 8 - Fri, Dec 18
American Airlines Logo
7:05 pm - 2:02 pm
MSN
-
SJO
18h 57m
2 stops
American Airlines Logo
12:34 am - 2:55 pm
SJO
-
MSN
14h 21m
2 stops
$555American Airlines
Tue, Dec 8 - Sat, Dec 19
American Airlines Logo
3:55 pm - 12:21 pm
MSN
-
SJO
20h 26m
2 stops
American Airlines Logo
1:31 pm - 11:59 pm
SJO
-
MSN
10h 28m
1 stop
$560American Airlines
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
11:53 am - 12:26 pm
MSN
-
SJO
25h 33m
1 stop
American Airlines Logo
1:29 pm - 8:22 am
SJO
-
MSN
17h 53m
1 stop
$565American Airlines
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
6:52 pm - 1:52 pm
MSN
-
SJO
20h 00m
2 stops
American Airlines Logo
2:53 pm - 10:40 am
SJO
-
MSN
18h 47m
2 stops
$580American Airlines
Thu, Nov 12 - Thu, Nov 19
American Airlines Logo
6:00 am - 2:45 pm
MSN
-
LIR
8h 45m
1 stop
American Airlines Logo
1:21 pm - 9:21 am
LIR
-
MSN
20h 00m
2 stops
$583American Airlines
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
6:52 pm - 1:52 pm
MSN
-
SJO
20h 00m
2 stops
American Airlines Logo
2:53 pm - 10:40 am
SJO
-
MSN
18h 47m
2 stops
$585American Airlines
Sun, Oct 18 - Thu, Oct 22
Multiple Airlines Logo
6:00 pm - 3:11 pm
MSN
-
SJO
22h 11m
1 stop
Multiple Airlines Logo
7:07 am - 5:20 pm
SJO
-
MSN
9h 13m
1 stop
$598Multiple Airlines
Sun, Oct 18 - Mon, Oct 26
Multiple Airlines Logo
6:00 pm - 3:11 pm
MSN
-
SJO
22h 11m
1 stop
Multiple Airlines Logo
7:07 am - 9:50 am
SJO
-
MSN
25h 43m
1 stop
$614Multiple Airlines
Wed, Sep 2 - Wed, Sep 9
Delta Logo
5:43 am - 12:00 pm
MSN
-
LIR
7h 17m
1 stop
Delta Logo
1:25 pm - 10:53 pm
LIR
-
MSN
8h 28m
1 stop
$630Delta
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 November, when tickets cost $213 (return) on average. On the other hand, the most expensive months are May and June, when the average cost of round-trip tickets is $679 and $657 respectively.

Good to know

Low seasonMay
Cheapest flight$271
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly with an average 5% 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.

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 8449 reviews
8.1Boarding
7.2Food
8.5Crew
7.8Entertainment
7.8Comfort
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.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

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