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$312+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MIL
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Milan are usually found in February or October, booked 7 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Find 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 October 29, 2025.

This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/243:15 pmPDX - MXP
2 stops57h 40mAir Canada
Tue 12/91:05 pmMXP - PDX
2 stops29h 10mAir Canada
Deal found 10/27$475
This Priceline deal was found by Cheapflights users on 10/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/93:15 pmPDX - MXP
2 stops33h 40mAir Canada
Tue 12/91:05 pmMXP - PDX
2 stops38h 40mAir Canada
Deal found 10/28$490
This United Airlines deal was found by Cheapflights users on 10/28. 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 11/910:52 amPDX - MXP
1 stop17h 13mUnited Airlines
Tue 12/91:05 pmMXP - PDX
2 stops41h 40mUnited Airlines
Deal found 10/28$495
This Air Canada deal was found by Cheapflights users on 10/28. 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 11/257:00 pmPDX - MXP
2 stops29h 55mMultiple Airlines
Wed 12/36:55 amMXP - PDX
2 stops35h 20mMultiple Airlines
Deal found 10/28$503
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 11/2411:59 pmPDX - MXP
1 stop28h 06mUnited Airlines
Wed 12/109:45 amMXP - PDX
2 stops22h 07mUnited Airlines
Deal found 10/28$509
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Mon 11/248:30 amPDX - MXP
2 stops19h 35mUnited Airlines
Tue 12/99:45 amMXP - PDX
1 stop21h 00mUnited Airlines
Deal found 10/27$511
This KLM deal was found by Cheapflights users on 10/28. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2411:35 amPDX - LIN
2 stops17h 20mMultiple Airlines
Wed 12/106:30 amLIN - PDX
1 stop13h 55mMultiple Airlines
Deal found 10/28$516
This Air Canada deal was found by Cheapflights users on 10/27. 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.
Mon 11/2411:59 pmPDX - MXP
3 stops48h 56mMultiple Airlines
Tue 12/91:05 pmMXP - PDX
3 stops30h 58mMultiple Airlines
Deal found 10/27$517
This Air France deal was found by Cheapflights users on 10/28. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/97:05 amPDX - MXP
1 stop17h 40mAir France
Tue 12/912:00 pmMXP - PDX
1 stop17h 40mAir France
Deal found 10/28$518
This Air Canada deal was found by Cheapflights users on 10/28. 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 11/97:00 pmPDX - MXP
3 stops29h 55mMultiple Airlines
Tue 12/91:05 pmMXP - PDX
3 stops30h 58mMultiple Airlines
Deal found 10/28$520
This Delta deal was found by Cheapflights users on 10/28. 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.
Mon 11/241:25 pmPDX - LIN
1 stop17h 30mDelta
Wed 12/106:30 amLIN - PDX
1 stop13h 55mDelta
Deal found 10/28$522
This KLM deal was found by Cheapflights users on 10/27. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2411:35 amPDX - LIN
2 stops17h 20mMultiple Airlines
Tue 12/96:30 amLIN - PDX
2 stops18h 30mMultiple Airlines
Deal found 10/27$523

Cheap 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$475
(Mytrip)

One-way from

$312
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$794
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. 14% potential increase in price ($151 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 29, 2025.
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

Mon 11/24

3:15 pm-9:55 am

2 stops57h 40m

Milan Malpensa

Tue 12/9

1:05 pm-2:40 pm

3 stops34h 35m

$481

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sat 1/17

7:00 pm-12:35 pm

2 stops32h 35m

Milan Malpensa

Wed 2/4

1:05 pm-2:46 pm

3 stops34h 41m

$504

PortlandMilan

PDX - MXP

PDXMXP

Portland

Thu 1/15

7:00 am-9:55 am

2 stops17h 55m

Milan Malpensa

Wed 2/4

1:05 pm-11:57 am

2 stops31h 52m

$506

PortlandMilan

PDX - MXP

PDXMXP

Portland

Fri 1/16

7:00 pm-9:55 am

3 stops29h 55m

Milan Malpensa

Wed 2/4

1:05 pm-11:57 am

2 stops31h 52m

$508

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 11/23

12:35 am-9:45 am

2 stops24h 10m

Milan Malpensa

Wed 12/10

12:00 pm-4:08 pm

2 stops37h 08m

$509

PortlandMilan

PDX - MXP

PDXMXP

Portland

Mon 11/24

8:30 am-1:05 pm

2 stops19h 35m

Milan Malpensa

Wed 12/10

9:45 am-10:52 pm

2 stops22h 07m

$509

PortlandMilan

PDX - MXP

PDXMXP

Portland

Mon 11/24

5:30 am-8:05 am

2 stops17h 35m

Milan Malpensa

Wed 12/10

10:25 am-8:17 pm

2 stops18h 52m

$509

PortlandMilan

PDX - MXP

PDXMXP

Portland

Mon 11/24

7:05 am-9:45 am

1 stop17h 40m

Milan Malpensa

Tue 12/9

12:00 pm-8:40 pm

1 stop17h 40m

$511

PortlandMilan

PDX - MXP

PDXMXP

Portland

Fri 1/16

3:50 pm-9:55 am

2 stops33h 05m

Milan Malpensa

Wed 2/4

1:05 pm-6:56 pm

2 stops38h 51m

$511

PortlandMilan

PDX - MXP

PDXMXP

Portland

Mon 11/24

7:05 am-9:45 am

1 stop17h 40m

Milan Malpensa

Tue 12/9

12:00 pm-8:40 pm

1 stop17h 40m

$518

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 44 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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland-Milan flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 October 24, 2025.

The best time to book flights from Portland to Milan is 7 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, March is the cheapest month in which you can book a flight from Portland to Milan (average of $553). 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 is the cheapest time of day to fly from PDX to MIL?

Find hourly flight availability from Portland to Milan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

A simple way to save on the total cost of your ticket is to fly from Portland to Milan in the afternoon. If you’re flexible enough to do this you can expect to save up to 21% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from Portland to Milan?

Use this chart to determine the cheapest time to fly round-trip from Portland to Milan. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Portland to Milan flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 29, 2025.
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
7,992 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,992 reviews
Delta
7.9
Good
7,992 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
KLM
7.7
Good
1,406 reviews
Delta
7.9
Good
7,992 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,999 reviews
Delta
7.9
Good
7,992 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
British Airways
6.7
Okay
7,485 reviews
Delta
7.9
Good
7,992 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Condor
6.4
Okay
385 reviews
Delta
7.9
Good
7,992 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 6 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 17h 30m. Fly via Air Canada, United Airlines, or Delta to get the fastest option. The distance between Portland and Milan is about 5492 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 $507, Scandinavian Airlines will fly you from Portland to Milan and back. In addition to Scandinavian Airlines, 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 43% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Portland to Milan one-way?

    For one-way options, check prices for Lufthansa. According to our data, you can fly for as low as $347. Users have also found prices from $390 and $427 on United Airlines and British Airways, respectively.

  • 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, March is the cheapest month in which you can book a flight from Portland to Milan (average of $553). 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
Lainate
Porlezza
Novara
Assago
Bellagio
Stresa

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Top 6 airlines flying from Portland to Milan

Discover the top 6 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$507Average$713FlexibilityNo cancel feeOn-time77%
CondorCheapest$614Average$888FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$618Average$1,094FlexibilityNo cancel feeOn-time69%
KLMCheapest$628Average$750FlexibilityNo cancel feeOn-time75%
DeltaCheapest$683Average$820FlexibilityNo cancel feeOn-timeN/A
British AirwaysCheapest$794Average$1,036FlexibilityNo cancel feeOn-time70%

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