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$287+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — FNC
ene. 15 — ene. 221
jue. 1/15
jue. 1/22
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 diciembre 16, 2025.

This oojo deal was found by Cheapflights users on 12/15. 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.
dom. 12/286:05 pmBOS - FNC
1 stop10h 10mTAP AIR PORTUGAL
sáb. 2/710:05 amFNC - BOS
1 stop15h 05mTAP AIR PORTUGAL
Deal found 12/15$1,175
This Gurufare deal was found by Cheapflights users on 12/15. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/301:40 pmBOS - FNC
2 stops37h 20mTAP AIR PORTUGAL
mar. 1/69:30 pmFNC - BOS
2 stops38h 43mTAP AIR PORTUGAL
Deal found 12/15$1,306
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
mar. 12/161:40 pmBOS - FNC
2 stops19h 10mMultiple Airlines
mar. 12/239:15 pmFNC - BOS
1 stop22h 20mMultiple Airlines
Deal found 12/15$1,334
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
dom. 12/2112:22 pmBOS - FNC
2 stops24h 28mMultiple Airlines
jue. 12/2511:00 amFNC - BOS
1 stop14h 10mMultiple Airlines
Deal found 12/15$1,461
This KAYAK deal was found by Cheapflights users on 12/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/309:20 pmBOS - FNC
2 stops20h 35mAzores Airlines
mar. 1/66:15 pmFNC - BOS
2 stops54h 45mAzores Airlines
Deal found 12/16$1,491
This Gurufare deal was found by Cheapflights users on 12/14. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/287:44 pmBOS - FNC
2 stops24h 16mLufthansa
vie. 2/64:10 amFNC - BOS
2 stops19h 25mLufthansa
Deal found 12/14$1,497
This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/289:25 pmBOS - FNC
2 stops20h 30mAzores Airlines
sáb. 2/77:55 amFNC - BOS
2 stops17h 00mAzores Airlines
Deal found 12/15$1,540
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
vie. 12/198:18 amBOS - FNC
2 stops25h 17mMultiple Airlines
lun. 12/2911:55 amFNC - BOS
1 stop13h 05mMultiple Airlines
Deal found 12/15$1,562

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 diciembre 16, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$537
(KLM)

One-way from

$287
(Kiwi.com)

Popular in

July

Cheapest in

January

Average price

$1,036
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. 18% potential increase in price ($177 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 December 2025
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 diciembre 16, 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

lun. 2/2

7:10 pm-9:35 am

1 stop33h 25m

Funchal Madeira

lun. 2/9

10:25 am-1:25 pm

1 stop32h 00m

$537

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

vie. 2/20

8:50 pm-9:20 am

1 stop31h 30m

Funchal Madeira

lun. 3/2

10:25 am-1:20 pm

1 stop31h 55m

$537

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

lun. 3/2

7:10 pm-9:35 am

1 stop33h 25m

Funchal Madeira

lun. 3/9

10:25 am-7:55 pm

1 stop13h 30m

$537

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

mar. 2/24

7:10 pm-9:30 am

1 stop33h 20m

Funchal Madeira

mié. 3/4

10:25 am-1:20 pm

1 stop31h 55m

$537

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

vie. 2/20

7:10 pm-9:20 am

1 stop33h 10m

Funchal Madeira

sáb. 2/28

6:40 pm-1:20 pm

1 stop23h 40m

$537

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

sáb. 2/7

7:10 pm-9:35 am

1 stop33h 25m

Funchal Madeira

sáb. 2/14

6:40 pm-6:55 pm

1 stop29h 15m

$537

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

sáb. 2/21

7:10 pm-9:35 am

1 stop33h 25m

Funchal Madeira

vie. 2/27

6:00 pm-1:25 pm

1 stop24h 25m

$537

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

vie. 2/20

8:50 pm-9:20 am

1 stop31h 30m

Funchal Madeira

dom. 3/1

10:10 am-1:20 pm

1 stop32h 10m

$537

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

vie. 2/20

8:50 pm-9:20 am

1 stop31h 30m

Funchal Madeira

vie. 2/27

6:00 pm-1:25 pm

1 stop24h 25m

$537

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

vie. 1/30

4:00 pm-5:50 pm

2 stops20h 50m

Funchal Madeira

sáb. 2/14

6:40 pm-4:20 pm

2 stops26h 40m

$544

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 22 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 diciembre 16, 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
7.5
Good
88 reviews

Comfort

7.4

Overall

7.5

Entertainment

5.4

Food

6.5

Crew

8.2

Boarding

7.3

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
7.5
Good
88 reviews
Azores Airlines
7.5
Good
88 reviews

Comfort

7.4

Overall

7.5

Entertainment

5.4

Food

6.5

Crew

8.2

Boarding

7.3

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
9,094 reviews
Azores Airlines
7.5
Good
88 reviews

Comfort

7.4

Overall

7.5

Entertainment

5.4

Food

6.5

Crew

8.2

Boarding

7.3

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
7.2
Good
2,090 reviews
Azores Airlines
7.5
Good
88 reviews

Comfort

7.4

Overall

7.5

Entertainment

5.4

Food

6.5

Crew

8.2

Boarding

7.3

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 05m. Massachusetts and Madeira are separated by a distance of 3001 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 diciembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$453Average$879FlexibilityNo cancel feeOn-time69%
Azores AirlinesCheapest$490Average$795FlexibilityNo cancel feeOn-time74%
TAP AIR PORTUGALCheapest$545Average$812FlexibilityNo cancel feeOn-timeN/A

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