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$229 Find cheap flights from Puerto Rico 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 to Madison departing on 11/9. 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
0 bags
Sun 6/30
Sun 7/7

Search 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 for flights to Madison, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Madison, as well as popular online travel agencies
In the last 7 days travelers have searched 42,787,818 times on KAYAK, and here is why:

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Flights to Madison - Travel Insights & Trends

Get data-powered insights and trends for flights to Madison to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest day to fly to Madison?

The average price of all flights to Madison clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Madison is Sunday where tickets can be as cheap as $458. On the other hand, the most expensive day to fly is Monday, where prices are $586 on average.

What is the cheapest month to fly to Madison?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights 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 to Madison is September, where tickets cost $349 on average for one-way flights. On the other hand, the most expensive months are June and July, where the average cost of tickets from Puerto Rico is $656 and $599 respectively. For return trips, the best month to travel is September with an average price of $349.

What is the cheapest time of day to fly to Madison?

The average price for all flights to Madison depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Madison is generally in the afternoon, when flights cost $481 on average. The most expensive time of day to fly to Madison is generally in the evening, which is peak travel time and where the average cost of a ticket is $586.

How long is the flight to Madison?

The duration of your flight to Madison depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular routes to Madison on KAYAK are from San Juan, which takes 7h 12m, and Culebra, which takes 19h 21m.

How many direct flights to Madison are there each day?

There are around 50 direct flights from within Puerto Rico to Madison every day. Most flights depart in the morning, with 3:00 pm the most common departure time and 39% of flights departing in the morning.

How many direct flights to Madison are there each week?

Each week there are around 345 direct flights from within Puerto Rico to Madison. The most common day for departures is Monday, with 15% of flights taking off on this day.

Good to know

Low season

March

High season

May

Cheapest flight

$229
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from San Juan to Madison

FAQs - booking Madison flights

  • How far is Madison from central Madison?

    Madison is 5 miles from the center of Madison.

  • What is the name of Madison’s airport?

    Madison is served by Madison, also commonly referred to as Truax Field. The airport code is MSN.

  • How does KAYAK find such low prices on flights 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 to Madison.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Madison?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madison is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airline offers the most flights to Madison?

    Of the 5 airlines that fly to Madison, Delta offers the most flights, with around 114 per week, followed by American Airlines with 110 flights per week.

See more FAQs

Top tips for finding cheap flights to Madison

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Madison flight deals.

Prefer to fly non-stop to Madison Truax Field?

Find which airlines fly direct to Truax Field, which days they fly and book direct flights.

Nonstop departures

Puerto Rico to Madison Truax Field

Monday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 more

Tuesday

ANA, Aeromexico, Air Canada, +19 more

ANA, Aeromexico, +20 more

Wednesday

ANA, Aeromexico, Air Canada, +22 more

ANA, Aeromexico, +23 more

Thursday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 more

Friday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Saturday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Sunday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

See more direct flights

Nonstop returns

Madison Truax Field to Puerto Rico

Monday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 more

Tuesday

ANA, Aeromexico, Air Canada, +19 more

ANA, Aeromexico, +20 more

Wednesday

ANA, Aeromexico, Air Canada, +22 more

ANA, Aeromexico, +23 more

Thursday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 more

Friday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Saturday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Sunday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

See more direct flights
See more direct flights

Top 3 airlines serving from Puerto Rico to Madison

 
See real verified KAYAK customer reviews for airlines flying to Madison. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Puerto Rico to Madison. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with 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.
8.0
DeltaOverall score based on 10419 reviews
7.9Comfort
8.2Boarding
8.6Crew
7.4Food
8.0Entertainment
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

The comfort is typical of what I would expect from main cabin. I've been on flights with other airlines where the seats needed to be changed, the cushions were non-existent. So happy this was not the case. I enjoyed the movie selection. Happy pillow and blanket was provided since I forgot my own. The food was also ok. Great that we arrived early and my luggage arrived undamaged. Again in the past (not with Delta), luggage was lost or broken.

Crew went over and above to be helpful. Plane had mechanical problems that caused us to depart late.

The 676 plane is much more comfortable in business class than the A330 and he food was a little better. I didn’t use the entertainment.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

I had a great flight. Everything went smoothly and the flight arrived early.

