$227 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 8/26. 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

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Best Costa Rica Flight Deals from Madison

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
San José
San José1 stop$392
Liberia
Liberia2 stops$491
San José
San José1 stop$392
Liberia
Liberia2 stops$491

Cheap Flights from Madison to Costa Rica

 
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, Oct 15 - Tue, Oct 21
American Airlines Logo
6:43 am - 1:17 pmMSN-SJO
7h 34m1 stop
American Airlines Logo
1:53 pm - 11:02 pmSJO-MSN
8h 09m1 stop
$392American Airlines
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Tue, Nov 4 - Tue, Nov 11
American Airlines Logo
6:38 am - 7:30 pmMSN-SJO
12h 52m2 stops
American Airlines Logo
6:29 am - 9:23 pmSJO-MSN
14h 54m2 stops
$396American Airlines
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Wed, Oct 15 - Tue, Oct 21
American Airlines Logo
5:27 pm - 11:10 amMSN-SJO
18h 43m2 stops
American Airlines Logo
2:25 pm - 10:16 amSJO-MSN
18h 51m2 stops
$453American Airlines
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Sat, Nov 8 - Sat, Nov 15
American Airlines Logo
4:29 pm - 2:30 pmMSN-SJO
22h 01m1 stop
American Airlines Logo
7:00 am - 5:35 pmSJO-MSN
10h 35m1 stop
$456American Airlines
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Sat, Sep 27 - Wed, Oct 1
Delta Logo
5:45 am - 12:00 pmMSN-LIR
7h 15m1 stop
Delta Logo
1:25 pm - 10:34 pmLIR-MSN
8h 09m1 stop
$496Delta
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Sat, Sep 27 - Wed, Oct 1
Delta Logo
4:59 pm - 12:00 pmMSN-LIR
20h 01m2 stops
Delta Logo
1:25 pm - 10:34 pmLIR-MSN
8h 09m1 stop
$500Delta
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Sat, Nov 8 - Sat, Nov 15
United Airlines Logo
8:25 am - 8:39 pmMSN-SJO
12h 14m2 stops
United Airlines Logo
7:30 am - 7:21 pmSJO-MSN
11h 51m2 stops
$510United Airlines
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Fri, Aug 8 - Fri, Aug 15
United Airlines Logo
5:20 pm - 12:10 pmMSN-LIR
19h 50m2 stops
United Airlines Logo
11:49 am - 9:44 pmLIR-MSN
8h 55m1 stop
$557United Airlines
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Sat, Nov 8 - Fri, Nov 14
 Logo
6:08 pm - 1:40 pmMSN-SJO
19h 32m1 stop
 Logo
4:13 am - 5:28 pmSJO-MSN
13h 15m2 stops
Tue, Nov 4 - Mon, Nov 10
 Logo
8:25 am - 12:15 amMSN-SJO
15h 50m2 stops
 Logo
2:15 am - 2:54 pmSJO-MSN
12h 39m2 stops
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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 August, when tickets cost $518 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $957 and $890 respectively.

What’s the cheapest day of the week to fly from Madison to Costa Rica?

The average price of all round-trip flights from Madison to Costa Rica clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Madison to Costa Rica, look for departures on Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Costa Rica, Friday is the cheapest day to fly and Saturday is the most expensive.

How far in advance should I book a flight from Madison to Costa Rica?

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from Madison to Costa Rica, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.


Good to know

Low seasonSeptember
High seasonMarch
Cheapest flight$227
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 27% 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.

  • What is the cheapest time of day to fly to Costa Rica?

    The cheapest time of day to fly to Costa Rica is generally in the afternoon, when round-trip flights cost $623 on average. Morning departures are around 7% cheaper than evening flights, on average. The most expensive time of day to fly to Costa Rica is generally in the evening, which is peak travel time and where the average cost of a ticket is $713.

