MSN - SJU

$128 Find Cheap Flights from Madison to San Juan - Compare and Save

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 10/28. 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
$326
Typical prices: $750-$422
American Airlines
Sat 8/22Tue 8/25
MSN - SJU • 1 stop
Cheapest one-way
$128
Typical prices: $200-$425
United Airlines
Wed 10/28
MSN - SJU • 2 stops
Top airlines
Cheapest • from $326 (round-trip)
Best reviews • 7.8 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 $387 (round-trip)
Shortest trip • 7h 14m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 26% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 41% 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

Sat, Aug 22 - Tue, Aug 25
American Airlines Logo
6:00 am - 10:24 pm
MSN
-
SJU
15h 24m
1 stop
American Airlines Logo
7:30 am - 11:09 pm
SJU
-
MSN
16h 39m
1 stop
$326American Airlines
Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
9:48 am - 11:15 pm
MSN
-
SJU
12h 27m
1 stop
American Airlines Logo
3:47 pm - 11:59 pm
SJU
-
MSN
9h 12m
2 stops
$331American Airlines
Tue, Aug 25 - Mon, Aug 31
Delta Logo
5:43 am - 4:38 pm
MSN
-
SJU
9h 55m
1 stop
Delta Logo
12:56 pm - 10:38 pm
SJU
-
MSN
10h 42m
1 stop
$340Delta
Tue, Aug 25 - Fri, Aug 28
Delta Logo
9:32 am - 10:29 pm
MSN
-
SJU
11h 57m
2 stops
Delta Logo
12:56 pm - 10:38 pm
SJU
-
MSN
10h 42m
1 stop
$357Delta
Mon, Oct 19 - Wed, Oct 28
American Airlines Logo
8:25 pm - 1:45 pm
MSN
-
SJU
16h 20m
1 stop
American Airlines Logo
8:35 am - 6:56 pm
SJU
-
MSN
11h 21m
2 stops
$366American Airlines
Wed, Dec 9 - Tue, Dec 15
American Airlines Logo
8:11 am - 9:19 pm
MSN
-
SJU
11h 08m
2 stops
American Airlines Logo
3:47 pm - 10:46 pm
SJU
-
MSN
8h 59m
1 stop
$371American Airlines
Sat, Sep 19 - Wed, Sep 23
United Airlines Logo
6:30 am - 8:38 pm
MSN
-
SJU
13h 08m
2 stops
United Airlines Logo
7:00 am - 8:53 pm
SJU
-
MSN
14h 53m
2 stops
$381United Airlines
Sat, Aug 22 - Tue, Aug 25
Multiple Airlines Logo
10:27 am - 3:58 pm
MSN
-
SJU
28h 31m
2 stops
Multiple Airlines Logo
5:01 pm - 9:47 am
SJU
-
MSN
17h 46m
1 stop
$387Multiple Airlines
Wed, Aug 19 - Tue, Aug 25
Multiple Airlines Logo
6:05 pm - 8:09 am
MSN
-
SJU
13h 04m
1 stop
Multiple Airlines Logo
6:00 am - 9:47 am
SJU
-
MSN
28h 47m
2 stops
$388Multiple Airlines
Sat, Sep 19 - Wed, Sep 23
United Airlines Logo
6:30 am - 2:44 pm
MSN
-
SJU
7h 14m
1 stop
United Airlines Logo
7:00 am - 7:00 pm
SJU
-
MSN
13h 00m
2 stops
$391United 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 August.

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 $676 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 3 weeks before departure, which saves you about 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$128
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 27% 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 5 days, the lowest price for a flight from Madison to San Juan Luis Munoz Marin Intl Airport was $128 for a one-way ticket and $326 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 $506 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $505 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.
7.8
DeltaOverall score based on 8406 reviews
8.5Crew
7.8Comfort
7.2Food
7.8Entertainment
8.1Boarding
Airline reviews

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

2.0 MediocreMargaret, Jun 2026
MSY - LGA
Read more Delta reviews

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

Checking bag at terminal was horrible. No agents to check us in and only 1 kiosk working. Boarding went ok. Crew onboard was very scattered rained. Missed our row while serving and then didn’t see them hardly again.

Crew was amazing, takeoff wonderful. The bathroom was disgusting from before takeoff the odor made the flight uncomfortable as you could smell the bathroom from the center of the plane where we were sitting. Smelled like raw sewage. My daughter was throwing up as we landed due to the smell and horrible turbulence as we approached Newark.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

The entertainment they offer could use some games, and maybe they could add some cookies to the snack menu. And the automated messages are a bit repetitive. But it was comfortable temperature wise and the seats were comfortable. The crew is very polite and helpful

The entertainment is a bit limited, it would be better if they added some games to play besides the movies and tv shows. But the seats are comfortable and the crew is polite

This planes staff was top tier. Everything went great and had a great flight home.

Food was great. Staff was phenomenal. Seats were a bit hard and could use a lot more entertainment options as far as movies to choose from. WiFi was good. Overall great trip.

This was an overnight flight, and in the morning they did know coffee service. How you can throw passengers in a San Francisco airport at 5:40 a.m. in the morning and not giving them Coffee is a crime.

I was promised by United Airline (operated by ANA) that I will be seated together with my kids as I am the only adult flying with two minors. We did not get seats together in our 11 hours flight from LA to Tokyo. When asked at the gate, ANA representative said United Airline should have informed them that there is a parent flying with two minors. He said they can’t do anything in the system as the flight is full. He ask me to ask passengers next to me and the kids if they are willing to change seats. This is ridiculous! However, I went in the flight and asked other passages but no one willing to change seats. 11 hours and we were seating separately. I was very disappointed with this. It made things super inconvenient for me.

Flight had mechanical issues and it was delayed 30 mins - some of us boarded and then had to deplane.

technology worked well and everything ran smoothly. The seats are quite cramped so please don't try to re-engineer the cabin to squeeze more bodies on board.

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

Flight was delayed due to connecting passengers. Lack of snack options bad. Sitting in Aisle, last cart run pulled the cart directly into my knee. Rude awakening.

We sat on plane at gate delayed without communication as to why we were just sitting there

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Crew were professional and kind. The flight was smooth. But... The internet, which we paid 35 dollars for, did not work for most of the flight. This made providing media for our child an uncomfortable hassle.

Overall fine. Seemed like one of the older model planes? Crew was mostly very kind, though some of the female attendants were a rather abrupt during the food service.

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

Information on your arrival and departure airports