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Cheap flights from Portland, Maine to Milan from $563

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Milan departing on 10/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Portland, Maine to Milan

Cheap round-trip flights

KLM Logo
1:27 pm - 8:05 amPWM-MXP
13h 38m1 stop
KLM Logo
12:00 pm - 12:05 amMXP-PWM
18h 05m1 stop
$563KLM
Find Deal
Mon, Oct 27 - Sun, Nov 2
Delta Logo
12:45 pm - 8:45 amPWM-MXP
15h 00m2 stops
Delta Logo
12:00 pm - 12:05 amMXP-PWM
18h 05m1 stop
$574Delta
Find Deal
Mon, Oct 27 - Sun, Nov 2
United Airlines Logo
5:30 am - 7:30 amPWM-MXP
21h 00m2 stops
United Airlines Logo
11:40 am - 2:19 pmMXP-PWM
32h 39m2 stops
$589United Airlines
Find Deal
Mon, Oct 27 - Sun, Nov 2
United Airlines Logo
5:30 am - 7:30 amPWM-MXP
21h 00m2 stops
United Airlines Logo
9:45 am - 11:17 pmMXP-PWM
19h 32m1 stop
$632United Airlines
Find Deal
Mon, Oct 27 - Sun, Nov 2
Multiple Airlines Logo
5:30 am - 7:30 amPWM-MXP
21h 00m2 stops
Multiple Airlines Logo
1:05 pm - 1:36 pmMXP-PWM
54h 31m2 stops
$706Multiple Airlines
Find Deal
Mon, Oct 27 - Sun, Nov 2
Turkish Airlines Logo
2:17 pm - 8:45 amPWM-MXP
36h 28m2 stops
Turkish Airlines Logo
8:10 pm - 11:04 pmMXP-PWM
56h 54m2 stops
$740Turkish Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 12
Turkish Airlines Logo
2:17 pm - 11:45 pmPWM-MXP
27h 28m2 stops
Turkish Airlines Logo
8:10 pm - 11:04 pmMXP-PWM
32h 54m2 stops
$792Turkish Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 12
Air Canada Logo
6:00 am - 8:55 amPWM-MXP
21h 55m2 stops
Air Canada Logo
1:05 pm - 9:19 amMXP-PWM
50h 14m3 stops
$1,015Air Canada
Find Deal
Mon, Oct 27 - Sun, Nov 2
Air Canada Logo
6:00 am - 8:55 amPWM-MXP
21h 55m3 stops
Air Canada Logo
1:05 pm - 11:17 pmMXP-PWM
40h 12m2 stops
$1,016Air Canada
Find Deal
Mon, Oct 27 - Sun, Nov 2
Multiple Airlines Logo
6:00 am - 9:55 amPWM-MXP
21h 55m2 stops
Multiple Airlines Logo
1:05 pm - 1:39 pmMXP-PWM
30h 34m3 stops
$1,628Multiple Airlines
Find Deal
Thu, Dec 18 - Fri, Dec 26

Air Canada flights from Portland, Maine to Milan

Our best Air Canada deals on Portland, Maine to Milan flight tickets
Air Canada
Oct 27
PWM6:00 amPortland
21h 55m
2 stops
MXP8:55 amMilan Malpensa
Nov 2
MXP1:05 pmMilan Malpensa
50h 14m
3 stops
PWM9:19 amPortland
$1,015
Find similar
Air Canada
Oct 27
PWM6:00 amPortland
21h 55m
3 stops
MXP8:55 amMilan Malpensa
Nov 2
MXP1:05 pmMilan Malpensa
40h 12m
2 stops
PWM11:17 pmPortland
$1,016
Find similar
Air Canada
Oct 27
PWM3:00 pmPortland
18h 05m
3 stops
LIN2:05 pmMilan Linate
Nov 2
LIN5:15 amMilan Linate
23h 02m
3 stops
PWM11:17 pmPortland
$1,087
Find similar

Delta flights from Portland, Maine to Milan

Our best Delta deals on Portland, Maine to Milan flight tickets
Delta
Oct 27
PWM12:45 pmPortland
15h 00m
2 stops
MXP8:45 amMilan Malpensa
Nov 2
MXP12:00 pmMilan Malpensa
18h 05m
1 stop
PWM12:05 amPortland
$574
Find similar
Delta
Oct 27
PWM1:27 pmPortland
13h 38m
1 stop
MXP8:05 amMilan Malpensa
Nov 2
MXP12:00 pmMilan Malpensa
18h 05m
1 stop
PWM12:05 amPortland
$610
Find similar
Delta
Oct 27
PWM2:38 pmPortland
20h 17m
2 stops
LIN3:55 pmMilan Linate
Nov 2
LIN5:30 amMilan Linate
23h 35m
2 stops
PWM12:05 amPortland
$645
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine 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, momondo users made 832,500 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Portland, Maine to Milan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 10/27

