HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milan

$424+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
May 11 — May 181
Mon 5/11
Mon 5/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Milan with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 11, 2026.

This FlightHub deal was found by Cheapflights users on 4/9. 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.
Wed 9/306:30 am
PWM
-
MXP
2 stops44h 00m
Scandinavian Airlines
Tue 10/63:55 pm
MXP
-
PWM
2 stops37h 54m
Scandinavian Airlines
Deal found 4/9$716
This United Airlines deal was found by Cheapflights users on 4/9. 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 12/29:45 am
PWM
-
LIN
2 stops20h 35m
United Airlines
Sun 12/66:10 am
LIN
-
PWM
2 stops18h 03m
United Airlines
Deal found 4/9$817
This United Airlines deal was found by Cheapflights users on 4/6. 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 12/72:45 pm
PWM
-
LIN
2 stops15h 35m
United Airlines
Fri 12/116:10 am
LIN
-
PWM
2 stops21h 17m
United Airlines
Deal found 4/6$838
This American Airlines deal was found by Cheapflights users on 4/9. 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 9/303:03 pm
PWM
-
MXP
2 stops16h 17m
American Airlines
Tue 10/62:20 pm
MXP
-
PWM
1 stop15h 31m
American Airlines
Deal found 4/9$867
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/192:38 pm
PWM
-
MXP
1 stop15h 27m
Delta
Wed 5/272:15 pm
MXP
-
PWM
1 stop15h 03m
Delta
Deal found 4/10$871
This American Airlines deal was found by Cheapflights users on 4/9. 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 9/303:03 pm
PWM
-
LIN
2 stops15h 32m
American Airlines
Tue 10/611:10 am
LIN
-
PWM
2 stops18h 41m
American Airlines
Deal found 4/9$888
This United Airlines deal was found by Cheapflights users on 4/10. 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 5/207:10 pm
PWM
-
MXP
2 stops17h 30m
United Airlines
Wed 5/278:35 am
MXP
-
PWM
2 stops21h 16m
United Airlines
Deal found 4/10$942
This United Airlines deal was found by Cheapflights users on 4/10. 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.
Tue 5/193:39 pm
PWM
-
LIN
2 stops14h 21m
United Airlines
Wed 5/2710:35 am
LIN
-
PWM
2 stops19h 16m
United Airlines
Deal found 4/10$993
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/192:38 pm
PWM
-
MXP
1 stop15h 27m
Delta
Thu 5/282:15 pm
MXP
-
PWM
1 stop16h 28m
Delta
Deal found 4/10$1,045
This United Airlines deal was found by Cheapflights users on 4/10. 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 5/215:15 am
PWM
-
MXP
2 stops23h 20m
United Airlines
Wed 5/278:35 am
MXP
-
PWM
2 stops16h 52m
United Airlines
Deal found 4/10$1,053
This United Airlines deal was found by Cheapflights users on 4/10. 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 5/213:16 pm
PWM
-
LIN
2 stops15h 04m
United Airlines
Wed 5/276:50 am
LIN
-
PWM
2 stops18h 37m
United Airlines
Deal found 4/10$1,092
This United Airlines deal was found by Cheapflights users on 4/10. 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.
Tue 5/193:39 pm
PWM
-
LIN
2 stops14h 21m
United Airlines
Tue 6/210:35 am
LIN
-
PWM
2 stops19h 16m
United Airlines
Deal found 4/10$1,127

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 April 11, 2026.

Round-trip from

$716
(FlightHub)

One-way from

$424
(American Airlines)
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 April 11, 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 9/30

3:03 pm-12:35 pm

2 stops15h 32m

Milan Linate

Tue 10/6

11:10 am-11:51 pm

2 stops18h 41m

$888

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 9/30

2:35 pm-3:05 pm

3 stops18h 30m

Milan Malpensa

Tue 10/6

11:25 am-11:49 pm

2 stops18h 24m

$892

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 5/19

3:39 pm-12:00 pm

2 stops14h 21m

Milan Linate

Wed 5/27

10:35 am-11:51 pm

2 stops19h 16m

$993

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 5/19

2:38 pm-12:05 pm

1 stop15h 27m

Milan Malpensa

Sun 5/31

9:00 am-12:49 am

1 stop21h 49m

$1,115

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 5/19

3:39 pm-12:00 pm

2 stops14h 21m

Milan Linate

Tue 6/2

10:35 am-11:51 pm

2 stops19h 16m

$1,127

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 9/30

10:55 am-10:35 am

3 stops17h 40m

Milan Malpensa

Tue 10/6

12:20 pm-9:11 am

3 stops26h 51m

$1,280

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 5/23

2:38 pm-11:20 am

2 stops14h 42m

Milan Linate

Sat 5/30

11:00 am-12:43 am

2 stops19h 43m

$1,371

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 5/21

12:50 pm-10:05 am

2 stops15h 15m

Milan Linate

Sun 5/31

1:00 pm-12:49 am

2 stops17h 49m

$1,515

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 9/30

10:55 am-10:00 am

3 stops17h 05m

Milan Linate

Tue 10/6

10:35 am-11:30 pm

3 stops18h 55m

$1,530

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 5/22

2:38 pm-12:05 pm

1 stop15h 27m

Milan Malpensa

Thu 5/28

2:15 pm-12:43 am

1 stop16h 28m

$1,548

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/9

Showing 1-10 of 20 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 $541). 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 $993, American Airlines can have you in Milan from Portland, Maine in 14h 21m. 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 $541). 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
Menaggio
Rho
Porlezza
Brescia
Assago
Stresa
Bellagio
Domodossola

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Milan

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

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights