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MSN - SJO

$439 Find Cheap Flights from Madison to San José - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$439
Typical prices: $638-$940
American Airlines
Fri 2/2Sun 2/11
MSN - SJO • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Madison and San José. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
July
Cheapest • 14% price drop
January
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Charlotte Douglas (CLT)
Cheapest • Avg $515 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 8h 09m (one-way)
Insights
Insights
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We hope you love your trip to San José!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Madison to San José (MSN-SJO)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to San José

Tue, Feb 2 - Thu, Feb 11
American Airlines Logo
4:31 pm - 12:20 pmMSN  Madison Truax Field-SJO San José Juan Santamaria Intl
19h 49m2 stops Dallas/Fort Worth Miami
American Airlines Logo
3:35 pm - 8:18 amSJO  San José Juan Santamaria Intl-MSN Madison Truax Field
16h 43m2 stops Miami Chicago O'Hare Intl
$439American Airlines
Sat, Jan 16 - Tue, Jan 26
American Airlines Logo
12:32 pm - 1:51 pmMSN  Madison Truax Field-SJO San José Juan Santamaria Intl
25h 19m1 stop Dallas/Fort Worth
American Airlines Logo
6:00 am - 11:24 pmSJO  San José Juan Santamaria Intl-MSN Madison Truax Field
17h 24m2 stops Miami Charlotte Douglas
$499American Airlines
Sat, Jan 16 - Tue, Jan 26
GOL Logo
7:03 pm - 1:51 pmMSN  Madison Truax Field-SJO San José Juan Santamaria Intl
18h 48m2 stops Chicago O'Hare Intl Dallas/Fort Worth
GOL Logo
6:00 am - 11:24 pmSJO  San José Juan Santamaria Intl-MSN Madison Truax Field
17h 24m2 stops Miami Charlotte Douglas
$512GOL
Wed, Jan 20 - Wed, Jan 27
American Airlines Logo
7:00 am - 7:54 pmMSN  Madison Truax Field-SJO San José Juan Santamaria Intl
12h 54m1 stop Dallas/Fort Worth
American Airlines Logo
3:56 pm - 11:00 amSJO  San José Juan Santamaria Intl-MSN Madison Truax Field
19h 04m2 stops Miami Chicago O'Hare Intl
$537American Airlines
Wed, Jan 20 - Wed, Jan 27
American Airlines Logo
5:00 am - 7:54 pmMSN  Madison Truax Field-SJO San José Juan Santamaria Intl
14h 54m2 stops Chicago O'Hare Intl Dallas/Fort Worth
American Airlines Logo
3:56 pm - 8:38 amSJO  San José Juan Santamaria Intl-MSN Madison Truax Field
16h 42m2 stops Miami Chicago O'Hare Intl
$537American Airlines
Sat, Jan 16 - Tue, Jan 26
Multiple Airlines Logo
8:15 am - 11:15 pmMSN  Madison Truax Field-SJO San José Juan Santamaria Intl
15h 00m2 stops Chicago O'Hare Intl Guatemala City La Aurora
Multiple Airlines Logo
5:35 am - 7:48 pmSJO  San José Juan Santamaria Intl-MSN Madison Truax Field
14h 13m2 stops Guatemala City La Aurora Chicago O'Hare Intl
$624Multiple Airlines
Sat, Jan 16 - Mon, Jan 25
Multiple Airlines Logo
8:15 am - 11:15 pmMSN  Madison Truax Field-SJO San José Juan Santamaria Intl
15h 00m2 stops Chicago O'Hare Intl Guatemala City La Aurora
Multiple Airlines Logo
5:35 am - 7:48 pmSJO  San José Juan Santamaria Intl-MSN Madison Truax Field
14h 13m2 stops Guatemala City La Aurora Chicago O'Hare Intl
$624Multiple Airlines
Tue, Dec 8 - Sat, Dec 19
Delta Logo
11:45 am - 10:17 pmMSN  Madison Truax Field-SJO San José Juan Santamaria Intl
10h 32m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 4:26 pmSJO  San José Juan Santamaria Intl-MSN Madison Truax Field
9h 26m1 stop Atlanta Hartsfield-Jackson
$651Delta
Tue, Nov 10 - Tue, Nov 17
Delta Logo
11:35 am - 10:15 pmMSN  Madison Truax Field-SJO San José Juan Santamaria Intl
10h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 4:25 pmSJO  San José Juan Santamaria Intl-MSN Madison Truax Field
9h 25m1 stop Atlanta Hartsfield-Jackson
$659Delta
Mon, Nov 9 - Tue, Nov 17
Delta Logo
5:30 am - 10:15 pmMSN  Madison Truax Field-SJO San José Juan Santamaria Intl
16h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 10:50 pmSJO  San José Juan Santamaria Intl-MSN Madison Truax Field
15h 50m1 stop Atlanta Hartsfield-Jackson
$659Delta
Booking Insights

