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 4/17. 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 23% 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
$272
American Airlines
Fri 4/17Sun 4/26
SJU - MSN • 1 stop
Cheapest one-way
$133
Typical prices: $196-$351
American Airlines
Fri 4/17
SJU - MSN • 1 stop
Top airlines
American Airlines
Cheapest • from $272 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+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

Fri, Apr 17 - Sun, Apr 26
American Airlines Logo
7:25 am - 11:55 pm
SJU
-
MSN
17h 30m
1 stop
American Airlines Logo
11:50 am - 4:32 am
MSN
-
SJU
15h 42m
1 stop
$272American Airlines
Wed, Apr 29 - Fri, May 8
American Airlines Logo
3:19 pm - 11:28 pm
SJU
-
MSN
9h 09m
1 stop
American Airlines Logo
8:24 pm - 2:19 pm
MSN
-
SJU
16h 55m
1 stop
$329American Airlines
Fri, Apr 17 - Sun, Apr 26
American Airlines Logo
1:31 pm - 11:55 pm
SJU
-
MSN
11h 24m
2 stops
American Airlines Logo
6:20 am - 6:10 pm
MSN
-
SJU
10h 50m
2 stops
$377American Airlines
Thu, Mar 19 - Tue, Mar 24
American Airlines Logo
7:40 am - 11:35 pm
SJU
-
MSN
16h 55m
1 stop
American Airlines Logo
8:00 am - 7:39 pm
MSN
-
SJU
10h 39m
2 stops
$418American Airlines
Thu, Jul 16 - Tue, Jul 28
American Airlines Logo
12:39 am - 10:39 am
SJU
-
MSN
11h 00m
1 stop
American Airlines Logo
5:06 pm - 4:32 am
MSN
-
SJU
10h 26m
1 stop
$440American Airlines
Thu, Jul 16 - Tue, Jul 28
JetBlue Logo
2:40 pm - 10:35 pm
SJU
-
MSN
8h 55m
1 stop
JetBlue Logo
5:45 am - 4:43 pm
MSN
-
SJU
9h 58m
1 stop
$476JetBlue
Fri, Jul 24 - Thu, Aug 6
American Airlines Logo
12:59 am - 9:23 am
SJU
-
MSN
9h 24m
1 stop
American Airlines Logo
8:26 pm - 2:10 pm
MSN
-
SJU
16h 44m
1 stop
$479American Airlines
Thu, Jul 16 - Tue, Jul 28
American Airlines Logo
12:39 am - 10:39 am
SJU
-
MSN
11h 00m
1 stop
American Airlines Logo
1:05 pm - 12:17 am
MSN
-
SJU
10h 12m
2 stops
$481American Airlines
Fri, Mar 20 - Mon, Mar 23
JetBlue Logo
3:30 pm - 10:58 pm
SJU
-
MSN
8h 28m
1 stop
JetBlue Logo
5:30 am - 1:27 pm
MSN
-
SJU
6h 57m
1 stop
$486JetBlue
Thu, Jul 16 - Tue, Jul 28
United Airlines Logo
7:40 am - 3:05 pm
SJU
-
MSN
8h 25m
1 stop
United Airlines Logo
8:15 am - 11:50 pm
MSN
-
SJU
14h 35m
2 stops
$521United 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 ($272) and Delta ($430).

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 $272 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 11294 reviews
8.0Crew
7.2Comfort
6.4Food
7.5Boarding
6.9Entertainment
Airline reviews

No Snacks or Entertainment. The flight was short, snacks should still be given.

8.0 ExcellentTonya, Feb 2026
ORD - SDF
Read more American Airlines reviews

No Snacks or Entertainment. The flight was short, snacks should still be given.

We lost a day of our vacation because AA did not get the plane to the gate on time. Even though the gate attendant was very clear that it was not weather related, AA would do nothing because there was some snow that day. They basically said the gate attendant was wrong even though she was on the front line of the situation and they were not.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

The smell from the bathroom kept wafting through the cabin. It made people sick.

The flight was really crowded. Flight attendants were just ok.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Didn't get a seat assignment until the last minute even though i picked a seat.

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)