$580 Cheap Flights from Naples (NAP) to Portland (PWM)

View $580 flight on Tue, Jun 24, 2025Opens in a new window

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

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Cheap Flights from Naples to Portland (NAP-PWM)

Prices were available within the past 7 days and start at $580 for one-way flights and $1,169 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Turkish Airlines
Sun, Jul 20 - Sat, Aug 2
NAP
Naples
PWM
Portland
$1,169 Roundtrip, found 3 days ago
$1,169
Roundtrip
found 3 days ago
Select Turkish Airlines flight, departing Sun, Jul 20 from Naples to Portland, returning Sat, Aug 2, priced at $1,169 found 3 days ago
Air Canada
Sat, Jun 28 - Wed, Jul 2
NAP
Naples
PWM
Portland
$1,432 Roundtrip, found 1 day ago
$1,432
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sat, Jun 28 from Naples to Portland, returning Wed, Jul 2, priced at $1,432 found 1 day ago
TAP Portugal
Sat, Jun 28 - Wed, Jul 2
NAP
Naples
PWM
Portland
$1,864 Roundtrip, found 1 day ago
$1,864
Roundtrip
found 1 day ago
Select TAP Portugal flight, departing Sat, Jun 28 from Naples to Portland, returning Wed, Jul 2, priced at $1,864 found 1 day ago

Alternative airports near Portland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Portland Intl. Jetport PWM. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $1,233
PWM
Portland Intl. Jetport
CheapestClosest
Average driving time to city center8 min
Flights from $1,233
Flights from Naples (NAP) to Portland (PWM)
Origin airport
Naples Intl.
Destination airport
Portland Intl. Jetport
Roundtrip price
$1,169
Distance
4130 mi

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 July. 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 $580 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.

 

Frequently asked questions

How much does a flight from Naples Intl. Airport (NAP) to Portland Intl. Jetport Airport (PWM) cost?
Discover the latest flight deals from NAP to PWM by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from NAP to PWM?
The cheapest flights from NAP to PWM are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from NAP to PWM?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from NAP to PWM. Sort your results by “Price (lowest to highest)” to snap up a great deal.
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.

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*Available to One Key members.