$533+ 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 12/27. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Nov 6 — Nov 131
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
Cheapest
Best
Last-minute
One-way
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 October 7, 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 October 7, 2026.
This American Airlines deal was found by Cheapflights users on 10/3. 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 11/126:00 am -
1 stop22h 05m
Wed 11/182:20 pm -
1 stop14h 37m
Deal found 10/3![American Airlines logo]()
$785
This Delta deal was found by Cheapflights users on 10/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:00 am -
2 stops26h 55m
Tue 12/812:00 pm -
1 stop18h 21m
Deal found 10/5![Delta logo]()
$789
This United deal was found by Cheapflights users on 10/5. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:51 am -
2 stops15h 39m
Tue 12/812:55 pm -
3 stops40h 29m
Deal found 10/5![Multiple Airlines logo]()
$824
This Orbitz deal was found by Cheapflights users on 10/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:50 am -
3 stops22h 15m
Wed 11/1811:55 am -
2 stops17h 48m
Deal found 10/3![Multiple Airlines logo]()
$1,030
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1610:50 am -
1 stop14h 40m
Fri 11/201:05 pm -
2 stops35h 44m
Deal found 10/6![United Airlines logo]()
$1,065
This Air Canada deal was found by Cheapflights users on 10/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:35 am -
3 stops22h 30m
Fri 11/201:05 pm -
2 stops35h 44m
Deal found 10/5![Air Canada logo]()
$1,073
This Air Canada deal was found by Cheapflights users on 10/3. 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.
Mon 10/196:00 am -
2 stops22h 20m
Fri 10/2312:20 pm -
2 stops31h 31m
Deal found 10/3![Air Canada logo]()
$1,275
This United Airlines deal was found by Cheapflights users on 10/3. 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 10/196:00 am -
1 stop19h 30m
Fri 10/239:45 am -
1 stop14h 27m
Deal found 10/3![United Airlines logo]()
$1,292
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 October 7, 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 October 7, 2026.
This United Airlines deal was found by Cheapflights users on 10/2. 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 11/1610:50 am -
1 stop14h 40m
Fri 11/201:05 pm -
2 stops35h 44m
Deal found 10/2![United Airlines logo]()
$1,065
This Air Canada deal was found by Cheapflights users on 10/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:35 am -
3 stops22h 30m
Fri 11/201:05 pm -
2 stops35h 44m
Deal found 10/5![Air Canada logo]()
$1,073
This Air Canada deal was found by Cheapflights users on 10/3. 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.
Mon 10/196:00 am -
2 stops22h 20m
Fri 10/2312:20 pm -
2 stops31h 31m
Deal found 10/3![Air Canada logo]()
$1,275
This United Airlines deal was found by Cheapflights users on 10/3. 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 10/196:00 am -
1 stop19h 30m
Fri 10/239:45 am -
1 stop14h 27m
Deal found 10/3![United Airlines logo]()
$1,292
Last-minute flights from Portland to MilanDiscover last-minute flight deals from Portland to Milan. Data last updated October 7, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Milan. Data last updated October 7, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 10/3. 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.
Mon 10/196:00 am -
2 stops22h 20m
Fri 10/2312:20 pm -
2 stops31h 31m
Deal found 10/3![Air Canada logo]()
$1,275
This United Airlines deal was found by Cheapflights users on 10/3. 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 10/196:00 am -
1 stop19h 30m
Fri 10/239:45 am -
1 stop14h 27m
Deal found 10/3![United Airlines logo]()
$1,292
This American Airlines deal was found by Cheapflights users on 10/3. 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 11/126:00 am -
1 stop22h 05m
Wed 11/182:20 pm -
1 stop14h 37m
Deal found 10/3![American Airlines logo]()
$785
This Orbitz deal was found by Cheapflights users on 10/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:50 am -
3 stops22h 15m
Wed 11/1811:55 am -
2 stops17h 48m
Deal found 10/3![Multiple Airlines logo]()
$1,030
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1610:50 am -
1 stop14h 40m
Fri 11/201:05 pm -
2 stops35h 44m
Deal found 10/6![United Airlines logo]()
$1,065
This Air Canada deal was found by Cheapflights users on 10/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:35 am -
3 stops22h 30m
Fri 11/201:05 pm -
2 stops35h 44m
Deal found 10/5![Air Canada logo]()
$1,073
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 October 7, 2026.
Search for one-way flight options from Portland to Milan. Find affordable one-way fares based on user searches. Data last updated October 7, 2026.
This Delta deal was found by Cheapflights users on 10/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/275:35 am -
1 stop23h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Delta logo]()
$533
This Expedia deal was found by Cheapflights users on 10/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/286:00 am -
2 stops46h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Air Canada logo]()
$549
This Delta deal was found by Cheapflights users on 10/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/252:09 pm -
2 stops18h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Delta logo]()
$587
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/289:48 am -
3 stops27h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Multiple Airlines logo]()
$588
This United Airlines deal was found by Cheapflights users on 10/7. 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.
Sat 12/267:08 pm -
2 stops33h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![United Airlines logo]()
$600
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/288:49 am -
1 stop16h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![United Airlines logo]()
$619
This Justfly.com deal was found by Cheapflights users on 10/7. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/256:00 am -
3 stops46h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Air Canada logo]()
$627
This KAYAK deal was found by Cheapflights users on 10/7. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/264:28 pm -
2 stops36h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Lufthansa logo]()
$630
This Air Canada deal was found by Cheapflights users on 10/7. 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.
Sun 12/276:00 am -
3 stops22h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Air Canada logo]()
$697
This Air Canada deal was found by Cheapflights users on 10/7. 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.
Sat 12/266:00 am -
3 stops22h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Air Canada logo]()
$740
This United Airlines deal was found by Cheapflights users on 10/7. 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.
Sun 12/276:00 am -
2 stops22h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![United Airlines logo]()
$806
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 October 7, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $785 (American Airlines) |
One-way from | $533 (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 October 7, 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
Sun 12/27
5:35 am-10:45 am
1 stop23h 10m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$533
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sat 11/28
6:00 am-10:05 am
2 stops46h 05m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$549
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Fri 12/25
2:09 pm-2:55 pm
2 stops18h 46m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$587
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sat 12/26
7:08 pm-10:40 am
2 stops33h 32m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$600
Quickest round-trip
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sat 11/28
8:49 am-7:30 am
1 stop16h 41m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$619
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 11/16
10:50 am-7:30 am
1 stop14h 40m
Milan Malpensa
Fri 11/20
1:05 pm-6:49 pm
2 stops35h 44m
$1,065
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 11/16
5:35 am-10:05 am
3 stops22h 30m
Milan Malpensa
Fri 11/20
1:05 pm-6:49 pm
2 stops35h 44m
$1,073
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 10/19
6:00 am-10:20 am
2 stops22h 20m
Milan Malpensa
Fri 10/23
12:20 pm-1:51 pm
2 stops31h 31m
$1,275
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 10/19
6:00 am-7:30 am
1 stop19h 30m
Milan Malpensa
Fri 10/23
9:45 am-6:12 pm
1 stop14h 27m
$1,292
Sorted 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 October.
| 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
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
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 Milan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Milan?
Book flights to Milan if you plan to visit one of these locationsRho
Brescia
Porlezza
Assago
Stresa
Domodossola
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