$449+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Nov 21 — Nov 281
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 22, 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 22, 2026.
This KLM deal was found by Cheapflights users on 10/19. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/14:00 pm -
2 stops19h 25m
Tue 12/812:00 pm -
1 stop18h 21m
Deal found 10/19![Multiple Airlines logo]()
$680
This Air France deal was found by Cheapflights users on 10/19. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/14:00 pm -
2 stops19h 25m
Tue 12/86:30 am -
2 stops23h 51m
Deal found 10/19![Air France logo]()
$705
This Air France deal was found by Cheapflights users on 10/19. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:00 pm -
1 stop11h 50m
Thu 12/1012:55 pm -
1 stop16h 57m
Deal found 10/19![Multiple Airlines logo]()
$711
This American Airlines deal was found by Cheapflights users on 10/19. 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 12/35:00 am -
2 stops21h 05m
Thu 12/1010:25 am -
2 stops19h 06m
Deal found 10/19![American Airlines logo]()
$716
This Air France deal was found by Cheapflights users on 10/19. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:49 pm -
2 stops16h 56m
Thu 12/1012:00 pm -
1 stop18h 21m
Deal found 10/19![Air France logo]()
$730
This Ovago deal was found by Cheapflights users on 10/19. 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.
Tue 12/16:00 am -
1 stop19h 30m
Tue 12/89:45 am -
1 stop15h 40m
Deal found 10/19![Austrian Airlines logo]()
$761
This Ovago deal was found by Cheapflights users on 10/22. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:00 am -
2 stops21h 40m
Tue 12/86:55 am -
2 stops18h 17m
Deal found 10/22![Lufthansa logo]()
$772
This Air Canada deal was found by Cheapflights users on 10/22. 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.
Tue 12/19:12 am -
3 stops19h 28m
Tue 12/811:20 am -
3 stops27h 45m
Deal found 10/22![Air Canada logo]()
$836
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/165:08 pm -
1 stop14h 07m
Fri 11/201:05 pm -
2 stops35h 57m
Deal found 10/19![United Airlines logo]()
$1,065
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 22, 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 22, 2026.
This KLM deal was found by Cheapflights users on 10/18. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/14:00 pm -
2 stops19h 25m
Tue 12/812:00 pm -
1 stop18h 21m
Deal found 10/18![Multiple Airlines logo]()
$680
This American Airlines deal was found by Cheapflights users on 10/19. 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 12/35:00 am -
2 stops21h 05m
Thu 12/1010:25 am -
2 stops19h 06m
Deal found 10/19![American Airlines logo]()
$716
This Ovago deal was found by Cheapflights users on 10/18. 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.
Tue 12/16:00 am -
1 stop19h 30m
Tue 12/89:45 am -
1 stop15h 40m
Deal found 10/18![Austrian Airlines logo]()
$761
This Ovago deal was found by Cheapflights users on 10/22. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:00 am -
2 stops21h 40m
Tue 12/86:55 am -
2 stops18h 17m
Deal found 10/22![Lufthansa logo]()
$772
This United Airlines deal was found by Cheapflights users on 10/17. 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 11/165:08 pm -
1 stop14h 07m
Fri 11/201:05 pm -
2 stops35h 57m
Deal found 10/17![United Airlines logo]()
$1,065
This Air France deal was found by Cheapflights users on 10/19. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:00 pm -
1 stop11h 50m
Thu 12/1012:55 pm -
1 stop16h 57m
Deal found 10/19![Multiple Airlines logo]()
$711
Last-minute flights from Portland to MilanDiscover last-minute flight deals from Portland to Milan. Data last updated October 22, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Milan. Data last updated October 22, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/18. 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 11/165:08 pm -
1 stop14h 07m
Fri 11/201:05 pm -
2 stops35h 57m
Deal found 10/18![United Airlines logo]()
$1,065
This Air Canada deal was found by Cheapflights users on 10/20. 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 -
2 stops22h 30m
Fri 11/201:05 pm -
2 stops40h 16m
Deal found 10/20![Air Canada logo]()
$1,185
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 22, 2026.
Search for one-way flight options from Portland to Milan. Find affordable one-way fares based on user searches. Data last updated October 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:28 pm -
3 stops40h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$449
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/129:48 am -
2 stops25h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$525
This Orbitz deal was found by Cheapflights users on 10/19. 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.
Sat 12/267:44 pm -
3 stops56h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Air Canada logo]()
$529
This Air France deal was found by Cheapflights users on 10/22. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:49 pm -
2 stops15h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Air France logo]()
$535
This United Airlines deal was found by Cheapflights users on 10/19. 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 12/267:44 pm -
2 stops32h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![United Airlines logo]()
$537
This Delta deal was found by Cheapflights users on 10/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/136:00 am -
1 stop22h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$538
This Air Canada deal was found by Cheapflights users on 10/22. 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.
Fri 12/117:55 pm -
2 stops56h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Air Canada logo]()
$543
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/149:48 am -
2 stops33h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$568
This Air France deal was found by Cheapflights users on 10/22. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1012:49 pm -
2 stops15h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Air France logo]()
$585
This Air Canada deal was found by Cheapflights users on 10/22. 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.
Thu 12/106:00 am -
3 stops22h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Air Canada logo]()
$593
This Air Canada deal was found by Cheapflights users on 10/22. 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.
Tue 12/83:20 pm -
3 stops60h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Air Canada logo]()
$599
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 22, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $666 (American Airlines) |
One-way from | $449 (Kiwi.com) |
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 22, 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
Sat 12/26
7:44 pm-10:05 am
3 stops56h 21m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$529
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sat 12/26
7:44 pm-10:05 am
2 stops32h 21m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$537
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 12/13
6:00 am-10:45 am
1 stop22h 45m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$538
Quickest round-trip
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 12/13
6:00 am-10:05 am
2 stops22h 05m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$538
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Fri 12/11
7:55 pm-10:05 am
3 stops56h 10m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$548
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Tue 12/8
7:55 pm-7:30 am
1 stop29h 35m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$671
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Tue 12/1
4:00 pm-5:25 pm
2 stops19h 25m
Milan Malpensa
Tue 12/8
12:00 pm-12:21 am
1 stop18h 21m
$680
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Thu 12/3
4:00 pm-9:50 am
1 stop11h 50m
Milan Malpensa
Thu 12/10
12:55 pm-11:52 pm
1 stop16h 57m
$711
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Thu 12/3
5:00 am-8:05 am
2 stops21h 05m
Milan Malpensa
Thu 12/10
10:25 am-11:31 pm
2 stops19h 06m
$716
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Tue 12/1
6:00 am-7:30 am
1 stop19h 30m
Milan Malpensa
Tue 12/8
9:45 am-7:25 pm
1 stop15h 40m
$761
Showing 1-10 of 13 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 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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