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$537+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
ene. 11 — ene. 181
dom. 1/11
dom. 1/18
1 adult, Economy
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Cheap 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 diciembre 12, 2025.

This Air Canada deal was found by Cheapflights users on 12/11. 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.
jue. 12/189:30 amPWM - MXP
2 stops18h 25mMultiple Airlines
vie. 12/261:05 pmMXP - PWM
3 stops30h 34mMultiple Airlines
Deal found 12/11$1,862
This Delta deal was found by Cheapflights users on 12/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/182:34 pmPWM - MXP
2 stops18h 21mDelta
vie. 12/2612:00 pmMXP - PWM
1 stop30h 20mDelta
Deal found 12/10$1,964
This Air Canada deal was found by Cheapflights users on 12/11. 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.
jue. 12/186:00 amPWM - MXP
3 stops21h 55mAir Canada
vie. 12/261:05 pmMXP - PWM
3 stops40h 17mAir Canada
Deal found 12/11$2,062
This United Airlines deal was found by Cheapflights users on 12/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/182:55 pmPWM - MXP
1 stop10h 35mUnited Airlines
vie. 12/269:45 amMXP - PWM
1 stop14h 26mUnited Airlines
Deal found 12/10$2,263

Find 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 diciembre 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$503
(Air France)

Popular in

July

Cheapest in

November

Average price

$690
Provider with most accurate pricing for Boston Logan Intl-Milan (MIL) flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Milan (MIL) flights.
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From Portland to Milan (MIL)
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($100 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 diciembre 12, 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

vie. 1/23

2:35 pm-8:25 am

2 stops35h 50m

Milan Malpensa

mar. 1/27

9:15 am-12:20 am

2 stops21h 05m

$537

PortlandMilan

PWM - LIN

PWMLIN

Portland

mié. 2/4

9:40 am-11:55 am

2 stops20h 15m

Milan Linate

dom. 2/8

6:15 am-6:52 pm

2 stops18h 37m

$596

PortlandMilan

PWM - MXP

PWMMXP

Portland

vie. 1/23

9:40 am-10:45 am

2 stops19h 05m

Milan Malpensa

mar. 1/27

10:40 am-11:27 pm

2 stops18h 47m

$605

PortlandMilan

PWM - MXP

PWMMXP

Portland

sáb. 1/10

2:35 pm-8:25 am

2 stops35h 50m

Milan Malpensa

sáb. 1/17

9:15 am-11:59 pm

2 stops20h 44m

$623

PortlandMilan

PWM - MXP

PWMMXP

Portland

sáb. 1/10

4:10 pm-4:40 pm

2 stops42h 30m

Milan Malpensa

sáb. 1/17

11:30 am-2:39 pm

2 stops57h 09m

$623

PortlandMilan

PWM - MXP

PWMMXP

Portland

sáb. 1/10

2:35 pm-5:25 pm

2 stops20h 50m

Milan Malpensa

sáb. 1/17

12:00 pm-11:59 pm

1 stop17h 59m

$634

PortlandMilan

PWM - MXP

PWMMXP

Portland

sáb. 1/10

2:35 pm-10:35 am

2 stops14h 00m

Milan Malpensa

sáb. 1/17

11:05 am-10:27 pm

1 stop17h 22m

$634

PortlandMilan

PWM - MXP

PWMMXP

Portland

sáb. 1/10

8:40 am-9:55 am

3 stops19h 15m

Milan Malpensa

sáb. 1/17

10:30 am-9:01 am

3 stops28h 31m

$763

PortlandMilan

PWM - MXP

PWMMXP

Portland

sáb. 1/10

2:35 pm-9:45 am

1 stop13h 10m

Milan Malpensa

sáb. 1/17

12:00 pm-11:59 pm

1 stop17h 59m

$777

PortlandMilan

PWM - LIN

PWMLIN

Portland

sáb. 1/10

8:40 am-4:30 pm

2 stops25h 50m

Milan Linate

sáb. 1/17

9:55 am-6:50 pm

2 stops38h 55m

$1,195

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

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 $578). 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 $596, Scandinavian Airlines can have you in Milan from Portland, Maine in 20h 15m. 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 $578). 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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