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Milan

$400+ 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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Jul 29 — Aug 51
Wed 7/29
Wed 8/5
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 June 29, 2026.

This American Airlines deal was found by Cheapflights users on 6/28. 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 8/127:28 am
PWM
-
MXP
1 stop20h 37m
American Airlines
Wed 8/192:20 pm
MXP
-
PWM
1 stop13h 01m
American Airlines
Deal found 6/28$808
This United Airlines deal was found by Cheapflights users on 6/28. 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 8/126:00 am
PWM
-
MXP
1 stop19h 30m
United Airlines
Wed 8/199:00 am
MXP
-
PWM
2 stops18h 23m
United Airlines
Deal found 6/28$810
This Delta deal was found by Cheapflights users on 6/28. 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 8/124:47 pm
PWM
-
LIN
2 stops20h 58m
Delta
Wed 8/191:00 pm
LIN
-
PWM
2 stops17h 59m
Delta
Deal found 6/28$819
This Delta deal was found by Cheapflights users on 6/26. 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.
Mon 8/176:05 am
PWM
-
MXP
1 stop21h 20m
Delta
Sun 8/2311:40 am
MXP
-
PWM
1 stop17h 33m
Delta
Deal found 6/26$850
This United Airlines deal was found by Cheapflights users on 6/26. 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 8/173:45 pm
PWM
-
MXP
2 stops18h 55m
United Airlines
Sun 8/233:20 pm
MXP
-
PWM
2 stops33h 09m
United Airlines
Deal found 6/26$857
This Air France deal was found by Cheapflights users on 6/26. 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.
Tue 8/184:47 pm
PWM
-
LIN
2 stops15h 08m
Multiple Airlines
Sun 8/236:40 am
LIN
-
PWM
2 stops22h 33m
Multiple Airlines
Deal found 6/26$860
This United Airlines deal was found by Cheapflights users on 6/26. 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 8/162:38 pm
PWM
-
MXP
2 stops16h 42m
United Airlines
Sun 8/239:45 am
MXP
-
PWM
2 stops20h 14m
United Airlines
Deal found 6/26$863
This United Airlines deal was found by Cheapflights users on 6/26. 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 8/162:38 pm
PWM
-
LIN
2 stops15h 42m
United Airlines
Sun 8/236:50 am
LIN
-
PWM
2 stops22h 42m
United Airlines
Deal found 6/26$863
This United Airlines deal was found by Cheapflights users on 6/26. 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 8/192:38 pm
PWM
-
LIN
2 stops15h 42m
United Airlines
Sun 8/236:50 am
LIN
-
PWM
2 stops23h 09m
United Airlines
Deal found 6/26$871
This United Airlines deal was found by Cheapflights users on 6/26. 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 8/1410:45 am
PWM
-
MXP
1 stop14h 45m
United Airlines
Sun 8/239:45 am
MXP
-
PWM
1 stop19h 47m
United Airlines
Deal found 6/26$900
This Condor deal was found by Cheapflights users on 6/25. 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 Condor is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:00 am
PWM
-
MXP
2 stops33h 20m
Multiple Airlines
Sat 9/196:55 am
MXP
-
PWM
2 stops22h 57m
Multiple Airlines
Deal found 6/25$928
This United deal was found by Cheapflights users on 6/26. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:45 pm
PWM
-
MXP
2 stops18h 55m
Multiple Airlines
Sun 8/2312:20 pm
MXP
-
PWM
3 stops31h 35m
Multiple Airlines
Deal found 6/26$952

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 June 29, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$764
(Condor)

One-way from

$400
(Kiwi.com)
Provider with most accurate pricing for Portland-Milan (MIL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Milan (MIL) flights.
Search Deals
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 June 29, 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 8/12

2:38 pm-1:20 pm

2 stops16h 42m

Milan Malpensa

Wed 8/19

3:20 pm-1:55 pm

2 stops28h 35m

$813

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 8/12

4:47 pm-7:45 pm

2 stops20h 58m

Milan Linate

Wed 8/19

1:00 pm-12:59 am

2 stops17h 59m

$819

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 8/15

6:53 pm-7:30 am

1 stop30h 37m

Milan Malpensa

Sun 8/23

3:20 pm-6:29 pm

2 stops33h 09m

$850

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 8/17

6:05 am-9:25 am

1 stop21h 20m

Milan Malpensa

Sun 8/23

11:40 am-11:13 pm

1 stop17h 33m

$850

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 8/18

6:00 am-1:20 pm

1 stop25h 20m

Milan Malpensa

Sun 8/23

3:20 pm-1:55 pm

2 stops28h 35m

$850

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 8/18

4:47 pm-1:55 pm

2 stops15h 08m

Milan Linate

Sun 8/23

6:40 am-11:13 pm

2 stops22h 33m

$860

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 8/17

9:49 am-12:20 pm

2 stops20h 31m

Milan Linate

Sun 8/23

6:50 am-11:59 pm

2 stops23h 09m

$863

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 8/19

2:38 pm-12:20 pm

2 stops15h 42m

Milan Linate

Sun 8/23

6:50 am-11:59 pm

2 stops23h 09m

$871
Quickest round-trip

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 8/14

10:45 am-7:30 am

1 stop14h 45m

Milan Malpensa

Sun 8/23

9:45 am-11:32 pm

1 stop19h 47m

$900

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sun 7/19

6:00 am-9:25 am

1 stop21h 25m

Milan Malpensa

Sun 7/26

11:40 am-11:14 pm

1 stop17h 34m

$1,230

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/27

Showing 1-10 of 28 resultsSorted by cheapest first
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3

Compare providers for flights from Portland to Milan

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 Portland to Milan in June.
ProviderPrice AccuracyTrust Score*
OvagoPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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 Portland, Maine-Milan flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Portland, Maine-Milan flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Portland, Maine-Milan flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Milan flights, Cheapflights users trust Ovago the most. Ovago 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 Portland, Maine-Milan 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 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 $813, United Airlines can have you in Milan from Portland, Maine in 16h 42m. 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

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