Everything was great except for one thing. I was sitting in seat 1L with plenty of windows. Because we couldn’t sit next to each other, my husband was in 2L with only one window that he had to almost turnhis neck around to look out. Therefore, the window position with 1/2 of the “window” seats in business class is not optimal

Flight was late due to mechanical, had to spend night in hotel. Experience disembarking plane was poor, United did little for passengers except what they were required to do by law.

If the flight is delayed, get the delay timing right and don’t have people standing in line ready to board for almost 2 hours because you keep pushing it back. Also, don’t have your flight crew say they are sorry when they clearly don’t care, make no efforts to speed up anything and then turn around and are rude to customers when they don’t “move fast enough” to put up tray tables and seat backs.

I was not expecting much as i was not in a premium cabin. I was pleasantly surprised that the seat in economy plus was spacious and food was ample. Party of 5 with 2 parents and 3 kids.

Outstanding in all respects. Early boarding left early arrived early. We were in business class, so was perfectly fine.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

I really do not like the basic in basic economy.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Nothing, terrible travel experience due to weather and maintenance delays and was left stranded in Austin.

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

28 hour delay at Fort Worth/Dallas airport, part due to weather which was unavoidable, but various other reasons - no pilot, no fa, mechanical problem, plane too small, too big, crew out of flying time, seat configuration problems.... endless and hourly updates with a different excuse. Finally told us about 3.00 am, that the flight was delayed to hours later.

Experience was bad. 3.5 hour delay for a 2.5 hour trip. There was no r Transparency about the reason for the delay and it was done 30 mins at a time.

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Everything was great except for the wifi was junk. Crew was super friendly and helpful

Book cheap flights from Puerto Rico to Madison

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Madison found on KAYAK in the last 72 hours.
9/11Wed
1 stopAmerican Airlines
7h 21mSJU-MSN
9/26Thu
2 stopsAmerican Airlines
9h 45mMSN-SJU
$333
9/11Wed
1 stopDelta
10h 39mSJU-MSN
9/26Thu
1 stopDelta
9h 09mMSN-SJU
$334
7/18Thu
1 stopAmerican Airlines
15h 01mSJU-MSN
7/23Tue
1 stopAmerican Airlines
14h 20mMSN-SJU
$541
7/18Thu
1 stopAmerican Airlines
15h 01mSJU-MSN
7/23Tue
2 stopsAmerican Airlines
11h 55mMSN-SJU
$543
7/30Tue
2 stopsAmerican Airlines
19h 28mSJU-MSN
8/2Fri
1 stopAmerican Airlines
16h 35mMSN-SJU
$564
9/10Tue
2 stopsUnited Airlines
11h 46mSJU-MSN
9/26Thu
2 stopsUnited Airlines
18h 35mMSN-SJU
$588
7/18Thu
2 stopsAmerican Airlines
10h 21mSJU-MSN
7/23Tue
2 stopsAmerican Airlines
12h 40mMSN-SJU
$589
7/30Tue
2 stopsAmerican Airlines
19h 28mSJU-MSN
8/2Fri
2 stopsAmerican Airlines
13h 26mMSN-SJU
$651
7/29Mon
1 stopAmerican Airlines
10h 10mSJU-MSN
8/2Fri
2 stopsAmerican Airlines
13h 26mMSN-SJU
$668
7/29Mon
2 stopsUnited Airlines
22h 22mSJU-MSN
8/2Fri
2 stopsUnited Airlines
11h 05mMSN-SJU
$893

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Madison found on KAYAK in the last 72 hours.
11/9Sat
2 stopsAmerican Airlines
19h 37mSJU-MSN
$229
11/9Sat
1 stopAmerican Airlines
18h 06mSJU-MSN
$232
11/8Fri
2 stopsUnited Airlines
12h 00mSJU-MSN
$447
11/9Sat
3 stopsUnited Airlines
15h 38mSJU-MSN
$756
11/9Sat
3 stopsUnited Airlines
15h 38mSJU-MSN
$1,134
11/8Fri
3 stopsUnited Airlines
21h 18mSJU-MSN
$1,288

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Flights to Madison

Destination:

Madison (MSN)United States

Return flight deals:

Madison - Puerto Rico

Cabin classes:

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