Price, demand and travel trends for Madison to San José flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Madison to San José?

Round-trip flights from Madison to San José typically range from $638 to $940. The lowest price found in the past 5 days was $439, on American Airlines.

What's the cheapest day of the week to fly from Madison to San José?

Based on deals KAYAK users found in the last 12 months, Sunday is the cheapest day of the week to fly from Madison to San José. It’s 13% cheaper than the average day, while Saturday is the most expensive, with prices 57% higher.

What’s the cheapest month to fly from Madison to San José?

•July is the cheapest month to fly from Madison to San José at $628 round-trip.
•December ($1,118) and May ($861) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 78% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Madison to San José flights

Low season

June

Cheapest flight

$439
The most popular month to fly with an average 27% increase in travelers.
Round-trip flight from Madison to San José

When to book flights from Madison to San José

Are your dates flexible? Find out the best times to travel from Madison to San José based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Madison to San José flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Madison to San José?

    Only Economy Class is available on flights from Madison to San José.

  • How long is a flight from Madison to San José?

    A nonstop flight from Madison to San José takes 00m, covering 2,309 miles.

  • Do I need a passport to fly from Madison to San José?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Madison to San José flight?

    Round-trip flights from Madison to San José range from $638 to $940, with an average of $730 over the past 12 months. Anything below $638 counts as a good deal.

  • Have flight prices from Madison to San José changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $439 to $2,187. That means the highest observed fare was about 5x higher than the lowest one.

  • What car rental options are available at San José Juan Santamaria Intl Airport (SJO)?

    San José Juan Santamaria Intl Airport (SJO) hosts 5 major car rental companies, with daily rates starting from around $1 for economy cars. Top options include:

    • Priceless
    • Avis
    • Budget
    • Routes Car & Truck Rentals
    • Payless

  • Which airports can I use when flying from Madison to San José?

    Flights from Madison to San José usually depart from Madison Truax Field (MSN) and arrive at San José Juan Santamaria Intl (SJO).

  • Which airports do connecting flights from Madison to San José pass through?

    One-stop flights from Madison to San José most commonly connect through:

    • Dallas/Fort Worth (DFW) - 46% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 40% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 8% of one-stop connections
    • Charlotte Douglas (CLT) - 2% of one-stop connections

  • Can I save money by using flexible dates for flights from Madison to San José?

    Yes. Flexible dates can save you up to 45% on flights from Madison to San José. Sunday is the cheapest departure day at $638 round-trip on average, while Saturday is the most expensive at $1,150, a difference of $512.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How much time can I save by choosing a different layover airport from Madison to San José?

    Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 7h 55m, compared with 8h 09m via Atlanta Hartsfield-Jackson (ATL) and 8h 48m via Miami (MIA).

  • What is the time difference between Madison and San José?

    San José is 1 hour behind Madison (Central Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in San José?

    Some of the most popular sights in San José are Parque Metropolitano La Sabana, Estadio Nacional de Costa Rica and Museo de Oro. These are among the most viewed places in San José on KAYAK.

Your guide to booking Madison to San José flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Sunday departure and avoid flying on Saturday. On this route, Sunday flights average $638, about $512 less than Saturday fares (45% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Madison to San José trip for July. Fares historically average $628 round-trip in that month - typically $490 less than the most expensive month, which is December (based on the last 12 months).

More options for your flight from Madison to San José

Complete your trip to San José with a hotel stay or car rental

Car rentals in San José
Hotels in San José
Vacations in San José