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Milan

$357+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Jun 18 — Jun 251
Thu 6/18
Thu 6/25
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 May 19, 2026.

This United Airlines deal was found by Cheapflights users on 5/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/159:45 am
PWM
-
MXP
1 stop21h 20m
United Airlines
Thu 11/199:45 am
MXP
-
PWM
1 stop19h 12m
United Airlines
Deal found 5/19$775
This United Airlines deal was found by Cheapflights users on 5/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:00 am
PWM
-
LIN
2 stops24h 20m
United Airlines
Thu 11/196:10 am
LIN
-
PWM
2 stops23h 49m
United Airlines
Deal found 5/19$789
This Air France deal was found by Cheapflights users on 5/19. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/74:52 pm
PWM
-
LIN
2 stops15h 03m
Multiple Airlines
Thu 7/1611:00 am
LIN
-
PWM
2 stops19h 59m
Multiple Airlines
Deal found 5/19$975
This FlightHub deal was found by Cheapflights users on 5/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:17 pm
PWM
-
MXP
2 stops21h 08m
TAP AIR PORTUGAL
Thu 7/165:50 am
MXP
-
PWM
2 stops24h 24m
TAP AIR PORTUGAL
Deal found 5/19$1,018
This KAYAK deal was found by Cheapflights users on 5/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:00 am
PWM
-
MXP
1 stop19h 30m
Lufthansa
Thu 7/169:00 am
MXP
-
PWM
2 stops20h 51m
Lufthansa
Deal found 5/19$1,027
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Mon 5/187:23 pm
PWM
-
MXP
2 stops16h 22m
American Airlines
Sun 5/242:20 pm
MXP
-
PWM
1 stop15h 31m
American Airlines
Deal found 5/18$1,126
This United Airlines deal was found by Cheapflights users on 5/18. 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 5/1811:34 am
PWM
-
MXP
1 stop19h 46m
United Airlines
Sun 5/249:45 am
MXP
-
PWM
1 stop19h 45m
United Airlines
Deal found 5/18$1,129
This Air France deal was found by Cheapflights users on 5/18. 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.
Mon 5/184:48 pm
PWM
-
LIN
2 stops15h 07m
Multiple Airlines
Sun 5/246:40 am
LIN
-
PWM
2 stops15h 27m
Multiple Airlines
Deal found 5/18$1,141
This Justfly.com deal was found by Cheapflights users on 5/15. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/226:00 am
PWM
-
MXP
2 stops23h 00m
Multiple Airlines
Fri 6/266:55 am
MXP
-
PWM
2 stops23h 30m
Multiple Airlines
Deal found 5/15$1,146
This KAYAK deal was found by Cheapflights users on 5/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/78:00 am
PWM
-
MXP
1 stop20h 05m
Multiple Airlines
Thu 7/162:20 pm
MXP
-
PWM
1 stop14h 13m
Multiple Airlines
Deal found 5/19$1,168
This British Airways deal was found by Cheapflights users on 5/19. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1612:36 pm
PWM
-
LIN
2 stops19h 54m
Multiple Airlines
Sun 12/277:20 am
LIN
-
PWM
2 stops21h 35m
Multiple Airlines
Deal found 5/19$1,219
This United Airlines deal was found by Cheapflights users on 5/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/169:34 am
PWM
-
MXP
2 stops25h 06m
United Airlines
Sun 12/279:45 am
MXP
-
PWM
1 stop12h 24m
United Airlines
Deal found 5/19$1,231

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 May 19, 2026.

Round-trip from

$975
(Air France)

One-way from

$357
(American Airlines)
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 May 19, 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

Sun 11/15

9:45 am-1:05 pm

1 stop21h 20m

Milan Malpensa

Thu 11/19

9:45 am-10:57 pm

1 stop19h 12m

$775

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 6/22

6:00 am-11:00 am

2 stops23h 00m

Milan Malpensa

Fri 6/26

6:55 am-12:25 am

2 stops23h 30m

$1,146

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 6/22

11:48 am-10:25 am

2 stops16h 37m

Milan Malpensa

Fri 6/26

11:40 am-11:05 pm

1 stop17h 25m

$1,667

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 6/22

2:59 pm-1:55 pm

2 stops16h 56m

Milan Linate

Fri 6/26

1:00 pm-12:52 am

2 stops17h 52m

$1,690

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 6/22

6:00 am-9:25 am

1 stop21h 25m

Milan Malpensa

Fri 6/26

11:40 am-11:05 pm

1 stop17h 25m

$1,737

PortlandMilan

PWM - LIN

PWMLIN

Portland

Mon 6/22

2:59 pm-11:20 am

2 stops14h 21m

Milan Linate

Fri 6/26

6:40 am-5:52 pm

2 stops17h 12m

$1,749

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 6/22

10:48 am-10:20 am

3 stops17h 32m

Milan Malpensa

Fri 6/26

12:20 pm-11:30 pm

2 stops17h 10m

$2,206

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 6/27

5:00 pm-12:20 pm

2 stops37h 20m

Milan Linate

Mon 7/6

10:35 am-7:27 pm

2 stops38h 52m

$2,595

PortlandMilan

PWM - MXP

PWMMXP

Portland

Sat 6/27

7:16 pm-8:15 am

2 stops30h 59m

Milan Malpensa

Mon 7/6

11:20 am-7:27 pm

2 stops38h 07m

$2,606

PortlandMilan

PWM - LIN

PWMLIN

Portland

Sat 6/27

5:00 pm-5:30 pm

2 stops18h 30m

Milan Linate

Mon 7/6

8:00 pm-6:29 pm

2 stops28h 29m

$2,664

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/17

Showing 1-10 of 28 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 $1,667, United Airlines can have you in Milan from Portland, Maine in 16h 37m. 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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