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Italy

$293+ Cheap flights from Portland, ME (PWM) to Italy

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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — NAP
Apr 9 — Apr 161
Thu 4/9
Thu 4/16
1 adult, Economy
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Cheap flight deals from Portland to Italy

Cheapest flights from Portland to Italy
Explore the most affordable flight options available from Portland to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.

This Travelocity deal was found by Cheapflights users on 3/6. 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.
Sat 5/162:38 pm
PWM
-
MXP
2 stops35h 52m
Scandinavian Airlines
Sat 5/2311:30 am
MXP
-
PWM
2 stops43h 13m
Scandinavian Airlines
Deal found 3/6$622
This United Airlines deal was found by Cheapflights users on 3/8. 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 12/54:48 pm
PWM
-
LIN
2 stops37h 32m
United Airlines
Wed 12/96:10 am
LIN
-
PWM
2 stops18h 03m
United Airlines
Deal found 3/8$645
This United Airlines deal was found by Cheapflights users on 3/5. 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 12/36:00 am
PWM
-
MXP
2 stops21h 55m
United Airlines
Mon 12/710:30 am
MXP
-
PWM
2 stops37h 43m
United Airlines
Deal found 3/5$661
This United Airlines deal was found by Cheapflights users on 3/7. 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 4/154:28 pm
PWM
-
MXP
1 stop14h 52m
United Airlines
Tue 4/218:35 am
MXP
-
PWM
2 stops16h 23m
United Airlines
Deal found 3/7$662
This United Airlines deal was found by Cheapflights users on 3/7. 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 4/156:33 pm
PWM
-
MXP
1 stop12h 47m
United Airlines
Wed 4/229:45 am
MXP
-
PWM
2 stops15h 13m
United Airlines
Deal found 3/7$663
This United Airlines deal was found by Cheapflights users on 3/7. 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 4/147:33 pm
PWM
-
MXP
2 stops32h 47m
United Airlines
Tue 4/218:35 am
MXP
-
PWM
2 stops16h 23m
United Airlines
Deal found 3/7$666
This United Airlines deal was found by Cheapflights users on 3/7. 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 4/147:33 pm
PWM
-
MXP
2 stops32h 47m
United Airlines
Wed 4/223:20 pm
MXP
-
PWM
2 stops29h 17m
United Airlines
Deal found 3/7$667
This United Airlines deal was found by Cheapflights users on 3/7. 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 4/147:33 pm
PWM
-
MXP
2 stops32h 47m
United Airlines
Thu 4/238:35 am
MXP
-
PWM
2 stops31h 47m
United Airlines
Deal found 3/7$671
This Air Canada deal was found by Cheapflights users on 3/7. 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 4/147:12 pm
PWM
-
MXP
2 stops33h 08m
Air Canada
Tue 4/2112:20 pm
MXP
-
PWM
3 stops27h 05m
Air Canada
Deal found 3/7$676
This United Airlines deal was found by Cheapflights users on 3/8. 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 12/22:45 pm
PWM
-
BLQ
2 stops15h 55m
United Airlines
Sun 12/66:00 am
BLQ
-
PWM
2 stops19h 24m
United Airlines
Deal found 3/8$682
This United Airlines deal was found by Cheapflights users on 3/8. 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 12/42:45 pm
PWM
-
FLR
2 stops19h 45m
United Airlines
Tue 12/86:30 am
FLR
-
PWM
2 stops20h 57m
United Airlines
Deal found 3/8$683
This United Airlines deal was found by Cheapflights users on 3/7. 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 12/42:45 pm
PWM
-
FCO
1 stop11h 45m
United Airlines
Tue 12/812:15 pm
FCO
-
PWM
2 stops39h 12m
United Airlines
Deal found 3/7$691

Find flight deals from Portland to Italy

Keep the following information in mind while searching for Portland to Italy flight deals. Data was last updated March 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$622
(Travelocity)

One-way from

$293
(United Airlines)
Provider with most accurate pricing for Portland-Rome (ROM) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Rome (ROM) flights.
Search Deals
From Portland to Italy
Search Deals
One-way flight from Portland to Italy
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Italy 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 10, 2026.
Use the filters below to find and compare flights from Portland to Italy that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 4/14

