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$354+ Cheap flights from Portland (PDX) to Milan (MIL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MIL
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from Portland to Milan

Cheapest flights from Portland to Milan
Explore the most affordable flight options available from Portland to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This Booking.com deal was found by Cheapflights users on 2/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:05 pm
PDX
-
MXP
2 stops29h 50m
Air Canada
Tue 3/1012:05 pm
MXP
-
PDX
2 stops34h 35m
Air Canada
Deal found 2/3$468
This Air Canada deal was found by Cheapflights users on 2/3. 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.
Tue 3/37:05 pm
PDX
-
MXP
2 stops29h 50m
Air Canada
Wed 3/1812:05 pm
MXP
-
PDX
2 stops42h 40m
Air Canada
Deal found 2/3$471
This United Airlines deal was found by Cheapflights users on 2/3. 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.
Wed 3/45:05 am
PDX
-
MXP
2 stops19h 50m
United Airlines
Wed 3/1812:05 pm
MXP
-
PDX
2 stops41h 47m
United Airlines
Deal found 2/3$475
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:45 am
PDX
-
MXP
1 stop17h 20m
KLM
Sat 3/148:30 am
MXP
-
PDX
1 stop21h 40m
KLM
Deal found 2/1$477
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:00 am
PDX
-
LIN
2 stops19h 00m
KLM
Sat 3/147:25 pm
LIN
-
PDX
1 stop25h 00m
KLM
Deal found 2/1$477
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/112:09 pm
PDX
-
MXP
1 stop35h 56m
Delta
Sat 3/148:30 am
MXP
-
PDX
1 stop21h 40m
Delta
Deal found 2/1$479
This Air Canada deal was found by Cheapflights users on 2/1. 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.
Tue 3/107:00 am
PDX
-
MXP
2 stops41h 55m
Air Canada
Wed 3/1812:05 pm
MXP
-
PDX
2 stops42h 40m
Air Canada
Deal found 2/1$481
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Sun 3/111:59 pm
PDX
-
MXP
2 stops22h 31m
United Airlines
Sat 3/1411:30 am
MXP
-
PDX
2 stops21h 05m
United Airlines
Deal found 2/1$482
This FlightHub deal was found by Cheapflights users on 2/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/99:50 am
PDX
-
MXP
2 stops39h 05m
Air Canada
Tue 3/1712:05 pm
MXP
-
PDX
2 stops53h 10m
Air Canada
Deal found 2/1$484
This Air Canada deal was found by Cheapflights users on 2/3. 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.
Sun 8/97:45 pm
PDX
-
MXP
2 stops29h 35m
Air Canada
Thu 8/2712:20 pm
MXP
-
PDX
2 stops30h 11m
Air Canada
Deal found 2/3$485
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:49 pm
PDX
-
MXP
2 stops16h 56m
Lufthansa
Wed 3/189:50 am
MXP
-
PDX
2 stops22h 45m
Lufthansa
Deal found 2/1$486
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/11:25 pm
PDX
-
LIN
1 stop13h 35m
Delta
Sat 3/141:00 pm
LIN
-
PDX
1 stop31h 25m
Delta
Deal found 2/1$494

Find flight deals from Portland to Milan

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Milan (MIL). 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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$468
(Booking.com)

One-way from

$354
(oojo)

Popular in

June

Cheapest in

November

Average price

$607
Provider with most accurate pricing for Portland-Milan (MIL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Milan (MIL) flights.
Search Deals
From Portland to Milan (MIL)
Search Deals
One-way flight from Portland to Milan (MIL)
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($187 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Milan 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 February 3, 2026.
Use the filters below to find and compare flights from Portland to Milan that are best for you.

