$472+ Cheap flights from Portland, ME to Naples, FL (PWM - 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — APF
Oct 12 — Oct 191
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Portland 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 Portland to Naples
Cheapest
Best
Cheapest flights from Portland to NaplesExplore the most affordable flight options available from Portland to Naples. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
Explore the most affordable flight options available from Portland to Naples. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/315:41 am -
1 stop7h 53m
Wed 3/311:36 pm -
2 stops10h 14m
Deal found 9/11![American Airlines logo]()
$472
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/315:41 am -
1 stop7h 53m
Tue 3/3011:30 am -
2 stops29h 07m
Deal found 9/11![American Airlines logo]()
$695
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/295:41 am -
1 stop7h 53m
Wed 3/311:36 pm -
2 stops10h 14m
Deal found 9/11![American Airlines logo]()
$712
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/306:00 am -
2 stops31h 34m
Wed 3/311:36 pm -
2 stops10h 14m
Deal found 9/11![American Airlines logo]()
$738
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/286:00 am -
2 stops31h 34m
Wed 3/311:36 pm -
2 stops10h 14m
Deal found 9/11![American Airlines logo]()
$758
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/315:41 am -
1 stop7h 53m
Thu 4/111:30 am -
2 stops22h 53m
Deal found 9/11![American Airlines logo]()
$805
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/315:41 am -
1 stop7h 53m
Mon 3/2911:30 am -
2 stops29h 34m
Deal found 9/11![American Airlines logo]()
$810
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/315:41 am -
1 stop7h 53m
Sat 3/2711:30 am -
2 stops22h 53m
Deal found 9/11![American Airlines logo]()
$821
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/306:00 am -
2 stops31h 34m
Tue 3/3011:30 am -
2 stops29h 07m
Deal found 9/11![American Airlines logo]()
$833
Best flights from Portland to NaplesDiscover carefully curated flight deals from Portland to Naples that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
Discover carefully curated flight deals from Portland to Naples that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/315:41 am -
1 stop7h 53m
Tue 3/3011:30 am -
2 stops29h 07m
Deal found 9/11![American Airlines logo]()
$695
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/315:41 am -
1 stop7h 53m
Thu 4/111:30 am -
2 stops22h 53m
Deal found 9/11![American Airlines logo]()
$805
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/285:41 am -
1 stop5h 58m
Wed 3/311:36 pm -
2 stops10h 14m
Deal found 9/11![American Airlines logo]()
$871
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/315:41 am -
1 stop7h 53m
Wed 3/311:36 pm -
1 stop9h 14m
Deal found 9/11![American Airlines logo]()
$876
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/294:21 pm -
2 stops21h 13m
Tue 3/3011:30 am -
2 stops22h 53m
Deal found 9/11![American Airlines logo]()
$893
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Fri 1/15:41 am -
1 stop7h 53m
Thu 4/111:30 am -
2 stops22h 53m
Deal found 9/11![American Airlines logo]()
$895
Find flight deals from Portland to Naples
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) 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 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $472 (American Airlines) |
Popular in | August |
Cheapest in | January |
Average price | $406 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland 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 12, 2026.
Use the filters below to find and compare flights from Portland to Naples that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Thu 12/31
5:41 am-1:34 pm
1 stop7h 53m
Naples
Tue 3/30
11:30 am-4:37 pm
2 stops29h 07m
$695
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Thu 12/31
5:41 am-1:34 pm
1 stop7h 53m
Naples
Thu 4/1
11:30 am-10:23 am
2 stops22h 53m
$805
Quickest round-trip
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Mon 12/28
5:41 am-11:39 am
1 stop5h 58m
Naples
Wed 3/31
1:36 pm-11:50 pm
2 stops10h 14m
$871
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Thu 12/31
5:41 am-1:34 pm
1 stop7h 53m
Naples
Wed 3/31
1:36 pm-10:50 pm
1 stop9h 14m
$876
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Tue 12/29
4:21 pm-1:34 pm
2 stops21h 13m
Naples
Tue 3/30
11:30 am-10:23 am
2 stops22h 53m
$893
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Fri 1/1
5:41 am-1:34 pm
1 stop7h 53m
Naples
Thu 4/1
11:30 am-10:23 am
2 stops22h 53m
$895
Sorted by cheapest first
Compare providers for flights from Portland 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 Portland to Naples in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Portland, Maine-Naples, Florida flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Naples, Florida flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Naples, Florida flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland, Maine-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 Portland, Maine-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 Portland to Naples
Have a flexible travel schedule? Discover the best time to fly to Naples from Portland with our price prediction graph.
PWM-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.
Related info for your journey
Find useful and relevant information for your journey from Portland to Naples. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Portland
Popular flights