Reviews of the top 3 airlines serving 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.
8.0
DeltaOverall score based on 7963 reviews
7.9Entertainment
8.5Crew
7.9Comfort
7.3Food
8.2Boarding
Airline reviews

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

4.0 OkayMathew, Jun 2025JFK - SAN
Read more Delta reviews

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Only not having an assigned seat was an issue. Rest was great

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Boarding was organised and relaxed. Crew were fantastic! Seats were lacking padding causing butt pain and stiffness.

I like for how they process during check in. It was very smoothly.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Overall, aside from the baggage issue, it was as good as one expects.

online check in was not available so i had to get to airport extra early. The flight was delayed and my luggage was lost. I had an argument with the person behind me who wanted to keep her bag on the floor and not allow my seat to recline on a 9hr plus flight. So overall, lots and lots of areas for improvement.

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

My flight was delayed a very short period of time but they did not hold my connecting flight to San Diego, also through United. So they closed the doors before we got off our plane. They would only have to help the door open for another five to ten minutes. So I missed a court deadline for a manditory mediation settlement conference for my client. I had to get an associate to be there in person and be on the phone with him relaying what he needs to do the entire time. The court was very upset with me and so was my client. United cannot be trusted.

Very rough getting into denver. my kid threw up it was so rough.

We were given vouchers we couldn’t use with a 5.5 hour delay

Cramped seat even in economy plus seat 10A. Over booked flight, no space for the bags

Why wasn't this flight departure scheduled eith another crew so that it could leave on time? When we arrived in Denver we had so little time between flights we had run to the connecting flight. We should received some credit for the inconvenience.

Really good 😊 the woman at the gate entrance was a little rude checking in our carry-on but i dont think she worked for the airline, she worked for the airport at sacramento, other than that amazing.

The flight was operated by Lufthansa. You can't expect much from them anymore. They have a talent in getting something wrong.

Gate agent did not hold flight for connection, provided no assistance to get new flight

Am still mad at American airlines. You should know it's us travel nurses who are your customers and you treat us like nonsense it's not ok. American airlines took my money, no refund for whatsoever. A trip that was of 466 and I paid 466 and 833 then they chose for me where to sit and refund my seat choices and gave me expensive seats for 79 USD. Kayak doesn't help at all after booking you are on your own. Skyscanner is better

Bad food, small seats that didn’t recline. I thought I was buying a quantas ticket so I feel like I got scammed

This was a horrible experience. For a first class experience, my chair was held together by 3M tape - and I have a photo. The crew weren’t very attentive, somewhat dismissive and forgot my drink and snack, the chair reclined about 3 inches on a 6-hour cross country flight. I was also not informed that there was no lounge available in Newark airport because of renovations, so all around this was one of the worst experiences and I would actively avoid both American and Alaska Air going forward.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

They are still charging me after taking 466 and 833 for round trip from AR to to Bradley airport from 19 to 21. Then poor experience. Am hurt and I will say it on social media. Please stay away from this airline. I see in my bank account they are still taking 644. Am trying to stop it. I used to fly United airlines and I suggest that if you don't want extra charges and good service you go back there. American airlines delayed my flight again and I was late for my meeting, no recompensation but charging me over and over.

Pretty bad gate mgmt upon arrival. No open gates and we had to wait at midnight. Shouldn’t be a surprise that an aircraft is coming in.

We started with trouble checking in 24 hours early. Then my husband did not get his TSA precheck. Finally flight delayed due to no crew. I know things happen

Boarding was very efficient. Everyone got on board and we got on our way very quickly. It was frustrating that the entertainment app was not functioning properly. I was not able to activate some of the movies offered. The crew on this flight appears to be pretty grumpy. They had no smile on their faces. I felt like they were doing us a favor for being there.

Mechanical delay and no compensation. Missed connection as a result of their delay. Mediocre performance and service. Horrible airline currently with horrible culture.

Comfortable plane ride however on delays disappointment no real details as to why the delays when other flights are leaving the airport

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