$463+ Cheap flights from Portland, ME (PWM) to Milan (MIL)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Oct 3 — Oct 101
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Milan with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Milan
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Cheapest flights from Portland to MilanExplore 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 September 3, 2026.
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 September 3, 2026.
This United Airlines deal was found by Cheapflights users on 9/1. 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 12/306:00 am -
1 stop19h 30m
Wed 1/139:45 am -
1 stop18h 03m
Deal found 9/1![United Airlines logo]()
$712
This United Airlines deal was found by Cheapflights users on 9/1. 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 12/308:02 am -
2 stops22h 18m
Wed 1/136:25 am -
2 stops17h 48m
Deal found 9/1![United Airlines logo]()
$726
This Air Canada deal was found by Cheapflights users on 9/1. 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.
Wed 12/306:00 am -
3 stops22h 40m
Wed 1/1310:30 am -
3 stops18h 32m
Deal found 9/1![Air Canada logo]()
$751
This Air Canada deal was found by Cheapflights users on 9/1. 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.
Wed 12/307:44 pm -
2 stops32h 21m
Wed 1/1310:30 am -
3 stops18h 32m
Deal found 9/1![Multiple Airlines logo]()
$777
This United Airlines deal was found by Cheapflights users on 8/30. 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 10/156:00 am -
1 stop19h 30m
Thu 10/2212:20 pm -
2 stops39h 26m
Deal found 8/30![United Airlines logo]()
$791
This Gotogate deal was found by Cheapflights users on 8/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:00 am -
2 stops22h 20m
Thu 10/2212:20 pm -
2 stops41h 08m
Deal found 8/30![Air Canada logo]()
$794
This American Airlines deal was found by Cheapflights users on 8/30. 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.
Thu 10/1511:23 am -
1 stop16h 42m
Thu 10/222:20 pm -
1 stop15h 16m
Deal found 8/30![American Airlines logo]()
$811
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/1310:43 am -
1 stop14h 47m
Thu 10/2912:20 pm -
2 stops40h 01m
Deal found 8/31![United Airlines logo]()
$827
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/146:00 am -
2 stops22h 20m
Thu 10/2912:20 pm -
2 stops40h 01m
Deal found 8/31![United Airlines logo]()
$830
This Delta deal was found by Cheapflights users on 8/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:04 am -
2 stops20h 46m
Thu 10/2211:00 am -
2 stops19h 10m
Deal found 8/30![Delta logo]()
$871
This KAYAK deal was found by Cheapflights users on 9/1. 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.
Fri 10/167:25 pm -
2 stops13h 15m
Wed 10/286:25 am -
2 stops17h 37m
Deal found 9/1![Lufthansa logo]()
$974
This KAYAK deal was found by Cheapflights users on 8/31. 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.
Fri 10/167:25 pm -
2 stops13h 15m
Thu 10/296:25 am -
2 stops20h 26m
Deal found 8/31![Lufthansa logo]()
$975
Best flights from Portland to MilanDiscover carefully curated flight deals from Portland to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 3, 2026.
Discover carefully curated flight deals from Portland to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 3, 2026.
This United Airlines deal was found by Cheapflights users on 9/1. 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 12/305:15 am -
2 stops20h 15m
Wed 1/139:45 am -
1 stop28h 34m
Deal found 9/1![United Airlines logo]()
$716
This Delta deal was found by Cheapflights users on 8/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/152:35 pm -
2 stops17h 20m
Wed 1/2010:55 am -
2 stops18h 54m
Deal found 8/30![Delta logo]()
$842
This Turkish Airlines deal was found by Cheapflights users on 8/31. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
2 stops29h 45m
Mon 10/2611:05 am -
2 stops41h 38m
Deal found 8/31![Turkish Airlines logo]()
$920
This KAYAK deal was found by Cheapflights users on 9/1. 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.
