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Milan

$493+ 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 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Mar 16 — Mar 231
Mon 3/16
Mon 3/23
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 14, 2026.

This United Airlines deal was found by Cheapflights users on 2/10. 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 3/193:44 pm
PWM
-
MXP
1 stop10h 46m
United Airlines
Fri 3/2712:05 pm
MXP
-
PWM
2 stops37h 59m
United Airlines
Deal found 2/10$493
This Air Canada deal was found by Cheapflights users on 2/13. 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 Canada 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
Air Canada
Sun 3/11:05 pm
MXP
-
PWM
2 stops40h 15m
Air Canada
Deal found 2/13$566
This United Airlines deal was found by Cheapflights users on 2/12. 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.
Wed 10/142:45 pm
PWM
-
MXP
2 stops19h 55m
United Airlines
Tue 10/2012:20 pm
MXP
-
PWM
2 stops31h 32m
United Airlines
Deal found 2/12$581
This American Airlines deal was found by Cheapflights users on 2/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:03 pm
PWM
-
MXP
2 stops16h 17m
American Airlines
Tue 10/202:20 pm
MXP
-
PWM
1 stop15h 04m
American Airlines
Deal found 2/12$589
This United Airlines deal was found by Cheapflights users on 2/10. 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 stops18h 41m
United Airlines
Deal found 2/10$599
This Ovago deal was found by Cheapflights users on 2/10. 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.
Thu 3/196:00 am
PWM
-
MXP
1 stop20h 30m
Multiple Airlines
Fri 3/279:45 am
MXP
-
PWM
1 stop17h 33m
Multiple Airlines
Deal found 2/10$629
This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:00 am
PWM
-
MXP
2 stops21h 55m
Air Canada
Fri 3/2712:05 pm
MXP
-
PWM
3 stops35h 20m
Air Canada
Deal found 2/10$659
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Mon 3/306:04 am
PWM
-
MXP
2 stops22h 16m
United Airlines
Mon 4/611:20 am
MXP
-
PWM
2 stops57h 17m
United Airlines
Deal found 2/13$685
This United Airlines deal was found by Cheapflights users on 2/10. 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 3/193:44 pm
PWM
-
LIN
2 stops15h 11m
United Airlines
Fri 3/279:15 am
LIN
-
PWM
2 stops14h 58m
United Airlines
Deal found 2/10$688
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Mon 3/302:12 pm
PWM
-
LIN
2 stops16h 08m
United Airlines
Mon 4/612:40 pm
LIN
-
PWM
2 stops39h 00m
United Airlines
Deal found 2/13$736
This United Airlines deal was found by Cheapflights users on 2/10. 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 5/111:34 am
PWM
-
LIN
2 stops18h 46m
United Airlines
Sat 5/166:50 am
LIN
-
PWM
2 stops17h 33m
United Airlines
Deal found 2/10$787
This United Airlines deal was found by Cheapflights users on 2/11. 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 5/27:10 pm
PWM
-
LIN
2 stops13h 30m
United Airlines
Fri 5/812:40 pm
LIN
-
PWM
2 stops41h 19m
United Airlines
Deal found 2/11$821

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 14, 2026.

Round-trip from

$493
(United Airlines)
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 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

Thu 3/19

3:44 pm-7:30 am

1 stop10h 46m

Milan Malpensa

Fri 3/27

12:05 pm-9:04 pm

2 stops37h 59m

$493

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 2/25

6:00 am-9:55 am

2 stops21h 55m

Milan Malpensa

Sun 3/1

1:05 pm-11:20 pm

2 stops40h 15m

$566

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-6:56 pm

2 stops18h 41m

$599

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 3/19

6:00 am-7:30 am

1 stop20h 30m

Milan Malpensa

Fri 3/27

9:45 am-10:18 pm

1 stop17h 33m

$629

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 3/19

6:00 am-8:55 am

2 stops21h 55m

Milan Malpensa

Fri 3/27

12:05 pm-6:25 pm

3 stops35h 20m

$659

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 3/30

6:04 am-10:20 am

2 stops22h 16m

Milan Malpensa

Mon 4/6

11:20 am-2:37 pm

2 stops57h 17m

$685

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 3/19

3:44 pm-11:55 am

2 stops15h 11m

Milan Linate

Fri 3/27

9:15 am-7:13 pm

2 stops14h 58m

$688

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 2/27

5:45 am-10:45 am

2 stops47h 00m

Milan Malpensa

Thu 3/5

10:40 am-6:25 pm

2 stops37h 45m

$733

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 3/30

2:12 pm-12:20 pm

2 stops16h 08m

Milan Linate

Mon 4/6

12:40 pm-9:40 pm

2 stops39h 00m

$736

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 3/28

4:23 pm-5:40 pm

2 stops44h 17m

Milan Malpensa

Sat 4/4

9:00 am-5:32 pm

2 stops38h 32m

$764

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 16 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 $561). 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 $493, 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 $561). 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

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