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$499+ Cheap flights from Milan (MIL) to Portland, ME (PWM)

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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
MIL — PWM
Mar 16 — Mar 231
Mon 3/16
Mon 3/23
1 adult, Economy
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Cheap flight deals from Milan to Portland

Cheapest flights from Milan to Portland
Explore the most affordable flight options available from Milan to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 14, 2026.

This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/242:20 pm
MXP
-
PWM
1 stop15h 31m
American Airlines
Mon 9/286:50 pm
PWM
-
MXP
2 stops16h 55m
American Airlines
Deal found 2/11$797
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.
Thu 4/166:50 am
LIN
-
PWM
2 stops20h 50m
United Airlines
Mon 4/202:12 pm
PWM
-
LIN
2 stops18h 28m
United Airlines
Deal found 2/12$803
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.
Thu 9/243:20 pm
MXP
-
PWM
1 stop28h 32m
United Airlines
Mon 9/286:20 pm
PWM
-
MXP
1 stop13h 00m
United Airlines
Deal found 2/12$807
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 4/93:20 pm
MXP
-
PWM
1 stop30h 02m
United Airlines
Mon 4/136:13 pm
PWM
-
MXP
1 stop13h 07m
United Airlines
Deal found 2/10$809
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/91:20 pm
MXP
-
PWM
2 stops27h 55m
American Airlines
Mon 4/137:23 pm
PWM
-
MXP
2 stops16h 22m
American Airlines
Deal found 2/10$815
This United Airlines deal was found by Cheapflights users on 2/14. 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 3/29:10 am
MXP
-
PWM
2 stops15h 46m
United Airlines
Fri 3/67:07 pm
PWM
-
MXP
1 stop30h 23m
United Airlines
Deal found 2/14$1,191
This United Airlines deal was found by Cheapflights users on 2/14. 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 3/22:50 pm
LIN
-
PWM
2 stops14h 30m
United Airlines
Fri 3/611:30 am
PWM
-
LIN
2 stops18h 25m
United Airlines
Deal found 2/14$1,203
This American Airlines deal was found by Cheapflights users on 2/14. 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.
Mon 3/210:25 am
MXP
-
PWM
2 stops19h 25m
American Airlines
Fri 3/65:40 pm
PWM
-
MXP
2 stops18h 40m
American Airlines
Deal found 2/14$1,340

Find flight deals from Milan to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Milan (MIL) to Portland (PWM). 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.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$803
(United Airlines)

One-way from

$499
(oojo)
Provider with most accurate pricing for Milan (MIL)-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milan (MIL)-Portland flights.
Search Deals
From Milan (MIL) to Portland
Search Deals
One-way flight from Milan (MIL) to Portland
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milan to Portland 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 Milan to Portland that are best for you.

Fly from

Milan

Fly to

Portland

Route

Depart

Return

Price

MilanPortland

LIN - PWM

LINPWM

Milan Linate

Thu 4/16

6:50 am-9:40 pm

2 stops20h 50m

Portland

Mon 4/20

2:12 pm-2:40 pm

2 stops18h 28m

$803

MilanPortland

MXP - PWM

MXPPWM

Milan Malpensa

Thu 4/9

3:20 pm-3:22 pm

1 stop30h 02m

Portland

Mon 4/13

6:13 pm-1:20 pm

1 stop13h 07m

$809

MilanPortland

MXP - PWM

MXPPWM

Milan Malpensa

Thu 4/9

1:20 pm-11:15 am

2 stops27h 55m

Portland

Mon 4/13

7:23 pm-5:45 pm

2 stops16h 22m

$815

MilanPortland

MXP - PWM

MXPPWM

Milan Malpensa

Mon 3/2

9:10 am-6:56 pm

2 stops15h 46m

Portland

Fri 3/6

7:07 pm-7:30 am

1 stop30h 23m

$1,191

MilanPortland

LIN - PWM

LINPWM

Milan Linate

Mon 3/2

2:50 pm-11:20 pm

2 stops14h 30m

Portland

Fri 3/6

11:30 am-11:55 am

2 stops18h 25m

$1,203

MilanPortland

MXP - PWM

MXPPWM

Milan Malpensa

Mon 3/2

10:25 am-11:50 pm

2 stops19h 25m

Portland

Fri 3/6

5:40 pm-6:20 pm

2 stops18h 40m

$1,340

MilanPortland

MXP - PWM

MXPPWM

Milan Malpensa

Fri 5/22

8:00 pm-1:23 pm

2 stops47h 23m

$499

MilanPortland

MXP - PWM

MXPPWM

Milan Malpensa

Fri 5/22

8:00 pm-1:23 pm

2 stops47h 23m

$516

MilanPortland

LIN - PWM

LINPWM

Milan Linate

Fri 5/22

11:10 am-9:46 pm

2 stops16h 36m

$553

MilanPortland

MXP - PWM

MXPPWM

Milan Malpensa

Fri 5/22

2:20 pm-11:51 pm

1 stop15h 31m

$646

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 12 results
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Compare providers for flights from Milan to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milan to Portland in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Milan-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milan-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milan-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milan-Portland, Maine flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milan-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Milan to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Milan 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 Milan to Portland

What is the cheapest month to book a flight from Milan to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Milan to Portland, Maine (average of $361). Flying from Milan to Portland, Maine in November is currently the most expensive (average of $720). 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 Milan to Portland. 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 into for flights to Portland from Milan?

    Portland (PWM), located 2.9 mi from the city center, is the airport you fly into when you book flights from Milan to Portland. 0 airlines have flights to Portland from Milan on a regular basis. Booking flights from Milan to Portland should not be difficult; the airport handles an average of 0 inbound flights from Milan per day.

  • How long is the flight from Milan to Portland, Maine?

    Airlines like United Airlines and American Airlines fly from Milan to Portland, Maine in about 20h 50m. The time it takes to get you to your destination can typically vary by up to 7h 05m. The distance from Milan to Portland, Maine is about 3749 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Milan to Portland that include hotel bookings?

    Yes. In addition to deals on Milan to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milan to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milan to Portland.

  • Can I find deals for business class flights from Milan to Portland?

    Yes. Cheapflights offers flight deals from Milan to Portland 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 Milan to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Milan to Portland, Maine (average of $361). Flying from Milan to Portland, Maine in November is currently the most expensive (average of $720). 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 Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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Alternative routes for Milan to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Malpensa to Boston flights
Linate to Boston flights
Bergamo to Boston flights
Verona to Boston flights

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