What is the cheapest airline that flies from Madison Truax Field to Costa Rica?

American Airlines, Delta, and United Airlines are the most popular carriers operating from Madison Truax Field to Costa Rica

What airlines fly to Costa Rica?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Costa Rica from Madison according to our data. American Airlines is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Costa Rica. Keep in mind that there are 4 different airlines that fly to Costa Rica on a routine basis, so you have a few additional options to choose from.

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?

There are 2 operators available for flights from Madison Truax Field Airport to Costa Rica as of August 2026.

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.

$304 Cheap Flights from Madison to Costa Rica in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Madison to Costa Rica

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

8:42 pm - 1:05 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

16h 23m2 stops Chicago O'Hare Intl Charlotte Douglas

12:30 am - 5:11 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

16h 41m1 stop Dallas/Fort Worth

$439American Airlines

Mon, Nov 16 - Mon, Nov 23

8:42 pm - 1:05 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

16h 23m2 stops Chicago O'Hare Intl Charlotte Douglas

3:54 pm - 8:24 amSJO San José Juan Santamaria Intl-MSN Madison Truax Field

16h 30m2 stops Miami Chicago O'Hare Intl

$439American Airlines

Mon, Nov 16 - Tue, Nov 24

12:23 pm - 1:05 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

24h 42m1 stop Charlotte Douglas

12:30 am - 10:55 amSJO San José Juan Santamaria Intl-MSN Madison Truax Field

10h 25m1 stop Dallas/Fort Worth

$443American Airlines

Mon, Nov 16 - Mon, Nov 23

5:35 pm - 1:46 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

20h 11m1 stop Dallas/Fort Worth

7:16 am - 9:46 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

14h 30m1 stop Dallas/Fort Worth

$494American Airlines

Sat, Jan 16 - Tue, Jan 26

5:51 am - 12:00 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

7h 09m1 stop Atlanta Hartsfield-Jackson

1:25 pm - 11:03 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

8h 38m1 stop Atlanta Hartsfield-Jackson

$633Delta

Thu, Oct 22 - Wed, Oct 28

5:00 am - 12:15 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

7h 15m1 stop Chicago O'Hare Intl

1:15 am - 3:00 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

13h 45m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$634United Airlines

Sun, Jan 17 - Sun, Jan 24

8:20 am - 7:53 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

11h 33m2 stops Chicago O'Hare Intl Newark

1:15 am - 11:51 amSJO San José Juan Santamaria Intl-MSN Madison Truax Field

10h 36m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$639United Airlines

Sun, Jan 17 - Sun, Jan 24

11:32 am - 10:15 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

10h 43m1 stop Atlanta Hartsfield-Jackson

7:00 am - 4:34 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

9h 34m1 stop Atlanta Hartsfield-Jackson

$654Delta

Tue, Dec 8 - Sat, Dec 19

8:20 am - 6:16 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

9h 56m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:15 am - 1:50 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

12h 35m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$655United Airlines

Sat, Jan 30 - Fri, Feb 5

7:00 am - 10:15 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

15h 15m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

7:00 am - 4:34 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

9h 34m1 stop Atlanta Hartsfield-Jackson

$659Delta

Tue, Dec 8 - Sat, Dec 19

Cheap last minute flights

Enter your travel dates to find the best prices.

