MSN - SJU

$118 Find Cheap Flights from Madison to San Juan

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to San Juan departing on 10/19. 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 San Juan Luis Munoz Marin Intl Airport

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

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to San Juan 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 Madison to San Juan

Sat, Oct 18 - Sat, Oct 25
Delta Logo
6:00 am - 2:11 pmMSN-SJU
7h 11m1 stop
Delta Logo
7:00 am - 8:21 pmSJU-MSN
14h 21m2 stops
$235Delta
Find Deal
Tue, Dec 9 - Tue, Dec 16
United Airlines Logo
10:50 am - 12:36 amMSN-SJU
11h 46m2 stops
United Airlines Logo
8:30 am - 4:45 pmSJU-MSN
10h 15m2 stops
$255United Airlines
Find Deal
Tue, Dec 9 - Mon, Dec 15
United Airlines Logo
8:15 am - 10:22 pmMSN-SJU
12h 07m2 stops
United Airlines Logo
2:05 am - 11:44 amSJU-MSN
11h 39m2 stops
$267United Airlines
Find Deal
Tue, Jan 20 - Tue, Jan 27
United Airlines Logo
6:30 am - 3:40 pmMSN-SJU
7h 10m1 stop
United Airlines Logo
8:35 am - 2:52 pmSJU-MSN
8h 17m1 stop
$275United Airlines
Find Deal
Wed, Oct 22 - Sat, Oct 25
Delta Logo
9:20 am - 11:56 pmMSN-SJU
13h 36m2 stops
Delta Logo
2:22 pm - 10:29 pmSJU-MSN
9h 07m2 stops
$294Delta
Find Deal
Sun, Jan 11 - Wed, Jan 21
American Airlines Logo
3:52 pm - 3:45 pmMSN-SJU
21h 53m2 stops
American Airlines Logo
7:20 am - 1:26 pmSJU-MSN
8h 06m1 stop
$295American Airlines
Find Deal
Tue, Dec 9 - Mon, Dec 15
United Airlines Logo
6:30 am - 3:40 pmMSN-SJU
7h 10m1 stop
United Airlines Logo
2:05 am - 11:44 amSJU-MSN
11h 39m2 stops
$311United Airlines
Find Deal
Tue, Jan 20 - Wed, Jan 28
American Airlines Logo
11:43 am - 12:05 amMSN-SJU
10h 22m2 stops
American Airlines Logo
2:45 pm - 11:42 pmSJU-MSN
10h 57m2 stops
$315American Airlines
Find Deal
Mon, Sep 29 - Tue, Oct 7
American Airlines Logo
6:40 pm - 12:47 pmMSN-SJU
17h 07m2 stops
American Airlines Logo
5:30 am - 4:39 pmSJU-MSN
12h 09m1 stop
$317American Airlines
Find Deal
Sun, Jan 25 - Fri, Jan 30
United Airlines Logo
6:30 am - 3:40 pmMSN-SJU
7h 10m1 stop
United Airlines Logo
2:05 am - 2:10 pmSJU-MSN
14h 05m2 stops
$333United Airlines
Find Deal

Everything you should know

Top airlines
Delta
Cheapest • from $235 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 5% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 32% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$235
Typical prices: $464-600
Delta
Sat 10/18Sat 10/25
MSN - SJU • 1 stop
Cheapest one-way
$118
Typical prices: $334-399
United Airlines
Sun 10/19
MSN - SJU • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San Juan!
Booking Insights

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

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

How much is a round-trip flight from Madison to San Juan Luis Munoz Marin Intl Airport?

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

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

For Madison to San Juan, Monday is the cheapest day to fly on average and Thursday is the most expensive. Flying from San Juan back to Madison, the best deals are generally found on Tuesday, with Saturday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to San Juan Luis Munoz Marin Intl Airport, 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 Madison to San Juan Luis Munoz Marin Intl Airport is September, where tickets cost $353 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $709 and $667 respectively.

How far in advance should I book a flight from Madison to San Juan Luis Munoz Marin Intl Airport?

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

To get a below average price on the flight from Madison to San Juan Luis Munoz Marin Intl Airport, you should book around 3 weeks before departure, which saves you about 5% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$118
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Madison to San Juan

When to book flights from Madison to San Juan

Are your dates flexible? Find out the best times to travel from Madison to San Juan 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 Madison to San Juan flights

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

    In the last 3 days, the lowest price for a flight from Madison to San Juan Luis Munoz Marin Intl Airport was $118 for a one-way ticket and $235 for a round-trip.

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

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

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

    When flying out of Madison you will be using Madison Truax Field. You will be landing at San Juan, also known as San Juan Luis Munoz Marin Intl.

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

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

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

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

  • Which is the best airline for flights from Madison to San Juan, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Madison to San Juan are Delta and United Airlines. With an average price for the route of $447 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $602 and an overall rating of 7.4.

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

    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 Madison to San Juan.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Juan from Madison 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 Madison to San Juan?

    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 San Juan with an airline and back to Madison with another airline. Booking your flights between Madison and SJU 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 Madison to San Juan?

    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 San Juan from Madison up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Madison to San Juan

 
See real verified KAYAK customer reviews for airlines flying from Madison to San Juan. 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 Madison to San Juan? 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.
7.9
DeltaOverall score based on 7960 reviews
7.9Comfort
7.9Entertainment
7.3Food
8.5Crew
8.2Boarding
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

Great service on board. Boarding a bit slow due to process. Food was pretty average.

Tastless food and too obvious lack of enthusiasm for service in the economy vesus business class

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

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.

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

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.

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

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.

The entertainment package was vast and the selections were very current. Keep updating it was great.

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

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