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Cheap flights from Madison to Costa Rica from $203

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 3/7. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
9:41 am - 8:12 pm
MSN
-
SJO
10h 31m
1 stop
American Airlines Logo
2:20 pm - 10:39 am
SJO
-
MSN
19h 19m
1 stop
$345American Airlines
火, 3月 3 - 火, 3月 10
United Airlines Logo
6:30 am - 7:53 pm
MSN
-
SJO
13h 23m
2 stops
United Airlines Logo
1:05 pm - 10:32 pm
SJO
-
MSN
8h 27m
1 stop
$349United Airlines
火, 3月 3 - 火, 3月 10
American Airlines Logo
11:24 am - 9:43 pm
MSN
-
SJO
11h 19m
1 stop
American Airlines Logo
11:35 pm - 10:39 am
SJO
-
MSN
10h 04m
1 stop
$362American Airlines
水, 3月 18 - 水, 3月 25
American Airlines Logo
7:15 am - 8:12 pm
MSN
-
SJO
12h 57m
2 stops
American Airlines Logo
2:59 pm - 9:08 am
SJO
-
MSN
17h 09m
2 stops
$396American Airlines
火, 3月 3 - 火, 3月 10
GOL Logo
11:24 am - 9:43 pm
MSN
-
SJO
11h 19m
1 stop
GOL Logo
12:26 pm - 10:39 am
SJO
-
MSN
21h 13m
2 stops
$424GOL
水, 3月 18 - 水, 3月 25
United Airlines Logo
8:40 pm - 12:21 pm
MSN
-
SJO
16h 41m
2 stops
United Airlines Logo
6:40 am - 9:05 pm
SJO
-
MSN
13h 25m
1 stop
$427United Airlines
日, 5月 10 - 土, 5月 23
GOL Logo
4:12 pm - 11:07 am
MSN
-
SJO
19h 55m
2 stops
GOL Logo
3:12 pm - 7:38 pm
SJO
-
MSN
27h 26m
2 stops
$429GOL
月, 5月 11 - 金, 5月 22
GOL Logo
4:45 pm - 12:31 pm
MSN
-
SJO
19h 46m
2 stops
GOL Logo
1:50 pm - 10:39 am
SJO
-
MSN
19h 49m
2 stops
$441GOL
水, 3月 4 - 火, 3月 10
American Airlines Logo
5:08 pm - 11:07 am
MSN
-
SJO
18h 59m
2 stops
American Airlines Logo
12:35 pm - 11:55 pm
SJO
-
MSN
10h 20m
1 stop
$446American Airlines
月, 4月 13 - 水, 5月 6
American Airlines Logo
11:50 am - 1:22 pm
MSN
-
SJO
26h 32m
1 stop
American Airlines Logo
12:35 pm - 11:01 pm
SJO
-
MSN
9h 26m
1 stop
$449American Airlines
火, 4月 14 - 火, 5月 5

GOL flights from Madison to Costa Rica

Our best GOL deals on Madison to Costa Rica flight tickets
GOL
Mar 18
MSN11:24 amMadison Truax Field
11h 19m
1 stop
SJO9:43 pmSan José Juan Santamaria Intl
Mar 25
SJO12:26 pmSan José Juan Santamaria Intl
21h 13m
2 stops
MSN10:39 amMadison Truax Field
$424
GOL
May 11
MSN4:12 pmMadison Truax Field
19h 55m
2 stops
SJO11:07 amSan José Juan Santamaria Intl
May 22
SJO3:12 pmSan José Juan Santamaria Intl
27h 26m
2 stops
MSN7:38 pmMadison Truax Field
$429
GOL
Mar 4
MSN4:45 pmMadison Truax Field
19h 46m
2 stops
SJO12:31 pmSan José Juan Santamaria Intl
Mar 10
SJO1:50 pmSan José Juan Santamaria Intl
19h 49m
2 stops
MSN10:39 amMadison Truax Field
$441

American Airlines flights from Madison to Costa Rica

Our best American Airlines deals on Madison to Costa Rica flight tickets
American Airlines
Mar 3
MSN9:41 amMadison Truax Field
10h 31m
1 stop
SJO8:12 pmSan José Juan Santamaria Intl
Mar 10
SJO2:20 pmSan José Juan Santamaria Intl
19h 19m
1 stop
MSN10:39 amMadison Truax Field
$345
American Airlines
Mar 18
MSN11:24 amMadison Truax Field
11h 19m
1 stop
SJO9:43 pmSan José Juan Santamaria Intl
Mar 25
SJO11:35 pmSan José Juan Santamaria Intl
10h 04m
1 stop
MSN10:39 amMadison Truax Field
$362
American Airlines
Mar 3
MSN7:15 amMadison Truax Field
12h 57m
2 stops
SJO8:12 pmSan José Juan Santamaria Intl
Mar 10
SJO2:59 pmSan José Juan Santamaria Intl
17h 09m
2 stops
MSN9:08 amMadison Truax Field
$396

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 2月 3, 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

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

火 3/3

9:41 am-8:12 pm

1 stop10h 31m

San José Juan Santamaria Intl

火 3/10

2:20 pm-10:39 am

1 stop19h 19m

$345

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

火 3/3

6:30 am-7:53 pm

2 stops13h 23m

San José Juan Santamaria Intl

火 3/10

1:05 pm-10:32 pm

1 stop8h 27m

$349

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

水 3/18

11:24 am-9:43 pm

1 stop11h 19m

San José Juan Santamaria Intl

水 3/25

11:35 pm-10:39 am

1 stop10h 04m

$362

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

火 3/3

7:15 am-8:12 pm

2 stops12h 57m

San José Juan Santamaria Intl

火 3/10

2:59 pm-9:08 am

2 stops17h 09m

$396

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

水 3/18

11:24 am-9:43 pm

1 stop11h 19m

San José Juan Santamaria Intl

水 3/25

12:26 pm-10:39 am

2 stops21h 13m

$424

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

日 5/10

8:40 pm-12:21 pm

2 stops16h 41m

San José Juan Santamaria Intl

土 5/23

6:40 am-9:05 pm

1 stop13h 25m

$427

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

月 5/11

4:12 pm-11:07 am

2 stops19h 55m

San José Juan Santamaria Intl

金 5/22

3:12 pm-7:38 pm

2 stops27h 26m

$429

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

水 3/4

4:45 pm-12:31 pm

2 stops19h 46m

San José Juan Santamaria Intl

火 3/10

1:50 pm-10:39 am

2 stops19h 49m

$441

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

月 4/13

5:08 pm-11:07 am

2 stops18h 59m

San José Juan Santamaria Intl

水 5/6

12:35 pm-11:55 pm

1 stop10h 20m

$446

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

火 4/14

11:50 am-1:22 pm

1 stop26h 32m

San José Juan Santamaria Intl

火 5/5

12:35 pm-11:01 pm

1 stop9h 26m

$449

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 September. Flight prices, which tend to average around $505, 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 October is your next best option. Flight prices from Madison to Costa Rica during October average around $590.

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 $704 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 $425 on momondo.

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

You could potentially save up to 27% 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 12m

Direct flights

None
The fastest flight from Madison to Costa Rica takes 7h 12m
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 $295Free CancellationRating
7.9
8,138 reviews
Search Delta flights
American AirlinesPriceFrom $471Free CancellationRating
7.2
11,216 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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