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Cheap flights from Madison to Costa Rica from $283

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Costa Rica departing on 1/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

American Airlines Logo
1:56 pm - 10:15 pmMSN-SJO
8h 19m1 stop
American Airlines Logo
6:00 am - 4:04 pmSJO-MSN
10h 04m1 stop
$426American Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 11
American Airlines Logo
5:00 am - 1:59 pmMSN-SJO
8h 59m2 stops
American Airlines Logo
1:23 pm - 11:30 pmSJO-MSN
10h 07m1 stop
$430American Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 11
American Airlines Logo
5:46 pm - 12:12 pmMSN-SJO
19h 26m2 stops
American Airlines Logo
7:00 am - 11:50 pmSJO-MSN
16h 50m2 stops
$450American Airlines
Find Deal
Sat, Nov 1 - Sat, Dec 6
American Airlines Logo
6:49 am - 10:15 pmMSN-SJO
15h 26m1 stop
American Airlines Logo
6:00 am - 7:42 pmSJO-MSN
13h 42m1 stop
$451American Airlines
Find Deal
Sun, Nov 9 - Sun, Nov 16
United Airlines Logo
8:15 am - 7:53 pmMSN-SJO
11h 38m2 stops
United Airlines Logo
2:00 pm - 11:44 pmSJO-MSN
9h 44m1 stop
$516United Airlines
Find Deal
Tue, Jan 13 - Wed, Jan 21
United Airlines Logo
8:15 am - 7:53 pmMSN-SJO
11h 38m2 stops
United Airlines Logo
6:30 am - 7:07 pmSJO-MSN
12h 37m2 stops
$520United Airlines
Find Deal
Tue, Jan 13 - Wed, Jan 21
Delta Logo
7:00 am - 7:00 amMSN-SJO
24h 00m2 stops
Delta Logo
7:00 am - 10:21 amSJO-MSN
27h 21m2 stops
$599Delta
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Fri, Jan 16 - Fri, Jan 23
Copa Airlines Logo
8:15 am - 7:06 amMSN-SJO
22h 51m2 stops
Copa Airlines Logo
4:09 am - 7:07 pmSJO-MSN
14h 58m2 stops
$609Copa Airlines
Find Deal
Sat, Jan 24 - Fri, Jan 30
Delta Logo
5:40 am - 12:08 pmMSN-SJO
7h 28m1 stop
Delta Logo
1:35 pm - 10:58 pmSJO-MSN
8h 23m1 stop
$616Delta
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Tue, Sep 23 - Fri, Oct 3
Logo
2:40 pm - 6:58 amMSN-LIR
40h 18m3 stops
Logo
7:50 am - 1:42 pmLIR-MSN
29h 52m2 stops
$2,127
Find Deal
Thu, Nov 6 - Sun, Nov 9

American Airlines flights from Madison to Costa Rica

Our best American Airlines deals on Madison to Costa Rica flight tickets
American Airlines
Nov 4
MSN1:56 pmMadison Truax Field
8h 19m
1 stop
SJO10:15 pmSan José Juan Santamaria Intl
Nov 11
SJO6:00 amSan José Juan Santamaria Intl
10h 04m
1 stop
MSN4:04 pmMadison Truax Field
$426
Find similar
American Airlines
Nov 4
MSN5:00 amMadison Truax Field
8h 59m
2 stops
SJO1:59 pmSan José Juan Santamaria Intl
Nov 11
SJO1:23 pmSan José Juan Santamaria Intl
10h 07m
1 stop
MSN11:30 pmMadison Truax Field
$430
Find similar
American Airlines
Nov 1
MSN5:46 pmMadison Truax Field
19h 26m
2 stops
SJO12:12 pmSan José Juan Santamaria Intl
Dec 6
SJO7:00 amSan José Juan Santamaria Intl
16h 50m
2 stops
MSN11:50 pmMadison Truax Field
$450
Find similar

Delta flights from Madison to Costa Rica

Our best Delta deals on Madison to Costa Rica flight tickets
Delta
Jan 16
MSN7:00 amMadison Truax Field
24h 00m
2 stops
SJO7:00 amSan José Juan Santamaria Intl
Jan 23
SJO7:00 amSan José Juan Santamaria Intl
27h 21m
2 stops
MSN10:21 amMadison Truax Field
$599
Find similar
Delta
Sep 23
MSN5:40 amMadison Truax Field
7h 28m
1 stop
SJO12:08 pmSan José Juan Santamaria Intl
Oct 3
SJO1:35 pmSan José Juan Santamaria Intl
8h 23m
1 stop
MSN10:58 pmMadison Truax Field
$616
Find similar
Delta
Jan 16
MSN7:00 amMadison Truax Field
24h 00m
2 stops
SJO7:00 amSan José Juan Santamaria Intl
Jan 26
SJO2:20 pmSan José Juan Santamaria Intl
20h 01m
2 stops
MSN10:21 amMadison Truax Field
$617
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Madison to Costa Rica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 4, 2025.
Use the filters below to find and compare flights from Madison to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 11/4

