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$602+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Jan 23 — Jan 301
Fri 1/23
Fri 1/30
1 adult, Economy
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Cheap flight deals from Portland to Milan

Best flights from Portland to Milan
Discover carefully curated flight deals from Portland to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 24, 2025.

This United Airlines deal was found by Cheapflights users on 12/22. 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 1/303:12 pmPWM - LIN
2 stops14h 43mUnited Airlines
Tue 2/36:15 amLIN - PWM
2 stops38h 24mUnited Airlines
Deal found 12/22$602
This Delta deal was found by Cheapflights users on 12/23. 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.
Sat 1/102:35 pmPWM - MXP
2 stops20h 50mDelta
Sat 1/1712:00 pmMXP - PWM
2 stops30h 08mDelta
Deal found 12/23$699
This Scandinavian Airlines deal was found by Cheapflights users on 12/22. 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 1/312:35 pmPWM - MXP
2 stops13h 50mScandinavian Airlines
Wed 2/49:15 amMXP - PWM
2 stops21h 05mScandinavian Airlines
Deal found 12/22$762
This KLM deal was found by Cheapflights users on 12/23. 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.
Sat 1/106:17 amPWM - MXP
1 stop21h 28mKLM
Sat 1/1711:05 amMXP - PWM
1 stop17h 22mKLM
Deal found 12/23$765
This American Airlines deal was found by Cheapflights users on 12/24. 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.
Wed 5/271:19 pmPWM - MXP
2 stops18h 01mAmerican Airlines
Sat 6/61:20 pmMXP - PWM
2 stops16h 24mAmerican Airlines
Deal found 12/24$1,017
This Air Canada deal was found by Cheapflights users on 12/23. 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 1/108:40 amPWM - MXP
3 stops19h 15mAir Canada
Sat 1/1710:30 amMXP - PWM
3 stops28h 31mAir Canada
Deal found 12/23$1,077
This Air Canada deal was found by Cheapflights users on 12/24. 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 5/279:10 amPWM - MXP
2 stops19h 10mMultiple Airlines
Sat 6/65:50 amMXP - PWM
3 stops21h 37mMultiple Airlines
Deal found 12/24$1,087
This KLM deal was found by Cheapflights users on 12/24. 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 5/272:35 pmPWM - MXP
1 stop15h 30mKLM
Sat 6/62:15 pmMXP - PWM
1 stop15h 44mKLM
Deal found 12/24$1,016
This Delta deal was found by Cheapflights users on 12/24. 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.
Wed 5/272:35 pmPWM - MXP
2 stops18h 10mDelta
Sat 6/66:45 amMXP - PWM
2 stops23h 14mDelta
Deal found 12/24$1,031
This United Airlines deal was found by Cheapflights users on 12/23. 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 2/142:10 pmPWM - MXP
2 stops20h 30mUnited Airlines
Fri 2/2011:30 amMXP - PWM
2 stops39h 39mUnited Airlines
Deal found 12/23$1,073
This Air Canada deal was found by Cheapflights users on 12/24. 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 5/2711:17 amPWM - MXP
3 stops17h 18mAir Canada
Sat 6/65:50 amMXP - PWM
3 stops21h 37mAir Canada
Deal found 12/24$1,106
This United Airlines deal was found by Cheapflights users on 12/23. 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 2/142:10 pmPWM - LIN
2 stops17h 55mUnited Airlines
Fri 2/206:10 amLIN - PWM
2 stops18h 46mUnited Airlines
Deal found 12/23$1,449

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 December 24, 2025.

Round-trip from

$504
(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 December 24, 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

Fri 1/30

3:12 pm-11:55 am

2 stops14h 43m

Milan Linate

Tue 2/3

6:15 am-2:39 pm

2 stops38h 24m

$602

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 1/10

2:35 pm-5:25 pm

2 stops20h 50m

Milan Malpensa

Sat 1/17

12:00 pm-12:08 pm

2 stops30h 08m

$699

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 1/31

2:35 pm-10:25 am

2 stops13h 50m

Milan Malpensa

Wed 2/4

9:15 am-12:20 am

2 stops21h 05m

$762

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 1/10

6:17 am-9:45 am

1 stop21h 28m

Milan Malpensa

Sat 1/17

11:05 am-10:27 pm

1 stop17h 22m

$765

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 5/27

2:35 pm-12:05 pm

1 stop15h 30m

Milan Malpensa

Sat 6/6

2:15 pm-11:59 pm

1 stop15h 44m

$1,016

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 5/27

1:19 pm-1:20 pm

2 stops18h 01m

Milan Malpensa

Sat 6/6

1:20 pm-11:44 pm

2 stops16h 24m

$1,017

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 5/27

2:35 pm-2:45 pm

2 stops18h 10m

Milan Malpensa

Sat 6/6

6:45 am-11:59 pm

2 stops23h 14m

$1,031

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 2/14

2:10 pm-4:40 pm

2 stops20h 30m

Milan Malpensa

Fri 2/20

11:30 am-9:09 pm

2 stops39h 39m

$1,073

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 1/10

8:40 am-9:55 am

3 stops19h 15m

Milan Malpensa

Sat 1/17

10:30 am-9:01 am

3 stops28h 31m

$1,077

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 5/27

9:10 am-10:20 am

2 stops19h 10m

Milan Malpensa

Sat 6/6

5:50 am-9:27 pm

3 stops21h 37m

$1,087

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 12 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 $582). 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 $762, United Airlines can have you in Milan from Portland, Maine in 13h 50m. 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 $582). 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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