$244 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 5/20. 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$466
Liberia
Liberia1 stop$668
San José
San José1 stop$466
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

Wed, Apr 29 - Tue, May 12
Delta Logo
5:30 am - 11:56 am
MSN
-
SJO
7h 26m
1 stop
Delta Logo
1:20 pm - 10:44 pm
SJO
-
MSN
8h 24m
1 stop
$466Delta
Sun, May 3 - Tue, May 12
Delta Logo
6:22 pm - 11:56 am
MSN
-
SJO
18h 34m
2 stops
Delta Logo
1:20 pm - 8:49 am
SJO
-
MSN
18h 29m
2 stops
$471Delta
Tue, Aug 4 - Mon, Aug 10
American Airlines Logo
4:11 pm - 11:50 am
MSN
-
SJO
20h 39m
2 stops
American Airlines Logo
12:50 pm - 8:15 am
SJO
-
MSN
18h 25m
2 stops
$501American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
8:24 pm - 11:07 am
MSN
-
SJO
15h 43m
2 stops
American Airlines Logo
11:35 pm - 11:05 am
SJO
-
MSN
10h 30m
1 stop
$523American 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
11:35 pm - 11:05 am
SJO
-
MSN
10h 30m
1 stop
$527American Airlines
Fri, May 8 - Fri, May 15
American Airlines Logo
7:10 am - 9:36 pm
MSN
-
SJO
15h 26m
1 stop
American Airlines Logo
11:35 pm - 5:22 pm
SJO
-
MSN
16h 47m
1 stop
$528American Airlines
Thu, Aug 6 - Sat, Aug 22
American Airlines Logo
5:46 pm - 11:50 am
MSN
-
SJO
19h 04m
2 stops
American Airlines Logo
12:50 pm - 8:15 am
SJO
-
MSN
18h 25m
2 stops
$531American 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
$532American Airlines
Fri, May 8 - Fri, May 15
American Airlines Logo
7:10 am - 9:36 pm
MSN
-
SJO
15h 26m
1 stop
American Airlines Logo
6:30 am - 11:54 pm
SJO
-
MSN
16h 24m
2 stops
$533American 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
11:35 pm - 11:05 am
SJO
-
MSN
10h 30m
1 stop
$537American 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 $876 respectively.

Good to know

Low seasonJuly
Cheapest flight$244
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 13% 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 8399 reviews
7.9Comfort
8.1Boarding
7.2Food
8.5Crew
7.8Entertainment
Airline reviews

The flight was smooth, the crew was great but the plane was quite old

8.0 ExcellentDimitrina, Apr 2026
BOS - DCA
Read more Delta reviews

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

Boarding was quick and efficient. We arrived at our destination early.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

there are no options s for snack besides cookies would ve nice to have a salty option n

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

Information on your arrival and departure airports