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$555+ 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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Dec 12 — Dec 191
Fri 12/12
Fri 12/19
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 12, 2025.

This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:14 pmPWM - LIN
2 stops18h 01mUnited Airlines
Fri 1/96:10 amLIN - PWM
2 stops18h 40mUnited Airlines
Deal found 11/11$555
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:55 pmPWM - MXP
1 stop10h 35mUnited Airlines
Fri 1/91:05 pmMXP - PWM
2 stops35h 49mUnited Airlines
Deal found 11/11$575
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:14 pmPWM - MXP
2 stops14h 36mUnited Airlines
Fri 1/91:05 pmMXP - PWM
2 stops31h 24mUnited Airlines
Deal found 11/11$595
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:55 pmPWM - MXP
1 stop10h 35mUnited Airlines
Sat 1/1011:30 amMXP - PWM
2 stops37h 20mUnited Airlines
Deal found 11/11$601
This Air France deal was found by Cheapflights users on 11/11. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:45 amPWM - MXP
1 stop21h 20mMultiple Airlines
Sat 1/1012:00 pmMXP - PWM
1 stop17h 59mMultiple Airlines
Deal found 11/11$630
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:30 amPWM - LIN
2 stops22h 45mUnited Airlines
Sat 1/106:10 amLIN - PWM
2 stops38h 29mUnited Airlines
Deal found 11/11$637
This KLM deal was found by Cheapflights users on 11/11. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:03 pmPWM - MXP
1 stop14h 42mKLM
Fri 1/912:00 pmMXP - PWM
1 stop18h 20mKLM
Deal found 11/11$710
This KLM deal was found by Cheapflights users on 11/11. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:03 pmPWM - LIN
2 stops14h 57mKLM
Sat 1/101:00 pmLIN - PWM
2 stops16h 59mKLM
Deal found 11/11$748
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:14 pmPWM - MXP
2 stops14h 36mUnited Airlines
Sat 1/108:30 amMXP - PWM
2 stops16h 24mUnited Airlines
Deal found 11/11$816
This Air Canada deal was found by Cheapflights users on 11/11. 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.
Wed 12/316:00 amPWM - MXP
2 stops21h 55mAir Canada
Fri 1/91:05 pmMXP - PWM
3 stops25h 56mAir Canada
Deal found 11/11$880
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:30 pmPWM - LIN
2 stops36h 35mUnited Airlines
Fri 1/29:15 amLIN - PWM
2 stops30h 29mUnited Airlines
Deal found 11/11$1,686
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/262:55 pmPWM - MXP
1 stop10h 35mUnited Airlines
Fri 1/28:30 amMXP - PWM
2 stops21h 29mUnited Airlines
Deal found 11/11$1,739

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 12, 2025.

Round-trip from

$555
(United Airlines)
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 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 - LIN

PWMLIN

Portland

Tue 12/30

2:14 pm-2:15 pm

2 stops18h 01m

Milan Linate

Fri 1/9

6:10 am-6:50 pm

2 stops18h 40m

$555

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 12/31

2:14 pm-4:55 pm

2 stops20h 41m

Milan Linate

Fri 1/9

6:10 am-6:50 pm

2 stops18h 40m

$555

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 12/30

2:55 pm-7:30 am

1 stop10h 35m

Milan Malpensa

Fri 1/9

1:05 pm-6:54 pm

2 stops35h 49m

$575

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 12/31

2:55 pm-7:30 am

1 stop10h 35m

Milan Malpensa

Fri 1/9

1:05 pm-6:54 pm

2 stops35h 49m

$575

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 12/30

2:55 pm-7:30 am

1 stop10h 35m

Milan Malpensa

Sat 1/10

11:30 am-6:50 pm

2 stops37h 20m

$601

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 12/30

9:30 am-2:15 pm

2 stops22h 45m

Milan Linate

Sat 1/10

6:10 am-2:39 pm

2 stops38h 29m

$637

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 12/31

1:03 pm-9:45 am

1 stop14h 42m

Milan Malpensa

Fri 1/9

12:00 pm-12:20 am

1 stop18h 20m

$710

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 4/1

5:30 am-2:45 pm

2 stops27h 15m

Milan Malpensa

Sun 4/5

11:40 am-9:59 pm

1 stop16h 19m

$713

PortlandMilan

PWM - LIN

PWMLIN

Portland

Fri 3/27

2:35 pm-8:45 am

2 stops13h 10m

Milan Linate

Tue 3/31

8:45 pm-1:51 pm

2 stops23h 06m

$724

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 12/31

1:03 pm-10:00 am

2 stops14h 57m

Milan Linate

Sat 1/10

1:00 pm-11:59 pm

2 stops16h 59m

$748

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 13 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 $724, United Airlines can have you in Milan from Portland, Maine in 13h 10m. 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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