SJU - MSN

$125 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 4/22. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$287
American Airlines
Thu 5/14Mon 5/18
SJU - MSN • 1 stop
Cheapest one-way
$125
Typical prices: $185-$312
American Airlines
Wed 4/22
SJU - MSN • 1 stop
Top airlines
American Airlines
Cheapest • from $287 (round-trip)
American Airlines
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between San Juan and Madison. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Orlando (MCO)
Cheapest • Avg $351 (round-trip)
Orlando (MCO)
Shortest trip • 7h 20m (one-way)
Insights
Insights
Insights
Insights
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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 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, May 14 - Mon, May 18
American Airlines Logo
11:59 pm - 11:05 am
SJU
-
MSN
12h 06m
1 stop
American Airlines Logo
6:20 am - 10:05 pm
MSN
-
SJU
14h 45m
1 stop
$287American Airlines
Fri, Apr 24 - Sat, May 16
American Airlines Logo
7:25 am - 11:55 pm
SJU
-
MSN
17h 30m
1 stop
American Airlines Logo
6:20 am - 10:05 pm
MSN
-
SJU
14h 45m
1 stop
$291American Airlines
Fri, Apr 24 - Sat, May 16
American Airlines Logo
6:00 am - 11:28 pm
SJU
-
MSN
18h 28m
1 stop
American Airlines Logo
6:20 am - 10:05 pm
MSN
-
SJU
14h 45m
1 stop
$311American Airlines
Fri, Apr 24 - Fri, May 15
United Airlines Logo
3:56 pm - 11:49 pm
SJU
-
MSN
8h 53m
1 stop
United Airlines Logo
8:10 am - 9:24 pm
MSN
-
SJU
12h 14m
2 stops
$313United Airlines
Fri, Apr 24 - Sat, May 16
American Airlines Logo
11:59 pm - 11:05 am
SJU
-
MSN
12h 06m
1 stop
American Airlines Logo
9:18 am - 8:55 pm
MSN
-
SJU
10h 37m
2 stops
$319American Airlines
Fri, Apr 24 - Sat, May 16
American Airlines Logo
11:59 pm - 11:05 am
SJU
-
MSN
12h 06m
1 stop
American Airlines Logo
9:18 am - 8:55 pm
MSN
-
SJU
10h 37m
2 stops
$339American Airlines
Fri, Apr 24 - Fri, May 15
American Airlines Logo
7:25 am - 11:55 pm
SJU
-
MSN
17h 30m
1 stop
American Airlines Logo
6:45 am - 8:51 pm
MSN
-
SJU
13h 06m
1 stop
$352American Airlines
Fri, Apr 24 - Sat, May 16
American Airlines Logo
1:31 pm - 11:55 pm
SJU
-
MSN
11h 24m
2 stops
American Airlines Logo
9:18 am - 8:55 pm
MSN
-
SJU
10h 37m
2 stops
$368American Airlines
Thu, May 14 - Mon, May 18
American Airlines Logo
11:59 pm - 11:05 am
SJU
-
MSN
12h 06m
1 stop
American Airlines Logo
6:45 am - 9:24 pm
MSN
-
SJU
13h 39m
2 stops
$370American Airlines
Fri, Apr 24 - Sat, May 16
American Airlines Logo
1:31 pm - 11:55 pm
SJU
-
MSN
11h 24m
2 stops
American Airlines Logo
9:18 am - 8:55 pm
MSN
-
SJU
10h 37m
2 stops
$388American 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.

Which airlines provide the cheapest flights from San Juan to Madison?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from San Juan to Madison were found on American Airlines ($287) and United Airlines ($313).

Find deals

Good to know

Low seasonAugust
Cheapest flight$125
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly with an average 21% increase in price.
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 $125 for a one-way ticket and $287 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.
7.1
American AirlinesOverall score based on 11419 reviews
7.5Boarding
6.4Food
6.9Entertainment
7.2Comfort
7.9Crew
Airline reviews

An delay of almost 3 hours while passengers were already in the plane kept us very uncomfortable. The food was also very limited. A bad experience overall.

4.0 OkayMiguel, Mar 2026
LHR - MIA
Read more American Airlines reviews

An delay of almost 3 hours while passengers were already in the plane kept us very uncomfortable. The food was also very limited. A bad experience overall.

I guess if you don't run the AC it saves on fuel? Everyone complained the entire trip about how hot the cabin was. Also, extremely cramped. AA allows a little space per passenger as is legal. Not cheap, ticket prices were high.

The crew was excellent and overall the flight was good. No complaints.

I understand that there is a catering issue - water should be the minimum stock. During the flight, not once that the attendants came through with water. The conversations in the kitchen were very loud and they were swearing. I do not expect any white glove service, at the minimum, we should be cordial. It was almost an inconveniece that we were on the flight. And it made us feel if you even dare question us, we'll make you deplane.

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

Never had such a lazy first class attendant. Literally spent 60%+ of the flight playing games on her personal phone making up excuses of why she was unavailable.

The flight attendants and the service is getting worse by the day.

Not to have gotten delayed by 2+ hours for the fourth straight American flight. They're the worst.

Like all of the flights I took to get down to Dallas. They were delayed

Other than nearly three hour delay for maintenance issues, everything went smooth

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)