$476 Cheap Flights from Naples (NAP) to Portland (PWM)

View $476 flight on Fri, May 15, 2026Opens in a new window

Popular airlines from Naples Intl. Airport (NAP) to Portland Intl. Jetport Airport (PWM)

Cheap Flights from Naples to Portland (NAP-PWM)

Prices were available within the past 7 days and start at $476 for one-way flights and $7,389 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Scandinavian Airlines
Thu, Oct 30 - Mon, Nov 3
NAP
Naples
PWM
Portland
$7,389 Roundtrip, found 10 hours ago
$7,389
Roundtrip
found 10 hours ago
Select Scandinavian Airlines flight, departing Thu, Oct 30 from Naples to Portland, returning Mon, Nov 3, priced at $7,389 found 10 hours ago

Frequently asked questions

How much does a flight from Naples Intl. Airport (NAP) to Portland Intl. Jetport Airport (PWM) cost?
Lock in a cheap one-way flight from $476 or cheap return flight from $7,389 from Naples Intl. Airport (NAP) to Portland Intl. Jetport Airport (PWM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Naples Intl. Airport (NAP) to Portland Intl. Jetport Airport (PWM)?
The cheapest month to fly from NAP to PWM is October, when there's less demand. Off-peak season is often when airlines offer better prices between these airports.
What is the cheapest airline that flies from Naples Intl. Airport (NAP) to Portland Intl. Jetport Airport (PWM)?
To find the cheapest airline that'll fly you from NAP to PWM, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Naples Intl. Airport (NAP) to Portland Intl. Jetport Airport (PWM)?
Nonstop flights from Naples Intl. Airport (NAP) to Portland Intl. Jetport Airport (PWM) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel dates and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from NAP to PWM?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Naples Intl. Airport (NAP) to Portland Intl. Jetport Airport (PWM)?
To reach Portland Intl. Jetport Airport (PWM) on time, opt for a flight that leaves Naples Intl. Airport (NAP) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Naples Intl. Airport (NAP) to Portland Intl. Jetport Airport (PWM) last-minute?
Last-minute bookings from NAP to PWM are typically more expensive. To lock in the best prices, start searching for flights early. That being said, if you're flexible with your travel plans, you may score a cheap fare right before your trip.
Is it cheaper to book a NAP to PWM flight and hotel package?
Opting for a NAP to PWM flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Pick from our extensive range of hotels and then add activities, flights and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Naples Intl. Airport (NAP) to Portland Intl. Jetport Airport (PWM)?
In most instances, you can modify or cancel your NAP to PWM flight. However, additional charges may apply, especially if you made your booking more than 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you need more information, visit our Customer Service portal.

Travel information

Origin airport
Naples Intl.
Destination airport
Portland Intl. Jetport
Roundtrip price
$7,389
Distance
4130 mi

Book with confidence

Naples to Portland Flights

The cheapest times to fly from Naples to Portland

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Naples to Portland are during the month of October. You can find some of the cheapest flights from Naples to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Naples to Portland

Sunday is one of the best days to book for cheap flights from Naples to Portland: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Naples to Portland

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Naples to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $476 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Naples to Portland flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Naples to Portland airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Naples to Portland Flights

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*Available to One Key members.