7:00 am - 1:52 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

7h 52m1 stop Dallas/Fort Worth

6:00 am - 11:30 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

16h 30m2 stops Miami Philadelphia

$749American Airlines

Tue, Aug 25 - Thu, Sep 10

6:53 pm - 12:03 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

18h 10m2 stops Chicago O'Hare Intl Miami

6:00 am - 11:15 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

16h 15m2 stops Miami Washington, D.C. Reagan-National

$749American Airlines

Tue, Aug 25 - Thu, Sep 10

5:43 am - 11:49 amMSN Madison Truax Field-SJO San José Juan Santamaria Intl

7h 06m1 stop Atlanta Hartsfield-Jackson

1:19 pm - 10:41 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

8h 22m1 stop Atlanta Hartsfield-Jackson

$772Delta

Tue, Aug 25 - Thu, Sep 10

6:05 am - 11:49 amMSN Madison Truax Field-SJO San José Juan Santamaria Intl

30h 44m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson

1:19 pm - 10:41 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

8h 22m1 stop Atlanta Hartsfield-Jackson

$777Delta

Mon, Aug 24 - Thu, Sep 10

1:35 pm - 11:49 amMSN Madison Truax Field-SJO San José Juan Santamaria Intl

23h 14m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

1:19 pm - 10:41 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

8h 22m1 stop Atlanta Hartsfield-Jackson

$777Delta

Wed, Aug 26 - Thu, Sep 10

7:00 am - 1:52 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

7h 52m1 stop Dallas/Fort Worth

1:00 pm - 10:57 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

8h 57m1 stop Dallas/Fort Worth

$797American Airlines

Tue, Aug 25 - Fri, Sep 11

5:47 pm - 12:03 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

19h 16m2 stops Philadelphia Miami

1:00 pm - 8:14 amSJO San José Juan Santamaria Intl-MSN Madison Truax Field

18h 14m2 stops Dallas/Fort Worth Chicago O'Hare Intl

$802American Airlines

Tue, Aug 25 - Fri, Sep 11

10:57 am - 8:19 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

10h 22m1 stop Newark

1:25 pm - 9:40 amSJO San José Juan Santamaria Intl-MSN Madison Truax Field

19h 15m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$897United Airlines

Sun, Aug 23 - Thu, Sep 10

3:55 pm - 11:38 amMSN Madison Truax Field-SJO San José Juan Santamaria Intl

20h 43m2 stops Chicago O'Hare Intl Newark

1:25 pm - 12:03 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

21h 38m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$897United Airlines

Sun, Aug 23 - Thu, Sep 10

7:10 am - 8:19 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

14h 09m1 stop Newark

1:25 pm - 1:42 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

23h 17m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$897United Airlines

Mon, Aug 24 - Thu, Sep 10

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American Airlines flights from Madison to Costa Rica