Fri 10/167:25 pm -
2 stops13h 15m
Wed 10/286:25 am -
2 stops17h 37m
Deal found 9/1![Lufthansa logo]()
$974
This Booking.com deal was found by Cheapflights users on 8/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:00 am -
3 stops22h 20m
Thu 10/2212:20 pm -
3 stops38h 02m
Deal found 8/30![Air Canada logo]()
$1,162
This United Airlines deal was found by Cheapflights users on 9/1. 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 12/308:02 am -
2 stops22h 18m
Wed 1/136:25 am -
2 stops17h 48m
Deal found 9/1![United Airlines logo]()
$726
This Delta deal was found by Cheapflights users on 8/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:04 am -
2 stops20h 46m
Thu 10/2211:00 am -
2 stops19h 10m
Deal found 8/30![Delta logo]()
$871
This United Airlines deal was found by Cheapflights users on 8/30. 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 1/156:00 am -
1 stop19h 30m
Wed 1/209:45 am -
1 stop14h 28m
Deal found 8/30![United Airlines logo]()
$797
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/197:58 am -
1 stop23h 22m
Thu 10/2912:20 pm -
2 stops40h 01m
Deal found 8/31![United Airlines logo]()
$827
This FlightHub deal was found by Cheapflights users on 8/31. 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.
Thu 10/1510:43 am -
2 stops21h 27m
Thu 10/297:20 am -
2 stops16h 32m
Deal found 8/31![Austrian Airlines logo]()
$2,172
This United Airlines deal was found by Cheapflights users on 9/1. 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 11/215:08 pm -
2 stops34h 57m
Mon 11/3011:20 am -
2 stops37h 29m
Deal found 9/1![United Airlines logo]()
$898
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/1410:43 am -
1 stop14h 47m
Sat 10/319:45 am -
1 stop14h 07m
Deal found 8/31![United Airlines logo]()
$917
This United Airlines deal was found by Cheapflights users on 9/1. 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 11/213:41 pm -
2 stops16h 24m
Mon 11/306:25 am -
2 stops18h 37m
Deal found 9/1![United Airlines logo]()
$1,019
This United Airlines deal was found by Cheapflights users on 9/1. 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 11/168:29 am -
1 stop22h 46m
Fri 11/2012:55 pm -
2 stops35h 54m
Deal found 9/1![United Airlines logo]()
$1,289
This United Airlines deal was found by Cheapflights users on 8/29. 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 11/153:40 pm -
2 stops14h 40m
Thu 11/196:25 am -
2 stops21h 26m
Deal found 8/29![United Airlines logo]()
$1,323
This United Airlines deal was found by Cheapflights users on 9/1. 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 11/168:29 am -
2 stops21h 51m
Fri 11/201:40 pm -
2 stops16h 19m
Deal found 9/1![United Airlines logo]()
$1,323
This Cathay Pacific deal was found by Cheapflights users on 8/30. 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 Cathay Pacific is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:00 am -
3 stops47h 40m
Thu 10/229:00 am -
3 stops44h 54m
Deal found 8/30![Multiple Airlines logo]()
$11,966
Last-minute flights from Portland to MilanDiscover last-minute flight deals from Portland to Milan. Data last updated September 3, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Milan. Data last updated September 3, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/138:03 am -
1 stop17h 27m
Fri 10/3011:55 am -
2 stops36h 07m
Deal found 8/31![United Airlines logo]()
$827
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/135:15 am -
2 stops20h 15m
Thu 10/2912:20 pm -
2 stops40h 01m
Deal found 8/31![United Airlines logo]()
$831
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/138:03 am -
1 stop17h 27m
Sat 10/3111:20 am -
2 stops40h 31m
Deal found 8/31![United Airlines logo]()
$845
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/136:55 pm -
1 stop30h 35m
Tue 10/279:45 am -
1 stop14h 07m
Deal found 8/31![United Airlines logo]()
$847
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/146:00 am -
2 stops22h 20m
Thu 10/2912:20 pm -
2 stops40h 01m
Deal found 8/31![United Airlines logo]()
$830
This Air Canada deal was found by Cheapflights users on 8/31. 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.
Wed 10/146:00 am -
2 stops22h 20m
Tue 10/2711:55 am -
3 stops40h 26m
Deal found 8/31![Air Canada logo]()
$835
This Air Canada deal was found by Cheapflights users on 8/31. 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.
Wed 10/146:00 am -
3 stops22h 20m
Fri 10/3011:55 am -
3 stops40h 26m
Deal found 8/31![Air Canada logo]()
$840
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/146:00 am -
2 stops22h 20m
Sat 10/3111:20 am -
2 stops40h 31m
Deal found 8/31![United Airlines logo]()
$848
This United Airlines deal was found by Cheapflights users on 8/30. 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 10/156:00 am -
1 stop19h 30m
Thu 10/2212:20 pm -
2 stops39h 26m
Deal found 8/30![United Airlines logo]()
$791
This Gotogate deal was found by Cheapflights users on 8/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:00 am -
2 stops22h 20m
Thu 10/2212:20 pm -
2 stops41h 08m
Deal found 8/30![Air Canada logo]()
$794
This American Airlines deal was found by Cheapflights users on 8/30. 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.
