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Milan

$556+ 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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
May 3 — May 101
Sun 5/3
Sun 5/10
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 April 3, 2026.

This United Airlines deal was found by Cheapflights users on 4/3. 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 11/145:06 pm
PWM
-
MXP
2 stops34h 49m
United Airlines
Wed 11/181:05 pm
MXP
-
PWM
2 stops30h 33m
United Airlines
Deal found 4/3$758
This Air Canada deal was found by Cheapflights users on 3/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/143:15 pm
PWM
-
MXP
3 stops36h 40m
Air Canada
Wed 11/181:05 pm
MXP
-
PWM
2 stops39h 52m
Air Canada
Deal found 3/30$763
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Mon 12/79:34 am
PWM
-
LIN
2 stops20h 46m
United Airlines
Fri 12/116:10 am
LIN
-
PWM
2 stops21h 17m
United Airlines
Deal found 3/31$788
This deal was found by Cheapflights users on 4/3. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/262:51 pm
PWM
-
MXP
1 stop15h 14m
Delta
Tue 5/262:15 pm
MXP
-
PWM
1 stop16h 28m
Delta
Deal found 4/3$812
This deal was found by Cheapflights users on 4/3. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/262:51 pm
PWM
-
MXP
1 stop15h 14m
Delta
Wed 5/272:15 pm
MXP
-
PWM
1 stop16h 28m
Delta
Deal found 4/3$846
This deal was found by Cheapflights users on 4/3. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/232:51 pm
PWM
-
MXP
1 stop15h 14m
Delta
Tue 5/262:15 pm
MXP
-
PWM
1 stop16h 28m
Delta
Deal found 4/3$862
This Ovago deal was found by Cheapflights users on 3/31. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:25 am
PWM
-
MXP
2 stops44h 05m
Scandinavian Airlines
Fri 5/228:00 pm
MXP
-
PWM
2 stops34h 43m
Scandinavian Airlines
Deal found 3/31$865
This KAYAK deal was found by Cheapflights users on 4/3. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am
PWM
-
MXP
2 stops53h 45m
Turkish Airlines
Sun 9/202:55 pm
MXP
-
PWM
2 stops62h 57m
Turkish Airlines
Deal found 4/3$866
This deal was found by Cheapflights users on 4/3. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/272:51 pm
PWM
-
MXP
1 stop15h 14m
Delta
Tue 5/262:15 pm
MXP
-
PWM
1 stop16h 28m
Delta
Deal found 4/3$871
This deal was found by Cheapflights users on 4/3. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/232:51 pm
PWM
-
MXP
1 stop15h 14m
Delta
Wed 5/272:15 pm
MXP
-
PWM
1 stop16h 28m
Delta
Deal found 4/3$896
This deal was found by Cheapflights users on 4/3. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/272:51 pm
PWM
-
MXP
1 stop15h 14m
Delta
Wed 5/272:15 pm
MXP
-
PWM
1 stop16h 28m
Delta
Deal found 4/3$905
This Air France deal was found by Cheapflights users on 3/31. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:38 pm
PWM
-
LIN
2 stops14h 42m
Multiple Airlines
Fri 5/221:00 pm
LIN
-
PWM
2 stops17h 43m
Multiple Airlines
Deal found 3/31$942

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 April 3, 2026.

Round-trip from

$812

One-way from

$561
(Air France)
From Portland to Milan (MIL)
Search Deals
One-way flight 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 April 3, 2026.
Use the filters below to find and compare flights from Portland to Milan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 9/9

5:05 pm-1:20 pm

1 stop14h 15m

Milan Malpensa

Sun 9/20

9:00 am-11:59 pm

2 stops20h 59m

$934

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 5/15

2:38 pm-2:45 pm

2 stops18h 07m

Milan Malpensa

Fri 5/22

9:00 am-12:43 am

1 stop21h 43m

$935

PortlandMilan

PWM - LIN

PWMLIN

Portland

Fri 5/15

2:38 pm-11:20 am

2 stops14h 42m

Milan Linate

Fri 5/22

1:00 pm-12:43 am

2 stops17h 43m

$942

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 9/9

2:35 pm-11:20 am

2 stops14h 45m

Milan Linate

Sun 9/20

6:40 am-10:33 pm

2 stops21h 53m

$942

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 9/10

2:35 pm-12:05 pm

1 stop15h 30m

Milan Malpensa

Sun 9/20

9:00 am-11:59 pm

1 stop20h 59m

$991

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 9/10

2:35 pm-11:20 am

2 stops14h 45m

Milan Linate

Sun 9/20

6:40 am-10:33 pm

2 stops21h 53m

$1,002

PortlandMilan

PWM - LIN

PWMLIN

Portland

Fri 9/11

2:35 pm-11:20 am

2 stops14h 45m

Milan Linate

Sun 9/20

6:40 am-10:33 pm

2 stops21h 53m

$1,002

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sun 5/17

6:25 am-8:50 am

2 stops20h 25m

Milan Linate

Sun 5/24

11:00 am-12:43 am

2 stops19h 43m

$1,036

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 9/9

4:50 pm-2:45 pm

2 stops15h 55m

Milan Malpensa

Sun 9/20

9:15 am-10:33 pm

2 stops19h 18m

$1,040

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 5/15

2:38 pm-7:50 pm

3 stops23h 12m

Milan Malpensa

Fri 5/22

11:25 am-12:43 am

2 stops19h 18m

$1,275

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

Showing 1-10 of 22 resultsSorted by cheapest first
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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 $556). 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 $934, Scandinavian Airlines can have you in Milan from Portland, Maine in 14h 15m. 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 $556). 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
Menaggio
Rho
Porlezza
Brescia
Assago
Stresa
Bellagio
Domodossola

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