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Milan

$498+ Cheap flights from Portland, ME (PWM) to Milan (MIL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 27, 2026.

This United Airlines deal was found by Cheapflights users on 1/25. 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 3/112:32 pm
PWM
-
LIN
2 stops16h 23m
United Airlines
Wed 3/186:10 am
LIN
-
PWM
2 stops17h 15m
United Airlines
Deal found 1/25$507
This KLM deal was found by Cheapflights users on 1/26. 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 3/122:30 pm
PWM
-
MXP
2 stops15h 05m
Multiple Airlines
Thu 3/1912:00 pm
MXP
-
PWM
1 stop16h 59m
Multiple Airlines
Deal found 1/26$596
This United Airlines deal was found by Cheapflights users on 1/26. 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 3/129:40 am
PWM
-
MXP
2 stops26h 00m
United Airlines
Thu 3/198:30 am
MXP
-
PWM
2 stops15h 43m
United Airlines
Deal found 1/26$600
This United Airlines deal was found by Cheapflights users on 1/26. 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 3/122:32 pm
PWM
-
LIN
2 stops16h 23m
United Airlines
Thu 3/196:00 am
LIN
-
PWM
2 stops17h 25m
United Airlines
Deal found 1/26$604
This United Airlines deal was found by Cheapflights users on 1/25. 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 3/113:44 pm
PWM
-
MXP
1 stop10h 46m
United Airlines
Wed 3/189:45 am
MXP
-
PWM
1 stop13h 40m
United Airlines
Deal found 1/25$671
This Scandinavian Airlines deal was found by Cheapflights users on 1/25. 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 pm
PWM
-
MXP
2 stops13h 50m
Scandinavian Airlines
Wed 2/49:15 am
MXP
-
PWM
2 stops21h 05m
Scandinavian Airlines
Deal found 1/25$894
This Mytrip deal was found by Cheapflights users on 1/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:00 am
PWM
-
MXP
2 stops21h 55m
Air Canada
Thu 3/1912:05 pm
MXP
-
PWM
3 stops39h 13m
Air Canada
Deal found 1/26$1,122
This United Airlines deal was found by Cheapflights users on 1/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/314:10 pm
PWM
-
LIN
2 stops37h 45m
United Airlines
Tue 2/39:15 am
LIN
-
PWM
2 stops15h 37m
United Airlines
Deal found 1/24$1,650
This Air Canada deal was found by Cheapflights users on 1/26. 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 pm
PWM
-
MXP
3 stops37h 05m
Air Canada
Mon 7/612:20 pm
MXP
-
PWM
2 stops31h 18m
Air Canada
Deal found 1/26$2,645
This AranGrant deal was found by Cheapflights users on 1/26. 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 6/2711:17 am
PWM
-
LIN
2 stops20h 53m
Austrian Airlines
Mon 7/63:00 pm
LIN
-
PWM
2 stops33h 13m
Austrian Airlines
Deal found 1/26$2,691
This FlightHub deal was found by Cheapflights users on 1/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:17 am
PWM
-
LIN
2 stops20h 53m
Austrian Airlines
Wed 11/187:20 am
LIN
-
PWM
2 stops16h 53m
Austrian Airlines
Deal found 1/26$3,717
This British Airways deal was found by Cheapflights users on 1/26. 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.
Mon 10/193:03 pm
PWM
-
LIN
2 stops15h 27m
Multiple Airlines
Thu 11/197:15 am
LIN
-
PWM
2 stops22h 23m
Multiple Airlines
Deal found 1/26$3,999

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 January 27, 2026.

Round-trip from

$507
(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 January 27, 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 - LIN

PWMLIN

Portland

Wed 3/11

2:32 pm-11:55 am

2 stops16h 23m

Milan Linate

Wed 3/18

6:10 am-6:25 pm

2 stops17h 15m

$507

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 3/12

2:30 pm-10:35 am

2 stops15h 05m

Milan Malpensa

Thu 3/19

12:00 pm-11:59 pm

1 stop16h 59m

$596

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 3/12

9:40 am-4:40 pm

2 stops26h 00m

Milan Malpensa

Thu 3/19

8:30 am-7:13 pm

2 stops15h 43m

$600

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 3/12

2:32 pm-11:55 am

2 stops16h 23m

Milan Linate

Thu 3/19

6:00 am-6:25 pm

2 stops17h 25m

$604

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 3/11

3:44 pm-7:30 am

1 stop10h 46m

Milan Malpensa

Wed 3/18

9:45 am-6:25 pm

1 stop13h 40m

$671

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 3/12

6:00 am-8:55 am

2 stops21h 55m

Milan Malpensa

Thu 3/19

12:05 pm-10:18 pm

3 stops39h 13m

$1,122

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

$2,645

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 6/27

11:17 am-2:10 pm

2 stops20h 53m

Milan Linate

Mon 7/6

3:00 pm-6:13 pm

2 stops33h 13m

$2,691

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 2/12

2:10 pm-11:55 am

2 stops15h 45m

$498

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 2/11

12:40 pm-11:30 am

2 stops16h 50m

$515

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 17 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 $576). 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 $507, United Airlines can have you in Milan from Portland, Maine in 16h 23m. Portland, Maine and Milan are separated by a distance of 3749 mi.

  • 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 $576). 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
Porlezza
Brescia
Novara
Assago
Bellagio
Stresa
Domodossola

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