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$302+ Cheap flights from Madison (MSN) to San José (SJO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJO
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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The best prices from Madison Truax Field to San José Juan Santamaria Intl are usually found in August or September, booked 38 days in advance, depart on a Tuesday or Friday and return on a Wednesday

Cheap flight deals from Madison to San José

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$540
(Delta)

One-way from

$302
(United Airlines)

Popular in

March

Cheapest in

August

Average price

$717
Provider with most accurate pricing for Madison Truax Field-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-San José Juan Santamaria Intl flights.
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From Madison Truax Field to San José Juan Santamaria Intl
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One-way flight from Madison Truax Field to San José Juan Santamaria Intl
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Highest demand for flights based on searches. 9% potential increase in price ($66 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Madison to San José

Cheapest flights from Madison to San José
Explore the most affordable flight options available from Madison to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/16:16 pmMSN - SJO
1 stop17h 08mMultiple Airlines
Thu 3/66:06 pmSJO - MSN
2 stops39h 02mMultiple Airlines
Deal found 2/20$531
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/45:45 amMSN - SJO
1 stop7h 10mDelta
Tue 5/131:11 pmSJO - MSN
1 stop8h 23mDelta
Deal found 2/20$540
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/137:00 amMSN - SJO
2 stops14h 03mAmerican Airlines
Wed 3/1911:59 pmSJO - MSN
1 stop9h 29mAmerican Airlines
Deal found 2/20$543
This United Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/253:55 pmMSN - SJO
2 stops19h 16mUnited Airlines
Tue 6/31:30 pmSJO - MSN
2 stops23h 24mUnited Airlines
Deal found 2/20$634

Find flights from Madison to San José within your budget

Customize your flight search to find flights from Madison to San José 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, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.

Fly from

Madison

Fly to

San José

Route

Depart

Return

Price

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sun 5/4

5:45 am-11:55 am

1 stop7h 10m

San José Juan Santamaria Intl

Tue 5/13

1:11 pm-10:34 pm

1 stop8h 23m

$540

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Thu 3/13

7:00 am-8:03 pm

2 stops14h 03m

San José Juan Santamaria Intl

Wed 3/19

11:59 pm-10:28 am

1 stop9h 29m

$543

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sun 5/25

3:55 pm-10:11 am

2 stops19h 16m

San José Juan Santamaria Intl

Wed 6/4

11:13 am-10:11 am

2 stops21h 58m

$634

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Wed 3/12

11:00 am-12:15 am

2 stops14h 15m

San José Juan Santamaria Intl

Tue 3/18

2:15 am-4:34 pm

2 stops13h 19m

$2,567

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 6/17

2:35 pm-10:11 am

2 stops20h 36m

$302

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 6/17

11:34 am-10:05 pm

1 stop11h 31m

$385

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sat 3/22

5:00 pm-10:25 am

1 stop18h 25m

$508

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Compare providers for flights from Madison to San José

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to San José in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-San José, San José Province flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-San José, San José Province flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-San José, San José Province flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-San José, San José Province flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-San José, San José Province flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to San José

Have a flexible travel schedule? Discover the best time to fly to San José from Madison with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Madison to San José

Get recent, data-driven insights about flights from Madison to San José including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Madison to San José, San José Province?

Use this chart to determine the optimal time to book a round-trip flight from Madison to San José. Price data was last updated on February 14, 2025.

To ensure you get the cheapest price possible for a flight from Madison to San José, San José Province, you should look to book at least 38 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Madison to San José, San José Province?

Currently, September is the cheapest month in which you can book a flight from Madison to San José, San José Province (average of $398). Flying from Madison to San José, San José Province in March is currently the most expensive (average of $555). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MSN to SJO?

Find hourly flight availability from Madison to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

One of the essential ways to save on airfare from Madison to San José, San José Province is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 13% on airfare.

Rainfall in San José by month

Plan your trip to San José by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San José, San José Province ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit San José, San José Province when rainfall is around 0.0 in.

Temperature in San José by month

Plan your trip to San José by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San José, San José Province, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San José. Reviews last updated February 20, 2025.
See what other customers who have flown with Delta, United Airlines and American Airlines from Madison to San José have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,219 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,219 reviews
Delta
8.0
Very good
8,219 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,765 reviews
Delta
8.0
Very good
8,219 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,219 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Madison to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Madison to San José, San José Province round-trip?

    Flying on Delta is currently your cheapest option to San José, San José Province, with prices starting at $540. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $543 and $634, respectively. Delta is priced at 18% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Madison to San José that include hotel bookings?

    Yes. In addition to deals on Madison to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to San José?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to San José.

  • Can I find deals for business class flights from Madison to San José?

    Yes. Cheapflights offers flight deals from Madison to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to San José, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Madison to San José, San José Province (average of $398). Flying from Madison to San José, San José Province in March is currently the most expensive (average of $555). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
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Heredia
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Top 3 airlines flying from Madison to San José

Discover the top 3 airlines that operate flights from Madison to San José. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$388Average$753FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$468Average$683FlexibilityNo cancel feeOn-time71%
DeltaCheapest$529Average$1,012FlexibilityNo cancel feeOn-timeN/A
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