Fly from

Portland

Fly to

Milan

Route

Depart

Return

Price

PortlandMilan

PDX - MXP

PDXMXP

Portland

Tue 3/10

7:00 am-8:55 am

3 stops41h 55m

Milan Malpensa

Wed 3/18

12:05 pm-7:14 pm

2 stops39h 09m

$476

PortlandMilan

PDX - MXP

PDXMXP

Portland

Tue 3/3

3:15 pm-9:55 am

3 stops33h 40m

Milan Malpensa

Tue 3/10

12:05 pm-7:14 pm

2 stops39h 09m

$476

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 3/1

12:09 pm-9:05 am

1 stop35h 56m

Milan Malpensa

Sat 3/14

8:30 am-10:10 pm

1 stop21h 40m

$479

PortlandMilan

PDX - MXP

PDXMXP

Portland

Tue 3/10

6:30 am-8:05 am

1 stop17h 35m

Milan Malpensa

Thu 3/19

10:05 am-10:08 pm

1 stop20h 03m

$492

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 3/8

7:00 am-6:30 am

1 stop15h 30m

Milan Malpensa

Wed 3/18

10:05 am-10:08 pm

1 stop20h 03m

$492

PortlandMilan

PDX - MXP

PDXMXP

Portland

Mon 3/9

10:30 pm-8:05 am

1 stop25h 35m

Milan Malpensa

Mon 3/16

12:00 pm-10:10 pm

1 stop18h 10m

$492

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 3/8

6:30 am-8:05 am

1 stop17h 35m

Milan Malpensa

Thu 3/19

8:30 am-10:10 pm

1 stop21h 40m

$492

PortlandMilan

PDX - MXP

PDXMXP

Portland

Tue 3/3

6:45 am-9:05 am

1 stop17h 20m

Milan Malpensa

Mon 3/16

12:00 pm-8:34 am

2 stops28h 34m

$496

PortlandMilan

PDX - LIN

PDXLIN

Portland

Tue 3/3

6:00 am-11:15 am

2 stops20h 15m

Milan Linate

Tue 3/17

1:00 pm-12:25 pm

1 stop31h 25m

$496

PortlandMilan

PDX - LIN

PDXLIN

Portland

Tue 3/3

6:00 am-1:55 pm

2 stops22h 55m

Milan Linate

Thu 3/19

10:55 am-12:25 pm

1 stop33h 30m

$496

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 41 results
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Compare providers for flights from Portland to Milan

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 Milan in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
eDreamsPrice 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-Milan flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Milan flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Milan flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Milan 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-Milan 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 Milan

Have a flexible travel schedule? Discover the best time to fly to Milan 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 Milan

How far ahead should I book a flight from Portland to Milan?

Use this chart to determine the optimal time to book a round-trip flight from Portland to Milan. Price data was last updated on January 30, 2026.

The best time to book flights from Portland to Milan is 48 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Portland to Milan?

Currently, January is the cheapest month in which you can book a flight from Portland to Milan (average of $470). Flying from Portland to Milan in December is currently the most expensive (average of $1,197). 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.

What’s the top layover airport for flights from Portland to Milan?

Share of 1-stop round-trip flights from Portland to Milan chosen by Cheapflights users in the past 12 months, using the same layover each way.

Amsterdam (AMS) – chosen by Cheapflights users on 40% of 1-stop itineraries from Portland to Milan on Cheapflights.

What’s the cheapest layover airport for flights from Portland to Milan?

Average round-trip fare for 1-stop flights from Portland to Milan, chosen by Cheapflights users in the past 12 months, with the same layover each way.

New York (JFK) is the most affordable 1-stop option, with an average round-trip price of $755.

What’s the fastest layover option from Portland to Milan?

Shortest average travel time for 1-stop one-way flights from Portland to Milan, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Frankfurt am Main (FRA) have the shortest average one-way travel time for 1-stop routes: 12h 40m.

Which airport typically offers the quickest layover for flights from Portland to Milan?

Average layover duration for 1-stop one-way flights from Portland to Milan, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Frankfurt am Main (FRA) offer the fastest connection on this route, with an average layover time of 1h 30m.

Reviews of airlines servicing Milan

Get insights into the airlines that provide service to Milan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milan. Reviews last updated February 3, 2026.
Read through reviews of airlines operating flights from Portland to Milan, such as Delta, KLM, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,138 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,138 reviews
Delta
7.9
Good
8,138 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
KLM
7.7
Good
1,448 reviews
Delta
7.9
Good
8,138 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,234 reviews
Delta
7.9
Good
8,138 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
British Airways
6.7
Okay
7,711 reviews
Delta
7.9
Good
8,138 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Condor
6.4
Okay
399 reviews
Delta
7.9
Good
8,138 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Boarding

8.1

Overall

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Portland to Milan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Portland to Milan?

    Most people fly from Portland (PDX) if they book a flight from Portland to Milan. On average, Portland has 0 outbound flights to Milan per day from 4 airlines. Portland is conveniently located just 6.0 mi from Portland’s city center.

  • How long is the flight from Portland to Milan?

    There are many flights that can get you from Portland to Milan in 33h 40m. Fly via United Airlines, Air Canada, or Delta to get the fastest option. The distance between Portland and Milan is about 5468 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Portland to Milan round-trip?

    Currently priced at $468, British Airways will fly you from Portland to Milan and back. In addition to British Airways, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Condor and United Airlines - these airlines can fly you to your destination from $614 and $618, respectively. You may be able to fly from Portland to Milan for 42% less than the average price by searching for these airlines.

  • What are the most popular routes from Portland to Milan?

    While some choose either Portland - Milan Linate or Portland - Bergamo Orio Al Serio, Portland - Milan Malpensa is the most popular route from Portland to Milan.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Milan 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 to Milan?

    Currently, January is the cheapest month in which you can book a flight from Portland to Milan (average of $470). Flying from Portland to Milan in December is currently the most expensive (average of $1,197). 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 Milan?

Book flights to Milan if you plan to visit one of these locations
Monza
Menaggio
Rho
Porlezza
Brescia
Novara
Assago
Bellagio
Stresa
Domodossola

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Top 4 airlines flying from Portland to Milan

Discover the top 4 airlines that operate flights from Portland to Milan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
British AirwaysCheapest$468Average$944FlexibilityNo cancel feeOn-time70%
CondorCheapest$614Average$888FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$618Average$1,139FlexibilityNo cancel feeOn-time69%
DeltaCheapest$622Average$983FlexibilityNo cancel feeOn-timeN/A

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