$379 Cheap Flights from Portland (PWM) to Milan (MXP)

View $379 flight on Wed, Jan 7, 2026Opens in a new window

Popular airlines from Portland Intl. Jetport Airport (PWM) to Milan Malpensa Airport (MXP)

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Cheap Flights from Portland to Milan (PWM-MXP)

Prices were available within the past 7 days and start at $379 for one-way flights and $561 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Tue, Nov 25 - Tue, Dec 2
PWM
Portland
MXP
Milan
$561 Roundtrip, found 3 days ago
$561
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Nov 25 from Portland to Milan, returning Tue, Dec 2, priced at $561 found 3 days ago
United
Sun, Mar 1 - Tue, Mar 17
PWM
Portland
MXP
Milan
$567 Roundtrip, found 5 days ago
$567
Roundtrip
found 5 days ago
Select United flight, departing Sun, Mar 1 from Portland to Milan, returning Tue, Mar 17, priced at $567 found 5 days ago
Air Canada
Tue, Nov 25 - Tue, Dec 2
PWM
Portland
MXP
Milan
$568 Roundtrip, found 3 days ago
$568
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Nov 25 from Portland to Milan, returning Tue, Dec 2, priced at $568 found 3 days ago
Air Canada
Tue, Nov 25 - Tue, Dec 2
PWM
Portland
MXP
Milan
$572 Roundtrip, found 3 days ago
$572
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Nov 25 from Portland to Milan, returning Tue, Dec 2, priced at $572 found 3 days ago
Air Canada
Tue, Nov 25 - Tue, Dec 2
PWM
Portland
MXP
Milan
$579 Roundtrip, found 3 days ago
$579
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Nov 25 from Portland to Milan, returning Tue, Dec 2, priced at $579 found 3 days ago
United
Sun, Dec 7 - Wed, Dec 24
PWM
Portland
MXP
Milan
$590 Roundtrip, found 2 days ago
$590
Roundtrip
found 2 days ago
Select United flight, departing Sun, Dec 7 from Portland to Milan, returning Wed, Dec 24, priced at $590 found 2 days ago
Delta
Mon, Oct 27 - Thu, Nov 6
PWM
Portland
MXP
Milan
$590 Roundtrip, found 9 hours ago
$590
Roundtrip
found 9 hours ago
Select Delta flight, departing Mon, Oct 27 from Portland to Milan, returning Thu, Nov 6, priced at $590 found 9 hours ago
Air Canada
Tue, Nov 25 - Tue, Dec 2
PWM
Portland
MXP
Milan
$591 Roundtrip, found 3 days ago
$591
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Nov 25 from Portland to Milan, returning Tue, Dec 2, priced at $591 found 3 days ago
American Airlines
Mon, Oct 27 - Thu, Nov 6
PWM
Portland
MXP
Milan
$636 Roundtrip, found 9 hours ago
$636
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Mon, Oct 27 from Portland to Milan, returning Thu, Nov 6, priced at $636 found 9 hours ago
KLM
Mon, Oct 27 - Thu, Nov 6
PWM
Portland
MXP
Milan
$642 Roundtrip, found 9 hours ago
$642
Roundtrip
found 9 hours ago
Select KLM flight, departing Mon, Oct 27 from Portland to Milan, returning Thu, Nov 6, priced at $642 found 9 hours ago
Flights from Portland (PWM) to Milan (MXP)
Origin airport
Portland Intl. Jetport
Destination airport
Malpensa Intl.
Airlines serving
Air Canada, American Airlines, Austrian Airlines, Delta, KLM, Scandinavian Airlines, TAP Portugal, Turkish Airlines, United
Roundtrip price
$561
Distance
3721 mi

Portland to Milan Flights

The cheapest times to fly from Portland to Milan

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 Portland to Milan are during the month of November. You can find some of the cheapest flights from Portland to Milan with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Portland to Milan

Sunday is one of the best days to book for cheap flights from Portland to Milan: 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 Portland to Milan

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 Portland to Milan in 2025. You can also book with separate airlines for your outbound and return journeys, from $379 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 Portland to Milan 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 Portland to Milan 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 Portland Intl. Jetport Airport (PWM) to Malpensa Intl. Airport (MXP) cost?
Discover the latest flight deals from PWM to MXP 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 PWM to MXP?
The cheapest flights from PWM to MXP 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 PWM to MXP?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from PWM to MXP. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Portland Intl. Jetport Airport (PWM) to Malpensa Intl. Airport (MXP)?
You'll need to take a flight with a layover when traveling from Portland Intl. Jetport Airport (PWM) to Malpensa Intl. Airport (MXP). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to find an option that works for you.
What day of the week has the most flights from PWM to MXP?
Usually you'll have the most choice when it comes to flights on a Friday. Tuesdays are often the quietest.* But this can vary depending on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Portland Intl. Jetport Airport (PWM) to Malpensa Intl. Airport (MXP)?
To avoid potential delays on the Portland Intl. Jetport Airport (PWM) to Malpensa Intl. Airport (MXP) route, aim to fly before 3 PM. Departures after this time are 22% more likely to be canceled.**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 Portland Intl. Jetport Airport (PWM) to Malpensa Intl. Airport (MXP) last-minute?
Holding off until right before your break to book your flight from PWM to MXP often results in higher prices. While you may come across some last-minute discounts, there's no guarantee. Keep your travel schedule open for a better chance of snagging a bargain.
Is it cheaper to book a PWM to MXP flight and hotel package?
Compared with arranging flights and hotels separately, booking a PWM to MXP flight and hotel package with Expedia could result in significant savings. Better still, having it all in one place takes the hassle out of planning your trip. Simply secure your flights and choose from our extensive range of stays, then personalize your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Portland Intl. Jetport Airport (PWM) to Malpensa Intl. Airport (MXP)?
In most cases, you can cancel or reschedule your PWM to MXP flight. However, additional fees may apply, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's policies and fees on flight changes, or if you want more information, visit our Customer Service portal.

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*Available to One Key members.