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$347+ Cheap flights from Naples (NAP) to Massachusetts

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — BOS
Mar 22 — Mar 291
Sun 3/22
Sun 3/29
1 adult, Economy
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Cheap flight deals from Naples to Massachusetts

Cheapest flights from Naples to Massachusetts
Explore the most affordable flight options available from Naples to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2026.

This Mytrip deal was found by Cheapflights users on 2/17. 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.
Sat 3/711:20 am
NAP
-
BOS
1 stop32h 25m
ITA Airways
Sun 3/226:20 pm
BOS
-
NAP
1 stop15h 15m
ITA Airways
Deal found 2/17$347
This Mytrip deal was found by Cheapflights users on 2/17. 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 3/127:40 pm
NAP
-
BOS
1 stop24h 05m
ITA Airways
Wed 3/256:20 pm
BOS
-
NAP
1 stop19h 35m
ITA Airways
Deal found 2/17$348
This Mytrip deal was found by Cheapflights users on 2/17. 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 3/297:35 pm
NAP
-
BOS
1 stop24h 05m
ITA Airways
Mon 4/135:05 pm
BOS
-
NAP
1 stop11h 30m
ITA Airways
Deal found 2/17$351
This FlightHub deal was found by Cheapflights users on 2/18. 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.
Mon 3/306:35 am
NAP
-
BOS
1 stop13h 05m
ITA Airways
Thu 4/305:05 pm
BOS
-
NAP
1 stop11h 30m
ITA Airways
Deal found 2/18$360
This ITA Airways deal was found by Cheapflights users on 2/18. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:35 am
NAP
-
BOS
1 stop13h 05m
ITA Airways
Mon 5/115:05 pm
BOS
-
NAP
1 stop19h 45m
ITA Airways
Deal found 2/18$381

Find flight deals from Naples to Massachusetts

Keep the following information in mind while searching for Naples to Massachusetts flight deals. Data was last updated February 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(Mytrip)

Popular in

August

Cheapest in

March

Average price

$770
Provider with most accurate pricing for Naples-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Naples-Boston Logan Intl flights.
Search Deals
From Naples to Massachusetts
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($163 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Naples to Massachusetts 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 February 20, 2026.
Use the filters below to find and compare flights from Naples to Massachusetts that are best for you.

Fly from

Naples

Fly to

Massachusetts

Route

Depart

Return

Price

NaplesBoston

NAP - BOS

NAPBOS

Naples

Sat 3/7

11:20 am-1:45 pm

1 stop32h 25m

Boston Logan Intl

Sun 3/22

6:20 pm-2:35 pm

1 stop15h 15m

$347

NaplesBoston

NAP - BOS

NAPBOS

Naples

Thu 3/12

7:40 pm-2:45 pm

1 stop24h 05m

Boston Logan Intl

Wed 3/25

6:20 pm-6:55 pm

1 stop19h 35m

$348

NaplesBoston

NAP - BOS

NAPBOS

Naples

Mon 3/30

6:35 am-1:40 pm

1 stop13h 05m

Boston Logan Intl

Thu 4/30

5:05 pm-10:35 am

1 stop11h 30m

$360

NaplesBoston

NAP - BOS

NAPBOS

Naples

Sun 3/29

3:00 pm-1:40 pm

1 stop28h 40m

Boston Logan Intl

Mon 4/13

5:05 pm-8:25 pm

2 stops21h 20m

$371

NaplesBoston

NAP - BOS

NAPBOS

Naples

Thu 5/7

6:35 am-1:40 pm

1 stop13h 05m

Boston Logan Intl

Mon 5/11

5:05 pm-8:25 pm

2 stops21h 20m

$398

NaplesBoston

NAP - BOS

NAPBOS

Naples

Thu 5/14

8:00 pm-1:25 pm

1 stop23h 25m

Boston Logan Intl

Mon 6/8

8:20 pm-10:00 pm

1 stop19h 40m

$414

NaplesBoston

NAP - BOS

NAPBOS

Naples

Tue 3/17

7:40 pm-2:45 pm

1 stop24h 05m

Boston Logan Intl

Wed 3/25

6:20 pm-2:20 pm

1 stop15h 00m

$519

NaplesBoston

NAP - BOS

NAPBOS

Naples

Wed 5/13

8:05 pm-9:05 pm

1 stop31h 00m

$358

NaplesBoston

NAP - BOS

NAPBOS

Naples

Sun 3/15

7:00 pm-9:55 pm

2 stops55h 55m

$363

NaplesBoston

NAP - BOS

NAPBOS

Naples

Sat 5/9

6:35 am-1:40 pm

1 stop13h 05m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

Showing 1-10 of 16 results
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Best time to book a flight from Naples to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Naples 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 Naples to Massachusetts

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

Currently, September is the cheapest month in which you can book a flight from Naples to Massachusetts (average of $438). Flying from Naples to Massachusetts in August is currently the most expensive (average of $720). 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.

Related info for your journey

Find useful and relevant information for your journey from Naples to Massachusetts. 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 Naples to Massachusetts?

    Located just 2.9 mi from the city center, Naples (NAP) is the airport most travelers will use when flying to Massachusetts from Naples.

  • How long is the flight from Naples to Massachusetts?

    There are many flights that can get you from Naples to Massachusetts in 32h 25m. Fly via ITA Airways to get the fastest option. There are 4202 mi between Naples and Massachusetts.

  • What are the cheapest airlines to fly from Naples to Massachusetts one-way?

    One-way options have recently been found by users for as low as $228 on Vueling. Other airlines that offer cheap prices include LEVEL from $241 and Iberia from $333 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Naples to Massachusetts 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 Naples to Massachusetts?

    Currently, September is the cheapest month in which you can book a flight from Naples to Massachusetts (average of $438). Flying from Naples to Massachusetts in August is currently the most expensive (average of $720). 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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