$391+ 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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — APF
Nov 30 — Dec 71
Round-trip
1 adult, Economy
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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
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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 October 31, 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 October 31, 2026.
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/147:01 am -
1 stop6h 11m
Thu 12/172:09 pm -
2 stops10h 14m
Deal found 10/26![American Airlines logo]()
$402
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/35:36 am -
1 stop6h 55m
Tue 12/81:48 pm -
1 stop7h 52m
Deal found 10/30![American Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/27:01 am -
1 stop5h 50m
Wed 12/91:48 pm -
1 stop7h 52m
Deal found 10/30![American Airlines logo]()
$455
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/35:36 am -
1 stop6h 55m
Wed 12/91:48 pm -
2 stops9h 31m
Deal found 10/30![American Airlines logo]()
$462
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/27:01 am -
1 stop5h 50m
Tue 12/81:48 pm -
2 stops9h 43m
Deal found 10/30![American Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/35:36 am -
1 stop6h 55m
Sat 12/121:48 pm -
1 stop7h 52m
Deal found 10/30![American Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/27:01 am -
1 stop5h 50m
Sat 12/121:48 pm -
1 stop7h 52m
Deal found 10/30![American Airlines logo]()
$485
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/35:36 am -
1 stop6h 55m
Thu 12/101:01 pm -
2 stops10h 30m
Deal found 10/30![American Airlines logo]()
$532
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 October 31, 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 October 31, 2026.
This American Airlines deal was found by Cheapflights users on 10/29. 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 1/217:00 am -
1 stop5h 37m
Sun 1/241:07 pm -
1 stop8h 22m
Deal found 10/29![American Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/35:36 am -
1 stop6h 55m
Wed 12/91:48 pm -
1 stop7h 52m
Deal found 10/30![American Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/35:36 am -
1 stop6h 55m
Tue 12/81:48 pm -
1 stop7h 52m
Deal found 10/30![American Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/27:01 am -
1 stop5h 50m
Tue 12/81:48 pm -
1 stop7h 52m
Deal found 10/30![American Airlines logo]()
$455
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/27:01 am -
1 stop5h 50m
Wed 12/91:48 pm -
1 stop7h 52m
Deal found 10/30![American Airlines logo]()
$455
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/35:36 am -
1 stop6h 55m
Thu 12/101:01 pm -
2 stops10h 30m
Deal found 10/30![American Airlines logo]()
$462
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/27:01 am -
1 stop5h 50m
Sat 12/121:48 pm -
2 stops8h 58m
Deal found 10/30![American Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/35:36 am -
1 stop6h 55m
Sat 12/121:48 pm -
1 stop7h 52m
Deal found 10/30![American Airlines logo]()
$522
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/315:30 am -
1 stop6h 04m
Tue 1/52:09 pm -
2 stops8h 50m
Deal found 10/28![American Airlines logo]()
$610
One-way flights from Portland to NaplesSearch for one-way flight options from Portland to Naples. Find affordable one-way fares based on user searches. Data last updated October 31, 2026.
Search for one-way flight options from Portland to Naples. Find affordable one-way fares based on user searches. Data last updated October 31, 2026.
This American Airlines deal was found by Cheapflights users on 10/27. 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 2/107:00 am -
1 stop5h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$391
This American Airlines deal was found by Cheapflights users on 10/27. 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 2/1212:15 pm -
2 stops23h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$428
This American Airlines deal was found by Cheapflights users on 10/27. 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 2/1312:15 pm -
2 stops25h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$479
This American Airlines deal was found by Cheapflights users on 10/27. 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 2/1412:15 pm -
2 stops25h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$488
This American Airlines deal was found by Cheapflights users on 10/27. 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 2/1112:15 pm -
2 stops25h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$515
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 October 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $392 (American Airlines) |
One-way from | $391 (American Airlines) |
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 October 31, 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 1/21
7:00 am-12:37 pm
1 stop5h 37m
Naples
Sun 1/24
1:07 pm-9:29 pm
1 stop8h 22m
$392
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Fri 2/12
12:15 pm-11:38 am
2 stops23h 23m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$428
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Thu 12/3
5:36 am-12:31 pm
1 stop6h 55m
Naples
Wed 12/9
1:48 pm-9:40 pm
1 stop7h 52m
$452
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Thu 12/3
5:36 am-12:31 pm
1 stop6h 55m
Naples
Tue 12/8
1:48 pm-9:40 pm
1 stop7h 52m
$452
Quickest round-trip
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Wed 12/2
7:01 am-12:51 pm
1 stop5h 50m
Naples
Tue 12/8
1:48 pm-9:40 pm
1 stop7h 52m
$455
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Wed 12/2
7:01 am-12:51 pm
1 stop5h 50m
Naples
Wed 12/9
1:48 pm-9:40 pm
1 stop7h 52m
$455
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Thu 12/3
5:36 am-12:31 pm
1 stop6h 55m
Naples
Thu 12/10
1:01 pm-11:31 pm
2 stops10h 30m
$462
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Wed 12/2
7:01 am-12:51 pm
1 stop5h 50m
Naples
Sat 12/12
1:48 pm-10:46 pm
2 stops8h 58m
$465
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Sat 2/13
12:15 pm-1:18 pm
2 stops25h 03m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$479
PortlandNaples
PWM Portland - APF Naples
PWMAPF
Portland
Sun 2/14
12:15 pm-1:18 pm
2 stops25h 03m
Naples
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$488
Showing 1-10 of 13 resultsSorted 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 October.
| 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.
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