$355 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 7/2. 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$560
Liberia
Liberia1 stop$583
San José
San José2 stops$560
Liberia
Liberia1 stop$583

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

Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
6:52 pm - 12:26 pm
MSN
-
SJO
18h 34m
2 stops
American Airlines Logo
1:29 pm - 8:22 am
SJO
-
MSN
17h 53m
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
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
Thu, Nov 12 - Thu, Nov 19
American Airlines Logo
6:00 am - 2:45 pm
MSN
-
LIR
8h 45m
1 stop
American Airlines Logo
3:10 pm - 10:23 am
LIR
-
MSN
19h 13m
1 stop
$588American Airlines
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
5:46 pm - 1:52 pm
MSN
-
SJO
21h 06m
1 stop
American Airlines Logo
2:53 pm - 10:40 am
SJO
-
MSN
18h 47m
2 stops
$595American Airlines
Mon, Sep 28 - Thu, Oct 1
United Airlines Logo
6:49 am - 7:37 pm
MSN
-
SJO
13h 48m
2 stops
United Airlines Logo
12:44 pm - 1:37 pm
SJO
-
MSN
23h 53m
2 stops
$645United Airlines
Wed, Nov 11 - Tue, Nov 17
United Airlines Logo
2:50 pm - 11:44 am
MSN
-
LIR
20h 54m
2 stops
United Airlines Logo
5:20 pm - 5:02 pm
LIR
-
MSN
23h 42m
2 stops
$645United Airlines
Sat, Aug 15 - Fri, Aug 21
GOL Logo
5:46 pm - 7:52 pm
MSN
-
SJO
27h 06m
2 stops
GOL Logo
1:29 pm - 11:09 pm
SJO
-
MSN
8h 40m
1 stop
$650GOL
Mon, Sep 28 - Thu, Oct 1
United Airlines Logo
6:06 am - 11:38 am
MSN
-
SJO
30h 32m
1 stop
United Airlines Logo
1:25 pm - 3:04 pm
SJO
-
MSN
24h 39m
2 stops
$655United 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 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$355
Best time to beat the crowds but there is an average 21% increase in price.
Most popular time to fly with an average 6% increase in price.
Flight from Madison to San José

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 8432 reviews
7.8Entertainment
7.2Food
8.5Crew
8.1Boarding
7.8Comfort
Airline reviews

Not really a “Delta” problem but worth mentioning: Boarding was a difficult process. TSA seemed understaffed and Pre-Check took longer than regular TSA. The supervisor was frazzled and yelled at travelers. Once through TSA, we had to put our carry-ons through another x-ray machine. Then queue up to board with both boarding pass and ID. Then, when we got to the stairs on the tarmac, we had to show our boarding pass again. Maybe this is just normal for Kona since the terminal is outdoors (but still a “secured” area).

6.0 GoodMary, Jun 2026
KOA - SEA
Read more Delta reviews

Not really a “Delta” problem but worth mentioning: Boarding was a difficult process. TSA seemed understaffed and Pre-Check took longer than regular TSA. The supervisor was frazzled and yelled at travelers. Once through TSA, we had to put our carry-ons through another x-ray machine. Then queue up to board with both boarding pass and ID. Then, when we got to the stairs on the tarmac, we had to show our boarding pass again. Maybe this is just normal for Kona since the terminal is outdoors (but still a “secured” area).

flight was delayed 4+ hours. there was really no understanding of why? weather? the last hour of delay was post boarding. pilot seat was broken. was that the real reason? nonetheless, long day of inconveniences.

Love me some Delta. One of the few airlines to recognize and support veterans. Easy boarding, flight was on time and arrived early and the flight attendants were excellent on this flight.

I thought the service was very nice and pleasant. There were no hiccups and no issues so overall a good experience.

Very good flight. Crew was great. No issues and we even arrived early.

The flights are constantly late anymore, and they won't even give you a glass of water on the plane. For years, they were able to do a service on this flight from Atlanta to Knoxville and Knoxville Atlanta now they say it's too short of a flight. You can't even get a quick drink of water.

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

We sat on the runway for over an hour before departure. That was unwelcome.

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

Pilots were fantastic - super smooth. First Class flight attendant was very attentive. Main Cabin flight attendant should try to smooth the rough edges of her voice - very shrill / punitive. Hurt my ears just to listen to her. Recognize they have a (tough) job to do - but tone over speakers needs to be less like scolding a 5 year old.

Maybe focus more on delivering a good product vs selling me a damn credit card

American Airlines is a great dependable airline, on time arrival and departure with polite crew and staff.

I think since I am an AA Advantage member, my checked bags should have been free, but I paid for all 4 of us.

This flight moved Gates several times in a short time period, from B to C, which required a substantial walk or rail ride. Then the flight was delayed more than 2 hours and the food was subpar compared to other flights.

Flight was delayed multiple times without giving any particular reason and the only thing that was communicated was that 'Aircraft is getting ready'. I was stuck at SFO airport for 15 hours and finally took Southwest Airlines flight back home to Dallas.

Hydraulic leak caused the flight to be cancelled. Auto system scheduled us on a 3 am flight. Wevhsedvrebook on the app and hit schedules later in the afternoon. Our luggage per gate and ticket agent would be rescanned and put in our new flight. Did not happen. Our luggage stayed in hsv. Baggage claim in wash dc unable to help. We filed a claim. Several emails about our luggage were in conflict with one another. Called as baggage and was on hold 30 minutes. Oscar said one of 2 was out fir delivery then cancelled. About 45 minutes later both pieces were delivered. Their system is suspect

I was not clear if food was offered or not.

Because I bought my ticket from Underpricer, I could not check in online. I could only check in at the airport and that was deeply frustrating because I had to arrive very early. The flight also departed 45 min late and passengers were given no explanations about why we were delayed. I was worried I would miss my connecting flight. Once on board, however, the flight was fine.

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

Information on your arrival and departure airports