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$186 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 6/25. 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
Fri 7/12
Fri 7/19

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 44,148,666 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 Tuesday where tickets can be as cheap as $503. 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 24m, and Culebra, which takes 19h 21m.

How many direct flights to Madison are there each day?

There are around 64 direct flights from within Puerto Rico to Madison every day. Most flights depart in the morning, with 9:00 am the most common departure time and 41% of flights departing in the morning.

How many direct flights to Madison are there each week?

Each week there are around 443 direct flights from within Puerto Rico to Madison. The most common day for departures is Thursday, with 16% of flights taking off on this day.

Good to know

Low season

March

High season

May

Cheapest flight

$186
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 163 per week, followed by American Airlines with 137 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, +19 more

ANA, Aeromexico, +20 more

Tuesday

ANA, Aeromexico, Air Canada, +19 more

ANA, Aeromexico, +20 more

Wednesday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Thursday

ANA, Aeromexico, Air Canada, +19 more

ANA, Aeromexico, +20 more

Friday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 more

Saturday

ANA, Aeromexico, Air Canada, +19 more

ANA, Aeromexico, +20 more

Sunday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 more

See more direct flights

Nonstop returns

Madison Truax Field to Puerto Rico

Monday

ANA, Aeromexico, Air Canada, +19 more

ANA, Aeromexico, +20 more

Tuesday

ANA, Aeromexico, Air Canada, +19 more

ANA, Aeromexico, +20 more

Wednesday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Thursday

ANA, Aeromexico, Air Canada, +19 more

ANA, Aeromexico, +20 more

Friday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 more

Saturday

ANA, Aeromexico, Air Canada, +19 more

ANA, Aeromexico, +20 more

Sunday

ANA, Aeromexico, Air Canada, +20 more

ANA, Aeromexico, +21 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 10000 reviews
8.2Boarding
7.9Comfort
8.6Crew
8.0Entertainment
7.4Food
Airline reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

2.0 MediocreCraig, Jun 2024CVG - LGA
Read more about Delta reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Ongoing flight was delayed. Staff at bag recheck was able to get us on an earlier flight. With only 20 minutes till take off we feared our bags would not make the new earlier flight. We were most delighted that they did and were there when we landed. Delta came through

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

The entertainment wasn’t playing in the app or online.

Connecting flights were poor,especially in Naples.our Lufthansa air bus was a joke.way too small for that long of a flight.no room at all.couldn’t even get out of the seats to move around or go to the bathrooms.we thought we were getting an actual air bus,double decker.i will never fly that long in a plane like that again.kind of misleading to call it an air bus.we actually had more room on our buses that we used.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

They have trouble to keep their flights in schedule. Seems not having enough staff to provide appropriate customer service. Lacking real agents on site to help customers. Have to use QR code/web site/call to be able to talk to real person can help you - and you may have to punch though series of options first, then hold until someone assist you. Similar for baggage claim, no real agent onsite helping if you missing luggage, not like other airline next to UA desk having staff there even after midnight to assist customers.

United is my favorite and I always try to fly United. I feel like this crew didn’t mesh well together.

Our flight was delayed three times. It took us 17 hours to get home.

Good with British Airways - terrible with American Airlines! Stood at gate for “mechanical problem” - plane delayed. Had to check my personal belonging with 5 empty bins available in plane, desk staff rude!!! Toilet not working- asked “to use working toilet sparingly - it may overflow in cabin!”

Paid for premium economy had no tv the whole time the crew tried to reset/reboot but would not work they said they would put a trouble ticket in for it. We had 3 seats my tv was the only one that didn't work. They cancelled our flight re worked us on another that left us at airport over night on the floor I have a ten year old and a 78 diabetic mother which also had shingles and suffers from nerve pain in legs and back. Requested wheelchair service at all airports after the re route NO wheelchair service was there to help. WORST experience we have ever had. Went to American airlines assistance it was closed. I AM FURIOUS!!! I expect some sort of compensation from this traumatic experience and no need for flying points we don't plan on using American airlines again!!!!

The flight was sequentially delayed until it reached two hours. Apparently one pilot failed to show up.

