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$287+ Cheap flights from Naples (NAP) to Boston (BOS)

NAP — BOS
Oct 10 — Oct 171
Sat 10/10
Sat 10/17
1 adult, Economy
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Cheap flight deals from Naples to Boston

Cheapest flights from Naples to Boston

Sat 10/35:15 pm -
2 stops34h 30m
Sun 10/1811:35 pm -
1 stop27h 45m
Deal found 9/7$515
Thu 10/16:00 am -
2 stops21h 05m
Wed 10/1410:55 pm -
1 stop13h 55m
Deal found 9/7$524
Thu 9/1711:00 am -
2 stops16h 05m
Wed 9/3010:55 pm -
1 stop13h 55m
Deal found 9/9$531
Sun 10/47:25 am -
2 stops20h 20m
Sun 10/1811:35 pm -
1 stop27h 45m
Deal found 9/6$538
Thu 10/110:05 am -
1 stop17h 00m
Wed 10/1410:55 pm -
1 stop28h 25m
Deal found 9/7$557
Sun 10/410:05 am -
1 stop17h 40m
Sun 10/1811:35 pm -
1 stop27h 45m
Deal found 9/8$559

Find flight deals from Naples to Boston

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$515
(Kiwi.com)

One-way from

$287
(LEVEL)

Popular in

December

Cheapest in

June

Average price

$770
Provider with most accurate pricing for Naples-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Naples-Boston Logan Intl flights.
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From Naples to Boston Logan Intl
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One-way flight from Naples to Boston Logan Intl
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Highest demand for flights based on searches. 4% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
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 Naples - BOS Boston Logan Intl

NAPBOS

Naples

Tue 10/20

9:45 pm-9:05 pm

1 stop29h 20m

Boston Logan Intl

Wed 12/31

12:00 am-6:00 am

Nonstop0h 00m

$287

NaplesBoston

NAP Naples - BOS Boston Logan Intl

NAPBOS

Naples

Tue 10/20

8:35 am-9:05 pm

2 stops42h 30m

Boston Logan Intl

Wed 12/31

12:00 am-6:00 am

Nonstop0h 00m

$291

NaplesBoston

NAP Naples - BOS Boston Logan Intl

NAPBOS

Naples

Sun 10/18

8:30 am-9:45 pm

2 stops19h 15m

Boston Logan Intl

Wed 12/31

12:00 am-6:00 am

Nonstop0h 00m

$305

NaplesBoston

NAP Naples - BOS Boston Logan Intl

NAPBOS

Naples

Wed 10/21

10:05 am-9:05 pm

1 stop17h 00m

Boston Logan Intl

Wed 12/31

12:00 am-6:00 am

Nonstop0h 00m

$310

NaplesBoston

NAP Naples - BOS Boston Logan Intl

NAPBOS

Naples

Wed 10/14

6:40 am-9:05 pm

2 stops44h 25m

Boston Logan Intl

Wed 12/31

12:00 am-6:00 am

Nonstop0h 00m

$459

NaplesBoston

NAP Naples - BOS Boston Logan Intl

NAPBOS

Naples

Mon 10/5

9:25 pm-6:50 pm

3 stops27h 25m

Boston Logan Intl

Wed 12/31

12:00 am-6:00 am

Nonstop0h 00m

$494
Quickest round-trip

NaplesBoston

NAP Naples - BOS Boston Logan Intl

NAPBOS

Naples

Mon 10/19

11:40 am-6:50 pm

1 stop13h 10m

Boston Logan Intl

Wed 12/31

12:00 am-6:00 am

Nonstop0h 00m

$519

NaplesBoston

NAP Naples - BOS Boston Logan Intl

NAPBOS

Naples

Tue 9/29

10:50 pm-9:05 pm

1 stop28h 15m

Boston Logan Intl

Wed 12/31

12:00 am-6:00 am

Nonstop0h 00m

$541

NaplesBoston

NAP Naples - BOS Boston Logan Intl

NAPBOS

Naples

Sun 10/4

10:05 am-9:45 pm

1 stop17h 40m

Boston Logan Intl

Sun 10/18

11:35 pm-9:20 am

1 stop27h 45m

$559

NaplesBoston

NAP Naples - BOS Boston Logan Intl

NAPBOS

Naples

Thu 10/15

6:35 am-1:40 pm

1 stop13h 05m

Boston Logan Intl

Sun 10/18

5:05 pm-6:50 pm

1 stop19h 45m

$592

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/7

Showing 1-10 of 17 resultsSorted by cheapest first
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Compare providers for flights from Naples to Boston

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Naples to Boston in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Thrive TravelPrice Accuracy3 starsTrust Score*2 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

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 December is currently the most expensive (average of $905). 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?

Airfare is below average for this route at the moment.

Naples to Boston flights typically cost between $651 and $857 in October.
The cheapest round-trip price found within the last 5 days was $515 on Multiple Airlines (Oct 3-Oct 18).

Related info for your journey

  • How long is the flight from Naples to Boston?

    Airlines like LEVEL, ITA Airways, and United Airlines fly from Naples to Boston in about 13h 05m. The time it takes to get you to your destination can typically vary by up to 4h 35m. 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 British Airways, with prices starting from $408 and $440, 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 December is currently the most expensive (average of $905). 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
Waltham
Randolph
Concord
Cambridge
Brockton
Seekonk
Dedham
Cranston
Warwick
Pawtucket
Peabody
Auburn
Revere
York Beach
Londonderry
Fitchburg
North Falmouth
Swansea
Chelsea
Braintree

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