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Milan

$267+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
feb. 13 — feb. 201
vie. 2/13
vie. 2/20
1 adult, Economy
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Cheap 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 enero 14, 2026.

Round-trip from

$457
(Delta)

One-way from

$267
(KLM)
From Portland to Milan (MIL)
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One-way flight from Portland to Milan (MIL)
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Find 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 enero 14, 2026.

This Delta deal was found by Cheapflights users on 1/12. 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.
jue. 2/192:35 pm
PWM
-
MXP
1 stop13h 10m
Delta
mié. 2/2511:05 am
MXP
-
PWM
2 stops18h 15m
Delta
Deal found 1/12$457
This KLM deal was found by Cheapflights users on 1/12. 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.
jue. 2/196:18 am
PWM
-
MXP
1 stop21h 27m
KLM
mié. 2/2511:05 am
MXP
-
PWM
1 stop18h 01m
KLM
Deal found 1/12$465
This Flightnetwork deal was found by Cheapflights users on 1/12. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/196:00 am
PWM
-
MXP
2 stops21h 55m
Air Canada
mié. 2/251:05 pm
MXP
-
PWM
3 stops40h 15m
Air Canada
Deal found 1/12$479
This United Airlines deal was found by Cheapflights users on 1/12. 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.
jue. 2/192:10 pm
PWM
-
MXP
2 stops35h 20m
United Airlines
mié. 2/259:45 am
MXP
-
PWM
2 stops15h 11m
United Airlines
Deal found 1/12$482
This Air France deal was found by Cheapflights users on 1/13. 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.
jue. 2/192:35 pm
PWM
-
LIN
2 stops14h 40m
Air France
mié. 2/256:30 am
LIN
-
PWM
2 stops22h 36m
Air France
Deal found 1/13$501
This KLM deal was found by Cheapflights users on 1/12. 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.
jue. 2/192:35 pm
PWM
-
LIN
2 stops13h 25m
Multiple Airlines
mié. 2/259:45 am
LIN
-
PWM
2 stops19h 21m
Multiple Airlines
Deal found 1/12$505
This United Airlines deal was found by Cheapflights users on 1/12. 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.
jue. 2/192:10 pm
PWM
-
LIN
2 stops18h 05m
United Airlines
mié. 2/256:10 am
LIN
-
PWM
2 stops20h 18m
United Airlines
Deal found 1/12$508
This United Airlines deal was found by Cheapflights users on 1/13. 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.
mié. 4/156:04 am
PWM
-
MXP
2 stops22h 16m
United Airlines
lun. 4/2710:40 am
MXP
-
PWM
2 stops41h 00m
United Airlines
Deal found 1/13$564
This United Airlines deal was found by Cheapflights users on 1/13. 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.
mié. 4/156:04 am
PWM
-
LIN
2 stops24h 16m
United Airlines
lun. 4/2712:40 pm
LIN
-
PWM
2 stops36h 18m
United Airlines
Deal found 1/13$591
This United Airlines deal was found by Cheapflights users on 1/12. 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.
mié. 4/156:04 am
PWM
-
MXP
2 stops22h 16m
United Airlines
sáb. 4/259:00 am
MXP
-
PWM
2 stops35h 37m
United Airlines
Deal found 1/12$628
This American Airlines deal was found by Cheapflights users on 1/13. 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.
mié. 4/155:45 pm
PWM
-
LIN
2 stops15h 15m
American Airlines
lun. 4/2711:20 am
LIN
-
PWM
2 stops18h 02m
American Airlines
Deal found 1/13$629
This United Airlines deal was found by Cheapflights users on 1/12. 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.
mié. 4/156:04 am
PWM
-
LIN
2 stops24h 16m
United Airlines
sáb. 4/2512:40 pm
LIN
-
PWM
2 stops31h 57m
United Airlines
Deal found 1/12$737

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 enero 14, 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

jue. 2/19

2:35 pm-9:45 am

1 stop13h 10m

Milan Malpensa

mié. 2/25

11:05 am-11:20 pm

2 stops18h 15m

$457

PortlandMilan

PWM - MXP

PWMMXP

Portland

jue. 2/19

6:18 am-9:45 am

1 stop21h 27m

Milan Malpensa

mié. 2/25

11:05 am-11:06 pm

1 stop18h 01m

$465

PortlandMilan

PWM - MXP

PWMMXP

Portland

jue. 2/19

6:00 am-9:55 am

2 stops21h 55m

Milan Malpensa

mié. 2/25

1:05 pm-11:20 pm

3 stops40h 15m

$479

PortlandMilan

PWM - MXP

PWMMXP

Portland

jue. 2/19

2:10 pm-7:30 am

2 stops35h 20m

Milan Malpensa

mié. 2/25

9:45 am-6:56 pm

2 stops15h 11m

$482

PortlandMilan

PWM - LIN

PWMLIN

Portland

jue. 2/19

2:35 pm-11:15 am

2 stops14h 40m

Milan Linate

mié. 2/25

6:30 am-11:06 pm

2 stops22h 36m

$501

PortlandMilan

PWM - LIN

PWMLIN

Portland

jue. 2/19

2:35 pm-10:00 am

2 stops13h 25m

Milan Linate

mié. 2/25

9:45 am-11:06 pm

2 stops19h 21m

$505

PortlandMilan

PWM - LIN

PWMLIN

Portland

jue. 2/19

2:10 pm-2:15 pm

2 stops18h 05m

Milan Linate

mié. 2/25

6:10 am-8:28 pm

2 stops20h 18m

$508

PortlandMilan

PWM - MXP

PWMMXP

Portland

mié. 4/15

6:04 am-10:20 am

2 stops22h 16m

Milan Malpensa

lun. 4/27

10:40 am-9:40 pm

2 stops41h 00m

$564

PortlandMilan

PWM - LIN

PWMLIN

Portland

mié. 4/15

6:04 am-12:20 pm

2 stops24h 16m

Milan Linate

lun. 4/27

12:40 pm-6:58 pm

2 stops36h 18m

$591

PortlandMilan

PWM - LIN

PWMLIN

Portland

mié. 4/15

5:45 pm-3:00 pm

2 stops15h 15m

Milan Linate

lun. 4/27

11:20 am-11:22 pm

2 stops18h 02m

$629

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 19 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 $575). 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 $457, Delta can have you in Milan from Portland, Maine in 13h 10m. 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 $575). 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
Lainate
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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