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Cheap flights from Madison to San José from $426

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to San José departing on 11/4. 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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0 bags

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Cheap round-trip flights

American Airlines Logo
7:00 am - 10:13 pmMSN-SJO
15h 13m1 stop
American Airlines Logo
6:00 am - 10:49 pmSJO-MSN
16h 49m1 stop
$426American Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 11
American Airlines Logo
6:00 am - 2:10 pmMSN-SJO
8h 10m1 stop
American Airlines Logo
6:00 am - 9:54 pmSJO-MSN
15h 54m2 stops
$430American Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 11
American Airlines Logo
9:48 am - 10:13 pmMSN-SJO
12h 25m1 stop
American Airlines Logo
6:00 am - 8:19 pmSJO-MSN
14h 19m1 stop
$446American Airlines
Find Deal
Thu, Nov 6 - Wed, Nov 12
United Airlines Logo
6:30 am - 7:53 pmMSN-SJO
13h 23m2 stops
United Airlines Logo
11:28 pm - 11:45 amSJO-MSN
12h 17m2 stops
$453United Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 11
Multiple Airlines Logo
9:48 am - 12:21 amMSN-SJO
14h 33m2 stops
Multiple Airlines Logo
12:22 pm - 5:36 pmSJO-MSN
29h 14m1 stop
$510Multiple Airlines
Find Deal
Wed, Jan 28 - Tue, Feb 3
Multiple Airlines Logo
6:16 pm - 11:27 amMSN-SJO
17h 11m1 stop
Multiple Airlines Logo
12:22 pm - 5:36 pmSJO-MSN
29h 14m1 stop
$512Multiple Airlines
Find Deal
Wed, Jan 28 - Tue, Feb 3
United Airlines Logo
6:30 am - 6:16 pmMSN-SJO
11h 46m2 stops
United Airlines Logo
1:00 pm - 11:44 pmSJO-MSN
10h 44m1 stop
$534United Airlines
Find Deal
Wed, Jan 28 - Sat, Feb 7
Delta Logo
5:30 am - 11:58 amMSN-SJO
7h 28m1 stop
Delta Logo
1:23 pm - 10:45 pmSJO-MSN
8h 22m1 stop
$546Delta
Find Deal
Tue, Oct 7 - Tue, Oct 21
Delta Logo
5:50 pm - 12:55 pmMSN-SJO
19h 05m2 stops
Delta Logo
7:00 am - 4:38 pmSJO-MSN
9h 38m1 stop
$550Delta
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Wed, Jan 28 - Thu, Feb 5
Copa Airlines Logo
8:25 am - 9:56 pmMSN-SJO
13h 31m2 stops
Copa Airlines Logo
4:08 am - 7:21 pmSJO-MSN
15h 13m2 stops
$708Copa Airlines
Find Deal
Tue, Nov 4 - Mon, Nov 10

United Airlines flights from Madison to San José, San José Province

Our best United Airlines deals on Madison to San José, San José Province flight tickets
United Airlines
Nov 4
MSN6:30 amMadison Truax Field
13h 23m
2 stops
SJO7:53 pmSan José Juan Santamaria Intl
Nov 11
SJO11:28 pmSan José Juan Santamaria Intl
12h 17m
2 stops
MSN11:45 amMadison Truax Field
$453
Find similar
United Airlines
Jan 28
MSN6:30 amMadison Truax Field
11h 46m
2 stops
SJO6:16 pmSan José Juan Santamaria Intl
Feb 7
SJO1:00 pmSan José Juan Santamaria Intl
10h 44m
1 stop
MSN11:44 pmMadison Truax Field
$534
Find similar
United Airlines
Sep 23
MSN5:43 pmMadison Truax Field
19h 43m
2 stops
SJO12:26 pmSan José Juan Santamaria Intl
Sep 29
SJO1:30 pmSan José Juan Santamaria Intl
19h 25m
2 stops
MSN9:55 amMadison Truax Field
$588
Find similar

American Airlines flights from Madison to San José, San José Province

Our best American Airlines deals on Madison to San José, San José Province flight tickets
American Airlines
Nov 4
MSN7:00 amMadison Truax Field
15h 13m
1 stop
SJO10:13 pmSan José Juan Santamaria Intl
Nov 11
SJO6:00 amSan José Juan Santamaria Intl
16h 49m
1 stop
MSN10:49 pmMadison Truax Field
$426
Find similar
American Airlines
Nov 4
MSN6:00 amMadison Truax Field
8h 10m
1 stop
SJO2:10 pmSan José Juan Santamaria Intl
Nov 11
SJO6:00 amSan José Juan Santamaria Intl
15h 54m
2 stops
MSN9:54 pmMadison Truax Field
$430
Find similar
American Airlines
Nov 6
MSN9:48 amMadison Truax Field
12h 25m
1 stop
SJO10:13 pmSan José Juan Santamaria Intl
Nov 12
SJO6:00 amSan José Juan Santamaria Intl
14h 19m
1 stop
MSN8:19 pmMadison Truax Field
$446
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Madison to San José, San José Province 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 September 17, 2025.
Use the filters below to find and compare flights from Madison to San José, San José Province that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 11/4

