MSN - SJU

$125 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 4/25. 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, 0 bags

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$334
Typical prices: $506-$716
United Airlines
Wed 4/22Tue 4/28
MSN - SJU • 2 stops
Cheapest one-way
$125
Typical prices: $169-$193
United Airlines
Sat 4/25
MSN - SJU • 2 stops
Top airlines
Cheapest • from $334 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Madison and San Juan. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $377 (round-trip)
Shortest trip • 7h 17m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 12% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 38% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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!
Flight Deals
Booking Insights
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

Wed, Apr 22 - Tue, Apr 28
United Airlines Logo
10:05 am - 9:24 pm
MSN
-
SJU
10h 19m
2 stops
United Airlines Logo
1:00 am - 10:11 am
SJU
-
MSN
10h 11m
2 stops
$334United Airlines
Tue, May 12 - Wed, May 13
United Airlines Logo
8:10 am - 9:24 pm
MSN
-
SJU
12h 14m
2 stops
United Airlines Logo
7:40 am - 3:00 pm
SJU
-
MSN
8h 20m
1 stop
$335United Airlines
Sun, Sep 6 - Wed, Sep 16
American Airlines Logo
12:52 pm - 10:56 pm
MSN
-
SJU
9h 04m
1 stop
American Airlines Logo
3:55 pm - 12:21 am
SJU
-
MSN
9h 26m
1 stop
$339American Airlines
Sat, Apr 25 - Sat, May 9
United Airlines Logo
10:50 am - 8:34 pm
MSN
-
SJU
8h 44m
1 stop
United Airlines Logo
1:00 am - 10:12 am
SJU
-
MSN
10h 12m
2 stops
$340United Airlines
Thu, Apr 23 - Wed, Apr 29
American Airlines Logo
11:35 am - 8:51 pm
MSN
-
SJU
8h 16m
1 stop
American Airlines Logo
1:31 pm - 11:28 pm
SJU
-
MSN
10h 57m
2 stops
$350American Airlines
Mon, Apr 27 - Mon, May 4
American Airlines Logo
6:45 am - 8:51 pm
MSN
-
SJU
13h 06m
1 stop
American Airlines Logo
6:00 am - 11:28 pm
SJU
-
MSN
18h 28m
1 stop
$351American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
8:05 am - 8:51 pm
MSN
-
SJU
11h 46m
2 stops
American Airlines Logo
1:31 pm - 11:28 pm
SJU
-
MSN
10h 57m
2 stops
$355American Airlines
Sat, Apr 25 - Sun, May 10
American Airlines Logo
6:20 am - 10:05 pm
MSN
-
SJU
14h 45m
1 stop
American Airlines Logo
11:59 pm - 11:05 am
SJU
-
MSN
12h 06m
1 stop
$357American Airlines
Sun, Sep 6 - Wed, Sep 16
American Airlines Logo
12:52 pm - 10:56 pm
MSN
-
SJU
9h 04m
1 stop
American Airlines Logo
6:30 am - 3:51 pm
SJU
-
MSN
10h 21m
2 stops
$359American Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
8:05 am - 8:51 pm
MSN
-
SJU
11h 46m
2 stops
American Airlines Logo
11:38 am - 10:10 pm
SJU
-
MSN
11h 32m
2 stops
$362American Airlines
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?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Madison to San Juan Luis Munoz Marin Intl Airport departing in April.

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 $310 (return) on average. On the other hand, the most expensive months are April and March, where the average cost of round-trip tickets is $661 and $658 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 2 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$125
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 31% 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 $125 for a one-way ticket and $334 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?

    SkyTeam, Star Alliance, and oneworld 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 $507 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 $508 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 8292 reviews
7.9Comfort
7.2Food
8.1Boarding
7.8Entertainment
8.5Crew
Airline reviews

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

8.0 ExcellentSunderesh, Mar 2026
ATL - LIM
Read more Delta reviews

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

8 hours late and the plane smelled like urine, that smell in the morning when your child wet the bed in the night.

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

Miserable. This entire round trip was miserable. I booked evening flights to and from Detroit on consecutive days that should have had me at my destination by 10:30. Instead I arrived after 3am on my flight to Detroit and after midnight on my return. Multiple unforced errors like awaiting bags to get put on the plane for almost an hour in Detroit and a 20 minute delay to pull up to the gate in Atlanta has me rethinking my assumption that delta is the best and most reliable airline

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

Business class seats felt very cramped compared to other airlines.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

OK, we were delayed and had to de plane and reboard.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The 777’s economy seat’s legroom was more tolerable than expected. I appreciate the reclining mechanism which slides the seat forward to minimize cannibalizing the space behind. The food was terrible: very salty.

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Not good. One of my luggage is missing. And until now they can’t find it

Horrible experience upon landing. Probably more due to DCA utter incompetence than AA.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

Really good. I accidentally left my duffel on the plane and the reps were so friendly in retrieving it.

My 9:50AM flight was delayed to 3:40PM "due to incoming aircraft delay". No aircraft is "delayed" that long. Found out once we did board (after several changes in times) that the aircraft had a maintenance issue and we had to wait for another aircraft. Just tell us that. The aircraft we did get was old and the seats need to be updated. I have been traveling for several weeks with AA and you should refresh your entertainment content as frequent flyers have gone through most of your new content. I have Celiac and a shellfish allergy and continue to have struggles with meals on business and first class flights. Please keep this in mind. Sorry - was a long travel day yesterday and a bit cranky this morning with my experience comments. Still an AA fan.

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

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

Information on your arrival and departure airports