SJU - MSN

$235 Find Cheap Flights from San Juan to Madison

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Juan to Madison departing on 1/28. 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 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 24% 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.

Everything you should know

Cheapest round-trip
$235
Overall average: $582
United Airlines
Wed 1/28Mon 2/2
SJU - MSN • 1 stop
Cheapest one-way
$776
Typical prices: $281-$438
United Airlines
Fri 1/2
SJU - MSN • 2 stops
Top airlines
American Airlines
Cheapest • from $235 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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

Wed, Jan 28 - Mon, Feb 2
United Airlines Logo
8:35 am - 2:52 pmSJU-MSN
8h 17m1 stop
United Airlines Logo
6:30 am - 3:40 pmMSN-SJU
7h 10m1 stop
$235United Airlines
Find Deal
Wed, Jan 28 - Sun, Feb 1
American Airlines Logo
6:00 am - 4:52 pmSJU-MSN
12h 52m1 stop
American Airlines Logo
6:00 am - 9:39 pmMSN-SJU
13h 39m1 stop
$268American Airlines
Find Deal
Tue, Jan 27 - Mon, Feb 2
United Airlines Logo
2:05 am - 12:03 pmSJU-MSN
11h 58m2 stops
United Airlines Logo
8:15 am - 10:22 pmMSN-SJU
12h 07m2 stops
$277United Airlines
Find Deal
Thu, Jan 29 - Sun, Feb 1
American Airlines Logo
7:07 am - 9:11 pmSJU-MSN
16h 04m1 stop
American Airlines Logo
3:57 pm - 10:48 amMSN-SJU
16h 51m2 stops
$295American Airlines
Find Deal
Tue, Jan 27 - Sun, Feb 1
United Airlines Logo
2:05 am - 2:10 pmSJU-MSN
14h 05m2 stops
United Airlines Logo
6:30 am - 9:26 pmMSN-SJU
12h 56m2 stops
$325United Airlines
Find Deal
Thu, Feb 12 - Tue, Feb 17
American Airlines Logo
6:00 am - 4:42 pmSJU-MSN
12h 42m1 stop
American Airlines Logo
10:58 am - 8:36 pmMSN-SJU
7h 38m1 stop
$350American Airlines
Find Deal
Wed, Dec 24 - Wed, Jan 7
American Airlines Logo
8:35 pm - 10:47 amSJU-MSN
16h 12m1 stop
American Airlines Logo
6:00 am - 2:56 pmMSN-SJU
6h 56m1 stop
$357American Airlines
Find Deal
Wed, Jan 28 - Sun, Feb 1
United Airlines Logo
2:05 am - 12:03 pmSJU-MSN
11h 58m2 stops
United Airlines Logo
2:56 pm - 6:11 amMSN-SJU
13h 15m2 stops
$368United Airlines
Find Deal
Thu, Jan 29 - Sun, Feb 1
American Airlines Logo
7:07 am - 9:11 pmSJU-MSN
16h 04m1 stop
American Airlines Logo
7:30 am - 9:39 pmMSN-SJU
12h 09m1 stop
$382American Airlines
Find Deal
Mon, Feb 23 - Sat, Feb 28
United Airlines Logo
8:35 am - 3:02 pmSJU-MSN
8h 27m1 stop
United Airlines Logo
2:48 pm - 6:11 amMSN-SJU
13h 23m2 stops
$402United 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.

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.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$235
Best time to beat the crowds but there is an average 11% 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 $305 for a one-way ticket and $235 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 11047 reviews
6.9Entertainment
7.5Boarding
7.2Comfort
6.4Food
8.0Crew
Airline reviews

I had a positive experience on American. I'm blind and traveling with a guide dog and the flight attendants were so kind, friendly, and helpful towards us. They checked in on us during the flight and they made us feel comfortable and welcomed. There was an hour delay before depature, but overall the flight was a smooth ride. I appreciate that there were no issues on this long flight back home.

8.0 ExcellentShirley, Nov 2025ILM - CLT
Read more American Airlines reviews

I had a positive experience on American. I'm blind and traveling with a guide dog and the flight attendants were so kind, friendly, and helpful towards us. They checked in on us during the flight and they made us feel comfortable and welcomed. There was an hour delay before depature, but overall the flight was a smooth ride. I appreciate that there were no issues on this long flight back home.

We were told the flight was delayed 5 times, then it was moved to the next day.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

flight was good until we arrived at cmh ten minutes early but then sat on tarmac for twenty minutes because a plane was at our gate, so we had to wait despite the pilot tellling us that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything was good The connects, with no blame to crew. Or pilots. I understand they are short staffed. Everything went well for me. I'll be using you guys again in May if not sooner.

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

Information on your arrival and departure airports

San Juan (SJU)
Madison (MSN)