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Milan

$358+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Apr 27 — May 41
Mon 4/27
Mon 5/4
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 28, 2026.

This Air Canada deal was found by Cheapflights users on 3/26. 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 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 stops39h 52m
Air Canada
Deal found 3/26$758
This oojo deal was found by Cheapflights users on 3/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:30 am
PWM
-
MXP
2 stops28h 15m
Turkish Airlines
Tue 5/2610:40 am
MXP
-
PWM
2 stops43h 18m
Turkish Airlines
Deal found 3/25$785
This United Airlines deal was found by Cheapflights users on 3/26. 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 12/79:34 am
PWM
-
LIN
2 stops20h 46m
United Airlines
Fri 12/116:10 am
LIN
-
PWM
2 stops21h 17m
United Airlines
Deal found 3/26$789
This KLM deal was found by Cheapflights users on 3/26. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:30 am
PWM
-
MXP
1 stop18h 15m
KLM
Tue 4/2111:40 am
MXP
-
PWM
1 stop17h 43m
KLM
Deal found 3/26$794
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Thu 4/1610:00 am
PWM
-
MXP
2 stops18h 35m
United Airlines
Tue 4/213:20 pm
MXP
-
PWM
2 stops28h 05m
United Airlines
Deal found 3/26$814
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Thu 4/1611:09 am
PWM
-
LIN
2 stops18h 51m
United Airlines
Tue 4/216:50 am
LIN
-
PWM
2 stops17h 47m
United Airlines
Deal found 3/26$820
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Sat 11/144:48 pm
PWM
-
MXP
1 stop14h 17m
United Airlines
Wed 11/189:45 am
MXP
-
PWM
1 stop12h 24m
United Airlines
Deal found 3/26$825
This United Airlines deal was found by Cheapflights users on 3/24. 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 12/159:34 am
PWM
-
MXP
2 stops19h 11m
United Airlines
Thu 12/249:45 am
MXP
-
PWM
1 stop14h 28m
United Airlines
Deal found 3/24$829
This United Airlines deal was found by Cheapflights users on 3/25. 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.
Mon 5/44:50 pm
PWM
-
MXP
1 stop14h 30m
United Airlines
Tue 5/269:00 am
MXP
-
PWM
2 stops16h 27m
United Airlines
Deal found 3/25$874
This Air Canada deal was found by Cheapflights users on 3/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/159:10 am
PWM
-
MXP
2 stops18h 45m
Air Canada
Fri 12/251:05 pm
MXP
-
PWM
3 stops39h 52m
Air Canada
Deal found 3/24$885
This British Airways deal was found by Cheapflights users on 3/25. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:01 pm
PWM
-
LIN
2 stops17h 14m
Multiple Airlines
Tue 5/2611:10 am
LIN
-
PWM
2 stops18h 41m
Multiple Airlines
Deal found 3/25$887
This FlightHub deal was found by Cheapflights users on 3/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1711:17 am
PWM
-
LIN
2 stops23h 13m
Austrian Airlines
Thu 12/247:20 am
LIN
-
PWM
2 stops16h 53m
Austrian Airlines
Deal found 3/24$1,729

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 28, 2026.

Round-trip from

$785
(oojo)

One-way from

$564
(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 March 28, 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

Thu 4/16

10:24 am-9:05 am

1 stop16h 41m

Milan Malpensa

Tue 4/21

11:00 am-11:54 pm

2 stops18h 54m

$794

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 4/16

11:09 am-12:00 pm

2 stops18h 51m

Milan Linate

Tue 4/21

6:50 am-6:37 pm

2 stops17h 47m

$820
Quickest round-trip

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 5/4

4:50 pm-1:20 pm

1 stop14h 30m

Milan Malpensa

Tue 5/26

9:00 am-7:27 pm

2 stops16h 27m

$874

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 5/4

6:01 pm-5:15 pm

2 stops17h 14m

Milan Linate

Tue 5/26

11:10 am-11:51 pm

2 stops18h 41m

$887

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 5/4

7:50 pm-10:20 am

3 stops32h 30m

Milan Malpensa

Tue 5/26

12:20 pm-6:25 pm

2 stops36h 05m

$906

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 5/4

5:21 am-9:25 am

1 stop22h 04m

Milan Malpensa

Tue 5/26

2:15 pm-12:43 am

1 stop16h 28m

$918

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 4/27

7:30 am-1:50 pm

2 stops24h 20m

Milan Malpensa

Tue 5/12

7:00 am-11:03 pm

2 stops22h 03m

$1,138

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 4/27

6:00 am-10:20 am

2 stops22h 20m

Milan Malpensa

Tue 5/12

12:20 pm-1:27 pm

2 stops31h 07m

$2,068

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 4/27

11:09 am-9:55 pm

2 stops28h 46m

Milan Linate

Tue 5/12

7:00 am-6:23 pm

2 stops17h 23m

$2,116

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 4/27

3:02 pm-12:30 pm

2 stops15h 28m

Milan Linate

Tue 5/12

11:10 am-11:27 pm

2 stops18h 17m

$2,122

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 21 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 $794, American Airlines can have you in Milan from Portland, Maine in 16h 41m. 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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