SJU - MSN

$108 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 10/31. 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 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

Sat, Sep 20 - Sat, Sep 27
American Airlines Logo
4:45 pm - 9:59 amSJU-MSN
18h 14m2 stops
American Airlines Logo
5:08 pm - 11:11 amMSN-SJU
17h 03m2 stops
$219American Airlines
Find Deal
Sat, Sep 20 - Sat, Sep 27
American Airlines Logo
4:45 pm - 11:10 pmSJU-MSN
7h 25m1 stop
American Airlines Logo
5:08 pm - 11:11 amMSN-SJU
17h 03m2 stops
$249American Airlines
Find Deal
Fri, Sep 12 - Wed, Sep 24
American Airlines Logo
4:43 pm - 9:05 amSJU-MSN
17h 22m2 stops
American Airlines Logo
2:48 pm - 11:11 amMSN-SJU
19h 23m2 stops
$297American Airlines
Find Deal
Thu, Oct 9 - Tue, Oct 14
American Airlines Logo
7:10 am - 11:51 pmSJU-MSN
17h 41m1 stop
American Airlines Logo
1:00 pm - 11:59 pmMSN-SJU
9h 59m1 stop
$346American Airlines
Find Deal
Fri, Sep 12 - Wed, Sep 24
American Airlines Logo
3:05 pm - 11:27 pmSJU-MSN
9h 22m1 stop
American Airlines Logo
7:30 am - 3:52 pmMSN-SJU
7h 22m1 stop
$379American Airlines
Find Deal
Thu, Oct 9 - Tue, Oct 14
American Airlines Logo
1:35 pm - 11:51 pmSJU-MSN
11h 16m2 stops
American Airlines Logo
1:00 pm - 11:59 pmMSN-SJU
9h 59m1 stop
$401American Airlines
Find Deal
Sat, Sep 13 - Wed, Sep 17
 Logo
12:28 am - 7:14 pmSJU-MSN
43h 46m3 stops
 Logo
6:08 pm - 8:02 amMSN-SJU
12h 54m1 stop
Thu, Sep 11 - Wed, Sep 24
United Airlines Logo
1:05 am - 9:45 amSJU-MSN
9h 40m2 stops
United Airlines Logo
8:15 am - 11:57 pmMSN-SJU
14h 42m2 stops
$632United Airlines
Find Deal
Thu, Sep 11 - Wed, Sep 24
United Airlines Logo
1:05 am - 9:45 amSJU-MSN
9h 40m2 stops
United Airlines Logo
6:30 am - 2:44 pmMSN-SJU
7h 14m1 stop
$660United Airlines
Find Deal
Thu, Sep 11 - Wed, Sep 24
United Airlines Logo
1:05 am - 9:45 amSJU-MSN
9h 40m2 stops
United Airlines Logo
6:30 am - 2:44 pmMSN-SJU
7h 14m1 stop
$662United Airlines
Find Deal
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?

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 $365 (return) on average. On the other hand, the most expensive months are October and November, where the average cost of round-trip tickets is $1,307 and $746 respectively.

Good to know

Low seasonOctober
Cheapest flight$108
Best time to beat the crowds but there is an average 119% increase in price.
Most popular time to fly and prices are also 1% 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 $108 for a one-way ticket and $219 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?

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

  • 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 10000 reviews
7.2Comfort
7.5Boarding
8.0Crew
6.9Entertainment
6.5Food
Airline reviews

There was no TV's on the plane? I tried to activated the WiFi multiple times before the plane took off but it wasn't work well.

8.0 ExcellentRobert, Aug 2025CUN - JFK
Read more American Airlines reviews

There was no TV's on the plane? I tried to activated the WiFi multiple times before the plane took off but it wasn't work well.

Staff's did their best to make everyone comfortable and I appreciate them for it

My flight was delayed for several hours. Sitting at gate 16 for several hours, I got a text from Kayak the gate changed to 9 before it was announced. Very bad communication at each gate from American Airlines employees. I received 10 notifications of delay from Kayak. My vacation started off horrible! I will write to American Airlines corporate office also.

The AA staff person who checked our bags was curt and almost rude. The FA also seemed unhappy doing her job. Overall it was like riding the school bus back in grade school.

Air Marco’s fleet of airplanes are old and pathetic. The seats are torn and stained. The monitors don’t work properly. If this wasn’t a business trip and I had control of booking the flight, I would not travel on this carrier.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

My Internet did not work for Outlook email or basically anything. I paid for one hour of in-flight usage and it was terrible. I spent a lot of time on different sites and browsers with no luck and a lot of frustration. Other than that, the flight was on time, crew was nice, service was fine. Seat was OK even though I paid for the extra 6 inches. I cannot imagine how tight the seats in the back must be.

Good service, friendly staff. Food was average for airlines and the seats were small.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.