SJU - MSN

$264 Find Cheap Flights from San Juan to Madison

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Juan to Madison departing on 4/21. 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
$264
Overall average: $520
United Airlines
Tue 4/21Wed 5/6
SJU - MSN • 2 stops
Cheapest one-way
$1,028
Typical prices: $169-$233
American Airlines
Sat 11/29
SJU - MSN • 1 stop
Top airlines
United Airlines
Cheapest • from $264 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 40% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Tue, Apr 21 - Wed, May 6
United Airlines Logo
1:05 am - 9:53 amSJU-MSN
9h 48m2 stops
United Airlines Logo
7:00 am - 8:38 pmMSN-SJU
12h 38m2 stops
$264United Airlines
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Wed, Dec 17 - Thu, Jan 1
American Airlines Logo
5:56 pm - 10:05 amSJU-MSN
18h 09m1 stop
American Airlines Logo
4:45 pm - 3:48 pmMSN-SJU
21h 03m2 stops
$295American Airlines
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Thu, Dec 18 - Sat, Jan 3
American Airlines Logo
1:30 am - 10:37 amSJU-MSN
11h 07m1 stop
American Airlines Logo
8:10 pm - 5:00 amMSN-SJU
6h 50m1 stop
$331American Airlines
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Fri, Dec 19 - Fri, Jan 2
American Airlines Logo
2:44 pm - 11:59 pmSJU-MSN
11h 15m1 stop
American Airlines Logo
4:45 pm - 3:48 pmMSN-SJU
21h 03m2 stops
$340American Airlines
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Sat, Nov 15 - Thu, Jan 15
American Airlines Logo
3:43 pm - 11:26 pmSJU-MSN
9h 43m1 stop
American Airlines Logo
11:29 am - 9:39 pmMSN-SJU
8h 10m1 stop
$350American Airlines
Find Deal
Sat, Dec 20 - Mon, Jan 5
American Airlines Logo
6:15 pm - 11:59 pmSJU-MSN
7h 44m1 stop
American Airlines Logo
6:18 pm - 2:59 pmMSN-SJU
18h 41m2 stops
$382American Airlines
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Sun, Dec 21 - Mon, Jan 5
Delta Logo
6:30 am - 4:21 pmSJU-MSN
11h 51m1 stop
Delta Logo
11:14 am - 11:44 pmMSN-SJU
10h 30m2 stops
$418Delta
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Fri, Nov 14 - Sat, Nov 22
Multiple Airlines Logo
3:59 am - 7:15 pmSJU-MSN
41h 16m2 stops
Multiple Airlines Logo
6:08 pm - 9:56 amMSN-SJU
13h 48m1 stop
$457Multiple Airlines
Find Deal
Sat, Nov 15 - Thu, Jan 15
Delta Logo
7:15 am - 5:08 pmSJU-MSN
11h 53m2 stops
Delta Logo
7:00 am - 11:44 pmMSN-SJU
14h 44m2 stops
$477Delta
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Tue, Dec 16 - Mon, Jan 5
Multiple Airlines Logo
3:55 am - 5:28 pmSJU-MSN
15h 33m1 stop
Multiple Airlines Logo
2:56 pm - 7:55 pmMSN-SJU
26h 59m2 stops
$516Multiple Airlines
Find Deal
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’s the cheapest day of the week to fly from San Juan to Madison?

The average price of all round-trip flights from San Juan Luis Munoz Marin Intl Airport to Madison clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from San Juan to Madison, look for departures on Tuesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Madison, Monday is the cheapest day to fly and Thursday is the most expensive.

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 June and January, where the average cost of round-trip tickets is $592 and $582 respectively.

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Good to know

Low seasonFebruary
Cheapest flight$264
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 11% 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 $1,028 for a one-way ticket and $264 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 11037 reviews
7.2Comfort
6.9Entertainment
7.5Boarding
8.0Crew
6.4Food
Airline reviews

We loved the steward on the plane. He made the night enjoyable

10.0 Excellentchloe, Nov 2025ORD - ATW
Read more American Airlines reviews

We loved the steward on the plane. He made the night enjoyable

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Nice comfortable flight from Barcelona back to the states. The premium economy offers the extra room we need for my husband. The food was good and our flight attendants were excellent.

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)

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