$365 Cheap Flights from Portland (PDX) to Milan (LIN)

View $365 flight on Fri, Jan 23, 2026Opens in a new window

Popular airlines from Portland International Airport (PDX) to Linate Airport (LIN)

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Cheap Flights from Portland to Milan (PDX-LIN)

Prices were available within the past 7 days and start at $365 for one-way flights and $528 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Mar 18 - Wed, Mar 25
PDX
Portland
LIN
Milan
$528 Roundtrip, found 3 days ago
$528
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Mar 18 from Portland to Milan, returning Wed, Mar 25, priced at $528 found 3 days ago
Lufthansa
Sun, Jan 18 - Wed, Jan 28
PDX
Portland
LIN
Milan
$535 Roundtrip, found 2 days ago
$535
Roundtrip
found 2 days ago
Select Lufthansa flight, departing Sun, Jan 18 from Portland to Milan, returning Wed, Jan 28, priced at $535 found 2 days ago
British Airways
Wed, Feb 11 - Tue, Feb 17
PDX
Portland
LIN
Milan
$540 Roundtrip, found 3 days ago
$540
Roundtrip
found 3 days ago
Select British Airways flight, departing Wed, Feb 11 from Portland to Milan, returning Tue, Feb 17, priced at $540 found 3 days ago
Air Canada
Wed, Feb 4 - Thu, Feb 12
PDX
Portland
LIN
Milan
$544 Roundtrip, found 6 days ago
$544
Roundtrip
found 6 days ago
Select Air Canada flight, departing Wed, Feb 4 from Portland to Milan, returning Thu, Feb 12, priced at $544 found 6 days ago
Lufthansa
Wed, Mar 4 - Wed, Mar 11
PDX
Portland
LIN
Milan
$545 Roundtrip, found 2 days ago
$545
Roundtrip
found 2 days ago
Select Lufthansa flight, departing Wed, Mar 4 from Portland to Milan, returning Wed, Mar 11, priced at $545 found 2 days ago
Lufthansa
Mon, Nov 24 - Wed, Dec 3
PDX
Portland
LIN
Milan
$547 Roundtrip, found 4 days ago
$547
Roundtrip
found 4 days ago
Select Lufthansa flight, departing Mon, Nov 24 from Portland to Milan, returning Wed, Dec 3, priced at $547 found 4 days ago
American Airlines
Wed, Mar 18 - Wed, Apr 1
PDX
Portland
LIN
Milan
$548 Roundtrip, found 2 days ago
$548
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Mar 18 from Portland to Milan, returning Wed, Apr 1, priced at $548 found 2 days ago
Air Canada
Wed, Dec 10 - Wed, Dec 17
PDX
Portland
LIN
Milan
$552 Roundtrip, found 4 days ago
$552
Roundtrip
found 4 days ago
Select Air Canada flight, departing Wed, Dec 10 from Portland to Milan, returning Wed, Dec 17, priced at $552 found 4 days ago
Air Canada
Wed, Feb 4 - Tue, Feb 24
PDX
Portland
LIN
Milan
$553 Roundtrip, found 3 days ago
$553
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Feb 4 from Portland to Milan, returning Tue, Feb 24, priced at $553 found 3 days ago
United
Tue, Nov 4 - Tue, Nov 18
PDX
Portland
LIN
Milan
$557 Roundtrip, found 6 days ago
$557
Roundtrip
found 6 days ago
Select United flight, departing Tue, Nov 4 from Portland to Milan, returning Tue, Nov 18, priced at $557 found 6 days ago

Alternative airports near Milan

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

Select flight to Malpensa Intl. MXP. Cheapest option available. Average driving time to city center is 38 minutes. Flights from $738
MXP
Malpensa Intl.
Cheapest
Average driving time to city center38 min
Flights from $738
Flights from Portland (PDX) to Milan (LIN)
Origin airport
Portland Intl.
Destination airport
Linate
Airlines serving
Aer Lingus, Air Canada, Air France, American Airlines, British Airways, Brussels Airlines, Delta, ITA Airways, Iberia, KLM, Lufthansa, United
Roundtrip price
$527
Distance
5495 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 March. 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 $365 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. Airport (PDX) to Linate Airport (LIN) cost?
Grab a cheap one-way flight from $365 or cheap return flight from $528 from Portland Intl. Airport (PDX) to Linate Airport (LIN) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Portland Intl. Airport (PDX) to Linate Airport (LIN)?
The cheapest month to fly from PDX to LIN is March, when demand is low. Off-peak season is typically when better flight deals are available between these airports.
What is the cheapest airline that flies from Portland Intl. Airport (PDX) to Linate Airport (LIN)?
Use the filters on Expedia to compare airlines and find the cheapest carrier that'll fly you from PDX to LIN. Then, sort your results by "Price (lowest to highest)" to snap up a good deal.
How many flights per day from Portland Intl. Airport (PDX) to Linate Airport (LIN)?
Nonstop flights from Portland Intl. Airport (PDX) to Linate Airport (LIN) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from PDX to LIN?
Generally you'll have the most choice when it comes to flights on a Friday. Tuesdays are often the quietest.* However, this can change depending on the season, airline 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. Airport (PDX) to Linate Airport (LIN)?
To land at Linate Airport (LIN) on time, opt for a flight that leaves from Portland Intl. Airport (PDX) 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 Portland Intl. Airport (PDX) to Linate Airport (LIN) last-minute?
Last-minute fares from PDX to LIN are generally more expensive. To lock in the lowest rates, start searching for flights early. That said, if you're flexible with your travel plans, it's possible to land a cheap fare right before you leave.
Is it cheaper to book a PDX to LIN flight and hotel package?
You can save money by securing a PDX to LIN flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. After selecting your ideal accommodations and flights, you can add extras like activities, car rentals and tours.
Can I cancel or change the date of my flight from Portland Intl. Airport (PDX) to Linate Airport (LIN)?
It's generally possible to reschedule or cancel your PDX to LIN flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find further details on our Customer Service portal.

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*Available to One Key members.