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Milan

$596+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Apr 5 — Apr 121
Sun 4/5
Sun 4/12
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 March 6, 2026.

This Air Canada deal was found by Cheapflights users on 3/2. 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.
Tue 3/36:00 am
PWM
-
MXP
2 stops21h 55m
Air Canada
Tue 4/712:20 pm
MXP
-
PWM
2 stops31h 05m
Air Canada
Deal found 3/2$596
This Air Canada deal was found by Cheapflights users on 3/2. 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.
Tue 3/36:00 am
PWM
-
MXP
3 stops21h 55m
Air Canada
Thu 4/912:20 pm
MXP
-
PWM
2 stops41h 08m
Air Canada
Deal found 3/2$601
This Air Canada deal was found by Cheapflights users on 3/2. 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.
Tue 3/36:00 am
PWM
-
MXP
3 stops21h 55m
Air Canada
Fri 4/1012:20 pm
MXP
-
PWM
3 stops31h 05m
Air Canada
Deal found 3/2$606
This United Airlines deal was found by Cheapflights users on 3/2. 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 3/93:44 pm
PWM
-
MXP
1 stop10h 46m
United Airlines
Tue 4/73:20 pm
MXP
-
PWM
2 stops28h 05m
United Airlines
Deal found 3/2$617
This United Airlines deal was found by Cheapflights users on 3/2. 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.
Tue 3/36:00 am
PWM
-
MXP
2 stops21h 55m
United Airlines
Wed 4/83:20 pm
MXP
-
PWM
1 stop32h 12m
United Airlines
Deal found 3/2$622
This United Airlines deal was found by Cheapflights users on 3/2. 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 3/99:40 am
PWM
-
MXP
2 stops16h 50m
United Airlines
Fri 4/103:20 pm
MXP
-
PWM
1 stop32h 12m
United Airlines
Deal found 3/2$623
This United Airlines deal was found by Cheapflights users on 3/2. 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 3/49:40 am
PWM
-
MXP
2 stops18h 15m
United Airlines
Fri 4/108:35 am
MXP
-
PWM
2 stops31h 47m
United Airlines
Deal found 3/2$625
This United Airlines deal was found by Cheapflights users on 3/4. 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 12/54:48 pm
PWM
-
LIN
2 stops37h 32m
United Airlines
Wed 12/96:10 am
LIN
-
PWM
2 stops21h 17m
United Airlines
Deal found 3/4$645
This United Airlines deal was found by Cheapflights users on 3/5. 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 12/36:00 am
PWM
-
MXP
2 stops21h 55m
United Airlines
Mon 12/710:30 am
MXP
-
PWM
2 stops37h 43m
United Airlines
Deal found 3/5$661
This Air Canada deal was found by Cheapflights users on 3/2. 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 3/46:00 am
PWM
-
MXP
2 stops21h 55m
Air Canada
Fri 4/1012:20 pm
MXP
-
PWM
3 stops31h 05m
Air Canada
Deal found 3/2$668
This United Airlines deal was found by Cheapflights users on 3/2. 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 3/49:40 am
PWM
-
MXP
2 stops15h 50m
United Airlines
Mon 4/133:20 pm
MXP
-
PWM
2 stops28h 05m
United Airlines
Deal found 3/2$677
This Delta deal was found by Cheapflights users on 3/2. 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 4/16:25 am
PWM
-
LIN
2 stops20h 25m
Delta
Wed 4/86:40 am
LIN
-
PWM
2 stops22h 42m
Delta
Deal found 3/2$683

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 March 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$683
(Delta)

Popular in

June

Cheapest in

January

Average price

$612
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
Highest demand for flights based on searches. 14% potential increase in price ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 6, 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 - LIN

PWMLIN

Portland

Wed 4/1

6:25 am-8:50 am

2 stops20h 25m

Milan Linate

Wed 4/8

6:40 am-11:22 pm

2 stops22h 42m

$683

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 4/1

2:30 pm-2:45 pm

2 stops18h 15m

Milan Malpensa

Wed 4/8

6:45 am-11:22 pm

2 stops22h 37m

$786

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 4/20

7:23 pm-6:55 pm

2 stops17h 32m

Milan Linate

Mon 4/27

11:10 am-11:27 pm

2 stops18h 17m

$814

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 3/26

2:30 pm-8:45 am

2 stops13h 15m

Milan Linate

Mon 4/6

1:00 pm-11:59 pm

2 stops16h 59m

$853

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 4/17

2:12 pm-4:40 pm

2 stops20h 28m

Milan Malpensa

Fri 4/24

9:00 am-6:58 pm

2 stops15h 58m

$933

PortlandMilan

PWM - LIN

PWMLIN

Portland

Fri 4/17

3:22 pm-5:30 pm

2 stops20h 08m

Milan Linate

Fri 4/24

6:20 am-6:58 pm

2 stops18h 38m

$949
Quickest round-trip

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 4/20

11:09 am-7:30 am

1 stop14h 21m

Milan Malpensa

Mon 4/27

9:45 am-6:37 pm

1 stop14h 52m

$956

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 3/26

2:30 pm-8:45 am

1 stop13h 15m

Milan Malpensa

Mon 4/6

11:25 am-11:22 pm

2 stops17h 57m

$968

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 4/20

6:30 am-3:05 pm

3 stops26h 35m

Milan Malpensa

Mon 4/27

11:25 am-12:46 am

2 stops19h 21m

$2,459

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 6/27

10:55 am-2:10 pm

2 stops21h 15m

Milan Linate

Mon 7/6

10:25 am-6:35 pm

2 stops38h 10m

$2,690

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

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 $565). 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 $683, Delta can have you in Milan from Portland, Maine in 20h 25m. Portland, Maine and Milan are separated by a distance of 3749 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 $565). 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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