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 1/20. 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 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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Everything you should know

Cheapest round-trip
$239
Typical prices: $417-$517
American Airlines
Thu 2/26Tue 3/3
SJU - MSN • 1 stop
Cheapest one-way
$223
Typical prices: $281-$438
Multiple Airlines
Tue 1/20
SJU - MSN • 1 stop
When to travel
September
Cheapest • 40% price drop
December
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 Madison!
Flight Deals
Booking Insights
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, Feb 26 - Tue, Mar 3
American Airlines Logo
6:00 am - 2:25 pm
SJU
-
MSN
10h 25m1 stop
American Airlines Logo
9:43 am - 9:33 pm
MSN
-
SJU
9h 50m2 stops
$239American Airlines
Fri, Jan 30 - Wed, Feb 4
American Airlines Logo
8:20 am - 6:44 pm
SJU
-
MSN
12h 24m2 stops
American Airlines Logo
7:25 am - 8:50 pm
MSN
-
SJU
11h 25m2 stops
$273American Airlines
Fri, Feb 20 - Wed, Feb 25
American Airlines Logo
7:00 am - 4:51 pm
SJU
-
MSN
11h 51m2 stops
American Airlines Logo
8:09 am - 8:36 pm
MSN
-
SJU
10h 27m2 stops
$303American Airlines
Wed, Apr 29 - Tue, May 5
American Airlines Logo
5:40 am - 10:29 pm
SJU
-
MSN
17h 49m1 stop
American Airlines Logo
6:27 am - 7:45 pm
MSN
-
SJU
12h 18m2 stops
$306American Airlines
Wed, Jan 28 - Sat, Jan 31
United Airlines Logo
7:45 am - 5:47 pm
SJU
-
MSN
12h 02m2 stops
United Airlines Logo
12:32 pm - 12:36 am
MSN
-
SJU
10h 04m2 stops
$325United Airlines
Fri, Jan 16 - Sat, Jan 24
Multiple Airlines Logo
6:25 am - 9:08 am
SJU
-
MSN
28h 43m1 stop
Multiple Airlines Logo
6:16 pm - 5:58 pm
MSN
-
SJU
21h 42m2 stops
$330Multiple Airlines
Fri, Jan 16 - Sat, Jan 24
American Airlines Logo
8:20 am - 11:41 pm
SJU
-
MSN
17h 21m1 stop
American Airlines Logo
11:23 am - 10:26 pm
MSN
-
SJU
9h 03m1 stop
$337American Airlines
Tue, Apr 28 - Tue, May 5
United Airlines Logo
1:00 am - 10:11 am
SJU
-
MSN
10h 11m2 stops
United Airlines Logo
8:23 am - 11:50 pm
MSN
-
SJU
14h 27m2 stops
$368United Airlines
Wed, Apr 8 - Tue, Apr 14
American Airlines Logo
11:59 pm - 10:31 am
SJU
-
MSN
11h 32m1 stop
American Airlines Logo
7:55 am - 7:55 pm
MSN
-
SJU
11h 00m2 stops
$389American Airlines
Fri, Jan 9 - Wed, Jan 14
Multiple Airlines Logo
7:04 pm - 9:08 am
SJU
-
MSN
16h 04m1 stop
Multiple Airlines Logo
6:16 pm - 11:35 pm
MSN
-
SJU
51h 19m2 stops
$415Multiple Airlines
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.

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

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

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 June and January, where the average cost of round-trip tickets is $592 and $582 respectively.

Good to know

Low seasonFebruary
Cheapest flight$223
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 3% lower on average.
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 $223 for a one-way ticket and $239 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 is the only airline alliance operating flights between San Juan and Madison.

  • 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 11054 reviews
7.5Boarding
7.2Comfort
6.9Entertainment
6.5Food
8.0Crew
Airline reviews

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

6.0 GoodDan, Dec 2025
ORD - ALO
Read more American Airlines reviews

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

The pilot greased the landing and the crew was fantastic.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

delayed due to weather. Could not communicate with family since the wifi was broken

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was on time is the only good thing. Person loading the plane called 1-6 to board at the same time, made it chaotic. Plane was too small for even putting backpacks in overhead. Seat for normal sized people were too small. The WIFI didn't work. When we landed had to wait because not enough ground crew.

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

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.

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

Information on your arrival and departure airports