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$277+ 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MIL
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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

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 September 11, 2025.

Round-trip from

$469
(Mytrip)

One-way from

$277
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$937
From Portland to Milan (MIL)
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One-way flight from Portland to Milan (MIL)
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Highest demand for flights based on searches. 13% potential increase in price ($149 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This Mytrip deal was found by Cheapflights users on 9/11. 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.
Sun 10/266:15 amPDX - MXP
2 stops42h 40mAir Canada
Tue 11/111:05 pmMXP - PDX
2 stops34h 40mAir Canada
Deal found 9/11$469
This Mytrip deal was found by Cheapflights users on 9/10. 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.
Sun 10/197:40 pmPDX - MXP
2 stops29h 20mAir Canada
Tue 11/41:05 pmMXP - PDX
2 stops34h 40mAir Canada
Deal found 9/10$470
This Mytrip deal was found by Cheapflights users on 9/9. 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 10/277:00 pmPDX - MXP
2 stops53h 55mAir Canada
Tue 11/111:05 pmMXP - PDX
2 stops34h 40mAir Canada
Deal found 9/9$473
This lol.travel deal was found by Cheapflights users on 9/11. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2611:59 pmPDX - MXP
1 stop29h 06mUnited Airlines
Tue 11/113:05 pmMXP - PDX
1 stop29h 43mUnited Airlines
Deal found 9/11$481
This lol.travel deal was found by Cheapflights users on 9/10. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/192:15 pmPDX - MXP
1 stop14h 05mUnited Airlines
Tue 11/43:05 pmMXP - PDX
1 stop16h 28mUnited Airlines
Deal found 9/10$483
This lol.travel deal was found by Cheapflights users on 9/9. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:00 amPDX - MXP
1 stop22h 05mUnited Airlines
Tue 11/118:30 amMXP - PDX
2 stops20h 59mUnited Airlines
Deal found 9/9$501
This Air Canada deal was found by Cheapflights users on 9/11. 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 10/267:00 pmPDX - MXP
2 stops29h 55mAir Canada
Thu 11/61:05 pmMXP - PDX
2 stops34h 40mAir Canada
Deal found 9/11$503
This lol.travel deal was found by Cheapflights users on 9/11. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/265:00 amPDX - LIN
2 stops25h 10mUnited Airlines
Tue 11/112:50 pmLIN - PDX
2 stops29h 03mUnited Airlines
Deal found 9/11$510
This lol.travel deal was found by Cheapflights users on 9/10. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1911:05 amPDX - LIN
2 stops18h 40mLufthansa
Tue 11/46:15 amLIN - PDX
2 stops21h 21mLufthansa
Deal found 9/10$533
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/197:25 pmPDX - LIN
1 stop17h 10mAmerican Airlines
Tue 11/44:30 pmLIN - PDX
1 stop32h 25mAmerican Airlines
Deal found 9/10$538
This British Airways deal was found by Cheapflights users on 9/9. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/35:45 pmPDX - LIN
1 stop13h 35mBritish Airways
Wed 12/177:35 amLIN - PDX
1 stop17h 20mBritish Airways
Deal found 9/9$539
This Air Canada deal was found by Cheapflights users on 9/10. 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 10/266:15 amPDX - LIN
2 stops23h 55mAir Canada
Thu 11/66:00 amLIN - PDX
2 stops21h 30mAir Canada
Deal found 9/10$542

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 September 11, 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 10/27

7:00 pm-8:55 am

2 stops53h 55m

Milan Malpensa

Tue 11/11

1:05 pm-2:45 pm

2 stops34h 40m

$473

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 10/26

7:00 pm-8:55 am

2 stops29h 55m

Milan Malpensa

Tue 11/11

1:05 pm-9:15 am

3 stops29h 10m

$476

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 10/19

2:15 pm-1:20 pm

1 stop14h 05m

Milan Malpensa

Tue 11/4

3:05 pm-10:33 pm

1 stop16h 28m

$483

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 10/26

11:12 pm-7:30 am

1 stop24h 18m

Milan Malpensa

Tue 11/11

9:45 am-9:26 pm

2 stops20h 41m

$507

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 10/26

3:15 pm-8:55 am

2 stops33h 40m

Milan Malpensa

Thu 11/6

1:05 pm-9:15 am

3 stops29h 10m

$510

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 10/26

7:00 am-1:05 pm

1 stop22h 05m

Milan Malpensa

Thu 11/6

3:05 pm-10:33 pm

1 stop16h 28m

$518

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 10/19

2:15 pm-1:20 pm

1 stop14h 05m

Milan Malpensa

Tue 11/4

6:05 am-6:30 pm

2 stops21h 25m

$522

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 10/26

2:45 pm-6:15 pm

2 stops19h 30m

Milan Malpensa

Thu 11/6

10:55 am-10:25 pm

2 stops20h 30m

$529

PortlandMilan

PDX - LIN

PDXLIN

Portland

Sun 10/19

7:25 pm-9:35 pm

1 stop17h 10m

Milan Linate

Tue 11/4

4:30 pm-3:55 pm

1 stop32h 25m

$538

PortlandMilan

PDX - LIN

PDXLIN

Portland

Wed 12/3

5:45 pm-4:20 pm

1 stop13h 35m

Milan Linate

Wed 12/17

7:35 am-3:55 pm

1 stop17h 20m

$539

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 40 results
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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 August 29, 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, January is the cheapest month in which you can book a flight from Portland to Milan (average of $594). Flying from Portland to Milan in June is currently the most expensive (average of $973). 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 September 11, 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 22% on your trip compared to booking a flight at noon.

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 September 15, 2024.

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

How much does it cost to fly round-trip from Portland to Milan?

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 September 11, 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
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,385 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
British Airways
6.7
Okay
7,361 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Condor
6.3
Okay
364 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 14h 05m. Fly via Air Canada, United Airlines, or American Airlines 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 $610, 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 35% 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 Air Canada. According to our data, you can fly for as low as $355. Users have also found prices from $381 and $391 on Lufthansa and Scandinavian Airlines, 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, January is the cheapest month in which you can book a flight from Portland to Milan (average of $594). Flying from Portland to Milan in June is currently the most expensive (average of $973). 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
Lecco
Assago
Brescia
Bellagio
Stresa

Browse thousands of different options on Cheapflights for your next trip

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$610Average$713FlexibilityNo cancel feeOn-time77%
CondorCheapest$614Average$888FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$618Average$1,039FlexibilityNo cancel feeOn-time69%
KLMCheapest$628Average$950FlexibilityNo cancel feeOn-time75%
DeltaCheapest$683Average$936FlexibilityNo cancel feeOn-timeN/A
British AirwaysCheapest$778Average$1,012FlexibilityNo cancel feeOn-time70%

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