$352 Find Cheap Flights from Massachusetts to Madeira

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Low seasonFebruary
High seasonJune
Cheapest flight$352
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 26% 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.

  • What is the cheapest day to fly to Madeira?

    Based on KAYAK data, the cheapest day to fly to Madeira is Wednesday where round-trip tickets can be as cheap as $565. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $648 on average.

  • What is the cheapest time of day to fly to Madeira?

    The cheapest time of day to fly to Madeira is generally in the morning, when round-trip flights cost $639 on average. Morning departures are around 16% cheaper than evening flights, on average. The most expensive time of day to fly to Madeira is generally in the evening, which is peak travel time and where the average cost of a ticket is $761.

  • What is the cheapest flight to Madeira?

    The cheapest ticket to Madeira from Massachusetts found in the last 72 hours was to Funchal, at $591 round-trip. The most popular route is Boston (BOS) to Funchal (FNC) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $591.

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

    The cheapest month for flights from Massachusetts to Madeira is February, when tickets cost $571 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $1,054 and $958 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 1 week before departure.

  • How long is the flight to Madeira?

    An average nonstop flight from Massachusetts to Madeira takes 14h 35m, covering a distance of 2996 miles. The shortest route is Boston (BOS) to Funchal (FNC) with an average flight time of 9h 45m.

  • What are the most popular destinations in Madeira?

    Based on KAYAK flight searches, the most popular destination is Funchal (92% of total searches to Madeira). The next most popular destination is Porto Santo (8%).

Top 3 airlines serving 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.
7.6
Azores AirlinesOverall score based on 66 reviews
7.4Boarding
6.5Food
7.3Comfort
5.6Entertainment
8.3Crew
Airline reviews

The facilities at PDL are absolutely appalling during a 4.5-hour connection. Passengers from multiple flights were crammed into a small area with insufficient seating and only a snack bar. The only bathroom was unisex, with one stall for men and another for women side by side. This is for hundreds of passengers. The connecting aircraft from PDL to JFK was downgraded/switched out to an Economy Class-only configuration without explanation, even though the aircraft with Comfort Class we arrived from FNC on remained at the stand. Those who paid for Comfort Class could not enjoy the better seating or catering. Food and drink aboard was sub-par. I would qualify it as one of our worst travel experiences in years.

4.0 OkayMichael, Mar 2025FNC - PDL
Read more Azores Airlines reviews

The facilities at PDL are absolutely appalling during a 4.5-hour connection. Passengers from multiple flights were crammed into a small area with insufficient seating and only a snack bar. The only bathroom was unisex, with one stall for men and another for women side by side. This is for hundreds of passengers. The connecting aircraft from PDL to JFK was downgraded/switched out to an Economy Class-only configuration without explanation, even though the aircraft with Comfort Class we arrived from FNC on remained at the stand. Those who paid for Comfort Class could not enjoy the better seating or catering. Food and drink aboard was sub-par. I would qualify it as one of our worst travel experiences in years.

The crew was great. The only problem is that electrical outlets were not working in what seems to be a half of the rows on the plane. Considering that passengers are asked not to use power banks, this leaves us out in the blue without any entertainment option.

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.

Flight on time. Staff pleasant and responsive. Food could be much better. Snack before landing was a few dry crackers and a drink. Nothing else. There was a very lumited selection of beverages available on a 7 hour flight. No soft drinks, even in the front cabin.

Delayed departure of one hour and half, inflight entertainment NOT functioning. Plane did not crash and I arrived alive, so I guess it was a good flight.

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.

There is one flight a day and it was canceled with no explanation

Flight was ok. Food on way there great a pork dish way back tuna and pasta was not good. Flight attendants were great. Wish they had more soda options like ginger ale seltzer water. Good experience overall. Worst part of trip was car rental Klass company car broke down we were on side of road late night 4 hours awful awful experience all they wanted was 500 euros for help to come absolutely horrible experience we were scared side of highway they offered zero help!

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.

Everything is good except the dinner and breakfast. The sandwich is very delicious. Toilet is clean, I only use one of them. Flight attendants are very nice. 👍👍

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Multiple delays and not straight answer from the United team

For economy, it was very good. Staff was great, they even let some of us change seats for more leg room... Put an empty seat between us which was fantastic for a 12hr flight. Onboard entertainment was excellent, I think over 200 choices of movies/tv/etc The bad was the barely/nonfunctional wifi that cost either $16.99 or 1700 miles (full flight). It was atrocious... Definitely the worst of the last 3 long haul major airlines I was on the last few months.

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

I didn’t get on plane. Passport being processed by consulate with visa application. Tried to cancel through underpricer after purchasing cacelling for any reason. No dice, they are thieves.

Electric plugs didn't work. Entertainment system wasn't working

Awful. I told them to cancel my return flight and they didn’t then charged me +$800 days before the flight for a biz class upgrade bid. When I called to confirm cancellation and get refund on buz class upgrade they said I had to go thru orbitz and it was too late. Scammers. Beware.

Little leg room in business. I am tall and could use more.

Was a cheap flight and it got me to Portugal on time. For economy there was ample leg room and the flight attendants were pleasant and helpful.

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.

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.

