$564 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 4/30. 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 23% 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$1,022
Naples
Naples2 stops$724
Florence
Florence2 stops$1,022
Naples
Naples2 stops$724

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

Tue, Apr 21 - Tue, Apr 28
Turkish Airlines Logo
7:30 am - 7:45 pm
PWM
-
NAP
30h 15m
2 stops
Turkish Airlines Logo
9:30 am - 10:59 pm
NAP
-
PWM
19h 29m
2 stops
$724Turkish Airlines
Mon, May 4 - Tue, May 26
Turkish Airlines Logo
7:30 am - 5:45 pm
PWM
-
MXP
28h 15m
2 stops
Turkish Airlines Logo
10:40 am - 11:58 pm
MXP
-
PWM
43h 18m
2 stops
$785Turkish Airlines
Thu, Apr 16 - Tue, Apr 21
KLM Logo
6:30 am - 6:45 am
PWM
-
MXP
18h 15m
1 stop
KLM Logo
11:40 am - 11:23 pm
MXP
-
PWM
17h 43m
1 stop
$794KLM
Tue, Apr 21 - Tue, Apr 28
United Airlines Logo
2:12 pm - 12:05 pm
PWM
-
NAP
15h 53m
2 stops
United Airlines Logo
9:45 am - 6:37 pm
NAP
-
PWM
14h 52m
1 stop
$807United Airlines
Mon, Apr 20 - Tue, Apr 28
United Airlines Logo
2:12 pm - 12:20 pm
PWM
-
NAP
16h 08m
2 stops
United Airlines Logo
6:00 am - 9:40 pm
NAP
-
PWM
21h 40m
2 stops
$812United Airlines
Tue, Apr 21 - Tue, Apr 28
KLM Logo
6:30 am - 8:10 am
PWM
-
NAP
19h 40m
1 stop
KLM Logo
10:15 am - 12:46 am
NAP
-
PWM
20h 31m
1 stop
$853KLM
Mon, May 4 - Tue, May 26
Multiple Airlines Logo
6:01 pm - 5:15 pm
PWM
-
LIN
17h 14m
2 stops
Multiple Airlines Logo
11:10 am - 11:51 pm
LIN
-
PWM
18h 41m
2 stops
$887Multiple Airlines
Mon, May 4 - Thu, May 14
American Airlines Logo
7:23 pm - 10:00 pm
PWM
-
NAP
20h 37m
2 stops
American Airlines Logo
12:00 pm - 11:27 pm
NAP
-
PWM
17h 27m
1 stop
$888American Airlines
Mon, May 11 - Mon, May 18
Multiple Airlines Logo
7:20 am - 9:50 am
PWM
-
FCO
20h 30m
2 stops
Multiple Airlines Logo
8:10 am - 11:03 pm
FCO
-
PWM
20h 53m
2 stops
$893Multiple Airlines
Mon, Aug 3 - Wed, Aug 12
American Airlines Logo
8:00 am - 7:05 am
PWM
-
FCO
17h 05m
1 stop
American Airlines Logo
12:15 pm - 7:17 pm
FCO
-
PWM
13h 02m
1 stop
$950American 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 American Airlines ($794) and United Airlines ($807).

Good to know

Cheapest flight$564
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 airlines 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.
7.4
United AirlinesOverall score based on 9499 reviews
7.3Comfort
7.1Entertainment
6.6Food
8.1Crew
7.7Boarding
Airline reviews

Overall, the flight was good. Lounge access should be with all business class tickets.

8.0 ExcellentIvan, Mar 2026
HNL - GUM
Read more United Airlines reviews

Overall, the flight was good. Lounge access should be with all business class tickets.

They promise free wi-fi prior to boarding and then once on board you are informed you have to purchase wifi even after being a mileagePlus member.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

Awful. No counter attendants. No dinner offered due to delays.

Horrible service no Wi-Fi connection on both leg of the flight and they are refusing to fix bad service

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

During landing. 2 crew members passed 3 times by my lane and didn't notice that people in front of us had their site to the furthermore reclined... That was uncomfortable and could have been dangerous.

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

We had excellent customer service despite the chaos at George Bush airport in Houston!

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

Tv screens and movie selection v good. Friendly staff. They were really worried about max capacity and room for carryons. That is never fun but i had no problem finding space when I boarded.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Delayed for mechanical and no updates on what was happening and how long the delay might be.

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

On the return flight, arriving in Denver we sat on the tarmac in Denver for over 20 minutes.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The flight attendant in business class was excellent! Professional, friendly and attentive.

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

Information on your arrival and departure airports