$265+ Cheap flights from Boston to Naples, FL (BOS - APF)
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 12/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — APF
Oct 6 — Oct 131
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Naples with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Boston to Naples
Cheapest
Best
One-way
Cheapest flights from Boston to NaplesExplore the most affordable flight options available from Boston to Naples. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 6, 2026.
Explore the most affordable flight options available from Boston to Naples. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 6, 2026.
This American Airlines deal was found by Cheapflights users on 9/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:15 am -
1 stop5h 45m
Wed 12/91:30 pm -
1 stop5h 40m
Deal found 9/2![American Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:00 am -
1 stop7h 00m
Sun 12/611:25 am -
1 stop6h 10m
Deal found 9/5![American Airlines logo]()
$342
This American Airlines deal was found by Cheapflights users on 9/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/137:05 am -
1 stop5h 55m
Wed 12/161:30 pm -
2 stops10h 20m
Deal found 9/1![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 9/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/147:15 am -
1 stop5h 45m
Wed 12/1611:25 am -
1 stop7h 45m
Deal found 9/1![American Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 9/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/305:32 am -
1 stop6h 07m
Wed 1/61:07 pm -
1 stop6h 01m
Deal found 9/3![American Airlines logo]()
$388
This American Airlines deal was found by Cheapflights users on 9/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/318:00 am -
1 stop5h 34m
Wed 1/61:07 pm -
1 stop6h 01m
Deal found 9/3![American Airlines logo]()
$402
Best flights from Boston to NaplesDiscover carefully curated flight deals from Boston to Naples that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 6, 2026.
Discover carefully curated flight deals from Boston to Naples that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 6, 2026.
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:15 am -
1 stop5h 45m
Wed 12/91:30 pm -
1 stop5h 40m
Deal found 9/5![American Airlines logo]()
$312
One-way flights from Boston to NaplesSearch for one-way flight options from Boston to Naples. Find affordable one-way fares based on user searches. Data last updated September 6, 2026.
Search for one-way flight options from Boston to Naples. Find affordable one-way fares based on user searches. Data last updated September 6, 2026.
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/297:00 am -
1 stop6h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 9/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/197:00 am -
1 stop6h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![American Airlines logo]()
$284
This American Airlines deal was found by Cheapflights users on 9/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/146:00 am -
2 stops7h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 9/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/115:47 am -
1 stop7h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![American Airlines logo]()
$459
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/285:19 pm -
2 stops20h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$473
This American Airlines deal was found by Cheapflights users on 9/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/136:00 am -
2 stops7h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![American Airlines logo]()
$593
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/267:00 am -
1 stop6h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$638
Find flight deals from Boston to Naples
Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Naples (APF). 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 September 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $312 (American Airlines) |
One-way from | $265 (American Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $375 |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Naples 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 7,457,451 searches. Data last updated September 6, 2026.
Use the filters below to find and compare flights from Boston to Naples that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
BostonNaples
BOS Boston Logan Intl - APF Naples
BOSAPF
Boston Logan Intl
Tue 12/29
7:00 am-1:34 pm
1 stop6h 34m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$265
BostonNaples
BOS Boston Logan Intl - APF Naples
BOSAPF
Boston Logan Intl
Wed 12/30
5:32 am-1:34 pm
1 stop8h 02m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$265
BostonNaples
BOS Boston Logan Intl - APF Naples
BOSAPF
Boston Logan Intl
Sat 12/19
7:00 am-1:34 pm
1 stop6h 34m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$284
BostonNaples
BOS Boston Logan Intl - APF Naples
BOSAPF
Boston Logan Intl
Wed 12/2
7:15 am-1:00 pm
1 stop5h 45m
Naples
Wed 12/9
1:30 pm-7:10 pm
1 stop5h 40m
$312
BostonNaples
BOS Boston Logan Intl - APF Naples
BOSAPF
Boston Logan Intl
Sun 2/14
6:00 am-1:06 pm
2 stops7h 06m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$396
BostonNaples
BOS Boston Logan Intl - APF Naples
BOSAPF
Boston Logan Intl
Thu 2/11
5:47 am-1:06 pm
1 stop7h 19m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$459
BostonNaples
BOS Boston Logan Intl - APF Naples
BOSAPF
Boston Logan Intl
Mon 12/28
5:19 pm-1:34 pm
2 stops20h 15m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$473
BostonNaples
BOS Boston Logan Intl - APF Naples
BOSAPF
Boston Logan Intl
Sat 2/13
6:00 am-1:06 pm
2 stops7h 06m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$593
BostonNaples
BOS Boston Logan Intl - APF Naples
BOSAPF
Boston Logan Intl
Sun 12/27
2:15 pm-11:39 am
2 stops21h 24m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$773
BostonNaples
BOS Boston Logan Intl - APF Naples
BOSAPF
Boston Logan Intl
Sat 12/26
8:57 pm-11:39 am
2 stops14h 42m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$871
Sorted by cheapest first
Compare providers for flights from Boston to Naples
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 Boston to Naples in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Boston-Naples, Florida flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Naples, Florida flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Naples, Florida flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Boston-Naples, Florida 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 Boston-Naples, Florida 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 Boston to Naples
Have a flexible travel schedule? Discover the best time to fly to Naples from Boston with our price prediction graph.
BOS-APF
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 Naples
Reviews of airlines servicing Naples
Get insights into the airlines that provide service to Naples. 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 Naples. Reviews last updated September 6, 2026.
See what other customers who have flown with Breeze Airways and JetBlue from Boston to Naples have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.7
Comfort
8.2
Overall
8.2
Crew
8.8
Boarding
8.4
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Comfort
8.2
Overall
8.2
Crew
8.8
Boarding
8.4
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Comfort
8.2
Overall
8.2
Crew
8.8
Boarding
8.4
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Boston to Naples. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Boston to Naples
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Complete your trip
Complete your trip to Naples by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Naples by cabin class
Find flights from Boston to Naples, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Naples flights
Browse other Boston and Naples flight options. Last updated on September 6, 2026.
Other flights from Boston
Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on September 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Boston to Naples
Discover the top 2 airlines that operate flights from Boston to Naples. 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 7,457,451 searches. Data last updated September 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$387 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$184 | Average$367 | FlexibilityNo cancel fee | On-timeN/A |