SJU - MSN

$167 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 8/6. 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
$334
Typical prices: $625-$556
American Airlines
Thu 5/28Sun 5/31
SJU - MSN • 1 stop
Cheapest one-way
$167
Typical prices: $290-$295
American Airlines
Thu 8/6
SJU - MSN • 1 stop
Top airlines
American Airlines
Cheapest • from $334 (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
When to travel
January
Cheapest • 100% price drop
July
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, May 28 - Sun, May 31
American Airlines Logo
6:20 am - 5:22 pm
SJU
-
MSN
12h 02m
1 stop
American Airlines Logo
7:00 am - 10:45 pm
MSN
-
SJU
14h 45m
1 stop
$334American Airlines
Fri, Jun 5 - Mon, Jun 8
American Airlines Logo
6:21 am - 9:20 pm
SJU
-
MSN
15h 59m
1 stop
American Airlines Logo
6:01 am - 11:00 pm
MSN
-
SJU
15h 59m
1 stop
$366American Airlines
Wed, May 27 - Sun, May 31
American Airlines Logo
6:20 am - 5:22 pm
SJU
-
MSN
12h 02m
1 stop
American Airlines Logo
7:00 am - 10:45 pm
MSN
-
SJU
14h 45m
1 stop
$375American Airlines
Wed, Jun 10 - Wed, Jun 24
JetBlue Logo
2:41 pm - 10:43 pm
SJU
-
MSN
9h 02m
1 stop
JetBlue Logo
11:07 am - 10:29 pm
MSN
-
SJU
10h 22m
1 stop
$396JetBlue
Fri, Jun 5 - Mon, Jun 8
American Airlines Logo
6:21 am - 9:20 pm
SJU
-
MSN
15h 59m
1 stop
American Airlines Logo
6:01 am - 11:00 pm
MSN
-
SJU
15h 59m
1 stop
$409American Airlines
Wed, May 27 - Wed, Jun 3
American Airlines Logo
6:20 am - 5:22 pm
SJU
-
MSN
12h 02m
1 stop
American Airlines Logo
6:02 am - 6:25 pm
MSN
-
SJU
11h 23m
2 stops
$422American Airlines
Sun, Jul 26 - Sun, Aug 2
JetBlue Logo
7:30 am - 3:51 pm
SJU
-
MSN
9h 21m
1 stop
JetBlue Logo
11:07 am - 8:45 pm
MSN
-
SJU
8h 38m
1 stop
$431JetBlue
Mon, May 18 - Sun, May 31
American Airlines Logo
7:25 am - 11:54 pm
SJU
-
MSN
17h 29m
1 stop
American Airlines Logo
7:00 am - 10:45 pm
MSN
-
SJU
14h 45m
1 stop
$458American Airlines
Thu, May 28 - Sun, May 31
American Airlines Logo
2:56 pm - 11:59 pm
SJU
-
MSN
10h 03m
2 stops
American Airlines Logo
7:00 am - 10:45 pm
MSN
-
SJU
14h 45m
1 stop
$460American Airlines
Tue, Jul 21 - Mon, Aug 10
American Airlines Logo
12:59 am - 6:13 pm
SJU
-
MSN
18h 14m
1 stop
American Airlines Logo
11:33 am - 11:59 pm
MSN
-
SJU
11h 26m
1 stop
$461American 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 May.

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 January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are March and May, where the average cost of round-trip tickets is $588 and $562 respectively.

Find deals

Good to know

Low seasonAugust
Cheapest flight$167
Best time to beat the crowds with an average 42% drop in price.
Most popular time to fly with an average 16% 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 $167 for a one-way ticket and $334 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 11667 reviews
7.2Comfort
7.5Boarding
6.4Food
6.9Entertainment
7.9Crew
Airline reviews

The small flights with Valet Luggage has a poor service

2.0 MediocreNaqhiuddin, May 2026
IAD - CLT
Read more American Airlines reviews

The small flights with Valet Luggage has a poor service

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

Everything was fine except the end of the flight. We spent more than an hour circling around Miami due to weather conditions. That was not good.

They lost my bag. ... And I asked them 3 times to 3 different people if my checked bag will maKe it all the way - they all confirmed and at the end it was left at the connection... Bravo

Cancelled BOYH legs of our flight home 30 min before initial boarding

Cancelled the flight half hour before boarding. Then cancelled the connecting flight too.

Delayed due to weather in Dallas (arriving flight arrived late), then boarded the plane only to deboard immediately afterwards, tire needed to be replaced. Flight supposed to depart at 6:15pm but departed at 9:35pm.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

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)