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Milan

$250+ 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Mar 27 — Apr 31
Fri 3/27
Fri 4/3
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 February 25, 2026.

This United Airlines deal was found by Cheapflights users on 2/25. 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 3/183:44 pm
PWM
-
MXP
1 stop10h 46m
United Airlines
Tue 4/1411:20 am
MXP
-
PWM
2 stops37h 17m
United Airlines
Deal found 2/25$567
This KAYAK deal was found by Cheapflights users on 2/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:00 am
PWM
-
MXP
1 stop20h 30m
Multiple Airlines
Wed 4/89:45 am
MXP
-
PWM
1 stop19h 43m
Multiple Airlines
Deal found 2/22$641
This KAYAK deal was found by Cheapflights users on 2/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:00 am
PWM
-
MXP
1 stop20h 30m
Lufthansa
Wed 4/89:45 am
MXP
-
PWM
2 stops15h 13m
Lufthansa
Deal found 2/22$646
This United Airlines deal was found by Cheapflights users on 2/21. 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 2/254:15 pm
PWM
-
MXP
2 stops33h 15m
United Airlines
Sun 3/19:45 am
MXP
-
PWM
2 stops17h 24m
United Airlines
Deal found 2/21$649
This American Airlines deal was found by Cheapflights users on 2/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:00 am
PWM
-
MXP
2 stops21h 05m
American Airlines
Wed 4/811:00 am
MXP
-
PWM
2 stops18h 54m
American Airlines
Deal found 2/22$656
This United Airlines deal was found by Cheapflights users on 2/25. 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 3/183:44 pm
PWM
-
LIN
2 stops15h 11m
United Airlines
Tue 4/146:50 am
LIN
-
PWM
2 stops20h 50m
United Airlines
Deal found 2/25$659
This United Airlines deal was found by Cheapflights users on 2/23. 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.
Thu 4/96:04 am
PWM
-
MXP
2 stops22h 16m
United Airlines
Thu 4/169:45 am
MXP
-
PWM
2 stops17h 55m
United Airlines
Deal found 2/23$660
This KAYAK deal was found by Cheapflights users on 2/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/183:44 pm
PWM
-
MXP
1 stop10h 46m
Austrian Airlines
Tue 4/149:45 am
MXP
-
PWM
1 stop14h 52m
Austrian Airlines
Deal found 2/25$661
This United Airlines deal was found by Cheapflights users on 2/21. 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 2/252:10 pm
PWM
-
LIN
2 stops15h 45m
United Airlines
Sun 3/16:15 am
LIN
-
PWM
2 stops23h 05m
United Airlines
Deal found 2/21$666
This Air Canada deal was found by Cheapflights users on 2/21. 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 2/256:00 am
PWM
-
MXP
3 stops21h 55m
Air Canada
Sun 3/11:05 pm
MXP
-
PWM
2 stops54h 19m
Air Canada
Deal found 2/21$667
This BusinessClass deal was found by Cheapflights users on 2/25. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:08 pm
PWM
-
LIN
2 stops35h 47m
Lufthansa
Tue 4/79:50 am
LIN
-
PWM
2 stops15h 08m
Lufthansa
Deal found 2/25$667
This Air France deal was found by Cheapflights users on 2/22. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/252:30 pm
PWM
-
LIN
2 stops13h 15m
Multiple Airlines
Wed 4/16:40 am
LIN
-
PWM
2 stops15h 26m
Multiple Airlines
Deal found 2/22$679

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 February 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$567
(United Airlines)

One-way from

$250
(United Airlines)

Popular in

June

Cheapest in

January

Average price

$585
Provider with most accurate pricing for Boston Logan Intl-Milan (MIL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Milan (MIL) flights.
Search Deals
From Portland to Milan (MIL)
Search Deals
One-way flight from Portland to Milan (MIL)
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($111 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 25, 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

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 3/18

3:44 pm-7:30 am

1 stop10h 46m

Milan Malpensa

Tue 4/14

11:20 am-6:37 pm

2 stops37h 17m

$567

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 3/24

6:00 am-7:30 am

1 stop20h 30m

Milan Malpensa

Wed 4/8

9:45 am-6:58 pm

2 stops15h 13m

$646

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 3/18

3:44 pm-11:55 am

2 stops15h 11m

Milan Linate

Tue 4/14

6:50 am-9:40 pm

2 stops20h 50m

$659

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 3/21

7:08 pm-11:55 am

2 stops35h 47m

Milan Linate

Tue 4/7

9:50 am-6:58 pm

2 stops15h 08m

$667

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 3/24

2:30 pm-10:00 am

2 stops14h 30m

Milan Linate

Wed 4/8

6:40 am-4:06 pm

2 stops15h 26m

$685

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 3/25

2:30 pm-10:35 am

2 stops15h 05m

Milan Malpensa

Wed 4/1

11:40 am-11:22 pm

1 stop17h 42m

$697

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 3/25

5:45 am-8:55 am

2 stops22h 10m

Milan Malpensa

Wed 4/8

3:20 pm-5:32 pm

1 stop32h 12m

$708

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 4/9

4:48 pm-1:55 pm

2 stops15h 07m

Milan Linate

Thu 4/16

11:00 am-12:46 am

2 stops19h 46m

$740

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 3/25

2:30 pm-8:45 am

2 stops13h 15m

Milan Linate

Wed 4/8

6:40 am-4:06 pm

2 stops15h 26m

$757

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 3/26

2:30 pm-8:45 am

2 stops13h 15m

Milan Linate

Wed 4/8

6:40 am-4:06 pm

2 stops15h 26m

$817

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/24

Showing 1-10 of 32 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 $564). 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 $567, United Airlines can have you in Milan from Portland, Maine in 10h 46m. 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 $564). 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
Stresa
Bellagio
Domodossola

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