7:00 am-10:13 pm

1 stop15h 13m

San José Juan Santamaria Intl

Tue 11/11

6:00 am-10:49 pm

1 stop16h 49m

$426

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 11/4

6:00 am-2:10 pm

1 stop8h 10m

San José Juan Santamaria Intl

Tue 11/11

6:00 am-9:54 pm

2 stops15h 54m

$430

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Thu 11/6

9:48 am-10:13 pm

1 stop12h 25m

San José Juan Santamaria Intl

Wed 11/12

6:00 am-8:19 pm

1 stop14h 19m

$446

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 11/4

6:30 am-7:53 pm

2 stops13h 23m

San José Juan Santamaria Intl

Tue 11/11

11:28 pm-11:45 am

2 stops12h 17m

$453

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Wed 1/28

9:48 am-12:21 am

2 stops14h 33m

San José Juan Santamaria Intl

Tue 2/3

12:22 pm-5:36 pm

1 stop29h 14m

$510

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Wed 1/28

6:16 pm-11:27 am

1 stop17h 11m

San José Juan Santamaria Intl

Tue 2/3

12:22 pm-5:36 pm

1 stop29h 14m

$512

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Wed 1/28

6:30 am-6:16 pm

2 stops11h 46m

San José Juan Santamaria Intl

Sat 2/7

1:00 pm-11:44 pm

1 stop10h 44m

$534

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 10/7

5:30 am-11:58 am

1 stop7h 28m

San José Juan Santamaria Intl

Tue 10/21

1:23 pm-10:45 pm

1 stop8h 22m

$546

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Wed 1/28

5:50 pm-12:55 pm

2 stops19h 05m

San José Juan Santamaria Intl

Thu 2/5

7:00 am-4:38 pm

1 stop9h 38m

$550

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Tue 11/4

8:25 am-9:56 pm

2 stops13h 31m

San José Juan Santamaria Intl

Mon 11/10

4:08 am-7:21 pm

2 stops15h 13m

$708

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to San José from

How to get the cheapest flight ticket from Madison to San José, San José Province

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 typical price of a round-trip flight between Madison and San José, San José Province?

What is the cheapest month to fly to San José, San José Province?

The month of September is, on average, the cheapest month to fly to San José, San José Province from Madison, with most prices found around $509. If you’re not able to fly to San José, San José Province in September, then August is your next best option. Flight prices from Madison to San José, San José Province during August average around $604.

What is the cheapest day to depart on your flight to San José, San José Province?

The cheapest day to depart from Madison to San José, San José Province is on a Tuesday when prices can be found for as low as $573. The most expensive day to fly to San José, San José Province is Thursday, with ticket prices averaging around $748.

What is the cheapest time of day to depart on your flight to San José, San José Province?

At noon is the cheapest time of day to fly from Madison to San José, San José Province when you can find flight prices for as low as $623. Flying to San José, San José Province at noon is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to San José, San José Province, so prices are often more expensive at around $713 per ticket.

How far in advance should I book a flight to San José, San José Province?

You are more likely to see cheaper flights to San José, San José Province from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to San José, San José Province for around $706 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San José, San José Province from Madison for as low as $562 on momondo.

Can stopping save me money on Madison to San José, San José Province flights?

You could potentially save up to 19% on your flight if you consider stops on a Madison to San José, San José Province flight.

When to book flights from Madison to San José, San José Province

Are you open to changing your travel dates? Check out the ideal times to fly from Madison to San José, San José Province according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Madison to San José, San José Province (MSN to SJO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madison to San José, San José Province

Direct flights

None
There are no direct flights from Madison to San José, San José Province. There are no popular flight routes from Madison to San José, San José Province.
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  • How far is Madison Truax Field to San José Juan Santamaria Intl by plane?

    Madison Truax Field and San José Juan Santamaria Intl are 2310.4 mi apart from one another. Flights usually cover this in 7h 10m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Madison Truax Field Airport to San José Juan Santamaria Intl Airport?

    Prices for flights from Madison Truax Field Airport to San José Juan Santamaria Intl Airport were last updated today.

  • How many operators does momondo search for flights from Madison Truax Field Airport to San José Juan Santamaria Intl Airport?

  • How old do you have to be to fly from Madison Truax Field Airport to San José Juan Santamaria Intl Airport?

    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 San José Juan Santamaria Intl Airport.

  • What documentation or ID do you need to fly to San José Juan Santamaria Intl Airport?

    The travel and health documents required for your trip to San José Juan Santamaria Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at San José Juan Santamaria Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Madison to San José, San José Province?

Best airlines flying from Madison to San José, San José Province

Compare and see reviews for airlines that fly from Madison to San José, San José Province with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $495Free CancellationRating
7.9
7,961 reviews
Search Delta flights
American AirlinesPriceFrom $504Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $557Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Manuel Antonio
Jacó
Alajuela
Monteverde
Heredia
Dominical
Santa Elena
Esterillos Este

Why use momondo?

Why should I use momondo to find a flight deal from Madison to San José?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to San José from Madison.

Can I find flights from Madison to San José with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to San José from Madison with this policy.

How can momondo help me find flights from Madison to San José?

momondo provides multiple filters to help you find the best flight to San José from Madison. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Madison to San José right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Madison to San José now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to San José and let you know when they change.

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