$750+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Sep 18 — Sep 251
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
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 August 19, 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 August 19, 2026.
This Air Canada deal was found by Cheapflights users on 8/15. 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 11/76:00 am -
3 stops46h 05m
Sun 11/2212:55 pm -
2 stops40h 26m
Deal found 8/15![Air Canada logo]()
$750
This United Airlines deal was found by Cheapflights users on 8/16. 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 12/611:17 am -
1 stop14h 13m
Tue 12/812:55 pm -
2 stops30h 43m
Deal found 8/16![United Airlines logo]()
$755
This Mytrip deal was found by Cheapflights users on 8/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am -
3 stops22h 20m
Tue 10/612:20 pm -
2 stops41h 08m
Deal found 8/15![Air Canada logo]()
$760
This Air Canada deal was found by Cheapflights users on 8/16. 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 12/66:00 am -
3 stops22h 05m
Tue 12/812:55 pm -
2 stops30h 43m
Deal found 8/16![Air Canada logo]()
$763
This United Airlines deal was found by Cheapflights users on 8/15. 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 11/79:46 am -
2 stops42h 19m
Sun 11/229:45 am -
1 stop15h 07m
Deal found 8/15![United Airlines logo]()
$765
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Tue 9/296:00 pm -
2 stops17h 50m
Tue 10/62:20 pm -
1 stop14h 11m
Deal found 8/15![American Airlines logo]()
$768
This United Airlines deal was found by Cheapflights users on 8/18. 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 11/168:45 am -
1 stop16h 45m
Fri 11/209:15 am -
2 stops18h 37m
Deal found 8/18![United Airlines logo]()
$777
This Delta deal was found by Cheapflights users on 8/15. 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 9/296:02 am -
2 stops20h 48m
Tue 10/611:00 am -
2 stops19h 10m
Deal found 8/15![Delta logo]()
$783
This United Airlines deal was found by Cheapflights users on 8/16. 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 12/66:00 am -
2 stops24h 20m
Tue 12/86:25 am -
2 stops21h 02m
Deal found 8/16![United Airlines logo]()
$788
This Delta deal was found by Cheapflights users on 8/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:02 am -
2 stops20h 48m
Thu 10/811:00 am -
2 stops19h 10m
Deal found 8/17![Delta logo]()
$843
This Air France deal was found by Cheapflights users on 8/15. 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.
Sat 11/74:47 pm -
2 stops15h 08m
Sun 11/2210:55 am -
2 stops19h 00m
Deal found 8/15![Multiple Airlines logo]()
$863
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Sat 10/107:25 pm -
2 stops13h 15m
Sat 10/1712:40 pm -
2 stops17h 19m
Deal found 8/18![United Airlines logo]()
$919
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 August 19, 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 August 19, 2026.
This Air Canada deal was found by Cheapflights users on 8/15. 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 11/76:00 am -
3 stops46h 05m
Sun 11/2212:55 pm -
3 stops40h 26m
Deal found 8/15![Air Canada logo]()
$754
This United Airlines deal was found by Cheapflights users on 8/16. 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 12/611:17 am -
1 stop14h 13m
Tue 12/812:55 pm -
2 stops30h 43m
Deal found 8/16![United Airlines logo]()
$755
This Delta deal was found by Cheapflights users on 8/15. 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 9/296:02 am -
2 stops20h 48m
Tue 10/611:00 am -
2 stops19h 10m
Deal found 8/15![Delta logo]()
$783
This Air France deal was found by Cheapflights users on 8/15. 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.
Sat 11/74:47 pm -
2 stops15h 08m
Sun 11/2210:55 am -
2 stops19h 00m
Deal found 8/15![Multiple Airlines logo]()
$863
This Air Canada deal was found by Cheapflights users on 8/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:50 am -
2 stops22h 15m
Fri 11/2012:55 pm -
3 stops40h 26m
Deal found 8/18![Air Canada logo]()
$763
This United Airlines deal was found by Cheapflights users on 8/15. 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 11/79:46 am -
2 stops42h 19m
Sun 11/229:45 am -
1 stop15h 07m
Deal found 8/15![United Airlines logo]()
$765
This Air Canada deal was found by Cheapflights users on 8/16. 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 12/66:00 am -
3 stops22h 05m
Tue 12/812:55 pm -
3 stops30h 43m
Deal found 8/16![Air Canada logo]()
$767
This United Airlines deal was found by Cheapflights users on 8/14. 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 12/66:00 am -
2 stops24h 20m
Tue 12/86:25 am -
2 stops21h 02m
Deal found 8/14![United Airlines logo]()
$788
This Ovago deal was found by Cheapflights users on 8/16. 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.
