$161 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 5/26. 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 José2 stops$389
Liberia
Liberia1 stop$668
San José
San José2 stops$389
Liberia
Liberia1 stop$668

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, May 2 - Tue, May 12
American Airlines Logo
9:18 am - 9:36 pm
MSN
-
SJO
13h 18m
2 stops
American Airlines Logo
6:30 am - 10:56 pm
SJO
-
MSN
15h 26m
2 stops
$389American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
3:29 pm - 1:22 pm
MSN
-
SJO
22h 53m
1 stop
American Airlines Logo
12:31 pm - 11:55 pm
SJO
-
MSN
10h 24m
1 stop
$392American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
5:08 pm - 11:25 am
MSN
-
SJO
19h 17m
1 stop
American Airlines Logo
6:30 am - 11:55 pm
SJO
-
MSN
16h 25m
2 stops
$396American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
8:05 am - 7:07 pm
MSN
-
SJO
12h 02m
2 stops
American Airlines Logo
6:30 am - 11:55 pm
SJO
-
MSN
16h 25m
2 stops
$419American Airlines
Wed, Aug 12 - Wed, Aug 19
American Airlines Logo
6:00 am - 8:14 pm
MSN
-
SJO
15h 14m
2 stops
American Airlines Logo
12:57 pm - 9:22 am
SJO
-
MSN
19h 25m
2 stops
$471American Airlines
Wed, Aug 12 - Wed, Aug 19
American Airlines Logo
6:00 am - 8:14 pm
MSN
-
SJO
15h 14m
2 stops
American Airlines Logo
12:57 pm - 9:22 am
SJO
-
MSN
19h 25m
2 stops
$477American Airlines
Sat, May 2 - Tue, May 12
American Airlines Logo
11:50 am - 9:36 pm
MSN
-
SJO
10h 46m
1 stop
American Airlines Logo
12:35 pm - 10:56 pm
SJO
-
MSN
9h 21m
1 stop
$501American Airlines
Wed, Apr 8 - Mon, Apr 27
United Airlines Logo
8:30 am - 10:11 am
MSN
-
SJO
26h 41m
2 stops
United Airlines Logo
11:13 am - 8:57 am
SJO
-
MSN
20h 44m
2 stops
$529United Airlines
Wed, Sep 2 - Wed, Sep 9
Delta Logo
5:45 am - 12:00 pm
MSN
-
LIR
7h 15m
1 stop
Delta Logo
1:25 pm - 10:35 pm
LIR
-
MSN
8h 10m
1 stop
$668Delta
Fri, Apr 24 - Mon, Apr 27
United Airlines Logo
8:35 pm - 11:53 am
MSN
-
LIR
16h 18m
1 stop
United Airlines Logo
1:20 pm - 8:57 am
LIR
-
MSN
18h 37m
2 stops
$713United 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 $505 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $1,059 and $765 respectively.

Good to know

Low seasonJuly
Cheapest flight$161
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 9% 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.
7.9
DeltaOverall score based on 8314 reviews
8.1Boarding
8.5Crew
7.9Comfort
7.8Entertainment
7.2Food
Airline reviews

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

4.0 OkayAnonymous, Mar 2026
BHM - ATL
Read more Delta reviews

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Rough flight No beverage service due to turbulence Bottom Seat cushion was non existent

Great experience. Good dinner and service. FA's were very nice and attentive.

It was great. Smooth flight, comfortable, left on time and landed on time.

Perhaps this is an airport issue, but being in a takeoff queue for over an hour in the taxiing lane is unacceptable. We will definitely be seeking alternative avenues for air travel in the future.

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Mostly good. The WiFi wasn’t working so that was not great.

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

Information on your arrival and departure airports