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Milan

$460+ 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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Jul 23 — Jul 301
Thu 7/23
Thu 7/30
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 23, 2026.

This Condor deal was found by Cheapflights users on 6/21. 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.
Tue 9/156:00 am
PWM
-
MXP
2 stops33h 20m
Multiple Airlines
Sun 11/17:05 am
MXP
-
PWM
2 stops22h 38m
Multiple Airlines
Deal found 6/21$753
This United Airlines deal was found by Cheapflights users on 6/21. 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 12/76:00 am
PWM
-
MXP
1 stop19h 30m
United Airlines
Wed 12/91:05 pm
MXP
-
PWM
2 stops39h 52m
United Airlines
Deal found 6/21$754
This Air Canada deal was found by Cheapflights users on 6/22. 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.
Mon 12/76:00 am
PWM
-
MXP
3 stops22h 05m
Air Canada
Wed 12/91:05 pm
MXP
-
PWM
2 stops39h 52m
Air Canada
Deal found 6/22$762
This KLM deal was found by Cheapflights users on 6/21. 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.
Wed 8/56:05 am
PWM
-
MXP
1 stop21h 20m
KLM
Wed 8/129:00 am
MXP
-
PWM
1 stop21h 59m
KLM
Deal found 6/21$895
This Delta deal was found by Cheapflights users on 6/21. 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 8/52:53 pm
PWM
-
MXP
2 stops20h 42m
Delta
Wed 8/129:00 am
MXP
-
PWM
1 stop21h 59m
Delta
Deal found 6/21$899
This American Airlines deal was found by Cheapflights users on 6/21. 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 8/512:09 pm
PWM
-
MXP
2 stops15h 56m
American Airlines
Wed 8/1211:00 am
MXP
-
PWM
2 stops17h 00m
American Airlines
Deal found 6/21$901
This Delta deal was found by Cheapflights users on 6/21. 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 8/56:00 am
PWM
-
LIN
2 stops20h 50m
Delta
Wed 8/1211:00 am
LIN
-
PWM
2 stops19h 59m
Delta
Deal found 6/21$906
This Delta deal was found by Cheapflights users on 6/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/32:53 pm
PWM
-
LIN
2 stops17h 02m
Delta
Mon 8/106:40 am
LIN
-
PWM
2 stops15h 21m
Delta
Deal found 6/19$976
This United Airlines deal was found by Cheapflights users on 6/21. 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 7/192:20 pm
PWM
-
LIN
2 stops15h 40m
United Airlines
Sun 7/266:50 am
LIN
-
PWM
2 stops18h 37m
United Airlines
Deal found 6/21$992
This Air France deal was found by Cheapflights users on 6/21. 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 9/154:20 pm
PWM
-
LIN
2 stops15h 35m
Multiple Airlines
Sun 11/11:00 pm
LIN
-
PWM
2 stops16h 49m
Multiple Airlines
Deal found 6/21$1,036
This KAYAK deal was found by Cheapflights users on 6/22. 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.
Thu 7/303:16 pm
PWM
-
LIN
2 stops15h 04m
Multiple Airlines
Sun 8/96:50 am
LIN
-
PWM
2 stops23h 01m
Multiple Airlines
Deal found 6/22$1,080
This Delta deal was found by Cheapflights users on 6/22. 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.
Sun 7/196:00 am
PWM
-
LIN
2 stops20h 50m
Delta
Sun 7/2611:00 am
LIN
-
PWM
2 stops19h 59m
Delta
Deal found 6/22$1,242

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 23, 2026.

Round-trip from

$753
(Condor)

One-way from

$460
(oojo)
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 23, 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 12/7

11:17 am-7:30 am

1 stop14h 13m

Milan Malpensa

Wed 12/9

1:05 pm-10:57 pm

2 stops39h 52m

$754

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 12/7

6:00 am-10:05 am

3 stops22h 05m

Milan Malpensa

Wed 12/9

1:05 pm-10:57 pm

2 stops39h 52m

$762

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 8/5

6:00 am-8:50 am

2 stops20h 50m

Milan Linate

Wed 8/12

11:00 am-12:59 am

2 stops19h 59m

$906

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 8/3

2:53 pm-1:55 pm

2 stops17h 02m

Milan Linate

Mon 8/10

6:40 am-4:01 pm

2 stops15h 21m

$976
Quickest round-trip

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sun 7/19

2:20 pm-10:00 am

2 stops13h 40m

Milan Linate

Sun 7/26

6:50 am-7:27 pm

2 stops18h 37m

$992

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 9/15

4:20 pm-1:55 pm

2 stops15h 35m

Milan Linate

Sun 11/1

1:00 pm-11:49 pm

2 stops16h 49m

$1,036

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 7/30

3:16 pm-12:20 pm

2 stops15h 04m

Milan Linate

Sun 8/9

6:50 am-11:51 pm

2 stops23h 01m

$1,080

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sun 7/19

6:00 am-8:50 am

2 stops20h 50m

Milan Linate

Sun 7/26

11:00 am-12:59 am

2 stops19h 59m

$1,242

PortlandMilan

PWM - LIN

PWMLIN

Portland

Thu 7/9

12:40 pm-11:20 am

2 stops16h 40m

Milan Linate

Sat 7/18

11:00 am-12:59 am

2 stops19h 59m

$1,293

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 9/15

10:50 am-10:00 am

3 stops17h 10m

Milan Linate

Sun 11/1

6:25 am-12:23 am

3 stops22h 58m

$1,338

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/18

Showing 1-10 of 22 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 $754, United Airlines can have you in Milan from Portland, Maine in 14h 13m. 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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