1:56 pm-10:15 pm

1 stop8h 19m

San José Juan Santamaria Intl

Tue 11/11

6:00 am-4:04 pm

1 stop10h 04m

$426

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 11/4

5:00 am-1:59 pm

2 stops8h 59m

San José Juan Santamaria Intl

Tue 11/11

1:23 pm-11:30 pm

1 stop10h 07m

$430

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sat 11/1

5:46 pm-12:12 pm

2 stops19h 26m

San José Juan Santamaria Intl

Sat 12/6

7:00 am-11:50 pm

2 stops16h 50m

$450

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sun 11/9

6:49 am-10:15 pm

1 stop15h 26m

San José Juan Santamaria Intl

Sun 11/16

6:00 am-7:42 pm

1 stop13h 42m

$451

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 1/13

8:15 am-7:53 pm

2 stops11h 38m

San José Juan Santamaria Intl

Wed 1/21

2:00 pm-11:44 pm

1 stop9h 44m

$516

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 1/13

8:15 am-7:53 pm

2 stops11h 38m

San José Juan Santamaria Intl

Wed 1/21

6:30 am-7:07 pm

2 stops12h 37m

$520

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Fri 1/16

7:00 am-7:00 am

2 stops24h 00m

San José Juan Santamaria Intl

Fri 1/23

7:00 am-10:21 am

2 stops27h 21m

$599

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sat 1/24

8:15 am-7:06 am

2 stops22h 51m

San José Juan Santamaria Intl

Fri 1/30

4:09 am-7:07 pm

2 stops14h 58m

$609

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 9/23

5:40 am-12:08 pm

1 stop7h 28m

San José Juan Santamaria Intl

Fri 10/3

1:35 pm-10:58 pm

1 stop8h 23m

$616

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Thu 11/6

2:40 pm-6:58 am

3 stops40h 18m

Liberia

Sun 11/9

7:50 am-1:42 pm

2 stops29h 52m

$2,127

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to Costa Rica from

How to get the cheapest flight ticket from Madison to Costa Rica

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Costa Rica?

The cheapest month to fly to Costa Rica from Madison is in September. Flight prices, which tend to average around $533, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in September, then January is your next best option. Flight prices from Madison to Costa Rica during January average around $604.

What is the cheapest day to depart on your flight to Costa Rica?

According to our data, Tuesday is the cheapest day to fly to Costa Rica from Madison. The lowest ticket price found for a Tuesday departure recently was $573. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $748. These prices are subject to change though, so be sure to set up a Price Alert for flights to Costa Rica.

What is the cheapest time of day to depart on your flight to Costa Rica?

At noon is the cheapest time of day to fly from Madison to Costa Rica when you can find flight prices for as low as $623. Flying to Costa Rica at noon is an ideal time because this is during off-peak travel hours. Flights to Costa Rica are more costly in the afternoon, with an average ticket price of $713. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

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

You are more likely to see cheaper flights to Costa Rica from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $711 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Madison for as low as $583 on momondo.

Can stopping save me money on Madison to Costa Rica flights?

You could potentially save up to 12% on your flight if you consider stops on a Madison to Costa Rica flight.

Cheap Madison to Costa Rica flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madison to Costa Rica

Direct flights

None
There are no direct flights from Madison to Costa Rica. There are no popular flight routes from Madison to Costa Rica.
Search flight deals

  • When did momondo last update prices for flights from Madison Truax Field Airport to Costa Rica?

    Prices for flights from Madison Truax Field Airport to Costa Rica were last updated today.

  • How many operators does momondo search for flights from Madison Truax Field Airport to Costa Rica?

  • How old do you have to be to fly from Madison Truax Field Airport to Costa Rica?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Madison Truax Field Airport to Costa Rica.

  • What documentation or ID do you need to fly to Costa Rica?

    The necessary travel and health documents for your Costa Rica trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Madison to Costa Rica

Compare and see reviews for airlines that fly from Madison to Costa Rica with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $424Free CancellationRating
7.9
7,977 reviews
Search Delta flights
American AirlinesPriceFrom $453Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $557Free CancellationRating
7.4
8,939 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Madison to Costa Rica?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Madison to Costa Rica. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Madison to Costa Rica with flexible booking policies on momondo?

All flight searches from Madison to Costa Rica on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Madison to Costa Rica?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Madison to Costa Rica.

I’m not ready to book a flight from Madison to Costa Rica right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Madison to Costa Rica flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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