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Cheap flights from Madison to Costa Rica from $278

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 7/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Madison to Costa Rica

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:47 pm - 11:34 am
MSN
-
SJO
18h 47m
2 stops
American Airlines Logo
1:29 pm - 8:22 am
SJO
-
MSN
17h 53m
1 stop
$569American Airlines
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
4:10 pm - 12:26 pm
MSN
-
SJO
21h 16m
1 stop
American Airlines Logo
1:29 pm - 8:22 am
SJO
-
MSN
17h 53m
1 stop
$574American Airlines
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
5:46 pm - 11:34 am
MSN
-
SJO
18h 48m
2 stops
American Airlines Logo
1:29 pm - 9:15 am
SJO
-
MSN
18h 46m
2 stops
$584American 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
1:29 pm - 8:22 am
SJO
-
MSN
17h 53m
1 stop
$589American Airlines
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
7:18 am - 7:24 pm
MSN
-
SJO
13h 06m
2 stops
American Airlines Logo
7:00 am - 9:20 pm
SJO
-
MSN
13h 20m
2 stops
$594American Airlines
Mon, Jun 1 - Wed, Jun 10
American Airlines Logo
6:46 am - 10:43 pm
MSN
-
SJO
16h 57m
1 stop
American Airlines Logo
2:00 pm - 11:42 pm
SJO
-
MSN
8h 42m
1 stop
$614American Airlines
Sun, Jun 28 - Tue, Jul 28
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
$618Delta
Wed, Sep 2 - Wed, Sep 9
American Airlines Logo
4:23 pm - 11:50 am
MSN
-
SJO
20h 27m
2 stops
American Airlines Logo
11:59 pm - 10:38 am
SJO
-
MSN
9h 39m
1 stop
$627American Airlines
Mon, Jun 1 - Wed, Jun 10
United Airlines Logo
5:45 pm - 9:50 am
MSN
-
LIR
17h 05m
2 stops
United Airlines Logo
3:27 pm - 9:59 am
LIR
-
MSN
17h 32m
2 stops
$630United Airlines
Tue, Jun 2 - Tue, Jun 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
$662Delta
Wed, Sep 2 - Wed, Sep 9

American Airlines flights from Madison to Costa Rica

Our best American Airlines deals on Madison to Costa Rica flight tickets
American Airlines
Aug 15
MSN5:47 pmMadison Truax Field
18h 47m
2 stops
SJO11:34 amSan José Juan Santamaria Intl
Aug 22
SJO1:29 pmSan José Juan Santamaria Intl
17h 53m
1 stop
MSN8:22 amMadison Truax Field
$569
American Airlines
Aug 15
MSN4:10 pmMadison Truax Field
21h 16m
1 stop
SJO12:26 pmSan José Juan Santamaria Intl
Aug 22
SJO1:29 pmSan José Juan Santamaria Intl
17h 53m
1 stop
MSN8:22 amMadison Truax Field
$574
American Airlines
Aug 15
MSN5:46 pmMadison Truax Field
18h 48m
2 stops
SJO11:34 amSan José Juan Santamaria Intl
Aug 22
SJO1:29 pmSan José Juan Santamaria Intl
18h 46m
2 stops
MSN9:15 amMadison Truax Field
$584

United Airlines flights from Madison to Costa Rica

Our best United Airlines deals on Madison to Costa Rica flight tickets
United Airlines
Jun 2
MSN5:45 pmMadison Truax Field
17h 05m
2 stops
LIR9:50 amLiberia
Jun 9
LIR3:27 pmLiberia
17h 32m
2 stops
MSN9:59 amMadison Truax Field
$630
United Airlines
Jun 1
MSN3:53 pmMadison Truax Field
19h 18m
2 stops
SJO10:11 amSan José Juan Santamaria Intl
Jun 9
SJO12:30 amSan José Juan Santamaria Intl
21h 35m
2 stops
MSN11:05 pmMadison Truax Field
$655
United Airlines
Jun 3
MSN5:00 amMadison Truax Field
11h 19m
1 stop
LIR3:19 pmLiberia
Jun 10
LIR4:30 pmLiberia
21h 27m
2 stops
MSN2:57 pmMadison Truax Field
$711

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 May 12, 2026.
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

Cheapest round-trip

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sat 8/15

5:47 pm-11:34 am

2 stops18h 47m

San José Juan Santamaria Intl

Sat 8/22

1:29 pm-8:22 am

1 stop17h 53m

$569

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sat 8/15

4:10 pm-12:26 pm

1 stop21h 16m

San José Juan Santamaria Intl

Sat 8/22

1:29 pm-8:22 am

1 stop17h 53m

$574

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sat 8/15

5:46 pm-11:34 am

2 stops18h 48m

San José Juan Santamaria Intl

Sat 8/22

1:29 pm-9:15 am

2 stops18h 46m

$584

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sat 8/15

5:46 pm-1:52 pm

1 stop21h 06m

San José Juan Santamaria Intl

Sat 8/22

1:29 pm-8:22 am

1 stop17h 53m

$589

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Mon 6/1

7:18 am-7:24 pm

2 stops13h 06m

San José Juan Santamaria Intl

Wed 6/10

7:00 am-9:20 pm

2 stops13h 20m

$594

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sun 6/28

6:46 am-10:43 pm

1 stop16h 57m

San José Juan Santamaria Intl

Tue 7/28

2:00 pm-11:42 pm

1 stop8h 42m

$614
Quickest round-trip

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Wed 9/2

5:45 am-12:00 pm

1 stop7h 15m

Liberia

Wed 9/9

1:25 pm-10:35 pm

1 stop8h 10m

$618

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Mon 6/1

4:23 pm-11:50 am

2 stops20h 27m

San José Juan Santamaria Intl

Wed 6/10

11:59 pm-10:38 am

1 stop9h 39m

$627

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Tue 6/2

5:45 pm-9:50 am

2 stops17h 05m

Liberia

Tue 6/9

3:27 pm-9:59 am

2 stops17h 32m

$630

MadisonLiberia

MSN - LIR

MSNLIR

Madison Truax Field

Wed 9/2

5:45 am-12:00 pm

1 stop7h 15m

Liberia

Wed 9/9

1:25 pm-10:35 pm

1 stop8h 10m

$662

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 November. Flight prices, which tend to average around $213, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in November, then September is your next best option. Flight prices from Madison to Costa Rica during September average around $277.

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

You could potentially save up to 39% 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

Fastest flight time

7h 15m

Direct flights

None
The fastest flight from Madison to Costa Rica takes 7h 15m
There are no direct flights from Madison to Costa Rica. There are no popular flight routes from Madison to Costa Rica.
Search flight deals

Frequently asked questions about flying from Madison to Costa Rica

  • 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 $277Free CancellationRating
7.9
8,446 reviews
Search Delta flights
American AirlinesPriceFrom $420Free CancellationRating
7.1
11,661 reviews
Search American 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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