Thu 10/1511:23 am -
1 stop16h 42m
Thu 10/222:20 pm -
1 stop15h 16m
Deal found 8/30![American Airlines logo]()
$811
This Delta deal was found by Cheapflights users on 8/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:04 am -
2 stops20h 46m
Thu 10/2211:00 am -
2 stops19h 10m
Deal found 8/30![Delta logo]()
$871
One-way flights from Portland to MilanSearch for one-way flight options from Portland to Milan. Find affordable one-way fares based on user searches. Data last updated September 3, 2026.
Search for one-way flight options from Portland to Milan. Find affordable one-way fares based on user searches. Data last updated September 3, 2026.
This Delta deal was found by Cheapflights users on 8/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:28 am -
1 stop18h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Delta logo]()
$463
This Justfly.com deal was found by Cheapflights users on 8/31. 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.
Sat 10/178:03 am -
2 stops44h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Air Canada logo]()
$467
This Air Canada deal was found by Cheapflights users on 8/31. 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 10/136:00 am -
3 stops46h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Air Canada logo]()
$472
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/176:55 pm -
1 stop30h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![United Airlines logo]()
$475
This oojo deal was found by Cheapflights users on 9/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:43 am -
1 stop14h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Lufthansa logo]()
$497
This Expedia deal was found by Cheapflights users on 9/1. 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.
Fri 10/166:54 pm -
2 stops33h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Air Canada logo]()
$506
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:35 pm -
3 stops43h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Multiple Airlines logo]()
$507
This British Airways deal was found by Cheapflights users on 9/1. 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.
Fri 10/165:45 pm -
2 stops16h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Multiple Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/1510:43 am -
2 stops20h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![United Airlines logo]()
$513
This Justfly.com deal was found by Cheapflights users on 8/31. 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.
Thu 10/1510:43 am -
3 stops41h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Air Canada logo]()
$522
This FlightHub deal was found by Cheapflights users on 8/31. 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.
Thu 10/1510:43 am -
2 stops21h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Austrian Airlines logo]()
$729
This FlightHub deal was found by Cheapflights users on 8/31. 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.
Sat 10/1710:43 am -
2 stops26h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Austrian Airlines logo]()
$961
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 September 3, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $712 (United Airlines) |
One-way from | $463 (Delta) |
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 7,457,451 searches. Data last updated September 3, 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
Cheapest round-trip
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Tue 10/13
6:28 am-6:45 am
1 stop18h 17m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$463
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 10/18
6:00 am-1:20 pm
2 stops25h 20m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$463
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Tue 10/13
5:15 am-7:30 am
2 stops20h 15m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$463
Quickest round-trip
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Wed 10/14
10:43 am-7:30 am
1 stop14h 47m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$463
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 10/19
5:15 am-7:30 am
2 stops20h 15m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$463
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Fri 10/16
5:45 pm-4:40 pm
2 stops16h 55m
Milan Linate
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$511
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Wed 12/30
5:15 am-7:30 am
2 stops20h 15m
Milan Malpensa
Wed 1/13
9:45 am-8:19 am
1 stop28h 34m
$716
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Wed 12/30
8:02 am-12:20 pm
2 stops22h 18m
Milan Linate
Wed 1/13
6:25 am-6:13 pm
2 stops17h 48m
$726
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Thu 10/15
10:43 am-2:10 pm
2 stops21h 27m
Milan Linate
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$729
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Fri 1/15
6:00 am-7:30 am
1 stop19h 30m
Milan Malpensa
Wed 1/20
9:45 am-6:13 pm
1 stop14h 28m
$797
Showing 1-10 of 27 resultsSorted by cheapest first
Compare providers for flights from Portland to Milan
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Milan in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Portland, Maine-Milan flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Portland, Maine-Milan flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Portland, Maine-Milan flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland, Maine-Milan flights, Cheapflights users trust Ovago the most. Ovago has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Milan flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
PWM-MIL
PWM-MXP
PWM-LIN
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
PWM-MIL
PWM-MXP
PWM-LIN
No data available for this route at this time. Please check back soon.
Related info for your journey
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Traveling to a place near Milan?
Book flights to Milan if you plan to visit one of these locationsMenaggio
Rho
Brescia
Porlezza
Assago
Stresa
Domodossola
Bellagio
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