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$490+ Cheap flights from Portland, ME (PWM) to Milan (MIL)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Dec 19 — Dec 261
Fri 12/19
Fri 12/26
1 adult, Economy
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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 November 19, 2025.

This Delta deal was found by Cheapflights users on 11/17. 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.
Fri 12/52:34 pmPWM - LIN
2 stops17h 21mDelta
Tue 12/91:00 pmLIN - PWM
2 stops40h 59mDelta
Deal found 11/17$594

Cheap flight deals from Portland to Milan

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) 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 November 19, 2025.

Round-trip from

$490
(Delta)
From Portland to Milan (MIL)
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 November 19, 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

PWM - MXP

PWMMXP

Portland

Thu 1/29

5:30 am-9:05 am

1 stop21h 35m

Milan Malpensa

Mon 2/2

12:00 pm-12:20 am

1 stop18h 20m

$490

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 2/4

2:35 pm-10:35 am

2 stops14h 00m

Milan Malpensa

Fri 2/13

12:00 pm-12:20 am

1 stop18h 20m

$494

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 2/4

2:35 pm-10:00 am

2 stops13h 25m

Milan Linate

Fri 2/13

6:30 am-12:20 am

2 stops23h 50m

$514

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sun 3/1

5:45 am-9:55 am

2 stops46h 10m

Milan Malpensa

Tue 3/24

10:40 am-7:13 pm

2 stops37h 33m

$541

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sun 3/1

5:31 am-9:05 am

1 stop21h 34m

Milan Malpensa

Tue 3/24

12:35 pm-11:49 pm

2 stops16h 14m

$542

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sun 3/1

2:10 pm-11:55 am

2 stops15h 45m

Milan Linate

Tue 3/24

6:15 am-9:16 pm

2 stops20h 01m

$544

PortlandMilan

PWM - LIN

PWMLIN

Portland

Fri 12/5

2:34 pm-1:55 pm

2 stops17h 21m

Milan Linate

Tue 12/9

1:00 pm-11:59 pm

2 stops40h 59m

$594

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 2/4

2:35 pm-7:25 am

1 stop10h 50m

Milan Malpensa

Fri 2/13

12:00 pm-12:20 am

1 stop18h 20m

$655

PortlandMilan

PWM - LIN

PWMLIN

Portland

Fri 2/13

3:05 pm-11:55 am

2 stops14h 50m

Milan Linate

Fri 2/20

6:10 am-6:56 pm

2 stops18h 46m

$1,045

PortlandMilan

PWM - LIN

PWMLIN

Portland

Fri 1/2

9:30 am-11:55 am

2 stops20h 25m

Milan Linate

Fri 1/9

2:55 pm-2:39 pm

2 stops53h 44m

$1,306

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 11 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

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

Currently, May is the cheapest month in which you can book a flight from Portland, Maine to Milan (average of $270). Flying from Portland, Maine to Milan in July is currently the most expensive (average of $588). 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.

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?

    Located just 2.9 mi from the city center, Portland is the airport most travelers will use when flying to Milan from Portland. Booking flights from Portland (PWM) to Milan should be relatively easy as there are 0 daily outbound flights to Milan from 0 different airlines.

  • How long is the flight from Portland, Maine to Milan?

    For as low as $544, Delta can have you in Milan from Portland, Maine in 15h 45m. Portland, Maine and Milan are separated by a distance of 3749 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, Maine to Milan?

    Currently, May is the cheapest month in which you can book a flight from Portland, Maine to Milan (average of $270). Flying from Portland, Maine to Milan in July is currently the most expensive (average of $588). 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
Domodossola

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