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Milan

$491+ 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 3/29. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
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 February 3, 2026.

This United Airlines deal was found by Cheapflights users on 2/2. 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 2/256:00 am
PWM
-
MXP
2 stops21h 55m
United Airlines
Sun 3/111:40 am
MXP
-
PWM
2 stops37h 16m
United Airlines
Deal found 2/2$596
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/253:05 pm
PWM
-
LIN
2 stops14h 50m
United Airlines
Sun 3/16:15 am
LIN
-
PWM
2 stops20h 54m
United Airlines
Deal found 2/2$600
This Air Canada deal was found by Cheapflights users on 2/2. 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 2/256:00 am
PWM
-
MXP
3 stops21h 55m
Air Canada
Sun 3/11:05 pm
MXP
-
PWM
2 stops40h 15m
Air Canada
Deal found 2/2$713
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Fri 4/176:13 pm
PWM
-
MXP
2 stops31h 17m
United Airlines
Sat 4/2511:20 am
MXP
-
PWM
2 stops40h 20m
United Airlines
Deal found 2/1$723
This KAYAK deal was found by Cheapflights users on 2/1. 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.
Fri 4/176:13 pm
PWM
-
LIN
2 stops18h 12m
Lufthansa
Sat 4/256:50 am
LIN
-
PWM
2 stops40h 42m
Lufthansa
Deal found 2/1$813
This Air France deal was found by Cheapflights users on 2/3. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/202:30 pm
PWM
-
LIN
2 stops13h 15m
Air France
Fri 3/2712:20 pm
LIN
-
PWM
2 stops16h 39m
Air France
Deal found 2/3$852
This KAYAK deal was found by Cheapflights users on 2/1. 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.
Fri 4/176:13 pm
PWM
-
MXP
1 stop13h 07m
Multiple Airlines
Sat 4/253:20 pm
MXP
-
PWM
1 stop32h 12m
Multiple Airlines
Deal found 2/1$1,236
This Gurufare deal was found by Cheapflights users on 2/1. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:12 pm
PWM
-
MXP
3 stops33h 08m
Lufthansa
Sat 4/2511:20 am
MXP
-
PWM
2 stops40h 20m
Lufthansa
Deal found 2/1$1,389
This Travelocity deal was found by Cheapflights users on 2/3. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:09 am
PWM
-
LIN
2 stops20h 46m
Multiple Airlines
Wed 9/306:50 am
LIN
-
PWM
2 stops21h 17m
Multiple Airlines
Deal found 2/3$1,862
This AranGrant deal was found by Cheapflights users on 1/31. 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 AranGrant is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:55 am
PWM
-
LIN
2 stops21h 15m
Austrian Airlines
Mon 7/68:00 pm
LIN
-
PWM
2 stops28h 27m
Austrian Airlines
Deal found 1/31$2,693
This AranGrant deal was found by Cheapflights users on 2/2. 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 AranGrant is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/272:18 pm
PWM
-
MXP
2 stops38h 17m
Singapore Airlines
Mon 7/66:50 pm
MXP
-
PWM
2 stops34h 46m
Singapore Airlines
Deal found 2/2$2,897
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:00 am
PWM
-
MXP
3 stops22h 20m
Air Canada
Mon 7/612:20 pm
MXP
-
PWM
2 stops31h 22m
Air Canada
Deal found 2/2$3,110

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 3, 2026.

Round-trip from

$596
(United Airlines)

One-way from

$491
(KAYAK)
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 February 3, 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 - MXP

PWMMXP

Portland

Wed 2/25

6:00 am-9:55 am

2 stops21h 55m

Milan Malpensa

Sun 3/1

11:40 am-6:56 pm

2 stops37h 16m

$596

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 2/25

2:10 pm-11:55 am

2 stops15h 45m

Milan Linate

Sun 3/1

6:15 am-9:09 pm

2 stops20h 54m

$600

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 4/17

6:13 pm-7:30 am

2 stops31h 17m

Milan Malpensa

Sat 4/25

11:20 am-9:40 pm

2 stops40h 20m

$723

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 2/25

6:00 am-9:55 am

3 stops21h 55m

Milan Malpensa

Sun 3/1

1:05 pm-11:20 pm

2 stops40h 15m

$784

PortlandMilan

PWM - LIN

PWMLIN

Portland

Fri 4/17

6:13 pm-6:25 pm

2 stops18h 12m

Milan Linate

Sat 4/25

6:50 am-5:32 pm

2 stops40h 42m

$813

PortlandMilan

PWM - LIN

PWMLIN

Portland

Fri 3/20

2:30 pm-8:45 am

2 stops13h 15m

Milan Linate

Fri 3/27

12:20 pm-11:59 pm

2 stops16h 39m

$852

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 4/17

6:13 pm-1:20 pm

1 stop13h 07m

Milan Malpensa

Sat 4/25

3:20 pm-5:32 pm

1 stop32h 12m

$1,236

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 4/17

7:12 pm-10:20 am

3 stops33h 08m

Milan Malpensa

Sat 4/25

11:20 am-9:40 pm

2 stops40h 20m

$1,389

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 6/27

10:55 am-2:10 pm

2 stops21h 15m

Milan Linate

Mon 7/6

8:00 pm-6:27 pm

2 stops28h 27m

$2,693

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 6/27

2:18 pm-10:35 am

2 stops38h 17m

Milan Malpensa

Mon 7/6

6:50 pm-11:36 pm

2 stops34h 46m

$2,897

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 16 results
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 $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 $813, United Airlines can have you in Milan from Portland, Maine in 18h 12m. 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 $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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Alternative routes for Portland to Milan

See prices for flight routes from nearby airports that may be better suited for you.
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