SJU - MSN

$118 Find Cheap Flights from San Juan to Madison

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Juan to Madison departing on 10/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Madison

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Juan to Madison, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Juan to Madison, as well as popular online travel agencies
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Flight Deals

Cheap Flights from San Juan to Madison (SJU-MSN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Juan to Madison that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San Juan to Madison

Thu, Mar 12 - Mon, Mar 16
American Airlines Logo
3:45 pm - 10:18 amSJU-MSN
19h 33m2 stops
American Airlines Logo
6:53 pm - 12:25 pmMSN-SJU
16h 32m2 stops
$295American Airlines
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Thu, Mar 12 - Mon, Mar 16
American Airlines Logo
3:45 pm - 10:18 amSJU-MSN
19h 33m2 stops
American Airlines Logo
11:54 am - 10:25 pmMSN-SJU
9h 31m1 stop
$382American Airlines
Find Deal
Thu, Mar 12 - Mon, Mar 16
American Airlines Logo
6:54 am - 4:34 pmSJU-MSN
10h 40m1 stop
American Airlines Logo
6:53 pm - 12:25 pmMSN-SJU
16h 32m2 stops
$435American Airlines
Find Deal
Tue, Dec 2 - Wed, Dec 3
American Airlines Logo
3:53 pm - 11:33 pmSJU-MSN
9h 40m1 stop
American Airlines Logo
6:00 am - 5:52 pmMSN-SJU
9h 52m2 stops
$461American Airlines
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Thu, Mar 12 - Mon, Mar 16
American Airlines Logo
5:45 pm - 10:35 amSJU-MSN
17h 50m2 stops
American Airlines Logo
6:53 pm - 12:25 pmMSN-SJU
16h 32m2 stops
$483American Airlines
Find Deal
Tue, Dec 2 - Wed, Dec 3
American Airlines Logo
3:53 pm - 11:33 pmSJU-MSN
9h 40m1 stop
American Airlines Logo
10:20 am - 11:52 pmMSN-SJU
11h 32m1 stop
$513American Airlines
Find Deal
Thu, Mar 12 - Mon, Mar 16
American Airlines Logo
6:54 am - 4:34 pmSJU-MSN
10h 40m1 stop
American Airlines Logo
11:54 am - 10:25 pmMSN-SJU
9h 31m1 stop
$522American Airlines
Find Deal
Thu, Mar 12 - Mon, Mar 16
American Airlines Logo
6:20 am - 2:02 pmSJU-MSN
8h 42m1 stop
American Airlines Logo
11:54 am - 10:25 pmMSN-SJU
9h 31m1 stop
$570American Airlines
Find Deal
Mon, Dec 1 - Wed, Dec 3
United Airlines Logo
2:05 am - 2:01 pmSJU-MSN
13h 56m2 stops
United Airlines Logo
12:19 pm - 9:00 pmMSN-SJU
6h 41m1 stop
$695United Airlines
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Mon, Dec 1 - Wed, Dec 3
United Airlines Logo
2:05 am - 11:44 amSJU-MSN
11h 39m2 stops
United Airlines Logo
8:15 am - 10:22 pmMSN-SJU
12h 07m2 stops
$716United Airlines
Find Deal

Everything you should know

Top airlines
American Airlines
Cheapest • from $295 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 42% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$295
Overall average: $425
American Airlines
Thu 3/12Mon 3/16
SJU - MSN • 2 stops
Cheapest one-way
$118
Typical prices: $269-364
American Airlines
Wed 10/22
SJU - MSN • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Madison!
Booking Insights

KAYAK's insights & trends for San Juan to Madison flights

Get data-powered insights and trends into flights from San Juan to Madison to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from San Juan to Madison?

The average price of all round-trip flights from San Juan Luis Munoz Marin Intl Airport to Madison clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from San Juan to Madison, look for departures on Tuesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Madison, Monday is the cheapest day to fly and Thursday is the most expensive.

What is the cheapest month to fly from San Juan Luis Munoz Marin Intl Airport to Madison?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Juan Luis Munoz Marin Intl Airport to Madison, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San Juan Luis Munoz Marin Intl Airport to Madison is September, where tickets cost $285 (return) on average. On the other hand, the most expensive months are November and June, where the average cost of round-trip tickets is $746 and $592 respectively.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$118
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 7% increase in price.
Flight from San Juan to Madison

When to book flights from San Juan to Madison

Are your dates flexible? Find out the best times to travel from San Juan to Madison based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking San Juan to Madison flights

  • What is the cheapest flight from San Juan Luis Munoz Marin Intl Airport to Madison?

    In the last 3 days, the lowest price for a flight from San Juan Luis Munoz Marin Intl Airport to Madison was $118 for a one-way ticket and $295 for a round-trip.

  • Do I need a passport to fly between San Juan and Madison?

    A passport is required to fly from San Juan to Madison.

  • Which airports will I be using when flying from San Juan to Madison?

    San Juan airport is called San Juan Luis Munoz Marin Intl and the only airport in Madison is Madison Truax Field.

  • Which aircraft models fly most regularly from San Juan to Madison?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from San Juan to Madison?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between San Juan and Madison, with SkyTeam being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from San Juan to Madison?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San Juan to Madison.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Juan to Madison?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madison from San Juan is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San Juan to Madison?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Madison with an airline and back to San Juan with another airline. Booking your flights between San Juan and MSN can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Juan to Madison?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Madison from San Juan up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from San Juan to Madison

 
See real verified KAYAK customer reviews for airlines flying from San Juan to Madison. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Juan to Madison? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 10000 reviews
7.5Boarding
7.2Comfort
8.0Crew
6.9Entertainment
6.4Food
Airline reviews

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

10.0 ExcellentDouglas, Sep 2025SLC - CLT
Read more American Airlines reviews

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

The delayed flight was awful and moving the departure gate twice was annoying

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

The flight was on time and crew were nice, seats were tight and there was entertainment available

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

Everything you need to know for your flight from San Juan to Madison

Information on your arrival and departure airports

San Juan (SJU)
Madison (MSN)

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