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$644+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
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 August 1, 2025.

Round-trip from

$644
(oojo)

Popular in

August

Cheapest in

November

Average price

$1,338
From Portland to Milan (MIL)
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($218 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
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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 August 1, 2025.

This oojo deal was found by Cheapflights users on 7/31. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/22:17 pmPWM - MXP
2 stops21h 58mTurkish Airlines
Sun 10/126:50 amMXP - PWM
2 stops21h 12mTurkish Airlines
Deal found 7/31$644
This Air Canada deal was found by Cheapflights users on 7/31. 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.
Thu 10/168:00 amPWM - MXP
2 stops20h 00mAir Canada
Sun 11/21:05 pmMXP - PWM
2 stops34h 43mAir Canada
Deal found 7/31$660
This United Airlines deal was found by Cheapflights users on 7/31. 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 10/166:25 pmPWM - MXP
1 stop12h 55mUnited Airlines
Sun 11/21:05 pmMXP - PWM
2 stops16h 54mUnited Airlines
Deal found 7/31$683
This United Airlines deal was found by Cheapflights users on 7/31. 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 10/165:41 pmPWM - LIN
2 stops15h 04mUnited Airlines
Sun 11/22:50 pmLIN - PWM
2 stops14h 27mUnited Airlines
Deal found 7/31$721
This Scandinavian Airlines deal was found by Cheapflights users on 7/31. 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.
Thu 9/256:35 amPWM - MXP
2 stops22h 20mScandinavian Airlines
Mon 10/611:20 amMXP - PWM
2 stops18h 45mScandinavian Airlines
Deal found 7/31$734
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Thu 9/251:09 pmPWM - MXP
1 stop16h 11mAmerican Airlines
Mon 10/61:20 pmMXP - PWM
1 stop15h 28mAmerican Airlines
Deal found 7/31$869
This KLM deal was found by Cheapflights users on 7/30. 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 10/26:35 amPWM - MXP
1 stop18h 10mKLM
Sun 10/1211:40 amMXP - PWM
1 stop16h 39mKLM
Deal found 7/30$878
This Delta deal was found by Cheapflights users on 7/30. 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 10/212:40 pmPWM - MXP
2 stops17h 25mDelta
Sun 10/1211:40 amMXP - PWM
1 stop16h 39mDelta
Deal found 7/30$882
This Air Canada deal was found by Cheapflights users on 7/31. 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.
Thu 10/1610:40 amPWM - MXP
3 stops17h 20mMultiple Airlines
Sun 11/21:05 pmMXP - PWM
2 stops16h 54mMultiple Airlines
Deal found 7/31$1,069

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 August 1, 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

Thu 10/2

2:17 pm-6:15 pm

2 stops21h 58m

Milan Malpensa

Sun 10/12

6:50 am-10:02 pm

2 stops21h 12m

$644

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 10/16

8:00 am-10:00 am

2 stops20h 00m

Milan Malpensa

Sun 11/2

1:05 pm-5:48 pm

2 stops34h 43m

$660

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 10/16

6:25 pm-1:20 pm

1 stop12h 55m

Milan Malpensa

Sun 11/2

1:05 pm-11:59 pm

2 stops16h 54m

$683

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 10/16

5:41 pm-2:45 pm

2 stops15h 04m

Milan Linate

Sun 11/2

2:50 pm-11:17 pm

2 stops14h 27m

$721

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 9/25

6:35 am-10:55 am

2 stops22h 20m

Milan Malpensa

Mon 10/6

11:20 am-12:05 am

2 stops18h 45m

$734

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 9/25

1:09 pm-11:20 am

1 stop16h 11m

Milan Malpensa

Mon 10/6

1:20 pm-10:48 pm

1 stop15h 28m

$869

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 10/2

6:35 am-6:45 am

1 stop18h 10m

Milan Malpensa

Sun 10/12

11:40 am-10:19 pm

1 stop16h 39m

$878

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 10/16

10:40 am-10:00 am

3 stops17h 20m

Milan Malpensa

Sun 11/2

1:05 pm-11:59 pm

2 stops16h 54m

$1,069

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 12/19

5:30 am-9:45 am

1 stop22h 15m

Milan Malpensa

Mon 1/5

12:00 pm-11:29 pm

1 stop17h 29m

$1,516

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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, January is the cheapest month in which you can book a flight from Portland, Maine to Milan (average of $594). Flying from Portland, Maine to Milan in June is currently the most expensive (average of $977). 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.

Reviews of airlines servicing Milan

Get insights into the airlines that provide service to Milan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milan. Reviews last updated August 1, 2025.
Read reviews from past customers who have flown Delta, KLM, and United Airlines from Portland to Milan. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,383 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Scandinavian Airlines
7.4
Good
1,457 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Turkish Airlines
7.3
Good
3,933 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines flying from Portland, Maine to Milan round-trip?

    Flying on Turkish Airlines is currently your cheapest option to Milan, with prices starting at $644. Additional round-trip tickets that might be worth considering are offered by Air Canada and United Airlines, with the lowest prices starting at $660 and $683, respectively. These flights start at 32% lower than the current average price 3 months from now.

  • 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, January is the cheapest month in which you can book a flight from Portland, Maine to Milan (average of $594). Flying from Portland, Maine to Milan in June is currently the most expensive (average of $977). 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
Lecco
Brescia
Assago
Bellagio
Stresa
Saronno

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