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$132 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 12/13. 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

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 46,479,581 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 $452. 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 February, where tickets cost $365 on average for one-way flights. On the other hand, the most expensive months are November and June, where the average cost of tickets from Puerto Rico is $669 and $665 respectively. For return trips, the best month to travel is February with an average price of $365.

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 $487 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 $592.

Good to know

Low season

January

High season

May

Cheapest flight

$132
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from San Juan to Madison

FAQs - booking Madison flights

  • How far is Madison Truax Field Airport from central Madison?

    Madison Truax Field Airport is 5 miles from the center of Madison.

  • What is the name of Madison’s airport?

    Madison is served by Madison Truax Field Airport, 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 6 airlines that fly to Madison, Delta offers the most flights, with around 159 per week, followed by American Airlines with 113 flights per week.

  • How many direct flights to Madison are there each week?

    Each week there are around 369 direct flights from within Puerto Rico to Madison. The most common day for departures is Friday, with 16% of flights taking off on this day.

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 Madison Truax Field Airport, which days they fly and book direct flights.

Nonstop departures

Puerto Rico to Madison Truax Field

Monday

ANA, Aeromexico, Air Canada, +22 more

ANA, Aeromexico, +23 more

Tuesday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Wednesday

ANA, Aeromexico, Air Canada, +23 more

ANA, Aeromexico, +24 more

Thursday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Friday

ANA, Aeromexico, Air Canada, +23 more

ANA, Aeromexico, +24 more

Saturday

ANA, Aeromexico, Air Canada, +23 more

ANA, Aeromexico, +24 more

Sunday

ANA, Aeromexico, Air Canada, +23 more

ANA, Aeromexico, +24 more

See more direct flights

Nonstop returns

Madison Truax Field to Puerto Rico

Monday

ANA, Aeromexico, Air Canada, +22 more

ANA, Aeromexico, +23 more

Tuesday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Wednesday

ANA, Aeromexico, Air Canada, +23 more

ANA, Aeromexico, +24 more

Thursday

ANA, Aeromexico, Air Canada, +21 more

ANA, Aeromexico, +22 more

Friday

ANA, Aeromexico, Air Canada, +23 more

ANA, Aeromexico, +24 more

Saturday

ANA, Aeromexico, Air Canada, +23 more

ANA, Aeromexico, +24 more

Sunday

ANA, Aeromexico, Air Canada, +23 more

ANA, Aeromexico, +24 more

See more direct flights
See more direct flights

Top airlines flying 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 8835 reviews
7.3Food
7.9Comfort
8.5Crew
7.9Entertainment
8.2Boarding
Airline reviews

I upgraded to first class only to find out that I still had no access to the sky lounge without a sky miles card or AmEx (something that should be emphasized outside of the fine print!) Also, no food or drink service provided during the flight, so I basically paid 4x more just for “free” checked baggage and a bigger seat. Not worth it.

2.0 MediocreEric, Oct 2024SLC - ABQ
Read more Delta reviews

I upgraded to first class only to find out that I still had no access to the sky lounge without a sky miles card or AmEx (something that should be emphasized outside of the fine print!) Also, no food or drink service provided during the flight, so I basically paid 4x more just for “free” checked baggage and a bigger seat. Not worth it.

Very dissatisfied with the fact that I had upgraded to first class for the second part of my trip only to find out that the lounge was still not available to me, as well as not having any food or drink service on the flight due to weather, so I lost out more than what I paid for.

Delta was really good about being transparent with why we were delayed it’s just that’s the plane was really old and outdated and a lot of the comfort and amenities we know Delta to have did not shine through

Bottom seat cushion is almost non existent. Very uncomfortable seat.

Delta was great the entertainment was outdated. Screen was very small and didn’t work.

Flight did not have seat back entertainment and the wifi was iffy.

Pretty standard flight. Delta has a good selection of movies.

The food was good. I ate gnocchi with marinara sauce and cheese, salted caramel tiramisu. And later in the trip cheese calzone. I watched 3 movies. The selection is really good. Have new and old movies. The flight attendances were nice and cordially. Overall the 6 hours trip was really pleasant ☺️. Planning the next trip.

The WiFi has been awful on my last few Delta Air Lines flights.

The seats are uncomfortable, feels like a small seat pad on plywood.

Overall good. Tight connection in DFW because of gate unavailability upon landing.

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

The flight was very smooth, crew were fantastic but food was lacking.

