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$563+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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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 September 17, 2025.

Round-trip from

$563
(KLM)

Popular in

August

Cheapest in

November

Average price

$1,149
From Portland to Milan (MIL)
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Highest demand for flights based on searches. 22% potential increase in price ($278 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($42 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 17, 2025.

This KLM deal was found by Cheapflights users on 9/16. 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 10/271:27 pmPWM - MXP
1 stop13h 38mKLM
Sun 11/212:00 pmMXP - PWM
1 stop18h 05mKLM
Deal found 9/16$563
This Delta deal was found by Cheapflights users on 9/16. 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 10/2712:45 pmPWM - MXP
2 stops15h 00mDelta
Sun 11/212:00 pmMXP - PWM
1 stop18h 05mDelta
Deal found 9/16$574
This lol.travel deal was found by Cheapflights users on 9/16. 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 10/275:30 amPWM - MXP
2 stops21h 00mUnited Airlines
Sun 11/211:40 amMXP - PWM
2 stops32h 39mUnited Airlines
Deal found 9/16$589
This Delta deal was found by Cheapflights users on 9/16. 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 10/272:38 pmPWM - LIN
2 stops20h 17mDelta
Sun 11/25:30 amLIN - PWM
2 stops23h 35mDelta
Deal found 9/16$645
This KLM deal was found by Cheapflights users on 9/17. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/22:41 pmPWM - MXP
1 stop15h 24mKLM
Sun 10/122:20 pmMXP - PWM
1 stop15h 45mKLM
Deal found 9/17$670
This Delta deal was found by Cheapflights users on 9/17. 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.
Thu 9/256:00 amPWM - MXP
1 stop21h 25mDelta
Mon 10/62:20 pmMXP - PWM
2 stops27h 40mDelta
Deal found 9/17$674
This Delta deal was found by Cheapflights users on 9/16. 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 10/25:00 pmPWM - MXP
2 stops19h 20mDelta
Sun 10/122:20 pmMXP - PWM
1 stop15h 45mDelta
Deal found 9/16$689
This FlightHub deal was found by Cheapflights users on 9/16. 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.
Thu 10/22:17 pmPWM - MXP
2 stops27h 28mTurkish Airlines
Sun 10/128:10 pmMXP - PWM
2 stops32h 54mTurkish Airlines
Deal found 9/16$792
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 9/2512:27 pmPWM - MXP
2 stops14h 43mAmerican Airlines
Mon 10/611:10 amMXP - PWM
2 stops17h 52mAmerican Airlines
Deal found 9/16$830
This Gotogate deal was found by Cheapflights users on 9/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/276:00 amPWM - MXP
3 stops21h 55mAir Canada
Sun 11/21:05 pmMXP - PWM
2 stops40h 12mAir Canada
Deal found 9/16$1,016
This Air Canada deal was found by Cheapflights users on 9/16. 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 10/273:00 pmPWM - LIN
3 stops18h 05mAir Canada
Sun 11/25:15 amLIN - PWM
3 stops23h 02mAir Canada
Deal found 9/16$1,087
This Air Canada deal was found by Cheapflights users on 9/16. 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 9/2510:40 amPWM - MXP
2 stops17h 20mMultiple Airlines
Mon 10/612:15 pmMXP - PWM
3 stops26h 56mMultiple Airlines
Deal found 9/16$1,246

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 17, 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

Mon 10/27

1:27 pm-8:05 am

1 stop13h 38m

Milan Malpensa

Sun 11/2

12:00 pm-12:05 am

1 stop18h 05m

$563

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 10/27

12:45 pm-8:45 am

2 stops15h 00m

Milan Malpensa

Sun 11/2

12:00 pm-12:05 am

1 stop18h 05m

$574

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 10/27

5:30 am-7:30 am

2 stops21h 00m

Milan Malpensa

Sun 11/2

11:40 am-2:19 pm

2 stops32h 39m

$589

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 10/27

2:38 pm-3:55 pm

2 stops20h 17m

Milan Linate

Sun 11/2

5:30 am-12:05 am

2 stops23h 35m

$645

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 10/2

2:41 pm-12:05 pm

1 stop15h 24m

Milan Malpensa

Sun 10/12

2:20 pm-12:05 am

1 stop15h 45m

$670

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 10/2

6:00 am-9:25 am

1 stop21h 25m

Milan Malpensa

Sun 10/12

2:20 pm-12:05 am

1 stop15h 45m

$670

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 10/2

2:41 pm-10:25 am

2 stops13h 44m

Milan Malpensa

Sun 10/12

2:20 pm-12:05 am

1 stop15h 45m

$689

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 10/27

3:00 pm-2:05 pm

3 stops18h 05m

Milan Linate

Sun 11/2

5:15 am-11:17 pm

3 stops23h 02m

$1,087

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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, January is the cheapest month in which you can book a flight from Portland, Maine to Milan (average of $594). Flying from Portland, Maine to Milan in June is currently the most expensive (average of $970). 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 $563, KLM can have you in Milan from Portland, Maine in 13h 38m. Portland, Maine and Milan are separated by a distance of 3720 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, January is the cheapest month in which you can book a flight from Portland, Maine to Milan (average of $594). Flying from Portland, Maine to Milan in June is currently the most expensive (average of $970). 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

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