Our best American Airlines deals on Madison to Costa Rica flight tickets

American Airlines

Nov 16

MSN8:42 pmMadison Truax Field

16h 23m

2 stops

SJO1:05 pmSan José Juan Santamaria Intl

Nov 23

SJO12:30 amSan José Juan Santamaria Intl

16h 41m

1 stop

MSN5:11 pmMadison Truax Field

$439

American Airlines

Nov 16

MSN12:23 pmMadison Truax Field

24h 42m

1 stop

SJO1:05 pmSan José Juan Santamaria Intl

Nov 23

SJO12:30 amSan José Juan Santamaria Intl

10h 25m

1 stop

MSN10:55 amMadison Truax Field

$443

American Airlines

Jan 16

MSN5:35 pmMadison Truax Field

20h 11m

1 stop

SJO1:46 pmSan José Juan Santamaria Intl

Jan 26

SJO7:16 amSan José Juan Santamaria Intl

14h 30m

1 stop

MSN9:46 pmMadison Truax Field

$494

United Airlines flights from Madison to Costa Rica

Our best United Airlines deals on Madison to Costa Rica flight tickets

United Airlines

Jan 17

MSN8:20 amMadison Truax Field

11h 33m

2 stops

SJO7:53 pmSan José Juan Santamaria Intl

Jan 24

SJO1:15 amSan José Juan Santamaria Intl

10h 36m

2 stops

MSN11:51 amMadison Truax Field

$639

United Airlines

Jan 11

MSN5:00 amMadison Truax Field

7h 55m

1 stop

LIR12:55 pmLiberia

Jan 17

LIR2:20 pmLiberia

21h 31m

2 stops

MSN11:51 amMadison Truax Field

$742

United Airlines

Feb 5

MSN3:57 pmMadison Truax Field

21h 13m

2 stops

LIR1:10 pmLiberia

Feb 12

LIR8:35 amLiberia

25h 09m

2 stops

MSN9:44 amMadison Truax Field

$771

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Mon 11/16

8:42 pm-1:05 pm

2 stops16h 23m

San José Juan Santamaria Intl

Mon 11/23

12:30 am-5:11 pm

1 stop16h 41m

$439

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Mon 11/16

8:42 pm-1:05 pm

2 stops16h 23m

San José Juan Santamaria Intl

Tue 11/24

3:54 pm-8:24 am

2 stops16h 30m

$439

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Mon 11/16

12:23 pm-1:05 pm

1 stop24h 42m

San José Juan Santamaria Intl

Mon 11/23

12:30 am-10:55 am

1 stop10h 25m

$443

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Sat 1/16

5:35 pm-1:46 pm

1 stop20h 11m

San José Juan Santamaria Intl

Tue 1/26

7:16 am-9:46 pm

1 stop14h 30m

$494

Quickest round-trip

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Thu 10/22

5:51 am-12:00 pm

1 stop7h 09m

San José Juan Santamaria Intl

Wed 10/28

1:25 pm-11:03 pm

1 stop8h 38m

$633

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Sun 1/17

5:00 am-12:15 pm

1 stop7h 15m

San José Juan Santamaria Intl

Sun 1/24

1:15 am-3:00 pm

2 stops13h 45m

$634

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Sun 1/17

8:20 am-7:53 pm

2 stops11h 33m

San José Juan Santamaria Intl

Sun 1/24

1:15 am-11:51 am

2 stops10h 36m

$639

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Tue 12/8

11:32 am-10:15 pm

1 stop10h 43m

San José Juan Santamaria Intl

Sat 12/19

7:00 am-4:34 pm

1 stop9h 34m

$654

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Sat 1/30

8:20 am-6:16 pm

2 stops9h 56m

San José Juan Santamaria Intl

Fri 2/5

1:15 am-1:50 pm

2 stops12h 35m

$655

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Tue 12/8

7:00 am-10:15 pm

2 stops15h 15m

San José Juan Santamaria Intl

Sat 12/19

7:00 am-4:34 pm

1 stop9h 34m

$659

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Costa Rica?

The cheapest month to fly to Costa Rica from Madison is in October. Flight prices, which tend to average around $599, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in October, then September is your next best option. Flight prices from Madison to Costa Rica during September average around $662.

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

You could potentially save up to 40% 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

Best Price Found	$304
Fastest flight time	7h 06m
Direct flights	None

The best one-way flight to Costa Rica from Madison in the past 72 hours is $304. The best round-trip flight deal from Madison to Costa Rica found on momondo in the last 72 hours is $439.

The fastest flight from Madison to Costa Rica takes 7h 06m

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?
There are 2 operators available for flights from Madison Truax Field Airport to Costa Rica as of August 2026.
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
Delta	PriceFrom $295	Free Cancellation	Rating 7.8 8,513 reviews		Search Delta flights
American Airlines	PriceFrom $476	Free Cancellation	Rating 7.1 11,979 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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Cheap flights from Madison to Costa Rica from $304

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 11/3. 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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American Airlines flights from Madison to Costa Rica

Our best American Airlines deals on Madison to Costa Rica flight tickets

United Airlines flights from Madison to Costa Rica

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

What is the cheapest month to fly to Costa Rica?

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

What is the cheapest airline that flies from Madison Truax Field to Costa Rica?

What airlines fly to Costa Rica?

Cheap Madison to Costa Rica flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Madison to Costa Rica

Best airlines flying from Madison to Costa Rica

Compare and see reviews for airlines that fly from Madison to Costa Rica with momondo

Why use momondo?

An easier way to manage your Costa Rica trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Costa Rica

Popular cities in Costa Rica

Popular flights according to clicks in the last 7 days on momondo

Madison flight routes

According to popular flight searches on momondo this year

Costa Rica flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Costa Rica

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Costa Rica

List of cabin classes available on flights landing in Costa Rica. Availability may vary depending on flight origin and airline.

Complete your trip to Costa Rica

Explore popular destinations other users love

According to popular flight searches on momondo this year