No food, no entertainment. But the flight was really short so maybe they had to skip drinks. I was able to board early ONLY because I am old and decrepit and they let me pre-board. I RESENT your dumping us into category 9 if we do not pay up. And when I paid for a seat I was STILL given 9. The pre-boarding helps. THIS flight was exceptionally smooth, please congratulate the pilots.

The best thing about AA is that the onboard entertainment allows me to watch on my iPad. This was not working. USB ports were not working and the flight attendant said they often don’t work. The flight attendants, one in particular, were uncaring. I was very disappointed.

I liked the onboard entertainment that allowed me to watch on my iPad.

I love to flight american however my carry on had to be sent with regular luggage and it was broken. Don't appreciate that. If when I buy a ticket says I can take a carry on and a hand item there should be space for mwsy stuff and not be basically forced to send the item even if it's at no charge. A.A. needs to work on that. Everything else excellent.

Deparature was late, which is annoying but the arrival was fine and the baggage came early.

Excellent customer service at check in at Austin flight to DFW and excellent customer service from Karren in terminal B at DFW.

The free internet access did not work, so we had to purchase 2 Internet packages. Flight attendants were not proactive in checking in with first class patrons

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.
12/23Mon
1 stopAmerican Airlines
12h 10mSJU-MSN
1/12Sun
1 stopAmerican Airlines
17h 29mMSN-SJU
$364
12/20Fri
1 stopDelta
7h 10mSJU-MSN
12/31Tue
1 stopDelta
7h 22mMSN-SJU
$368
12/27Fri
1 stopAmerican Airlines
11h 10mSJU-MSN
1/12Sun
1 stopAmerican Airlines
17h 29mMSN-SJU
$441
12/20Fri
2 stopsDelta
11h 25mSJU-MSN
12/31Tue
1 stopDelta
7h 22mMSN-SJU
$443
12/26Thu
1 stopAmerican Airlines
11h 10mSJU-MSN
1/12Sun
1 stopAmerican Airlines
17h 29mMSN-SJU
$452
12/26Thu
1 stopAmerican Airlines
11h 10mSJU-MSN
1/12Sun
1 stopAmerican Airlines
17h 29mMSN-SJU
$453
12/23Mon
1 stopAmerican Airlines
12h 10mSJU-MSN
1/12Sun
2 stopsAmerican Airlines
14h 08mMSN-SJU
$464
12/27Fri
1 stopAmerican Airlines
11h 10mSJU-MSN
1/12Sun
1 stopAmerican Airlines
17h 29mMSN-SJU
$486
12/22Sun
2 stopsUnited Airlines
19h 05mSJU-MSN
1/12Sun
2 stopsUnited Airlines
11h 57mMSN-SJU
$609
12/26Thu
2 stopsUnited Airlines
22h 25mSJU-MSN
1/12Sun
2 stopsUnited Airlines
11h 57mMSN-SJU
$659

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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.
12/13Fri
1 stopAmerican Airlines
13h 11mSJU-MSN
$132
12/13Fri
1 stopAmerican Airlines
13h 11mSJU-MSN
$136
12/12Thu
3 stops
31h 40mSJU-MSN
$198
12/12Thu
3 stops
31h 40mSJU-MSN
$199
1/24Fri
3 stops
20h 21mSJU-MSN
$224
12/12Thu
2 stopsUnited Airlines
12h 01mSJU-MSN
$252
1/23Thu
2 stopsUnited Airlines
15h 03mSJU-MSN
$307
1/19Sun
2 stopsSun Country Air
26h 08mSJU-MSN
$328
1/19Sun
1 stopDelta
8h 06mSJU-MSN
$428
1/5Sun
2 stopsSun Country Air
22h 30mSJU-MSN
$571

Search by stops

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Last minute flights to Madison

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Madison that are departing in the next 10 days.
11/1Fri
multi-stopAmerican Airlines
7h 41mSJU-MSN
11/4Mon
multi-stopAmerican Airlines
17h 30mMSN-SJU
$403
11/1Fri
multi-stopUnited Airlines
9h 54mSJU-MSN
11/4Mon
multi-stopUnited Airlines
7h 08mMSN-SJU
$471
11/1Fri
multi-stopAmerican Airlines
9h 44mSJU-MSN
11/8Fri
multi-stopAmerican Airlines
9h 45mMSN-SJU
$523
11/1Fri
multi-stopAmerican Airlines
7h 41mSJU-MSN
11/8Fri
multi-stopAmerican Airlines
11h 34mMSN-SJU
$606

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Everything you need to know for your flight to Madison

Information on the airport you'll fly into in Madison