First time and I enjoyed the trip…. Will fly again soon 🔜

Delayed flight because other plane was occupying the gate for longer than expected. Once we boarded the plane had to wait 1 hour before taking off. We. Almost lost our connection flight and the baggage didn’t make it. We had to wait two days to receive our luggage. Hope they improve the timing or work with the airport to get better service.

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

TAP boarding gate agents singled out Group A line to gate check all carry on bags …. Supposedly because of lack on bin space. BUT ALL OTHERS WERE PERMITTED WITH CARRY ON BAGS. Additionally so many passengers entering the plane after us were permitted carry on bags. And when the plane was fully loaded, there was a number of open spaces in the overhead bins. I WILL SEARCH OTHER OPTIONS BEFORE FLYING TAP AGAIN

Boarding went fast. Lisbon's gates are too small for the flights they serve.

Book cheap flights from Massachusetts to Madeira

Recent round-trip flight deals

10/22Wed
1 stopTAP AIR PORTUGAL
16h 50mBOS-FNC
10/30Thu
1 stopTAP AIR PORTUGAL
20h 55mFNC-BOS
$544
9/5Fri
2 stopsScandinavian Airlines
18h 10mBOS-FNC
9/13Sat
2 stopsScandinavian Airlines
26h 55mFNC-BOS
$558
8/10Sun
2 stopsBritish Airways
24h 16mBOS-FNC
8/18Mon
2 stopsBritish Airways
32h 58mFNC-BOS
$734
8/9Sat
2 stopsBritish Airways
24h 47mBOS-FNC
8/18Mon
1 stopBritish Airways
27h 15mFNC-BOS
$761
10/22Wed
3 stops
33h 55mBOS-FNC
10/30Thu
1 stop
13h 00mFNC-BOS
$768
6/8Sun
2 stops
30h 55mBOS-FNC
6/16Mon
3 stops
37h 25mFNC-BOS
$818
10/9Thu
2 stopsAzores Airlines
18h 40mBOS-FNC
10/16Thu
1 stopAzores Airlines
11h 25mFNC-BOS
$844
10/7Tue
1 stopAzores Airlines
11h 45mBOS-FNC
10/15Wed
3 stopsAzores Airlines
27h 00mFNC-BOS
$915
7/8Tue
1 stopUnited Airlines
10h 58mBOS-FNC
7/16Wed
1 stopUnited Airlines
11h 14mFNC-BOS
$967
7/8Tue
2 stopsUnited Airlines
16h 50mBOS-FNC
7/16Wed
1 stopUnited Airlines
11h 14mFNC-BOS
$971

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Recent one-way flight deals

8/29Fri
2 stops
22h 40mBOS-FNC
$352
6/20Fri
3 stops
42h 35mBOS-FNC
$377
6/21Sat
3 stops
28h 40mBOS-FNC
$423
6/2Mon
2 stops
35h 00mBOS-FNC
$440
8/29Fri
2 stopsAzores Airlines
29h 45mBOS-FNC
$441
6/2Mon
1 stopPLAY
14h 40mBOS-FNC
$452
8/29Fri
1 stopAzores Airlines
31h 00mBOS-FNC
$481
6/30Mon
1 stopTAP AIR PORTUGAL
16h 40mBOS-FNC
$519
6/30Mon
2 stopsLufthansa
24h 10mBOS-FNC
$645
6/18Wed
1 stopTAP AIR PORTUGAL
16h 50mBOS-FNC
$719

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Last minute flights from Massachusetts to Madeira

Last minute flight, train and bus deals

5/5Mon
multi-stopPLAY
14h 40mBOS-FNC
5/20Tue
multi-stopPLAY
30h 55mFNC-BOS
$518
5/5Mon
multi-stop
14h 40mBOS-FNC
5/20Tue
multi-stop
32h 05mFNC-BOS
$723
5/5Mon
multi-stop
16h 30mBOS-FNC
5/20Tue
multi-stop
32h 50mFNC-BOS
$833
5/5Mon
multi-stop
16h 30mBOS-FNC
5/20Tue
multi-stop
32h 25mFNC-BOS
$882
5/4Sun
multi-stopTAP AIR PORTUGAL
9h 45mBOS-FNC
5/13Tue
multi-stopTAP AIR PORTUGAL
28h 05mFNC-BOS
$1,005
5/4Sun
multi-stopTAP AIR PORTUGAL
12h 05mBOS-FNC
5/13Tue
multi-stopTAP AIR PORTUGAL
28h 05mFNC-BOS
$1,006
5/5Mon
multi-stop
20h 55mBOS-FNC
5/20Tue
multi-stop
32h 25mFNC-BOS
$1,033
5/4Sun
multi-stopTAP AIR PORTUGAL
17h 40mBOS-FNC
5/13Tue
multi-stopTAP AIR PORTUGAL
42h 12mFNC-BOS
$1,135
5/4Sun
multi-stopTAP AIR PORTUGAL
19h 00mBOS-FNC
5/13Tue
multi-stopTAP AIR PORTUGAL
42h 12mFNC-BOS
$1,136
5/4Sun
multi-stopAzores Airlines
33h 25mBOS-FNC
5/13Tue
multi-stopAzores Airlines
39h 35mFNC-BOS
$1,470

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Everything you need to know for your flight to Madeira

Cabin class types available on flights to Massachusetts

Cabin classes available on flights to Massachusetts. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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