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$304+ Cheap flights from Naples (NAP) to Boston (BOS)

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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — BOS
Jul 8 — Jul 151
Wed 7/8
Wed 7/15
1 adult, Economy
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1. Tell us where you want to go

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Cheap flight deals from Naples to Boston

Cheapest flights from Naples to Boston
Explore the most affordable flight options available from Naples to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 8, 2026.

This LEVEL deal was found by Cheapflights users on 6/7. 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 LEVEL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2510:05 am
NAP
-
BOS
1 stop18h 00m
LEVEL
Thu 7/911:35 pm
BOS
-
NAP
1 stop11h 35m
LEVEL
Deal found 6/7$561
This lol.travel deal was found by Cheapflights users on 6/8. 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.
Tue 7/76:35 am
NAP
-
BOS
1 stop13h 05m
ITA Airways
Wed 7/225:05 pm
BOS
-
NAP
1 stop11h 30m
ITA Airways
Deal found 6/8$597
This lol.travel deal was found by Cheapflights users on 6/4. 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 7/243:05 pm
NAP
-
BOS
1 stop28h 35m
ITA Airways
Thu 8/65:05 pm
BOS
-
NAP
1 stop11h 30m
ITA Airways
Deal found 6/4$618
This lol.travel deal was found by Cheapflights users on 6/8. 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.
Tue 7/711:25 am
NAP
-
BOS
1 stop12h 42m
Air Canada
Wed 7/2212:30 pm
BOS
-
NAP
2 stops15h 10m
Air Canada
Deal found 6/8$625
This lol.travel deal was found by Cheapflights users on 6/8. 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.
Sat 6/1311:25 am
NAP
-
BOS
1 stop16h 02m
Air Canada
Sat 6/2010:40 am
BOS
-
NAP
1 stop17h 00m
Air Canada
Deal found 6/8$626
This lol.travel deal was found by Cheapflights users on 6/6. 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.
Thu 6/2511:25 am
NAP
-
BOS
1 stop16h 02m
Air Canada
Wed 7/83:35 pm
BOS
-
NAP
1 stop12h 05m
Air Canada
Deal found 6/6$629

Find flight deals from Naples to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Naples (NAP) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$561
(LEVEL)

One-way from

$304
(Kiwi.com)

Popular in

July

Cheapest in

April

Average price

$694
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 Boston Logan Intl
Search Deals
One-way flight from Naples to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($102 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Naples to Boston 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 June 8, 2026.
Use the filters below to find and compare flights from Naples to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NaplesBoston

NAP - BOS

NAPBOS

Naples

Thu 6/25

10:05 am-10:05 pm

1 stop18h 00m

Boston Logan Intl

Thu 7/9

11:35 pm-5:10 pm

1 stop11h 35m

$561

NaplesBoston

NAP - BOS

NAPBOS

Naples

Sun 7/12

6:50 am-7:10 pm

1 stop18h 20m

Boston Logan Intl

Sat 7/18

8:40 pm-10:00 pm

1 stop19h 20m

$647

NaplesBoston

NAP - BOS

NAPBOS

Naples

Thu 7/9

6:50 am-7:50 pm

1 stop19h 00m

Boston Logan Intl

Fri 7/24

8:05 pm-10:00 pm

1 stop19h 55m

$650

NaplesBoston

NAP - BOS

NAPBOS

Naples

Fri 7/24

8:05 pm-10:35 pm

1 stop32h 30m

Boston Logan Intl

Thu 8/6

6:26 pm-2:55 pm

2 stops14h 29m

$659
Quickest round-trip

NaplesBoston

NAP - BOS

NAPBOS

Naples

Sat 7/4

11:35 am-6:30 pm

1 stop12h 55m

Boston Logan Intl

Sun 10/4

1:25 pm-8:10 am

1 stop12h 45m

$676

NaplesBoston

NAP - BOS

NAPBOS

Naples

Sat 7/4

9:45 am-9:51 am

1 stop30h 06m

Boston Logan Intl

Sun 10/4

5:45 am-11:40 am

2 stops23h 55m

$692

NaplesBoston

NAP - BOS

NAPBOS

Naples

Tue 7/7

11:40 am-10:44 pm

2 stops17h 04m

Boston Logan Intl

Wed 7/22

6:15 pm-6:15 pm

2 stops18h 00m

$699

NaplesBoston

NAP - BOS

NAPBOS

Naples

Thu 6/25

6:00 am-2:41 pm

2 stops14h 41m

Boston Logan Intl

Wed 7/8

3:35 pm-9:40 am

1 stop12h 05m

$725
Cheapest one-way

NaplesBoston

NAP - BOS

NAPBOS

Naples

Sat 10/17

9:55 pm-9:45 pm

1 stop29h 50m

$453

NaplesBoston

NAP - BOS

NAPBOS

Naples

Wed 8/26

9:55 pm-9:45 pm

1 stop29h 50m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/6

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Compare providers for flights from Naples to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Naples to Boston in June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Naples-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Naples-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Naples-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Naples-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Naples-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Naples to Boston

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

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

Currently, June is the cheapest month in which you can book a flight from Naples to Boston (average of $618). Flying from Naples to Boston in July is currently the most expensive (average of $941). 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.

How much does it cost to fly round-trip from Naples to Boston?

Related info for your journey

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

  • How long is the flight from Naples to Boston?

    Airlines like LEVEL, American Airlines, and British Airways fly from Naples to Boston in about 18h. The time it takes to get you to your destination can typically vary by up to 14h 30m. Naples and Boston are separated by a distance of 4202 mi. This flight may include one or multiple stops.

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

    $294 is the cheapest one-way deal found within the past few days, from LEVEL. You may also be able to find cheap deals on Iberia and TAP AIR PORTUGAL, with prices starting from $333 and $357, respectively.

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Naples to Boston (average of $618). Flying from Naples to Boston in July is currently the most expensive (average of $941). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
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Cambridge
Concord
Hampton Beach
Brockton
Watertown
Seekonk
Cranston
Warwick
Peabody
Auburn
York Beach
Chelsea
Londonderry
Swansea
Old Orchard Beach
Lowell
Smithfield
Braintree
Sandwich

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