HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milan

$419+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Jun 25 — Jul 21
Thu 6/25
Thu 7/2
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 May 26, 2026.

This Justfly.com deal was found by Cheapflights users on 5/25. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/232:35 pm
PWM
-
MXP
2 stops35h 55m
Scandinavian Airlines
Mon 9/283:55 pm
MXP
-
PWM
2 stops38h 04m
Scandinavian Airlines
Deal found 5/25$768
This United Airlines deal was found by Cheapflights users on 5/25. 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.
Sun 11/154:48 pm
PWM
-
MXP
1 stop14h 17m
United Airlines
Thu 11/199:45 am
MXP
-
PWM
1 stop19h 12m
United Airlines
Deal found 5/25$775
This United Airlines deal was found by Cheapflights users on 5/21. 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 11/163:15 pm
PWM
-
LIN
2 stops15h 05m
United Airlines
Thu 11/196:25 am
LIN
-
PWM
2 stops17h 48m
United Airlines
Deal found 5/21$789
This oojo deal was found by Cheapflights users on 5/24. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:30 am
PWM
-
MXP
2 stops22h 55m
Scandinavian Airlines
Tue 11/1711:20 am
MXP
-
PWM
2 stops42h 29m
Scandinavian Airlines
Deal found 5/24$790
This FlightHub deal was found by Cheapflights users on 5/23. 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.
Thu 11/122:35 pm
PWM
-
MXP
2 stops13h 55m
Scandinavian Airlines
Wed 11/188:05 pm
MXP
-
PWM
2 stops33h 44m
Scandinavian Airlines
Deal found 5/23$798
This Orbitz deal was found by Cheapflights users on 5/23. 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 11/126:00 am
PWM
-
MXP
3 stops22h 05m
Air Canada
Wed 11/181:05 pm
MXP
-
PWM
2 stops39h 52m
Air Canada
Deal found 5/23$813
This Expedia deal was found by Cheapflights users on 5/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:55 pm
PWM
-
MXP
2 stops33h 25m
Air Canada
Tue 11/171:05 pm
MXP
-
PWM
3 stops30h 33m
Air Canada
Deal found 5/24$818
This United Airlines deal was found by Cheapflights users on 5/24. 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 9/296:00 am
PWM
-
MXP
1 stop19h 30m
United Airlines
Tue 11/171:05 pm
MXP
-
PWM
2 stops30h 33m
United Airlines
Deal found 5/24$822
This United Airlines deal was found by Cheapflights users on 5/23. 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 11/1211:17 am
PWM
-
MXP
1 stop14h 13m
United Airlines
Wed 11/189:45 am
MXP
-
PWM
1 stop14h 28m
United Airlines
Deal found 5/23$825
This Delta deal was found by Cheapflights users on 5/23. 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.
Thu 11/1210:00 am
PWM
-
LIN
2 stops19h 15m
Delta
Wed 11/186:30 am
LIN
-
PWM
2 stops21h 53m
Delta
Deal found 5/23$836
This Delta deal was found by Cheapflights users on 5/24. 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 9/292:35 pm
PWM
-
LIN
2 stops17h 20m
Delta
Tue 11/176:30 am
LIN
-
PWM
2 stops21h 53m
Delta
Deal found 5/24$853
This Delta deal was found by Cheapflights users on 5/25. 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 9/222:35 pm
PWM
-
LIN
2 stops17h 20m
Delta
Sun 9/276:40 am
LIN
-
PWM
2 stops22h 45m
Delta
Deal found 5/25$980

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 May 26, 2026.

Round-trip from

$768
(Justfly.com)

One-way from

$419
(Travelocity)
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 May 26, 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 - MXP

PWMMXP

Portland

Sun 11/15

4:48 pm-1:05 pm

1 stop14h 17m

Milan Malpensa

Thu 11/19

9:45 am-10:57 pm

1 stop19h 12m

$775

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 11/16

3:15 pm-12:20 pm

2 stops15h 05m

Milan Linate

Thu 11/19

6:25 am-6:13 pm

2 stops17h 48m

$789

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 9/29

6:55 pm-10:20 am

2 stops33h 25m

Milan Malpensa

Tue 11/17

1:05 pm-1:38 pm

3 stops30h 33m

$818
Quickest round-trip

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 11/12

11:17 am-7:30 am

1 stop14h 13m

Milan Malpensa

Wed 11/18

9:45 am-6:13 pm

1 stop14h 28m

$825

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 11/12

10:00 am-11:15 am

2 stops19h 15m

Milan Linate

Wed 11/18

6:30 am-10:23 pm

2 stops21h 53m

$836

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 8/5

6:00 am-10:25 am

2 stops22h 25m

Milan Malpensa

Sat 8/15

11:40 am-9:31 pm

1 stop15h 51m

$946

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 9/22

2:35 pm-11:20 am

2 stops14h 45m

Milan Linate

Sat 9/26

11:00 am-11:59 pm

2 stops18h 59m

$980

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 9/22

2:35 pm-1:55 pm

2 stops17h 20m

Milan Linate

Sun 9/27

6:40 am-11:25 pm

2 stops22h 45m

$980

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 9/21

6:02 am-8:50 am

2 stops20h 48m

Milan Linate

Sat 9/26

11:00 am-11:59 pm

2 stops18h 59m

$980

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 9/21

4:45 pm-1:55 pm

2 stops15h 10m

Milan Linate

Mon 9/28

11:00 am-11:59 pm

2 stops18h 59m

$1,112

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/22

Showing 1-10 of 31 resultsSorted by cheapest first
1
2
3
4

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
No data available for this route at this time. Please check back soon.

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 $775, United Airlines can have you in Milan from Portland, Maine in 14h 17m. 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.

See more FAQs

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Menaggio
Rho
Brescia
Porlezza
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.