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Madeira

$302+ Cheap flights from Massachusetts to Madeira

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — FNC
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Massachusetts to Madeira

Cheapest flights from Massachusetts to Madeira
Explore the most affordable flight options available from Massachusetts to Madeira. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This oojo deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1210:30 pm
BOS
-
FNC
1 stop10h 45m
TAP AIR PORTUGAL
Sat 4/1812:10 am
FNC
-
BOS
1 stop24h 45m
TAP AIR PORTUGAL
Deal found 1/27$426
This Vliegwinkel deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/227:05 pm
BOS
-
FNC
1 stop10h 10m
TAP AIR PORTUGAL
Tue 4/710:45 pm
FNC
-
BOS
1 stop26h 10m
TAP AIR PORTUGAL
Deal found 1/28$429
This oojo deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:30 pm
BOS
-
FNC
1 stop18h 20m
TAP AIR PORTUGAL
Mon 4/202:05 pm
FNC
-
BOS
1 stop11h 15m
TAP AIR PORTUGAL
Deal found 1/27$435
This oojo deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1210:30 pm
BOS
-
FNC
1 stop10h 45m
TAP AIR PORTUGAL
Sat 4/189:50 pm
FNC
-
BOS
1 stop21h 50m
TAP AIR PORTUGAL
Deal found 1/28$436
This oojo deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/610:30 pm
BOS
-
FNC
1 stop28h 20m
TAP AIR PORTUGAL
Mon 4/139:50 pm
FNC
-
BOS
1 stop21h 50m
TAP AIR PORTUGAL
Deal found 1/27$438
This oojo deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:30 pm
BOS
-
PXO
1 stop11h 40m
TAP AIR PORTUGAL
Mon 5/1112:00 pm
PXO
-
BOS
1 stop13h 20m
TAP AIR PORTUGAL
Deal found 1/27$442
This oojo deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:05 pm
BOS
-
FNC
1 stop11h 05m
TAP AIR PORTUGAL
Fri 2/274:10 am
FNC
-
BOS
1 stop15h 25m
TAP AIR PORTUGAL
Deal found 1/27$442
This oojo deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/86:05 pm
BOS
-
FNC
1 stop11h 05m
TAP AIR PORTUGAL
Sat 2/144:10 am
FNC
-
BOS
1 stop15h 25m
TAP AIR PORTUGAL
Deal found 1/28$443
This oojo deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:05 pm
BOS
-
FNC
1 stop14h 45m
TAP AIR PORTUGAL
Thu 2/269:15 pm
FNC
-
BOS
1 stop27h 55m
TAP AIR PORTUGAL
Deal found 1/27$450
This oojo deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/810:45 pm
BOS
-
FNC
1 stop20h 25m
TAP AIR PORTUGAL
Fri 5/158:35 am
FNC
-
BOS
2 stops16h 50m
TAP AIR PORTUGAL
Deal found 1/26$451
This Mytrip deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:05 pm
BOS
-
PXO
3 stops20h 20m
Multiple Airlines
Mon 5/118:30 am
PXO
-
BOS
2 stops16h 50m
Multiple Airlines
Deal found 1/27$679
This FlightHub deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:05 pm
BOS
-
PXO
2 stops19h 45m
Multiple Airlines
Mon 4/2712:00 pm
PXO
-
BOS
2 stops32h 10m
Multiple Airlines
Deal found 1/27$834

Find flight deals from Massachusetts to Madeira

Keep the following information in mind while searching for Massachusetts to Madeira flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$426
(oojo)

One-way from

$329
(oojo)

Popular in

July

Cheapest in

November

Average price

$607
Provider with most accurate pricing for Boston Logan Intl-Funchal Madeira flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Funchal Madeira flights.
Search Deals
From Massachusetts to Madeira
Search Deals
One-way flight from Massachusetts to Madeira
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($165 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Madeira that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Massachusetts to Madeira that are best for you.

