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Madeira

$247+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — FNC
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Massachusetts to Madeira

Keep the following information in mind while searching for Massachusetts to Madeira flight deals. Data was last updated October 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$535
(KLM)

One-way from

$247
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$707
Provider with most accurate pricing for Boston Logan Intl-Funchal Madeira flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Funchal Madeira flights.
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From Massachusetts to Madeira
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One-way flight from Massachusetts to Madeira
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Highest demand for flights based on searches. 18% potential increase in price ($172 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 2025.

This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:25 pmBOS - FNC
1 stop13h 10mMultiple Airlines
Mon 11/176:00 amFNC - BOS
1 stop15h 50mMultiple Airlines
Deal found 10/28$461
This KLM deal was found by Cheapflights users on 10/30. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/277:10 pmBOS - FNC
1 stop17h 00mKLM
Wed 12/1010:25 amFNC - BOS
1 stop13h 30mKLM
Deal found 10/30$535
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/144:20 pmBOS - FNC
2 stops17h 15mMultiple Airlines
Sat 11/226:30 amFNC - BOS
2 stops18h 30mMultiple Airlines
Deal found 10/28$538
This FlightHub deal was found by Cheapflights users on 10/29. 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.
Thu 10/3011:45 pmBOS - FNC
1 stop16h 40mTAP AIR PORTUGAL
Thu 11/610:05 amFNC - BOS
1 stop15h 05mTAP AIR PORTUGAL
Deal found 10/29$540
This FlightHub deal was found by Cheapflights users on 10/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:05 pmBOS - FNC
1 stop11h 05mTAP AIR PORTUGAL
Wed 12/177:50 amFNC - BOS
1 stop11h 45mTAP AIR PORTUGAL
Deal found 10/28$573
This FlightHub deal was found by Cheapflights users on 10/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:05 pmBOS - FNC
1 stop14h 25mTAP AIR PORTUGAL
Mon 12/154:10 amFNC - BOS
1 stop15h 35mTAP AIR PORTUGAL
Deal found 10/28$575
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:10 pmBOS - FNC
1 stop15h 40mMultiple Airlines
Mon 12/153:25 pmFNC - BOS
2 stops34h 30mMultiple Airlines
Deal found 10/28$592
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:05 pmBOS - FNC
1 stop10h 10mTAP AIR PORTUGAL
Sun 12/1412:50 pmFNC - BOS
1 stop12h 20mTAP AIR PORTUGAL
Deal found 10/28$600
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:05 pmBOS - PXO
2 stops20h 20mMultiple Airlines
Thu 1/14:30 pmPXO - BOS
1 stop27h 05mMultiple Airlines
Deal found 10/30$2,544
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:05 pmBOS - PXO
2 stops20h 20mMultiple Airlines
Thu 1/14:30 pmPXO - BOS
1 stop27h 05mMultiple Airlines
Deal found 10/30$2,748
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2110:45 pmBOS - PXO
2 stops15h 40mMultiple Airlines
Thu 1/14:30 pmPXO - BOS
1 stop27h 05mMultiple Airlines
Deal found 10/30$2,984

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 October 30, 2025.
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

Thu 11/13

7:25 pm-1:35 pm

1 stop13h 10m

Funchal Madeira

Mon 11/17

6:00 am-4:50 pm

1 stop15h 50m

$461

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Thu 11/27

7:10 pm-5:10 pm

1 stop17h 00m

Funchal Madeira

Wed 12/10

10:25 am-6:55 pm

1 stop13h 30m

$535

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Fri 11/14

4:20 pm-2:35 pm

2 stops17h 15m

Funchal Madeira

Sat 11/22

6:30 am-8:00 pm

2 stops18h 30m

$538

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Tue 12/9

6:05 pm-8:25 pm

1 stop21h 20m

Funchal Madeira

Tue 12/16

7:50 am-2:45 pm

1 stop11h 55m

$573

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Sun 1/11

6:05 pm-4:50 pm

1 stop17h 45m

Funchal Madeira

Sat 1/17

9:15 pm-2:35 pm

1 stop22h 20m

$573

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Thu 11/13

10:45 pm-1:00 am

1 stop21h 15m

Funchal Madeira

Wed 11/26

4:10 am-8:10 pm

1 stop21h 00m

$614

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Mon 12/1

10:15 am-5:50 pm

3 stops26h 35m

Funchal Madeira

Sat 12/6

6:35 pm-8:00 pm

2 stops30h 25m

$658

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Fri 11/14

10:45 pm-10:55 pm

1 stop19h 10m

Funchal Madeira

Sat 11/22

6:10 pm-2:35 pm

1 stop25h 25m

$681

BostonPorto Santo

BOS - PXO

BOSPXO

Boston Logan Intl

Tue 12/23

6:05 pm-7:25 pm

2 stops20h 20m

Porto Santo

Thu 1/1

4:30 pm-2:35 pm

1 stop27h 05m

$2,544

BostonPorto Santo

BOS - PXO

BOSPXO

Boston Logan Intl

Mon 12/22

6:05 pm-7:25 pm

2 stops20h 20m

Porto Santo

Thu 1/1

4:30 pm-2:35 pm

1 stop27h 05m

$2,748

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 17 results
1
2

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 October 30, 2025.
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
82 reviews

Boarding

7.2

Crew

8.1

Overall

7.4

Food

6.5

Comfort

7.2

Entertainment

5.5

Reviews

1 / 1
8.0
Excellent

Anonymous,Feb 2025

YYZ - PDL

Hour and a half late because of weather and deicing. Assume this if you plan connections.
Azores Airlines
7.4
Good
82 reviews
Azores Airlines
7.4
Good
82 reviews

Boarding

7.2

Crew

8.1

Overall

7.4

Food

6.5

Comfort

7.2

Entertainment

5.5

Reviews

1 / 1
8.0
Excellent

Anonymous,Feb 2025

YYZ - PDL

Hour and a half late because of weather and deicing. Assume this if you plan connections.
United Airlines
7.4
Good
8,998 reviews
Azores Airlines
7.4
Good
82 reviews

Boarding

7.2

Crew

8.1

Overall

7.4

Food

6.5

Comfort

7.2

Entertainment

5.5

Reviews

1 / 1
8.0
Excellent

Anonymous,Feb 2025

YYZ - PDL

Hour and a half late because of weather and deicing. Assume this if you plan connections.
TAP AIR PORTUGAL
7.1
Good
2,037 reviews
Azores Airlines
7.4
Good
82 reviews

Boarding

7.2

Crew

8.1

Overall

7.4

Food

6.5

Comfort

7.2

Entertainment

5.5

Reviews

1 / 1
8.0
Excellent

Anonymous,Feb 2025

YYZ - PDL

Hour and a half late because of weather and deicing. Assume this if you plan connections.

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 17h. Massachusetts and Madeira are separated by a distance of 2992 mi. This flight may include one or multiple stops.

  • 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

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$453Average$899FlexibilityNo cancel feeOn-time69%
Azores AirlinesCheapest$491Average$707FlexibilityNo cancel feeOn-time74%
TAP AIR PORTUGALCheapest$551Average$812FlexibilityNo cancel feeOn-timeN/A

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