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Milan

$658+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Jun 7 — Jun 141
Sun 6/7
Sun 6/14
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 May 8, 2026.

This Orbitz deal was found by Cheapflights users on 5/6. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:00 am
PWM
-
MXP
2 stops33h 20m
Multiple Airlines
Wed 6/177:00 am
MXP
-
PWM
2 stops23h 25m
Multiple Airlines
Deal found 5/6$932
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/102:59 pm
PWM
-
MXP
2 stops20h 36m
Delta
Wed 6/1711:40 am
MXP
-
PWM
1 stop17h 25m
Delta
Deal found 5/6$993
This Air France deal was found by Cheapflights users on 5/6. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/102:59 pm
PWM
-
LIN
2 stops14h 21m
Multiple Airlines
Wed 6/176:40 am
LIN
-
PWM
2 stops15h 15m
Multiple Airlines
Deal found 5/6$1,000
This Delta deal was found by Cheapflights users on 5/3. 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 6/186:25 am
PWM
-
LIN
2 stops20h 25m
Delta
Thu 6/2511:00 am
LIN
-
PWM
2 stops19h 52m
Delta
Deal found 5/3$1,086
This Delta deal was found by Cheapflights users on 5/3. 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 6/182:59 pm
PWM
-
MXP
2 stops20h 36m
Delta
Thu 6/259:15 am
MXP
-
PWM
2 stops19h 50m
Delta
Deal found 5/3$1,090
This United Airlines deal was found by Cheapflights users on 5/5. 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 7/26:00 am
PWM
-
MXP
2 stops22h 20m
United Airlines
Sun 7/58:35 am
MXP
-
PWM
2 stops16h 52m
United Airlines
Deal found 5/5$1,128
This Booking.com deal was found by Cheapflights users on 5/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:00 am
PWM
-
MXP
3 stops22h 20m
Air Canada
Wed 6/1712:20 pm
MXP
-
PWM
2 stops17h 10m
Air Canada
Deal found 5/6$1,294
This United Airlines deal was found by Cheapflights users on 5/5. 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 7/210:55 am
PWM
-
LIN
2 stops17h 05m
United Airlines
Sun 7/56:50 am
LIN
-
PWM
2 stops17h 39m
United Airlines
Deal found 5/5$1,507
This American Airlines deal was found by Cheapflights users on 5/3. 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 6/183:05 pm
PWM
-
MXP
2 stops16h 35m
American Airlines
Thu 6/252:20 pm
MXP
-
PWM
1 stop13h 26m
American Airlines
Deal found 5/3$1,515
This Booking.com deal was found by Cheapflights users on 5/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/183:16 pm
PWM
-
MXP
3 stops37h 04m
Air Canada
Thu 6/2512:20 pm
MXP
-
PWM
2 stops17h 10m
Air Canada
Deal found 5/3$1,684
This Air Canada deal was found by Cheapflights users on 5/3. 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.
Thu 6/183:16 pm
PWM
-
LIN
3 stops17h 24m
Air Canada
Thu 6/2510:35 am
LIN
-
PWM
3 stops18h 55m
Air Canada
Deal found 5/3$1,937
This Air Canada deal was found by Cheapflights users on 5/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1011:00 am
PWM
-
LIN
3 stops17h 00m
Air Canada
Wed 6/1710:35 am
LIN
-
PWM
3 stops18h 55m
Air Canada
Deal found 5/6$2,399

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 8, 2026.

Round-trip from

$932
(Orbitz)

One-way from

$658
(Kiwi.com)
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 8, 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

Wed 6/10

6:00 am-9:20 pm

2 stops33h 20m

Milan Malpensa

Wed 6/17

7:00 am-12:25 am

2 stops23h 25m

$932

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 6/10

2:59 pm-5:35 pm

2 stops20h 36m

Milan Malpensa

Wed 6/17

11:40 am-11:05 pm

1 stop17h 25m

$993
Quickest round-trip

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 6/10

2:59 pm-11:20 am

2 stops14h 21m

Milan Linate

Wed 6/17

6:40 am-3:55 pm

2 stops15h 15m

$1,000

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 6/18

6:25 am-8:50 am

2 stops20h 25m

Milan Linate

Thu 6/25

11:00 am-12:52 am

2 stops19h 52m

$1,086

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 6/18

2:59 pm-5:35 pm

2 stops20h 36m

Milan Malpensa

Thu 6/25

9:15 am-11:05 pm

2 stops19h 50m

$1,090

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 7/2

6:00 am-10:20 am

2 stops22h 20m

Milan Malpensa

Sun 7/5

8:35 am-7:27 pm

2 stops16h 52m

$1,128

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 7/2

10:55 am-10:00 am

2 stops17h 05m

Milan Linate

Sun 7/5

6:50 am-6:29 pm

2 stops17h 39m

$1,507

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 6/18

3:05 pm-1:40 pm

2 stops16h 35m

Milan Malpensa

Thu 6/25

2:20 pm-9:46 pm

1 stop13h 26m

$1,515

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 6/18

3:16 pm-2:40 pm

3 stops17h 24m

Milan Linate

Thu 6/25

10:35 am-11:30 pm

3 stops18h 55m

$1,937

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 6/10

11:00 am-10:00 am

3 stops17h 00m

Milan Linate

Wed 6/17

10:35 am-11:30 pm

3 stops18h 55m

$2,399

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/5

Showing 1-10 of 18 resultsSorted by cheapest first
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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
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 $1,515, Delta can have you in Milan from Portland, Maine in 16h 35m. 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
Porlezza
Brescia
Assago
Stresa
Bellagio
Domodossola

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