$320 Find Cheap Flights from Massachusetts to Madeira - Compare and Save

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Cheap Flights from Massachusetts to Madeira

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Funchal
8h 40m2 stops
from $584per person
Porto Santo
17h 00m4 stops
from $758per person
Useful Info

Good to know

Low season

August

Cheapest flight

$320
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Boston to Funchal

FAQs for booking flights from Massachusetts to Madeira

  • How does KAYAK find such low prices on flights from Massachusetts to Madeira?

    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 Massachusetts to Madeira.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Massachusetts to Madeira 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 Massachusetts to Madeira?

    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 from Massachusetts to Madeira 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 from Massachusetts to Madeira?

    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 from Massachusetts to Madeira up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many airports are there in Madeira?

    There are 2 airports in Madeira. The busiest airport is Madeira Airport (FNC), with 94% of all flights arriving there.

  • What is the cheapest month to fly from Massachusetts to Madeira?

    The cheapest month for flights from Massachusetts to Madeira is November, when tickets cost $320 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $676 and $628 respectively.

  • How far in advance should I book a flight from Massachusetts to Madeira?

    To get a below average price on the flight from Massachusetts to Madeira, you should book around 3 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

  • How long is the flight to Madeira?

    An average nonstop flight from Massachusetts to Madeira takes 10h 22m, covering a distance of 2996 miles. The shortest route is Boston (BOS) to Funchal (FNC) with an average flight time of 8h 40m.

Reviews of the top airlines flying from Massachusetts to Madeira

 
Need help choosing which airline to fly with from Massachusetts to Madeira? 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
TAP AIR PORTUGALOverall score based on 2387 reviews
6.4Entertainment
7.8Crew
6.3Food
7.0Boarding
7.2Comfort
Airline reviews

This was one of the worst flights I have ever taken in my entire life. First of all, I traveled Economy, but the seats were TINY and cramped. Not just for me; everyone around me was complaining of the same thing and said they could not get comfortable. Then there was the issue of the heat. For whatever reason the heat on the plane must have been turned to FULL BLAST, because even at 30,000 feet, it was SWEALTERING. Everyone was drench in sweat. Then, they were SO STINGY with the amount of drink they would give you. If you asked for water, it was in a tiny, paper cup (think bathroom cup) and they only filled it 3/4s of the way as if the cost came right out of the pockets of the air stewards. Everything was a money grab, you could tell! You had to pay for the WiFi, which was garbage slow, and the onboard entertainment was limited and stale. If I EVER fly TAP again, it will not be Economy class. What a disaster!

2.0 MediocreAnonymous, Aug 2026
Read more TAP AIR PORTUGAL reviews

This was one of the worst flights I have ever taken in my entire life. First of all, I traveled Economy, but the seats were TINY and cramped. Not just for me; everyone around me was complaining of the same thing and said they could not get comfortable. Then there was the issue of the heat. For whatever reason the heat on the plane must have been turned to FULL BLAST, because even at 30,000 feet, it was SWEALTERING. Everyone was drench in sweat. Then, they were SO STINGY with the amount of drink they would give you. If you asked for water, it was in a tiny, paper cup (think bathroom cup) and they only filled it 3/4s of the way as if the cost came right out of the pockets of the air stewards. Everything was a money grab, you could tell! You had to pay for the WiFi, which was garbage slow, and the onboard entertainment was limited and stale. If I EVER fly TAP again, it will not be Economy class. What a disaster!

Everything was good with Tap Air Portugal. It was Logan Airport that was a problem. The fuel system was down and delayed my 10:40 boarding. I wasn't able to board my flight until 2:00 am...after that my flights were great.

The crew was excellent. What I did not enjoy was the food. I have taken many international flights and this was on the low end. Otherwise the trip was fine.

Seats were the most uncomfortable seats i ever experienced on a flight to Europe from Boston. It was a waist of money in buying premium seats for top dollars. I want my money back for what i paid extra for my seats. Awful conditions!

The flight crew were absolute rock stars. When they came to the gate they looked like royalty, so chic. They also were extremely kind. Food was good and I loved the lack of plastic waste. The flight was lovely and smooth.

We were unable to check in due to technical problems on TAP’s end. The flight was delayed forty minutes with no reason given. We received timely notice of the flight delay. We were also notified of a gate change. The new gate was at a different terminal. When we got to the new terminal, we learned that we had to go back to the old terminal first to check in. This information should have been included along with the gate change notification. Also unexplained, the steward skipped us when offering breakfast.

Late. Lack of updates. Rude hostesses. Terrible food. Lack of headphones.

Flight was delayed but crew gave little to no communication, then “began boarding” but really just had everyone stand up and wait for an hour without any news or updates, as if we were going to start boarding at any second. Total chaos. Seemed like this was their first time boarding a plane. When we arrived at our destination, we waited for over an hour for the baggage claim belt to even turn on. Probably waited at baggage claim for our luggage for close to two hours. Everyone was very confused and of course we all worried that the luggage was lost. Again, zero communication and everyone we asked just said “I don’t know.” So we were left wondering whether to wait, or file a missing baggage claim, or check the other baggage claim belts (which we did every fifteen-twenty minutes because we were just confused). Lack of communication throughout the experience was a huge issue.

Flight was packed. This was a very uncomfortable experience. Boarding process could be explained better. Despite recommending a window seat when travelling with a pet in the cabin, the seat in front of me had less space than the center and aisle seats. For Premium Economy, the seats were crammed with minimal legroom. I hate to think what Regular Economy was like. The cabin crew missed me at first when handing out meals. When my meal eventually came, there were no utensils. I'd originally booked to fly Business Class; those seats didn't look that great either.

I’m still missing my bags. I’m soo frustrated

The space between seats is so minimal that there was no way to get comfortable. I will not fly this airline again.

In a 6 hr flight after paying over $700 dllrs of ticket and we still needed to pay for our own food and given ONLY a small glass of water!!! Will not be flying internationally anytime soon with them They are good for very short flights

No food was served on the flight. Boarding desk open two hours before departure. But they recommande to be there three hours before departure !! So we where a group waiting 1 hour in Line for nothing …

My flight from Toronto to PDL was one of the worst experiences of my travel history. I paid for an upgrade and did not receive it, and was also charged an exorbitant amount for a 25-inch bag, and when I tried to explain the situation, I was only told the flight was already over capacity. & I had to accept what I could get!, I am a frequent traveler and will not be flying your airline again!. The only thing positive in this entire trip wete the flight attendants, but other than that, everything else was very disappointing!

Flight wasn’t full so got to stretch out and sleep.

Boarding was delayed. Then when we queued, it took us to another long line to stand in. Flight had 0 entertainment. Not even a magazine. But they had a free meal and it was good!

Reasonably comfortable. We were about an half an hour late. But no personal impact. Seats upfront have a good amount of recline, but do not lay down flat. Food and drink can be improved. There are no soft drinks available on the flights. Water, juices, and wines are provisioned.

This was a long flight - 6 hours - and nothing is truly comfortable for that long... but the flight crew was friendly and attentive. The airport in the Azores is small but we weren't there long enough to explore any amenities.

Coming from USA it was nice to be treated nice for a change. Even though our flight was pretty short we were served breakfast. On time flight with very caring staff. Please teach American carriers how to treat people.

More space between seats and in bathroom. I don’t think there was any entertainment offered. If there was, I wasn’t aware.

More options for your flight to Madeira

Complete your trip to Madeira with a hotel stay or car rental