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Italy

$390+ 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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — NAP
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
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 July 27, 2026.

This United Airlines deal was found by Cheapflights users on 7/23. 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 8/2010:45 am
PWM
-
NAP
1 stop14h 15m
United Airlines
Thu 8/2711:25 am
NAP
-
PWM
2 stops42h 07m
United Airlines
Deal found 7/23$704
This Expedia deal was found by Cheapflights users on 7/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:17 am
PWM
-
FCO
2 stops39h 38m
Air Canada
Wed 12/91:15 pm
FCO
-
PWM
2 stops39h 42m
Air Canada
Deal found 7/22$741
This United Airlines deal was found by Cheapflights users on 7/26. 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 8/206:00 am
PWM
-
VCE
1 stop21h 05m
United Airlines
Fri 8/2812:20 pm
VCE
-
PWM
2 stops32h 14m
United Airlines
Deal found 7/26$757
This Air Canada deal was found by Cheapflights users on 7/22. 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.
Sun 11/156:00 am
PWM
-
FCO
2 stops20h 55m
Air Canada
Thu 11/1911:15 am
FCO
-
PWM
2 stops42h 08m
Air Canada
Deal found 7/22$759
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:43 pm
PWM
-
VCE
2 stops32h 32m
United Airlines
Thu 11/197:00 am
VCE
-
PWM
2 stops22h 23m
United Airlines
Deal found 7/22$762
This United Airlines deal was found by Cheapflights users on 7/23. 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 11/152:05 pm
PWM
-
FCO
1 stop12h 25m
United Airlines
Wed 11/189:55 am
FCO
-
PWM
2 stops17h 56m
United Airlines
Deal found 7/23$768
This Ovago deal was found by Cheapflights users on 7/27. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:00 am
PWM
-
NAP
1 stop19h 00m
Lufthansa
Fri 8/289:45 am
NAP
-
PWM
1 stop19h 47m
Lufthansa
Deal found 7/27$774
This Ovago deal was found by Cheapflights users on 7/27. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:45 am
PWM
-
NAP
1 stop14h 15m
Multiple Airlines
Fri 8/286:00 am
NAP
-
PWM
2 stops21h 23m
Multiple Airlines
Deal found 7/27$776
This United Airlines deal was found by Cheapflights users on 7/26. 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 11/165:50 am
PWM
-
MXP
1 stop19h 40m
United Airlines
Thu 11/199:45 am
MXP
-
PWM
1 stop19h 36m
United Airlines
Deal found 7/26$779
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/29:10 am
PWM
-
FCO
1 stop16h 45m
United Airlines
Mon 12/712:20 pm
FCO
-
PWM
2 stops33h 49m
United Airlines
Deal found 7/22$781
This United Airlines deal was found by Cheapflights users on 7/23. 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 12/69:45 am
PWM
-
BLQ
2 stops25h 15m
United Airlines
Thu 12/1010:20 am
BLQ
-
PWM
2 stops17h 07m
United Airlines
Deal found 7/23$784
This United Airlines deal was found by Cheapflights users on 7/26. 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
-
BLQ
2 stops42h 17m
United Airlines
Tue 12/810:20 am
BLQ
-
PWM
2 stops18h 37m
United Airlines
Deal found 7/26$789

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 July 27, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$704
(United Airlines)

One-way from

$390
(Air France)
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 July 27, 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

PortlandNaples

PWM - NAP

PWMNAP

Portland

Thu 8/20

5:15 am-7:00 am

2 stops19h 45m

Naples

Thu 8/27

11:25 am-11:32 pm

2 stops42h 07m

$708

PortlandVenice

PWM - VCE

PWMVCE

Portland

Thu 8/20

6:03 am-9:10 am

2 stops21h 07m

Venice Marco Polo

Fri 8/28

12:20 pm-2:34 pm

2 stops32h 14m

$760

PortlandVenice

PWM - VCE

PWMVCE

Portland

Mon 11/16

7:43 pm-10:15 am

2 stops32h 32m

Venice Marco Polo

Thu 11/19

7:00 am-11:23 pm

2 stops22h 23m

$762

PortlandRome

PWM - FCO

PWMFCO

Portland

Sun 11/15

2:05 pm-8:30 am

1 stop12h 25m

Rome Fiumicino

Wed 11/18

9:55 am-9:51 pm

2 stops17h 56m

$768

PortlandRome

PWM - FCO

PWMFCO

Portland

Sun 11/15

2:23 pm-8:30 am

1 stop12h 07m

Rome Fiumicino

Thu 11/19

7:05 am-11:23 pm

2 stops22h 18m

$768

PortlandMilan

PWM - MXP

PWMMXP

Portland

Mon 11/16

5:50 am-7:30 am

1 stop19h 40m

Milan Malpensa

Thu 11/19

9:45 am-11:21 pm

1 stop19h 36m

$779

PortlandMilan

PWM - MXP

PWMMXP

Portland

Tue 10/6

6:00 am-7:30 am

1 stop19h 30m

Milan Malpensa

Mon 10/12

10:40 am-9:54 pm

2 stops41h 14m

$781

PortlandBologna

PWM - BLQ

PWMBLQ

Portland

Sun 12/6

9:45 am-5:00 pm

2 stops25h 15m

Bologna Guglielmo Marconi

Thu 12/10

10:20 am-10:57 pm

2 stops18h 37m

$784

PortlandBologna

PWM - BLQ

PWMBLQ

Portland

Sat 12/5

4:48 pm-5:05 pm

2 stops42h 17m

Bologna Guglielmo Marconi

Tue 12/8

10:20 am-10:57 pm

2 stops18h 37m

$789

PortlandNaples

PWM - NAP

PWMNAP

Portland

Fri 10/2

8:03 am-9:40 am

2 stops19h 37m

Naples

Sat 10/10

6:00 am-11:59 pm

2 stops23h 59m

$789

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 41 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

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 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?

    United Airlines, Lufthansa, and Delta can get you from Portland, Maine to Italy in just under 14h 15m. Your travel time can differ by up to 6h 25m. There are 4128 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 - Venice Marco Polo or Portland - Florence Peretola, Portland - Rome Fiumicino 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.

See more FAQs

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