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Madeira

$267+ Cheap flights from Boston (BOS) 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — FNC
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Boston to Madeira

Keep the following information in mind while searching for Boston to Madeira flight deals. Data was last updated September 15, 2025.

Round-trip from

$445
(lol.travel)

One-way from

$267
(Trip.com)

Popular in

July

Cheapest in

February

Average price

$803
From Boston Logan Intl to Madeira
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One-way flight from Boston Logan Intl 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 September 2025
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Find flight deals from Boston to Madeira

Cheapest flights from Boston to Madeira
Explore the most affordable flight options available from Boston to Madeira. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This lol.travel deal was found by Cheapflights users on 9/14. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:40 pmBOS - FNC
1 stop18h 15mScandinavian Airlines
Sat 11/84:10 pmFNC - BOS
1 stop28h 40mScandinavian Airlines
Deal found 9/14$445
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:25 pmBOS - FNC
1 stop13h 10mMultiple Airlines
Mon 12/156:00 amFNC - BOS
1 stop15h 50mMultiple Airlines
Deal found 9/14$481
This oojo deal was found by Cheapflights users on 9/15. 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.
Wed 10/1511:05 pmBOS - FNC
1 stop16h 50mTAP AIR PORTUGAL
Mon 10/208:55 amFNC - BOS
1 stop16h 50mTAP AIR PORTUGAL
Deal found 9/15$510
This FlightHub deal was found by Cheapflights users on 9/12. 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.
Sat 10/1111:15 pmBOS - FNC
1 stop16h 40mTAP AIR PORTUGAL
Mon 10/208:55 amFNC - BOS
1 stop16h 50mTAP AIR PORTUGAL
Deal found 9/12$514
This oojo deal was found by Cheapflights users on 9/13. 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 10/1310:40 pmBOS - FNC
2 stops17h 15mTAP AIR PORTUGAL
Mon 10/208:55 amFNC - BOS
1 stop16h 50mTAP AIR PORTUGAL
Deal found 9/13$526
This oojo deal was found by Cheapflights users on 9/14. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/297:05 pmBOS - FNC
1 stop14h 45mTAP AIR PORTUGAL
Tue 11/44:10 amFNC - BOS
1 stop15h 25mTAP AIR PORTUGAL
Deal found 9/14$527
This FlightHub deal was found by Cheapflights users on 9/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/26:05 pmBOS - FNC
1 stop10h 10mTAP AIR PORTUGAL
Sun 11/97:50 amFNC - BOS
1 stop11h 45mTAP AIR PORTUGAL
Deal found 9/14$529
This Mytrip deal was found by Cheapflights users on 9/12. 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.
Sun 11/25:10 pmBOS - FNC
2 stops19h 40mMultiple Airlines
Fri 11/79:15 pmFNC - BOS
2 stops26h 40mMultiple Airlines
Deal found 9/12$531
This Booking.com deal was found by Cheapflights users on 9/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2410:45 pmBOS - FNC
1 stop9h 40mTAP AIR PORTUGAL
Sat 11/88:45 amFNC - BOS
2 stops34h 50mTAP AIR PORTUGAL
Deal found 9/14$546
This oojo deal was found by Cheapflights users on 9/14. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1410:40 pmBOS - PXO
1 stop31h 30mTAP AIR PORTUGAL
Tue 10/2112:00 pmPXO - BOS
1 stop13h 05mTAP AIR PORTUGAL
Deal found 9/14$624
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/148:05 pmBOS - PXO
3 stops34h 05mMultiple Airlines
Tue 10/2112:00 pmPXO - BOS
3 stops34h 40mMultiple Airlines
Deal found 9/14$713
This Trip.com deal was found by Cheapflights users on 9/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/186:05 pmBOS - PXO
2 stops19h 50mMultiple Airlines
Mon 11/2410:00 amPXO - BOS
2 stops33h 45mMultiple Airlines
Deal found 9/14$854

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston 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 September 15, 2025.
Use the filters below to find and compare flights from Boston to Madeira that are best for you.

