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$733+ Cheap flights from Portland, ME (PWM) to Naples (NAP)

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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — NAP
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from Portland to Naples

Cheapest flights from Portland to Naples
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 January 28, 2026.

This KLM deal was found by Cheapflights users on 1/27. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:50 pm
PWM
-
NAP
1 stop30h 15m
KLM
Fri 10/99:25 am
NAP
-
PWM
2 stops20h 24m
KLM
Deal found 1/27$733
This KLM deal was found by Cheapflights users on 1/27. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/22:35 pm
PWM
-
NAP
2 stops14h 55m
Multiple Airlines
Fri 10/99:25 am
NAP
-
PWM
2 stops20h 24m
Multiple Airlines
Deal found 1/27$751
This Air Canada deal was found by Cheapflights users on 1/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:10 am
PWM
-
NAP
3 stops18h 30m
Air Canada
Fri 10/96:05 am
NAP
-
PWM
3 stops22h 52m
Air Canada
Deal found 1/26$1,011
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:33 pm
PWM
-
NAP
2 stops39h 12m
United Airlines
Sat 4/251:15 pm
NAP
-
PWM
2 stops35h 43m
United Airlines
Deal found 1/26$1,139
This American Airlines deal was found by Cheapflights users on 1/27. 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 4/165:45 pm
PWM
-
NAP
2 stops19h 25m
American Airlines
Sat 4/257:55 am
NAP
-
PWM
2 stops21h 27m
American Airlines
Deal found 1/27$1,200
This KLM deal was found by Cheapflights users on 1/27. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/162:51 pm
PWM
-
NAP
1 stop11h 19m
KLM
Sat 4/256:05 am
NAP
-
PWM
2 stops23h 18m
KLM
Deal found 1/27$1,470

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 (NAP). 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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,139
(United Airlines)
Provider with most accurate pricing for Portland-Naples flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Naples flights.
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From Portland to Naples
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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 2,558,603 searches. Data last updated January 28, 2026.
Use the filters below to find and compare flights from Portland to Naples that are best for you.

Fly from

Portland

Fly to

Naples

Route

Depart

Return

Price

PortlandNaples

PWM - NAP

PWMNAP

Portland

Thu 4/16

7:33 pm-4:45 pm

2 stops39h 12m

Naples

Sat 4/25

1:15 pm-6:58 pm

2 stops35h 43m

$1,139

PortlandNaples

PWM - NAP

PWMNAP

Portland

Thu 4/16

5:45 pm-7:10 pm

2 stops19h 25m

Naples

Sat 4/25

7:55 am-11:22 pm

2 stops21h 27m

$1,200

PortlandNaples

PWM - NAP

PWMNAP

Portland

Thu 4/16

2:51 pm-8:10 am

1 stop11h 19m

Naples

Sat 4/25

6:05 am-11:23 pm

2 stops23h 18m

$1,470

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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 January.
ProviderPrice AccuracyTrust Score*
OvagoPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 Portland, Maine-Naples 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 flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Naples flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Naples 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 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.
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 Portland to Naples

What is the cheapest month to book a flight from Portland, Maine to Naples?

Currently, November is the cheapest month in which you can book a flight from Portland, Maine to Naples (average of $348). Flying from Portland, Maine to Naples in June is currently the most expensive (average of $494). 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.

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.

  • How long is the flight from Portland, Maine to Naples?

    Airlines like United Airlines, American Airlines, and KLM fly from Portland, Maine to Naples in about 11h 19m. The time it takes to get you to your destination can typically vary by up to 27h 53m. The distance between Portland, Maine and Naples is about 4128 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Naples 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 Portland, Maine to Naples?

    Currently, November is the cheapest month in which you can book a flight from Portland, Maine to Naples (average of $348). Flying from Portland, Maine to Naples in June is currently the most expensive (average of $494). 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 Naples?

Book flights to Naples if you plan to visit one of these locations
Praiano
Ravello
Conca Dei Marini
Maiori
Sant'Agnello
Vico Equense

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