SJU - MSN

$133 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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Everything you should know

Cheapest round-trip
$336
Frontier
Thu 3/12Sun 3/15
SJU - MSN • 1 stop
Cheapest one-way
$133
Typical prices: $196-$351
American Airlines
Wed 4/22
SJU - MSN • 1 stop
Top airlines
Frontier
Cheapest • from $336 (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
Chicago (ORD)
Cheapest • Avg $471 (round-trip)
Philadelphia (PHL)
Shortest trip • 7h 53m (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, Mar 12 - Sun, Mar 15
Frontier Logo
12:07 pm - 11:34 am
SJU
-
MSN
24h 27m
1 stop
Frontier Logo
12:14 pm - 1:58 am
MSN
-
SJU
12h 44m
1 stop
$336Frontier
Thu, May 21 - Tue, May 26
American Airlines Logo
12:59 am - 7:45 am
SJU
-
MSN
7h 46m
1 stop
American Airlines Logo
2:35 pm - 12:15 am
MSN
-
SJU
8h 40m
1 stop
$352American Airlines
Thu, Apr 9 - Wed, Apr 15
American Airlines Logo
11:59 pm - 11:05 am
SJU
-
MSN
12h 06m
1 stop
American Airlines Logo
11:35 am - 8:51 pm
MSN
-
SJU
8h 16m
1 stop
$378American Airlines
Thu, May 21 - Mon, May 25
American Airlines Logo
12:59 am - 7:45 am
SJU
-
MSN
7h 46m
1 stop
American Airlines Logo
1:25 pm - 9:39 am
MSN
-
SJU
19h 14m
2 stops
$397American Airlines
Thu, May 21 - Tue, May 26
American Airlines Logo
12:59 am - 7:45 am
SJU
-
MSN
7h 46m
1 stop
American Airlines Logo
6:00 am - 6:25 pm
MSN
-
SJU
11h 25m
2 stops
$421American Airlines
Thu, May 21 - Wed, May 27
American Airlines Logo
12:59 am - 7:45 am
SJU
-
MSN
7h 46m
1 stop
American Airlines Logo
2:35 pm - 12:15 am
MSN
-
SJU
8h 40m
1 stop
$456American Airlines
Fri, Jun 5 - Mon, Jun 8
American Airlines Logo
4:38 pm - 12:03 pm
SJU
-
MSN
20h 25m
2 stops
American Airlines Logo
4:34 pm - 2:06 pm
MSN
-
SJU
20h 32m
2 stops
$469American Airlines
Fri, Jun 5 - Mon, Jun 8
JetBlue Logo
7:30 am - 4:25 pm
SJU
-
MSN
9h 55m
1 stop
JetBlue Logo
11:11 am - 7:53 pm
MSN
-
SJU
7h 42m
1 stop
$486JetBlue
Thu, Apr 9 - Wed, Apr 15
American Airlines Logo
1:31 pm - 11:28 pm
SJU
-
MSN
10h 57m
2 stops
American Airlines Logo
6:45 am - 6:10 pm
MSN
-
SJU
10h 25m
2 stops
$490American Airlines
Thu, Jun 4 - Tue, Jun 9
United Airlines Logo
1:00 am - 10:09 am
SJU
-
MSN
10h 09m
1 stop
United Airlines Logo
6:30 am - 2:44 pm
MSN
-
SJU
7h 14m
1 stop
$491United 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 Frontier ($336) and American Airlines ($352).

Find deals

Good to know

Low seasonAugust
Cheapest flight$133
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly with an average 19% 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 $133 for a one-way ticket and $336 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 11367 reviews
6.4Food
8.0Crew
7.5Boarding
6.9Entertainment
7.2Comfort
Airline reviews

Mediocre would be best description. Food bland. Seat biz class uncomfortable to sleep. Crew never dimmed lights completely in an overnight flight to Europe. Would avoid AA if possible.

4.0 OkayPiero, Feb 2026
SMF - DFW
Read more American Airlines reviews

Mediocre would be best description. Food bland. Seat biz class uncomfortable to sleep. Crew never dimmed lights completely in an overnight flight to Europe. Would avoid AA if possible.

For my arriving destination, we were delayed multiple times to the point that we arrived 6 hours after we were originally scheduled. On my flight home, they overbooked and involuntarily removed passengers (including me) from the plane. It was not a good experience.

It was good experience this time. The flight was on time.

I very rarely fly American and my experience today reenforces that is the correct decision. While the staff were all very courteous, our flight was first thing in the morning so there was no reason to be delayed, yet appropriate maintenance checks weren’t completed prior to our flight so we were delayed multiple times. Not a great showing, American Airlines.

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Smooth flight. From the early boarding and all were on board before departure time and arrived early in ONT. Great crew. Thank you!!!!

Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX

Lack of gluten free options in food service. I have Celiac disease and it appears you no longer offer special meals for people with dietary restrictions. I am a frequent flyer traveling into and out of Omaha airport. I have noticed over the course of several months that although our flight typically arrives ahead of schedule (awesome job AA!) - we typically sit on the runway for several minutes waiting for the ground crew to get in place. Not sure if it is a ground crew issue or a gate availability issue (due to construction at this airport). Seems to be more of a ground crew being on time issue.

Arrived early picked up my bag in a few minutes- great trip - thank you

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

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)