Thu 2/113:15 pm -
2 stops15h 25m
Sat 2/206:25 am -
2 stops17h 48m
Deal found 8/16![Multiple Airlines logo]()
$919
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Sat 10/107:25 pm -
2 stops13h 15m
Sat 10/1712:40 pm -
2 stops17h 19m
Deal found 8/18![United Airlines logo]()
$919
This Cathay Pacific deal was found by Cheapflights users on 8/17. 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 Cathay Pacific is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am -
3 stops47h 20m
Thu 10/89:00 am -
3 stops44h 52m
Deal found 8/17![Multiple Airlines logo]()
$11,962
This Cathay Pacific deal was found by Cheapflights users on 8/15. 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.
Tue 9/296:00 am -
3 stops47h 20m
Tue 10/67:50 am -
3 stops46h 04m
Deal found 8/15![Multiple Airlines logo]()
$11,968
Last-minute flights from Portland to MilanDiscover last-minute flight deals from Portland to Milan. Data last updated August 19, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Milan. Data last updated August 19, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/15. 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 9/296:00 am -
2 stops22h 20m
Tue 10/612:20 pm -
2 stops39h 34m
Deal found 8/15![United Airlines logo]()
$755
This Mytrip deal was found by Cheapflights users on 8/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am -
3 stops22h 20m
Tue 10/612:20 pm -
2 stops41h 08m
Deal found 8/15![Air Canada logo]()
$760
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Tue 9/296:00 pm -
2 stops17h 50m
Tue 10/62:20 pm -
1 stop14h 11m
Deal found 8/15![American Airlines logo]()
$768
This Delta deal was found by Cheapflights users on 8/15. 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 9/296:02 am -
2 stops20h 48m
Tue 10/611:00 am -
2 stops19h 10m
Deal found 8/15![Delta logo]()
$783
This Cathay Pacific deal was found by Cheapflights users on 8/15. 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.
Tue 9/296:00 am -
3 stops47h 20m
Tue 10/67:50 am -
3 stops46h 04m
Deal found 8/15![Multiple Airlines logo]()
$11,968
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 August 19, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $750 (Air Canada) |
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 2,558,603 searches. Data last updated August 19, 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 11/7
6:00 am-10:05 am
3 stops46h 05m
Milan Malpensa
Sun 11/22
12:55 pm-11:21 pm
3 stops40h 26m
$754
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 12/6
11:17 am-7:30 am
1 stop14h 13m
Milan Malpensa
Tue 12/8
12:55 pm-1:38 pm
2 stops30h 43m
$755
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 11/16
5:50 am-10:05 am
2 stops22h 15m
Milan Malpensa
Fri 11/20
12:55 pm-11:21 pm
3 stops40h 26m
$763
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sat 11/7
9:46 am-10:05 am
2 stops42h 19m
Milan Malpensa
Sun 11/22
9:45 am-6:52 pm
1 stop15h 07m
$765
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 12/6
6:00 am-10:05 am
3 stops22h 05m
Milan Malpensa
Tue 12/8
12:55 pm-1:38 pm
3 stops30h 43m
$767
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Tue 9/29
6:02 am-8:50 am
2 stops20h 48m
Milan Linate
Tue 10/6
11:00 am-12:10 am
2 stops19h 10m
$783
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Sun 12/6
6:00 am-12:20 pm
2 stops24h 20m
Milan Linate
Tue 12/8
6:25 am-9:27 pm
2 stops21h 02m
$788
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Sat 11/7
4:47 pm-1:55 pm
2 stops15h 08m
Milan Linate
Sun 11/22
10:55 am-11:55 pm
2 stops19h 00m
$863
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Thu 2/11
3:15 pm-12:40 pm
2 stops15h 25m
Milan Linate
Sat 2/20
6:25 am-6:13 pm
2 stops17h 48m
$919
Quickest round-trip
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Sat 10/10
7:25 pm-2:40 pm
2 stops13h 15m
Milan Linate
Sat 10/17
12:40 pm-11:59 pm
2 stops17h 19m
$919
Showing 1-10 of 12 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 August.
| 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
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 locationsMenaggio
Rho
Brescia
Porlezza
Assago
Stresa
Domodossola
Bellagio
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