$432 Find Cheap Flights from Portland to Italy

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Italy departing on 9/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Italy

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Portland to Italy

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Florence
Florence2 stops$1,196
Naples
Naples2 stops$856
Florence
Florence2 stops$1,196
Naples
Naples2 stops$856

Book Cheap Portland to Italy Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Italy that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Italy

Sat, May 30 - Sat, Jun 6
KLM Logo
8:05 am - 6:45 am
PWM
-
MXP
16h 40m
1 stop
KLM Logo
2:15 pm - 12:43 am
MXP
-
PWM
16h 28m
1 stop
$682KLM
Sat, May 30 - Sat, Jun 6
Delta Logo
12:50 pm - 12:05 pm
PWM
-
MXP
17h 15m
2 stops
Delta Logo
11:40 am - 11:09 pm
MXP
-
PWM
17h 29m
1 stop
$687Delta
Sat, May 30 - Sat, Jun 6
Multiple Airlines Logo
2:38 pm - 11:20 am
PWM
-
LIN
14h 42m
2 stops
Multiple Airlines Logo
6:40 am - 4:07 pm
LIN
-
PWM
15h 27m
2 stops
$731Multiple Airlines
Thu, Sep 24 - Sat, Oct 3
Multiple Airlines Logo
2:35 pm - 10:10 am
PWM
-
TRN
13h 35m
2 stops
Multiple Airlines Logo
6:05 am - 11:59 pm
TRN
-
PWM
23h 54m
2 stops
$758Multiple Airlines
Sun, Aug 16 - Fri, Aug 21
United Airlines Logo
5:15 am - 7:55 am
PWM
-
VCE
20h 40m
1 stop
United Airlines Logo
12:20 pm - 11:59 pm
VCE
-
PWM
41h 39m
2 stops
$761United Airlines
Sun, Aug 16 - Fri, Aug 21
United Airlines Logo
5:15 am - 12:45 pm
PWM
-
VCE
25h 30m
2 stops
United Airlines Logo
12:20 pm - 11:59 pm
VCE
-
PWM
41h 39m
2 stops
$769United Airlines
Sun, Aug 16 - Fri, Aug 21
Lufthansa Logo
5:15 am - 7:55 am
PWM
-
VCE
20h 40m
1 stop
Lufthansa Logo
9:40 am - 7:19 pm
VCE
-
PWM
15h 39m
1 stop
$825Lufthansa
Sun, Aug 16 - Tue, Aug 18
Lufthansa Logo
5:15 am - 8:15 am
PWM
-
FCO
21h 00m
1 stop
Lufthansa Logo
10:50 am - 7:19 pm
FCO
-
PWM
38h 29m
2 stops
$827Lufthansa
Sun, Aug 16 - Tue, Aug 18
American Airlines Logo
3:06 pm - 9:55 am
PWM
-
VCE
12h 49m
1 stop
American Airlines Logo
1:40 pm - 8:17 pm
VCE
-
PWM
12h 37m
1 stop
$936American Airlines
Sun, Aug 9 - Thu, Aug 13
American Airlines Logo
6:46 pm - 5:05 pm
PWM
-
FCO
16h 19m
2 stops
American Airlines Logo
12:15 pm - 11:41 pm
FCO
-
PWM
17h 26m
1 stop
$947American Airlines
Booking Insights

KAYAK's insights & trends for Portland to Italy flights

Get data-powered insights and trends into flights from Portland to Italy to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Portland to Italy?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Portland to Italy were found on KLM ($682) and Delta ($687).

Good to know

Cheapest flight$432
Flight from Portland to Milan

FAQs - booking Italy flights

  • How does KAYAK find such low prices on flights from Portland to Italy?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to Italy.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to Italy?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Portland to Italy is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Italy?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Portland to Italy with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Italy?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Portland to Italy up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Portland to Italy

 
Need help choosing which airline to fly with from Portland to Italy? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11583 reviews
6.4Food
6.9Entertainment
7.9Crew
7.2Comfort
7.5Boarding
Airline reviews

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

10.0 ExcellentAnonymous, Apr 2026
GSP - ORD
Read more American Airlines reviews

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

American Airlines is a miserable experience. It is predictably miserable, in the sense that every time I fly American, I brace myself for the certainty that it will be unpleasant and uncomfortable. But it is unpredictable in the sense that I never know if the flight will be on time or delayed nine hours (both happened to me this week). I never know if I will be able to sit in the seat that I selected when I purchased the ticket or if I will be told by Customer Service (!!!) that I must relocate from first class to a seat in the back of the aircraft with no explanation (both happened to me this week). Will the food be frozen and half defrosted, or scalding hot? Will the drinks be warm? Will the flight attendants be surly and mean? Will the toilets be cramped and foul? Will the seats be narrow and uncomfortable? Will there be a real electric outlet at the seat, or just an unreliable USB-2 port? Will there be enough seats in the boarding lounge or just a few? Will the boarding process be smooth and efficient, or will the gate agents mess it up and delay it needlessly for 30 or 40 minutes? Will the catering and cleaning crew be prompt or will they take an extra 30 minutes? Will the brakes on the aircraft work properly, or will the pilot delay takeoff for four hours while the ground crew attends to what can only be described as routine maintenance that should have been done the night before? I've eexperienced every one of these unpleasant things this year, 2026. The only thing I can reliably count on is that American will find a new way to make the experience of flying as miserable as they possibly can.

Flight was fine, but not having WiFi was a major negative

Friendly crew is the only nice thing. Seats uncomfortable. Food and snacks horrible. Movies were the same as the first 10 hour flight two weeks before

When I booked my flight a month ago - I selected a seat. That seat was NOT the one I ended up with when I checked into my flight the day before. This is the second time this has occurred. So, I checked my next flight on Wednesday and Thursday and no seat was assigned. Poor, very poor customer service.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

American flight was diverted and delayed but app didn’t show that information so I wasn’t able to change my connection until the last min.

Wifi was spotty. Tray table was very dirty when I sat down.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Everything you need to know for your flight from Portland to Italy

Information on your arrival and departure airports