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Milan

$506+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Jul 14 — Jul 211
Tue 7/14
Tue 7/21
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 14, 2026.

This United Airlines deal was found by Cheapflights users on 6/9. 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 12/72:45 pm
PWM
-
LIN
2 stops15h 35m
United Airlines
Fri 12/116:25 am
LIN
-
PWM
2 stops17h 48m
United Airlines
Deal found 6/9$788
This Travelocity deal was found by Cheapflights users on 6/11. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:17 pm
PWM
-
MXP
2 stops15h 43m
Multiple Airlines
Mon 9/76:55 am
MXP
-
PWM
2 stops35h 26m
Multiple Airlines
Deal found 6/11$992
This Travelocity deal was found by Cheapflights users on 6/11. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:53 pm
PWM
-
MXP
3 stops33h 27m
Air Canada
Mon 9/712:20 pm
MXP
-
PWM
2 stops31h 35m
Air Canada
Deal found 6/11$1,013
This Delta deal was found by Cheapflights users on 6/11. 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.
Tue 9/14:47 pm
PWM
-
LIN
2 stops17h 08m
Delta
Mon 9/76:40 am
LIN
-
PWM
2 stops22h 33m
Delta
Deal found 6/11$1,041
This United Airlines deal was found by Cheapflights users on 6/11. 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 9/17:35 pm
PWM
-
MXP
2 stops16h 25m
United Airlines
Mon 9/79:45 am
MXP
-
PWM
1 stop14h 44m
United Airlines
Deal found 6/11$1,096
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 9/18:08 am
PWM
-
MXP
1 stop19h 57m
American Airlines
Mon 9/72:20 pm
MXP
-
PWM
1 stop13h 01m
American Airlines
Deal found 6/11$1,256
This United deal was found by Cheapflights users on 6/10. 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.
Fri 12/185:06 pm
PWM
-
MXP
2 stops34h 59m
Multiple Airlines
Mon 1/41:05 pm
MXP
-
PWM
2 stops33h 04m
Multiple Airlines
Deal found 6/10$1,307
This Air Canada deal was found by Cheapflights users on 6/11. 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 9/110:45 am
PWM
-
LIN
3 stops17h 15m
Air Canada
Mon 9/76:50 am
LIN
-
PWM
3 stops17h 39m
Air Canada
Deal found 6/11$1,389
This Delta deal was found by Cheapflights users on 6/10. 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.
Fri 12/1810:00 am
PWM
-
LIN
2 stops18h 00m
Delta
Mon 1/410:55 am
LIN
-
PWM
2 stops18h 54m
Delta
Deal found 6/10$1,503
This United Airlines deal was found by Cheapflights users on 6/10. 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 12/186:00 am
PWM
-
MXP
1 stop19h 30m
United Airlines
Mon 1/49:45 am
MXP
-
PWM
1 stop12h 24m
United Airlines
Deal found 6/10$2,197
This United Airlines deal was found by Cheapflights users on 6/13. 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 6/275:00 pm
PWM
-
MXP
2 stops32h 30m
United Airlines
Mon 7/611:20 am
MXP
-
PWM
2 stops40h 21m
United Airlines
Deal found 6/13$2,720
This United Airlines deal was found by Cheapflights users on 6/9. 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 6/275:00 pm
PWM
-
LIN
2 stops37h 20m
United Airlines
Mon 7/612:40 pm
LIN
-
PWM
2 stops41h 11m
United Airlines
Deal found 6/9$2,758

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 14, 2026.

Round-trip from

$788
(United Airlines)

One-way from

$506
(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 14, 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 - LIN

PWMLIN

Portland

Mon 12/7

2:45 pm-12:20 pm

2 stops15h 35m

Milan Linate

Fri 12/11

6:25 am-6:13 pm

2 stops17h 48m

$788

PortlandMilan

PWM - LIN

PWMLIN

Portland

Tue 9/1

4:47 pm-3:55 pm

2 stops17h 08m

Milan Linate

Mon 9/7

6:40 am-11:13 pm

2 stops22h 33m

$1,041

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 9/1

7:35 pm-6:00 pm

2 stops16h 25m

Milan Malpensa

Mon 9/7

9:45 am-6:29 pm

1 stop14h 44m

$1,096

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 9/1

8:08 am-10:05 am

1 stop19h 57m

Milan Malpensa

Mon 9/7

2:20 pm-9:21 pm

1 stop13h 01m

$1,256

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 6/27

5:00 pm-7:30 am

2 stops32h 30m

Milan Malpensa

Mon 7/6

11:20 am-9:41 pm

2 stops40h 21m

$2,720

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 6/27

5:00 pm-12:20 pm

2 stops37h 20m

Milan Linate

Mon 7/6

12:40 pm-11:51 pm

2 stops41h 11m

$2,758

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 6/27

8:15 pm-7:30 am

1 stop29h 15m

Milan Malpensa

Mon 7/6

9:45 am-6:29 pm

1 stop14h 44m

$2,775

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 6/27

3:30 pm-1:55 pm

2 stops40h 25m

Milan Malpensa

Mon 7/6

9:45 am-6:29 pm

1 stop14h 44m

$2,832
Quickest round-trip

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 6/27

7:16 pm-2:40 pm

2 stops13h 24m

Milan Linate

Mon 7/6

7:00 am-6:29 pm

2 stops17h 29m

$2,956

PortlandMilan

PWM - LIN

PWMLIN

Portland

Wed 8/12

2:53 pm-1:55 pm

2 stops17h 02m

Milan Linate

Fri 8/21

11:00 am-12:59 am

2 stops19h 59m

$4,649

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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
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 $788, United Airlines can have you in Milan from Portland, Maine in 15h 35m. Portland, Maine and Milan are separated by a distance of 3749 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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