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 2/2. 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
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Everything you should know

Cheapest round-trip
$235
Overall average: $436
United Airlines
Tue 2/24Tue 3/3
MSN - SJU • 1 stop
Cheapest one-way
$118
Typical prices: $151-$418
American Airlines
Mon 2/2
MSN - SJU • 2 stops
Top airlines
United Airlines
Cheapest • from $235 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 38% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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 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

Tue, Feb 24 - Tue, Mar 3
United Airlines Logo
6:30 am - 3:40 pm
MSN
-
SJU
7h 10m1 stop
United Airlines Logo
8:35 am - 2:07 pm
SJU
-
MSN
7h 32m1 stop
$235United Airlines
Thu, Jan 8 - Fri, Jan 16
American Airlines Logo
7:25 am - 8:50 pm
MSN
-
SJU
11h 25m2 stops
American Airlines Logo
1:58 pm - 11:41 pm
SJU
-
MSN
11h 43m1 stop
$268American Airlines
Mon, Feb 23 - Mon, Mar 2
United Airlines Logo
6:30 am - 10:22 pm
MSN
-
SJU
13h 52m2 stops
United Airlines Logo
2:05 am - 11:53 am
SJU
-
MSN
11h 48m2 stops
$272United Airlines
Thu, Jan 22 - Tue, Jan 27
Delta Logo
9:50 am - 11:45 pm
MSN
-
SJU
11h 55m2 stops
Delta Logo
4:30 pm - 10:50 pm
SJU
-
MSN
8h 20m1 stop
$278Delta
Thu, Jan 22 - Tue, Jan 27
American Airlines Logo
8:10 am - 11:59 pm
MSN
-
SJU
13h 49m2 stops
American Airlines Logo
6:00 am - 3:27 pm
SJU
-
MSN
11h 27m2 stops
$293American Airlines
Sat, Jan 31 - Thu, Feb 5
American Airlines Logo
8:00 am - 8:50 pm
MSN
-
SJU
10h 50m2 stops
American Airlines Logo
7:00 am - 4:20 pm
SJU
-
MSN
11h 20m1 stop
$298American Airlines
Thu, Jan 8 - Fri, Jan 16
American Airlines Logo
6:00 am - 8:50 pm
MSN
-
SJU
12h 50m2 stops
American Airlines Logo
1:58 pm - 10:40 pm
SJU
-
MSN
10h 42m2 stops
$301American Airlines
Sat, Jan 10 - Thu, Jan 15
Multiple Airlines Logo
6:16 pm - 8:54 am
MSN
-
SJU
12h 38m1 stop
Multiple Airlines Logo
8:15 pm - 9:08 am
SJU
-
MSN
38h 53m2 stops
$311Multiple Airlines
Fri, Jan 2 - Wed, Jan 21
American Airlines Logo
8:10 pm - 3:08 pm
MSN
-
SJU
16h 58m1 stop
American Airlines Logo
6:30 am - 4:20 pm
SJU
-
MSN
11h 50m1 stop
$317American Airlines
Tue, Jan 13 - Tue, Jan 13
United Airlines Logo
6:30 am - 9:26 pm
MSN
-
SJU
12h 56m2 stops
United Airlines Logo
2:05 am - 2:10 pm
SJU
-
MSN
14h 05m2 stops
$320United 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.

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 $310 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $644 and $619 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$118
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 14% lower on average.
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?

    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 $459 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 $554 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 8005 reviews
8.5Crew
7.9Entertainment
7.3Food
7.9Comfort
8.1Boarding
Airline reviews

Great. I had to modify a flight. That was easy and free. Thank You

10.0 ExcellentOlumuyiwa, Dec 2025
DTW - ATL
Read more Delta reviews

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Not great experience - we were super late boarding due to issues with aircraft. Then when we finally all got onboard and seated and they started taxiing out to the runway they just stopped then turned around and went back to the airport. Apparently the crew “ran out of time” to legally fly us. They mentioned that they were about 2 minutes away from taking off. I understand the rules and safety but kinda wonder why they would have bothered boarding us in the first place? Had to go all the way back and de plane and then wait in a HUGE line to get a hotel (this is somewhere around 2:30am) finally got to hotel by Uber (no shuttle after 20min so gave up) and they ended up putting us all back on the same aircraft at 10am next morning so got about 2.5 hours sleep. They did give us. $250 credit, but it was a São Paulo Brazil flight out of Dulles. The flight and everything was fine.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

United have really come back. Airport and boarding process is clear and good, app and information also very good

They charged a fee for 1st bag checked. Others in same party were free.

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very bad! They kept delaying my flight and wouldn’t do anything about it

Did not understand a single word the attendant said on the pa system. I was glad it was not an emergency.

Flight was late and boarding was confusing because gate changed and I didn’t get a notification

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

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

Information on your arrival and departure airports