Fly from

Boston

Fly to

Madeira

Route

Depart

Return

Price

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Mon 10/13

10:40 pm-8:55 pm

2 stops17h 15m

Funchal Madeira

Mon 10/20

8:55 am-8:45 pm

1 stop16h 50m

$526

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Tue 11/18

6:05 pm-10:10 am

1 stop11h 05m

Funchal Madeira

Mon 11/24

9:15 pm-2:45 pm

1 stop22h 30m

$527

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Wed 10/29

7:05 pm-8:45 pm

2 stops21h 40m

Funchal Madeira

Tue 11/4

4:10 am-2:35 pm

1 stop15h 25m

$535

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Wed 10/15

6:10 pm-8:55 pm

2 stops21h 45m

Funchal Madeira

Mon 10/20

8:55 am-8:45 pm

1 stop16h 50m

$536

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Tue 11/4

8:40 pm-8:45 pm

2 stops19h 05m

Funchal Madeira

Tue 11/11

9:30 pm-1:25 pm

2 stops20h 55m

$571

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Mon 11/3

6:05 pm-8:45 pm

2 stops21h 40m

Funchal Madeira

Sun 11/9

4:10 am-2:35 pm

1 stop15h 25m

$618

BostonPorto Santo

BOS - PXO

BOSPXO

Boston Logan Intl

Tue 10/14

10:40 pm-11:10 am

1 stop31h 30m

Porto Santo

Tue 10/21

12:00 pm-8:05 pm

1 stop13h 05m

$624

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Thu 11/20

7:25 pm-4:20 pm

1 stop15h 55m

Funchal Madeira

Sun 11/23

11:10 am-10:47 pm

2 stops16h 37m

$647

BostonFunchal

BOS - FNC

BOSFNC

Boston Logan Intl

Sat 10/18

11:15 pm-8:10 am

1 stop27h 55m

Funchal Madeira

Sun 10/26

11:10 am-3:35 pm

1 stop32h 25m

$657

BostonPorto Santo

BOS - PXO

BOSPXO

Boston Logan Intl

Tue 10/14

8:05 pm-11:10 am

3 stops34h 05m

Porto Santo

Tue 10/21

12:00 pm-5:40 pm

3 stops34h 40m

$713

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 17 results
1
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Best time to book a flight from Boston to Madeira

Have a flexible travel schedule? Discover the best time to fly to Madeira from Boston 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 Boston to Madeira

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

Currently, January is the cheapest month in which you can book a flight from Boston to Madeira (average of $598). Flying from Boston to Madeira in June is currently the most expensive (average of $1,089). 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 September 15, 2025.
Peruse reviews from past customers who have flown with Azores Airlines, United Airlines, and TAP AIR PORTUGAL from Boston to Madeira to help guide your decision. 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
73 reviews

Overall

7.5

Boarding

7.3

Comfort

7.3

Crew

8.2

Entertainment

5.6

Food

6.5

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
7.5
Good
73 reviews
Azores Airlines
7.5
Good
73 reviews

Overall

7.5

Boarding

7.3

Comfort

7.3

Crew

8.2

Entertainment

5.6

Food

6.5

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
8,929 reviews
Azores Airlines
7.5
Good
73 reviews

Overall

7.5

Boarding

7.3

Comfort

7.3

Crew

8.2

Entertainment

5.6

Food

6.5

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
1,975 reviews
Azores Airlines
7.5
Good
73 reviews

Overall

7.5

Boarding

7.3

Comfort

7.3

Crew

8.2

Entertainment

5.6

Food

6.5

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 Boston to Madeira. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Madeira?

    Located just 2.6 mi from the city center, Boston Logan Intl (BOS) is the airport most travelers will use when flying to Madeira from Boston.

  • How popular is this Boston to Madeira flight route?

    This flight path from Boston Logan Intl 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 Boston to Madeira?

    For as low as $526, TAP AIR PORTUGAL can have you in Madeira from Boston in 17h 15m. The distance from Boston to Madeira is about 2992 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Boston 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 Boston to Madeira?

    Currently, January is the cheapest month in which you can book a flight from Boston to Madeira (average of $598). Flying from Boston to Madeira in June is currently the most expensive (average of $1,089). 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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Top 3 airlines flying from Boston to Madeira

Discover the top 3 airlines that operate flights from Boston 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$453Average$899FlexibilityNo cancel feeOn-time69%
Azores AirlinesCheapest$490Average$599FlexibilityNo cancel feeOn-time74%
TAP AIR PORTUGALCheapest$553Average$830FlexibilityNo cancel feeOn-timeN/A

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