This is by far the worst experience I have had with American Airlines. The start of this trip was a complete disaster. I purposely planned my trip so that I would weather any delays so that I could make very important meeting at the Pentagon. My flight was cancelled because of maintenance and I was put on the first flight the next day but I was late to the meeting. After a long week at the Pentagon I just wanted to go home and my flight home which was early in the day was delayed. Eventually the flight was delayed until the next day. I was not authorized a hotel room because DCA was my point of origin. So I paid for a hotel out of pocket. The flight this morning was boarded then deplaned because the aircraft was hot. The flow of information was not happening in DCA and made it worse when the news was bad. I am going to take a break from American for my next few military flights. Hopefully whatever has been going on with American Airlines will be resolved.

We had a 2 hour delay. The seats were smaller than most other airlines. The person in front of us wanted to lay back and we had to stop her because she was pressing against my girlfriend’s legs. We had to ask her to sit up and not lay back due to the lack of room.

Everything was fine once we actually got on our flight. It was more then annoying they canceled (delayed) our flight. We lost out on a day of our trip along with money on our stay. Plus we had to book another hotel. So expensive.

This flight was canceled and delayed several times without explanation. The plane was freezing cold and no wifi for messaging. Getting off the plane was terribly unorganized and felt like it took forever….

The flight was delayed several times without explanation. The seats were terribly uncomfortable and wifi isn’t included. All these make for a less than ideal flight.

The flights was delayed by hours and it was the firmest landing I have experienced in my life. My back is still sore.

Internet service was erratic. Crew service was poor and slow. My luggage on this non-stop flight was lost and not recovered

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
17h 41mMSN-SJU
$334
7/11Thu
2 stopsFrontier
17h 32mSJU-MSN
7/18Thu
2 stopsFrontier
22h 33mMSN-SJU
$362
8/3Sat
1 stopAmerican Airlines
10h 40mSJU-MSN
8/25Sun
2 stopsAmerican Airlines
9h 22mMSN-SJU
$400
9/28Sat
1 stopDelta
6h 26mSJU-MSN
10/2Wed
1 stopDelta
10h 09mMSN-SJU
$404
7/26Fri
2 stops
22h 16mSJU-MSN
7/31Wed
1 stop
12h 08mMSN-SJU
$423
7/26Fri
2 stops
22h 16mSJU-MSN
7/31Wed
3 stops
30h 19mMSN-SJU
$430
7/17Wed
1 stopAmerican Airlines
10h 10mSJU-MSN
7/23Tue
2 stopsAmerican Airlines
12h 40mMSN-SJU
$436
8/3Sat
2 stopsDelta
14h 24mSJU-MSN
8/25Sun
2 stopsDelta
14h 07mMSN-SJU
$439
9/27Fri
2 stopsUnited Airlines
10h 05mSJU-MSN
10/2Wed
2 stopsUnited Airlines
13h 00mMSN-SJU
$542
9/10Tue
2 stopsUnited Airlines
14h 58mSJU-MSN
9/26Thu
2 stopsUnited Airlines
16h 22mMSN-SJU
$593

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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.
6/25Tue
1 stop
17h 54mSJU-MSN
$186
8/8Thu
2 stopsFrontier
17h 32mSJU-MSN
$197
6/24Mon
1 stop
29h 57mSJU-MSN
$203
6/25Tue
2 stops
22h 04mSJU-MSN
$211
6/25Tue
3 stops
28h 35mSJU-MSN
$226
7/10Wed
2 stopsAmerican Airlines
19h 57mSJU-MSN
$231
7/25Thu
1 stopAmerican Airlines
15h 01mSJU-MSN
$232
7/25Thu
1 stopUnited Airlines
7h 42mSJU-MSN
$245
8/8Thu
1 stopDelta
6h 23mSJU-MSN
$247
6/24Mon
2 stopsUnited Airlines
10h 00mSJU-MSN
$422

Search by stops

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Search by price

Flights to Madison

Destination:

Madison (MSN)United States

Return flight deals:

Madison - Puerto Rico

Cabin classes:

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