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$490+ 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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
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 4, 2025.

This KLM deal was found by Cheapflights users on 11/2. 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 12/172:34 pmPWM - MXP
1 stop13h 11mMultiple Airlines
Wed 12/2411:35 amMXP - PWM
2 stops17h 08mMultiple Airlines
Deal found 11/2$980
This Air France deal was found by Cheapflights users on 11/2. 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 12/172:34 pmPWM - MXP
2 stops14h 01mAir France
Wed 12/2411:35 amMXP - PWM
2 stops17h 08mAir France
Deal found 11/2$984
This KLM deal was found by Cheapflights users on 11/2. 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 12/182:34 pmPWM - MXP
1 stop13h 11mKLM
Thu 12/2511:05 amMXP - PWM
1 stop17h 38mKLM
Deal found 11/2$1,053
This Air France deal was found by Cheapflights users on 11/2. 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 01mMultiple Airlines
Thu 12/2511:05 amMXP - PWM
1 stop17h 38mMultiple Airlines
Deal found 11/2$1,056
This Delta deal was found by Cheapflights users on 11/2. 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 12/182:34 pmPWM - LIN
2 stops17h 21mDelta
Thu 12/256:30 amLIN - PWM
2 stops22h 13mDelta
Deal found 11/2$1,120
This Delta deal was found by Cheapflights users on 11/2. 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 12/182:34 pmPWM - MXP
2 stops18h 21mDelta
Thu 12/256:55 amMXP - PWM
2 stops21h 48mDelta
Deal found 11/2$1,167
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 12/182:55 pmPWM - LIN
2 stops15h 00mUnited Airlines
Thu 12/252:50 pmLIN - PWM
2 stops15h 09mUnited Airlines
Deal found 11/2$1,318
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 12/1810:19 amPWM - MXP
2 stops18h 26mUnited Airlines
Thu 12/258:30 amMXP - PWM
2 stops15h 41mUnited Airlines
Deal found 11/2$1,501
This Priceline deal was found by Cheapflights users on 11/2. 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 Priceline 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
Thu 12/251:05 pmMXP - PWM
2 stops40h 17mAir Canada
Deal found 11/2$1,545
This Delta deal was found by Cheapflights users on 11/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:15 amPWM - LIN
2 stops20h 30mDelta
Fri 12/266:30 amLIN - PWM
2 stops22h 13mDelta
Deal found 11/4$1,556

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 4, 2025.

Round-trip from

$490
(KLM)
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 4, 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

Tue 2/17

2:35 pm-9:45 am

1 stop13h 10m

Milan Malpensa

Wed 2/25

11:05 am-11:04 pm

1 stop17h 59m

$490

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 2/17

12:15 pm-2:55 pm

2 stops20h 40m

Milan Malpensa

Wed 2/25

11:05 am-11:04 pm

1 stop17h 59m

$494

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 2/17

6:30 am-8:45 am

2 stops20h 15m

Milan Linate

Wed 2/25

1:00 pm-12:20 am

2 stops17h 20m

$502

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 2/17

6:00 am-9:55 am

3 stops21h 55m

Milan Malpensa

Wed 2/25

1:05 pm-11:20 pm

2 stops40h 15m

$573

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 1/12

8:40 am-9:15 am

2 stops42h 35m

Milan Linate

Mon 1/26

8:40 pm-6:50 pm

2 stops28h 10m

$581

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 2/17

12:43 pm-1:35 pm

2 stops18h 52m

Milan Linate

Wed 2/25

11:25 am-11:49 pm

3 stops18h 24m

$612

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 1/12

8:40 am-7:55 pm

2 stops29h 15m

Milan Linate

Sun 1/25

8:40 pm-6:50 pm

2 stops28h 10m

$631

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 1/12

8:40 am-7:55 pm

2 stops29h 15m

Milan Linate

Sat 1/24

10:00 am-6:50 pm

2 stops38h 50m

$631

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 1/10

2:35 pm-11:15 am

2 stops14h 40m

Milan Linate

Fri 1/23

1:00 pm-12:20 am

2 stops17h 20m

$642

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 1/8

2:35 pm-11:15 am

2 stops14h 40m

Milan Linate

Fri 1/23

1:00 pm-12:20 am

2 stops17h 20m

$642

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 18 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 $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 $490, KLM 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 $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

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