7:33 pm-10:20 am

2 stops32h 47m

Milan Malpensa

Wed 4/22

3:20 pm-5:32 pm

1 stop32h 12m

$668

PortlandVenice

PWM - VCE

PWMVCE

Portland

Wed 4/22

10:47 am-9:55 am

2 stops17h 08m

Venice Marco Polo

Wed 4/29

12:15 pm-11:54 pm

2 stops17h 39m

$712

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 4/22

6:33 pm-1:20 pm

1 stop12h 47m

Milan Malpensa

Wed 4/29

12:20 pm-11:59 pm

2 stops41h 39m

$717

PortlandRome

PWM - FCO

PWMFCO

Portland

Tue 4/21

7:23 pm-5:15 pm

2 stops15h 52m

Rome Fiumicino

Tue 4/28

10:00 am-12:13 am

1 stop20h 13m

$720
Quickest round-trip

PortlandRome

PWM - FCO

PWMFCO

Portland

Tue 4/21

2:51 pm-7:55 am

1 stop11h 04m

Rome Fiumicino

Tue 4/28

1:10 pm-11:23 pm

1 stop16h 13m

$723

PortlandRome

PWM - FCO

PWMFCO

Portland

Tue 4/21

6:33 pm-7:55 am

1 stop31h 22m

Rome Fiumicino

Tue 4/28

10:20 am-6:58 pm

1 stop14h 38m

$729

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 4/22

4:28 pm-1:20 pm

1 stop14h 52m

Milan Malpensa

Thu 4/30

8:35 am-11:59 pm

2 stops21h 24m

$740

PortlandMilan

PWM - MXP

PWMMXP

Portland

Wed 4/22

4:28 pm-1:20 pm

1 stop14h 52m

Milan Malpensa

Tue 4/28

8:35 am-6:58 pm

2 stops16h 23m

$740

PortlandBologna

PWM - BLQ

PWMBLQ

Portland

Wed 4/8

10:00 am-12:50 pm

2 stops20h 50m

Bologna Guglielmo Marconi

Wed 4/15

6:35 am-9:40 pm

2 stops21h 05m

$742

PortlandFlorence

PWM - FLR

PWMFLR

Portland

Mon 4/6

12:51 pm-12:10 pm

2 stops17h 19m

Florence Peretola

Tue 4/14

12:40 pm-3:57 pm

2 stops33h 17m

$743

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/8

Showing 1-10 of 45 resultsSorted by cheapest first
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Best time to book a flight from Portland to Italy

Have a flexible travel schedule? Discover the best time to fly to Italy 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 Italy

What is the cheapest month to book a flight from Portland, Maine to Italy?

Currently, May is the cheapest month in which you can book a flight from Portland, Maine to Italy (average of $264). Flying from Portland, Maine to Italy in July is currently the most expensive (average of $443). 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.

Reviews of airlines servicing Italy

Get insights into the airlines that provide service to Italy. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Italy. Reviews last updated March 10, 2026.
Read through reviews of airlines operating flights from Portland to Italy, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,409 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,409 reviews
United Airlines
7.4
Good
9,409 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.1
Good
11,413 reviews
United Airlines
7.4
Good
9,409 reviews

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from Portland to Italy. 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 Italy?

    Portland (PWM), located 2.9 mi from the city center, is the airport you fly out of when you book flights from Portland to Italy.

  • How long is the flight from Portland, Maine to Italy?

    Scandinavian Airlines, United Airlines, and American Airlines can get you from Portland, Maine to Italy in just under 14h 52m. Your travel time can differ by up to 21h. There are 3720 mi between Portland, Maine and Italy. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Portland, Maine to Italy?

    While some choose either Portland - Naples or Portland - Rome Fiumicino, Portland - Florence Peretola is the most popular route from Portland, Maine to Italy.

  • Can I find deals for flights from Portland to Italy that include hotel bookings?

    Yes. In addition to deals on Portland to Italy flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Italy?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Italy.

  • Can I find deals for business class flights from Portland to Italy?

    Yes. Cheapflights offers flight deals from Portland to Italy 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 Italy?

    Currently, May is the cheapest month in which you can book a flight from Portland, Maine to Italy (average of $264). Flying from Portland, Maine to Italy in July is currently the most expensive (average of $443). 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

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