1:27 pm-8:05 am

1 stop13h 38m

Milan Malpensa

Sun 11/2

12:00 pm-12:05 am

1 stop18h 05m

$563

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 10/27

12:45 pm-8:45 am

2 stops15h 00m

Milan Malpensa

Sun 11/2

12:00 pm-12:05 am

1 stop18h 05m

$574

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 10/27

5:30 am-7:30 am

2 stops21h 00m

Milan Malpensa

Sun 11/2

11:40 am-2:19 pm

2 stops32h 39m

$589

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 10/27

5:30 am-7:30 am

2 stops21h 00m

Milan Malpensa

Sun 11/2

9:45 am-11:17 pm

1 stop19h 32m

$632

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 10/27

5:30 am-7:30 am

2 stops21h 00m

Milan Malpensa

Sun 11/2

1:05 pm-1:36 pm

2 stops54h 31m

$706

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 10/2

2:17 pm-8:45 am

2 stops36h 28m

Milan Malpensa

Sun 10/12

8:10 pm-11:04 pm

2 stops56h 54m

$740

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 10/2

2:17 pm-11:45 pm

2 stops27h 28m

Milan Malpensa

Sun 10/12

8:10 pm-11:04 pm

2 stops32h 54m

$792

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 10/27

6:00 am-8:55 am

2 stops21h 55m

Milan Malpensa

Sun 11/2

1:05 pm-9:19 am

3 stops50h 14m

$1,015

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 10/27

6:00 am-8:55 am

3 stops21h 55m

Milan Malpensa

Sun 11/2

1:05 pm-11:17 pm

2 stops40h 12m

$1,016

PortlandMilan

PWM - MXP

PWMMXP

Portland

Thu 12/18

6:00 am-9:55 am

2 stops21h 55m

Milan Malpensa

Fri 12/26

1:05 pm-1:39 pm

3 stops30h 34m

$1,628

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Milan from

How to get the cheapest flight ticket from Portland, Maine to Milan

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Milan?

Our data shows that Tuesday is the least expensive day to fly to Milan. Tickets to fly out on this day can be as low as $556. The most expensive day to fly to Milan is Friday, with ticket prices averaging around $1,276.

What is the cheapest time of day to depart on your flight to Milan?

At noon is the cheapest time of day to fly from Portland, Maine to Milan when you can find flight prices for as low as $834. Flying to Milan at noon is an ideal time because this is during off-peak travel hours. Flights to Milan are more costly in the afternoon, with an average ticket price of $1,258. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Portland, Maine to Milan

Are you open to changing your travel dates? Check out the ideal times to fly from Portland, Maine to Milan according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland, Maine to Milan (PWM to MIL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Milan

Direct flights

None
There are no direct flights from Portland, Maine to Milan. There are no popular flight routes from Portland, Maine to Milan.
Search flight deals

  • How far is Portland to Milan by plane?

    The distance between Portland and Milan is about 3741.7 mi. 13h 11m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Portland Airport to Milan?

    Prices for flights from Portland Airport to Milan are refreshed on a daily basis.

  • How old do you have to be to fly from Portland Airport to Milan?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Milan.

  • What documentation or ID do you need to fly to Milan?

    The travel and health documents required for your trip to Milan can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Milan. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Bellagio
Varenna
Livigno
Menaggio
Brescia
Stresa
Assago
Monza
Levanto
Rho
Domodossola
Bellano
Bormio
Lecco
Crema
Novara
Cernobbio
Moltrasio
Saronno
Lainate

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Milan?

Finding the right flight to Milan from Portland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Milan quick and easy, saving you time and money.

Can I find flights from Portland to Milan with flexible booking policies on momondo?

All flight searches from Portland to Milan on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Portland to Milan?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Portland to Milan.

I’m not ready to book a flight from Portland to Milan right now. Can momondo alert me if prices change?

Price alerts on flights to Milan from Portland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to Italy

Fly into one of these airports located in Milan

Airports listed have a maximum distance of 25.0 mi from Milan
Milan Linate Airport
Milan Malpensa Airport