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$864+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
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 January 6, 2026.

Round-trip from

$606
(United Airlines)
From Portland to Milan (MIL)
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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 January 6, 2026.

This Scandinavian Airlines deal was found by Cheapflights users on 1/5. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/246:17 amPWM - MXP
2 stops22h 08mScandinavian Airlines
Tue 1/278:00 pmMXP - PWM
2 stops34h 20mScandinavian Airlines
Deal found 1/5$864
This United Airlines deal was found by Cheapflights users on 1/5. 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.
Sat 1/174:10 pmPWM - LIN
2 stops37h 45mUnited Airlines
Tue 1/209:15 amLIN - PWM
2 stops15h 37mUnited Airlines
Deal found 1/5$1,690
This Air Canada deal was found by Cheapflights users on 1/4. 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.
Sat 6/273:15 pmPWM - MXP
3 stops37h 05mAir Canada
Mon 7/612:20 pmMXP - PWM
2 stops35h 53mAir Canada
Deal found 1/4$2,595
This AranGrant deal was found by Cheapflights users on 1/4. 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 AranGrant is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/272:18 pmPWM - MXP
2 stops38h 17mSingapore Airlines
Mon 7/66:50 pmMXP - PWM
2 stops34h 46mSingapore Airlines
Deal found 1/4$2,798
This British Airways deal was found by Cheapflights users on 1/5. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/273:03 pmPWM - LIN
2 stops16h 17mMultiple Airlines
Mon 7/67:25 amLIN - PWM
2 stops17h 26mMultiple Airlines
Deal found 1/5$2,918
This Finnair deal was found by Cheapflights users on 1/5. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/272:18 pmPWM - MXP
1 stop12h 47mMultiple Airlines
Mon 7/611:05 amMXP - PWM
1 stop18h 31mMultiple Airlines
Deal found 1/5$3,263

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 January 6, 2026.
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

Sat 1/24

6:17 am-7:10 pm

2 stops30h 53m

Milan Malpensa

Tue 1/27

9:15 am-12:20 am

2 stops21h 05m

$864

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 1/17

4:10 pm-11:55 am

2 stops37h 45m

Milan Linate

Tue 1/20

9:15 am-6:52 pm

2 stops15h 37m

$1,690

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 6/27

3:15 pm-10:20 am

3 stops37h 05m

Milan Malpensa

Mon 7/6

12:20 pm-6:13 pm

2 stops35h 53m

$2,595

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 6/27

2:18 pm-10:35 am

2 stops38h 17m

Milan Malpensa

Mon 7/6

6:50 pm-11:36 pm

2 stops34h 46m

$2,798

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 6/27

3:03 pm-1:20 pm

2 stops16h 17m

Milan Linate

Mon 7/6

7:25 am-6:51 pm

2 stops17h 26m

$2,918

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 6/27

2:18 pm-9:10 am

1 stop12h 52m

Milan Malpensa

Mon 7/6

11:10 am-11:36 pm

1 stop18h 26m

$3,263

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/4

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 $575). 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 $1,607, United Airlines can have you in Milan from Portland, Maine in 13h 10m. 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, 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 $575). 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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