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Milan

$588+ 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 3/27. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Apr 20 — Apr 271
Mon 4/20
Mon 4/27
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 March 21, 2026.

This oojo deal was found by Cheapflights users on 3/20. 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.
Mon 5/116:00 am
PWM
-
MXP
2 stops20h 40m
Turkish Airlines
Wed 5/206:50 am
MXP
-
PWM
2 stops22h 46m
Turkish Airlines
Deal found 3/20$679
This Air Canada deal was found by Cheapflights users on 3/20. 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.
Sat 11/143:15 pm
PWM
-
MXP
2 stops36h 40m
Air Canada
Wed 11/181:05 pm
MXP
-
PWM
2 stops30h 33m
Air Canada
Deal found 3/20$708
This FlightHub deal was found by Cheapflights users on 3/16. 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.
Mon 4/277:30 am
PWM
-
MXP
2 stops23h 50m
Turkish Airlines
Wed 5/276:50 am
MXP
-
PWM
2 stops23h 06m
Turkish Airlines
Deal found 3/16$714
This KAYAK deal was found by Cheapflights users on 3/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:30 am
PWM
-
MXP
2 stops19h 10m
Turkish Airlines
Wed 5/276:50 am
MXP
-
PWM
2 stops23h 06m
Turkish Airlines
Deal found 3/16$741
This KAYAK deal was found by Cheapflights users on 3/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:30 am
PWM
-
MXP
2 stops19h 10m
Turkish Airlines
Mon 5/2510:40 am
MXP
-
PWM
2 stops43h 16m
Turkish Airlines
Deal found 3/16$746
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Sat 12/54:48 pm
PWM
-
LIN
2 stops42h 07m
United Airlines
Wed 12/96:10 am
LIN
-
PWM
2 stops21h 17m
United Airlines
Deal found 3/17$754
This United Airlines deal was found by Cheapflights users on 3/16. 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 4/269:49 am
PWM
-
MXP
1 stop21h 31m
United Airlines
Tue 5/2611:20 am
MXP
-
PWM
2 stops18h 31m
United Airlines
Deal found 3/16$765
This United Airlines deal was found by Cheapflights users on 3/16. 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 4/269:49 am
PWM
-
MXP
1 stop21h 31m
United Airlines
Wed 5/273:20 pm
MXP
-
PWM
1 stop29h 06m
United Airlines
Deal found 3/16$768
This United Airlines deal was found by Cheapflights users on 3/20. 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.
Sat 11/144:48 pm
PWM
-
MXP
1 stop14h 17m
United Airlines
Wed 11/189:45 am
MXP
-
PWM
1 stop14h 28m
United Airlines
Deal found 3/20$775
This United Airlines deal was found by Cheapflights users on 3/16. 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 12/36:00 am
PWM
-
MXP
2 stops21h 55m
United Airlines
Mon 12/79:10 am
MXP
-
PWM
2 stops42h 17m
United Airlines
Deal found 3/16$778
This Air Canada deal was found by Cheapflights users on 3/19. 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 12/36:00 am
PWM
-
MXP
2 stops21h 55m
Air Canada
Mon 12/71:05 pm
MXP
-
PWM
3 stops39h 52m
Air Canada
Deal found 3/19$791
This United Airlines deal was found by Cheapflights users on 3/20. 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 11/27:22 pm
PWM
-
LIN
2 stops15h 33m
United Airlines
Fri 11/66:10 am
LIN
-
PWM
2 stops21h 17m
United Airlines
Deal found 3/20$818

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 March 21, 2026.

Round-trip from

$679
(oojo)

One-way from

$588
(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 March 21, 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

Mon 5/11

6:00 am-8:40 am

2 stops20h 40m

Milan Malpensa

Wed 5/20

6:50 am-11:36 pm

2 stops22h 46m

$679

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sun 4/26

2:12 pm-4:40 pm

2 stops20h 28m

Milan Malpensa

Tue 5/26

9:00 am-11:51 pm

2 stops20h 51m

$772

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 4/30

4:50 pm-1:20 pm

1 stop14h 30m

Milan Malpensa

Thu 5/7

12:20 pm-9:19 pm

2 stops38h 59m

$811
Quickest round-trip

PortlandMilan

PWM - MXP

PWMMXP

Portland

Fri 4/24

6:33 pm-1:20 pm

1 stop12h 47m

Milan Malpensa

Tue 5/26

9:00 am-7:27 pm

2 stops16h 27m

$815

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 5/11

2:08 pm-12:20 pm

2 stops16h 12m

Milan Linate

Wed 5/20

10:35 am-11:59 pm

2 stops19h 24m

$835

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 4/30

2:08 pm-12:20 pm

2 stops16h 12m

Milan Linate

Thu 5/7

6:50 am-6:23 pm

2 stops17h 33m

$845

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 4/25

11:09 am-2:10 pm

2 stops21h 01m

Milan Linate

Mon 5/25

8:00 pm-6:25 pm

2 stops28h 25m

$886

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 8/20

3:44 pm-12:20 pm

2 stops14h 36m

Milan Linate

Thu 9/3

12:40 pm-11:59 pm

2 stops17h 19m

$895

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 5/11

6:25 am-6:45 am

1 stop18h 20m

Milan Malpensa

Wed 5/20

9:00 am-12:43 am

1 stop21h 43m

$915

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sun 4/26

3:02 pm-12:30 pm

2 stops15h 28m

Milan Linate

Thu 5/28

11:05 am-9:46 pm

2 stops16h 41m

$933

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/17

Showing 1-10 of 27 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

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 $268). Flying from Portland, Maine to Milan in July is currently the most expensive (average of $540). 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 $772, Turkish Airlines can have you in Milan from Portland, Maine in 20h 28m. 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.

  • 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 $268). Flying from Portland, Maine to Milan in July is currently the most expensive (average of $540). 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
Monza
Menaggio
Rho
Porlezza
Brescia
Novara
Assago
Stresa
Bellagio
Domodossola

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