HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milan

$494+ 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 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Milan with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 26, 2025.

This Delta deal was found by Cheapflights users on 11/26. 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.
Thu 12/186:15 amPWM - MXP
2 stops23h 25mDelta
Fri 12/2612:00 pmMXP - PWM
1 stop30h 20mDelta
Deal found 11/26$1,764
This Air France deal was found by Cheapflights users on 11/26. 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.
Thu 12/182:34 pmPWM - MXP
2 stops14h 01mAir France
Fri 12/2611:35 amMXP - PWM
2 stops17h 08mAir France
Deal found 11/26$1,769
This Air Canada deal was found by Cheapflights users on 11/26. 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.
Thu 12/189:30 amPWM - MXP
2 stops18h 25mMultiple Airlines
Fri 12/261:05 pmMXP - PWM
3 stops30h 34mMultiple Airlines
Deal found 11/26$2,253
This Air Canada deal was found by Cheapflights users on 11/24. 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.
Thu 12/186:00 amPWM - MXP
3 stops21h 55mAir Canada
Fri 12/261:05 pmMXP - PWM
3 stops35h 22mAir Canada
Deal found 11/24$2,337

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 26, 2025.

Round-trip from

$494
(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 26, 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

6:16 am-10:35 am

2 stops22h 19m

Milan Malpensa

Mon 2/2

11:05 am-10:27 pm

1 stop17h 22m

$494

PortlandMilan

PWM - LIN

PWMLIN

Portland

Fri 1/30

2:35 pm-11:15 am

2 stops14h 40m

Milan Linate

Tue 2/3

6:30 am-12:20 am

2 stops23h 50m

$498

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 1/31

2:35 pm-7:10 pm

2 stops22h 35m

Milan Malpensa

Tue 2/24

8:00 pm-12:18 am

2 stops34h 18m

$536

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 1/29

5:30 am-9:05 am

1 stop21h 35m

Milan Malpensa

Mon 2/2

11:05 am-10:27 pm

1 stop17h 22m

$546

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 1/9

2:31 pm-4:40 pm

2 stops20h 09m

Milan Malpensa

Fri 1/16

1:05 pm-2:39 pm

2 stops31h 34m

$566

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 1/10

4:10 pm-4:40 pm

2 stops42h 30m

Milan Malpensa

Sat 1/17

11:30 am-6:52 pm

2 stops37h 22m

$583

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 1/9

2:31 pm-4:40 pm

2 stops20h 09m

Milan Malpensa

Mon 1/12

10:40 am-2:39 pm

2 stops57h 59m

$597

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 1/10

2:35 pm-10:35 am

2 stops14h 00m

Milan Malpensa

Sat 1/17

12:00 pm-11:59 pm

1 stop17h 59m

$619

PortlandMilan

PWM - LIN

PWMLIN

Portland

Fri 1/9

3:12 pm-11:55 am

2 stops14h 43m

Milan Linate

Fri 1/16

6:10 am-6:52 pm

2 stops18h 42m

$619

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 1/10

2:35 pm-11:15 am

2 stops14h 40m

Milan Linate

Sat 1/17

1:00 pm-11:59 pm

2 stops16h 59m

$627

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/26

Showing 1-10 of 37 results
1
2
3
4

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 $589). 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 $619, Delta can have you in Milan from Portland, Maine in 14h 43m. 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 $589). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Milan

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Malpensa flights
Boston to Linate flights
Boston to Bergamo flights
Boston to Verona flights
Portland to Malpensa flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.