Fly from

Massachusetts

Fly to

Madeira

Route

Depart

Return

Price

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Sun 4/12

10:30 pm-9:50 pm

1 stop18h 20m

Funchal Madeira

Sat 4/18

12:10 am-7:55 pm

1 stop24h 45m

$427

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Mon 4/13

10:30 pm-9:50 pm

1 stop18h 20m

Funchal Madeira

Mon 4/20

2:05 pm-8:20 pm

1 stop11h 15m

$435

BostonPorto Santo

BOS - PXO

BOSPXO

Boston Logan Intl

Sun 5/3

6:30 pm-11:10 am

1 stop11h 40m

Porto Santo

Mon 5/11

12:00 pm-8:20 pm

1 stop13h 20m

$442

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Wed 2/25

6:05 pm-8:45 pm

2 stops21h 40m

Funchal Madeira

Wed 3/4

6:10 pm-2:35 pm

1 stop25h 25m

$451

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Sun 2/1

10:45 pm-8:45 pm

2 stops17h 00m

Funchal Madeira

Tue 2/10

7:50 am-2:45 pm

1 stop11h 55m

$451

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Wed 4/29

10:45 pm-3:35 pm

1 stop11h 50m

Funchal Madeira

Sat 5/9

8:35 am-8:45 pm

2 stops17h 10m

$452

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Mon 4/27

10:30 pm-9:50 pm

1 stop18h 20m

Funchal Madeira

Wed 5/6

12:40 pm-8:45 pm

1 stop13h 05m

$464

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Tue 3/24

7:05 pm-9:45 am

1 stop10h 40m

Funchal Madeira

Thu 4/2

5:50 am-2:40 pm

1 stop13h 50m

$533

BostonPorto Santo

BOS - PXO

BOSPXO

Boston Logan Intl

Thu 5/7

6:05 pm-7:25 pm

3 stops20h 20m

Porto Santo

Mon 5/11

8:30 am-8:20 pm

2 stops16h 50m

$679

BostonPorto Santo

BOS - PXO

BOSPXO

Boston Logan Intl

Fri 4/24

8:05 pm-8:50 pm

2 stops19h 45m

Porto Santo

Mon 4/27

12:00 pm-3:10 pm

2 stops32h 10m

$834

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 23 results
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Best time to book a flight from Massachusetts to Madeira

Have a flexible travel schedule? Discover the best time to fly to Madeira from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to Madeira

What is the cheapest month to book a flight from Massachusetts to Madeira?

Currently, March is the cheapest month in which you can book a flight from Massachusetts to Madeira (average of $392). Flying from Massachusetts to Madeira in July is currently the most expensive (average of $713). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Madeira

Get insights into the airlines that provide service to Madeira. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madeira. Reviews last updated January 29, 2026.
See what other customers who have flown with Azores Airlines, United Airlines, and TAP AIR PORTUGAL from Massachusetts to Madeira have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Azores Airlines
7.4
Good
90 reviews

Comfort

7.3

Crew

8.1

Boarding

7.2

Food

6.4

Entertainment

5.3

Overall

7.4

Reviews

1 / 2
2.0
Mediocre

Anonymous,Jan 2026

YYZ - PDL

Delayed 4-5 hours Missed the connecting flight Missed all our bookings for vacation. Its a nightmare
Azores Airlines
7.4
Good
90 reviews
Azores Airlines
7.4
Good
90 reviews

Comfort

7.3

Crew

8.1

Boarding

7.2

Food

6.4

Entertainment

5.3

Overall

7.4

Reviews

1 / 2
2.0
Mediocre

Anonymous,Jan 2026

YYZ - PDL

Delayed 4-5 hours Missed the connecting flight Missed all our bookings for vacation. Its a nightmare
United Airlines
7.4
Good
9,215 reviews
Azores Airlines
7.4
Good
90 reviews

Comfort

7.3

Crew

8.1

Boarding

7.2

Food

6.4

Entertainment

5.3

Overall

7.4

Reviews

1 / 2
2.0
Mediocre

Anonymous,Jan 2026

YYZ - PDL

Delayed 4-5 hours Missed the connecting flight Missed all our bookings for vacation. Its a nightmare
TAP AIR PORTUGAL
7.1
Good
2,130 reviews
Azores Airlines
7.4
Good
90 reviews

Comfort

7.3

Crew

8.1

Boarding

7.2

Food

6.4

Entertainment

5.3

Overall

7.4

Reviews

1 / 2
2.0
Mediocre

Anonymous,Jan 2026

YYZ - PDL

Delayed 4-5 hours Missed the connecting flight Missed all our bookings for vacation. Its a nightmare

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Madeira. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Massachusetts to Madeira flight route?

    This flight path from Massachusetts to Madeira was viewed by 3 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Massachusetts to Madeira?

    Departing from Massachusetts to Madeira will take you 18h 20m. Massachusetts and Madeira are separated by a distance of 2992 mi.

  • Can I find deals for flights from Massachusetts to Madeira that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Madeira flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Madeira?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Madeira.

  • Can I find deals for business class flights from Massachusetts to Madeira?

    Yes. Cheapflights offers flight deals from Massachusetts to Madeira by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to Madeira?

    Currently, March is the cheapest month in which you can book a flight from Massachusetts to Madeira (average of $392). Flying from Massachusetts to Madeira in July is currently the most expensive (average of $713). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Massachusetts to Madeira

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Massachusetts to Madeira

Discover the top 3 airlines that operate flights from Massachusetts to Madeira. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$453Average$860FlexibilityNo cancel feeOn-time69%
Azores AirlinesCheapest$490Average$854FlexibilityNo cancel feeOn-time74%
TAP AIR PORTUGALCheapest$542Average$808FlexibilityNo cancel feeOn-timeN/A

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