SJU - MSN

$118 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 1/22. 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
$243
Overall average: $520
American Airlines
Thu 4/30Tue 5/5
SJU - MSN • 1 stop
Cheapest one-way
$179
Typical prices: $287-$533
Multiple Airlines
Thu 1/22
SJU - MSN • 2 stops
When to travel
September
Cheapest • 42% price drop
April
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, Apr 30 - Tue, May 5
American Airlines Logo
11:59 pm - 11:04 am
SJU
-
MSN
12h 05m1 stop
American Airlines Logo
6:00 am - 6:06 pm
MSN
-
SJU
11h 06m2 stops
$243American Airlines
Wed, Apr 29 - Tue, May 5
American Airlines Logo
6:00 am - 12:35 pm
SJU
-
MSN
7h 35m1 stop
American Airlines Logo
6:10 am - 10:05 pm
MSN
-
SJU
14h 55m1 stop
$277American Airlines
Mon, Feb 2 - Mon, Feb 9
American Airlines Logo
3:49 pm - 11:41 pm
SJU
-
MSN
9h 52m1 stop
American Airlines Logo
11:29 am - 9:39 pm
MSN
-
SJU
8h 10m1 stop
$299American Airlines
Tue, Feb 24 - Sat, Feb 28
United Airlines Logo
2:05 am - 11:53 am
SJU
-
MSN
11h 48m2 stops
United Airlines Logo
2:48 pm - 6:11 am
MSN
-
SJU
13h 23m2 stops
$326United Airlines
Mon, Feb 2 - Mon, Feb 9
American Airlines Logo
1:58 pm - 10:40 pm
SJU
-
MSN
10h 42m2 stops
American Airlines Logo
6:00 am - 6:22 pm
MSN
-
SJU
10h 22m2 stops
$399American Airlines
Sat, Mar 21 - Sat, Mar 21
American Airlines Logo
5:00 am - 4:52 pm
SJU
-
MSN
12h 52m1 stop
American Airlines Logo
8:22 pm - 4:24 am
MSN
-
SJU
7h 02m1 stop
$427American Airlines
Tue, Jun 2 - Wed, Jun 10
United Airlines Logo
2:05 am - 11:38 am
SJU
-
MSN
10h 33m2 stops
United Airlines Logo
5:30 pm - 5:30 am
MSN
-
SJU
11h 00m2 stops
$445United Airlines
Thu, Jun 4 - Thu, Jun 11
American Airlines Logo
2:25 pm - 10:13 pm
SJU
-
MSN
8h 48m1 stop
American Airlines Logo
7:00 am - 12:17 am
MSN
-
SJU
16h 17m1 stop
$462American Airlines
Wed, Feb 25 - Sat, Feb 28
United Airlines Logo
8:30 am - 2:07 pm
SJU
-
MSN
7h 37m1 stop
United Airlines Logo
2:48 pm - 9:00 pm
MSN
-
SJU
28h 12m1 stop
$476United Airlines
Wed, Jun 3 - Wed, Jun 10
United Airlines Logo
7:45 am - 1:48 pm
SJU
-
MSN
7h 03m1 stop
United Airlines Logo
5:30 pm - 5:30 am
MSN
-
SJU
11h 00m2 stops
$498United 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.

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 January and June, where the average cost of round-trip tickets is $864 and $592 respectively.

Good to know

Low seasonFebruary
Cheapest flight$118
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 5% 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 $179 for a one-way ticket and $243 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 11079 reviews
6.4Food
7.5Boarding
7.2Comfort
8.0Crew
6.9Entertainment
Airline reviews

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

8.0 ExcellentDavid, Jan 2026
MLI - DFW
Read more American Airlines reviews

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

We never made it due to delays on both ends. Gate attendant said it was mechanical but the system said otherwise, so no compensation. That’s not right.

Our flight from Eagle to Vail was delayed to the point we missed our connection to Savannah. Now we’re a family of 4 in a hotel room with luggage, no toiletries, no clean clothes. Gate attendant said the delay was mechanical but it was put in the system as something else so no compensation. That’s just wrong.

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

After the door had been closed, the cockpit makes an announcement that catering is running late and it is not the airline's fault. It is their fault in the sense that we had to sit for 2 hours or more when we could have stayed in the terminal. Poor communications between catering and airline. This caused a young man to lose his temper and he went storming out hitting objects. He had complained to the gate agent that he had already waited at the gate 7 hours and when can the airplane leave? Airilnes do a poor job of explaining delays, maintenance issues, etc. whereas being truthful may gain more sympathy or understanding.

The captain brought my 6 year old son into the cockpit and allowed him to ask questions, sit in the captain’s chair and talk about all the gears and levers. Made the trip very special for him.

I take this flight about 6-8 times per year. It is convenient and saves an hour or two by skipping PDX, SEA, PHX, or ORD (but it takes longer to get bags to the carousel than Alaska Airlines). I wish the food service were better (but they might cut back on it because it is a red-eye). The WifI seems to go down about an hour out of Anchorage, and then comes back about an hour later...so be warned if this is an issue for you.

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

Information on your arrival and departure airports