$691+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Oct 28 — Nov 41
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 28, 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 28, 2026.
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/127:55 pm -
1 stop29h 35m
Fri 1/1512:55 pm -
2 stops35h 18m
Deal found 9/25![United Airlines logo]()
$691
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/136:00 am -
2 stops22h 05m
Tue 3/212:55 pm -
2 stops38h 23m
Deal found 9/25![United Airlines logo]()
$695
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/127:55 pm -
1 stop29h 35m
Wed 1/139:45 am -
1 stop18h 03m
Deal found 9/25![United Airlines logo]()
$711
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/127:55 pm -
1 stop29h 35m
Mon 1/1110:30 am -
2 stops37h 43m
Deal found 9/25![United Airlines logo]()
$713
This Delta deal was found by Cheapflights users on 9/25. 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 -
2 stops22h 00m
Wed 3/312:55 pm -
1 stop15h 28m
Deal found 9/25![Delta logo]()
$715
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/136:00 am -
2 stops22h 05m
Mon 1/1110:30 am -
2 stops37h 43m
Deal found 9/25![United Airlines logo]()
$716
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/137:00 am -
2 stops21h 05m
Wed 3/39:45 am -
2 stops15h 39m
Deal found 9/25![United Airlines logo]()
$719
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/127:55 pm -
1 stop29h 35m
Fri 3/512:55 pm -
2 stops30h 43m
Deal found 9/25![United Airlines logo]()
$740
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/127:55 pm -
1 stop29h 35m
Mon 3/112:55 pm -
2 stops35h 18m
Deal found 9/25![United Airlines logo]()
$741
This Air Canada deal was found by Cheapflights users on 9/25. 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 12/136:00 am -
2 stops22h 05m
Fri 3/512:55 pm -
2 stops40h 02m
Deal found 9/25![Air Canada logo]()
$744
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/137:00 am -
2 stops21h 05m
Mon 3/112:55 pm -
2 stops35h 18m
Deal found 9/25![United Airlines logo]()
$745
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 28, 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 28, 2026.
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/127:55 pm -
1 stop29h 35m
Tue 3/212:55 pm -
2 stops38h 23m
Deal found 9/25![United Airlines logo]()
$691
This United deal was found by Cheapflights users on 9/28. 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 3/55:06 pm -
1 stop32h 24m
Mon 3/2211:55 am -
2 stops25h 24m
Deal found 9/28![Multiple Airlines logo]()
$872
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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.
Fri 10/166:00 am -
2 stops53h 35m
Tue 10/2711:05 am -
2 stops41h 38m
Deal found 9/27![Turkish Airlines logo]()
$919
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/127:55 pm -
1 stop29h 35m
Mon 3/112:55 pm -
2 stops35h 18m
Deal found 9/25![United Airlines logo]()
$741
This United Airlines deal was found by Cheapflights users on 9/27. 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 1/176:00 am -
2 stops22h 05m
Sun 1/2410:30 am -
2 stops27h 49m
Deal found 9/27![United Airlines logo]()
$771
This BusinessClass deal was found by Cheapflights users on 9/27. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/256:00 am -
1 stop20h 30m
Sun 4/49:45 am -
1 stop19h 12m
Deal found 9/27![Multiple Airlines logo]()
$1,056
This United Airlines deal was found by Cheapflights users on 9/25. 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 12/117:00 am -
1 stop18h 30m
Sun 2/289:45 am -
1 stop14h 28m
Deal found 9/25![United Airlines logo]()
$938
This United Airlines deal was found by Cheapflights users on 9/27. 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 3/256:00 am -
1 stop20h 30m
Sun 4/410:35 am -
2 stops27h 44m
Deal found 9/27![United Airlines logo]()
$1,035
This United Airlines deal was found by Cheapflights users on 9/25. 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 9/25![United Airlines logo]()
$1,065
This United Airlines deal was found by Cheapflights users on 9/28. 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 3/56:00 am -
1 stop19h 30m
Mon 3/229:45 am -
1 stop13h 28m
Deal found 9/28![United Airlines logo]()
$1,068
Last-minute flights from Portland to MilanDiscover last-minute flight deals from Portland to Milan. Data last updated September 28, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Milan. Data last updated September 28, 2026 and is based on user searches.
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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 stops20h 45m
Sun 10/2511:05 am -
2 stops41h 38m
Deal found 9/27![Turkish Airlines logo]()
$907
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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 stops20h 45m
Thu 10/2911:05 am -
2 stops41h 38m
Deal found 9/27![Turkish Airlines logo]()
$913
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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 stops20h 45m
Tue 10/276:55 am -
2 stops45h 48m
Deal found 9/27![Turkish Airlines logo]()
$1,044
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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 stops20h 45m
Fri 10/302:35 pm -
2 stops38h 08m
Deal found 9/27![Turkish Airlines logo]()
$1,083
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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 stops20h 45m
Wed 10/286:55 am -
2 stops21h 48m
Deal found 9/27![Turkish Airlines logo]()
$1,088
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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.
Wed 10/146:00 am -
2 stops29h 45m
Thu 10/2911:05 am -
2 stops41h 38m
Deal found 9/27![Turkish Airlines logo]()
$919
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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.
Wed 10/146:00 am -
2 stops29h 45m
Tue 10/276:55 am -
2 stops45h 48m
Deal found 9/27![Turkish Airlines logo]()
$1,050
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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.
Wed 10/146:00 am -
2 stops29h 45m
Fri 10/302:35 pm -
2 stops38h 08m
Deal found 9/27![Turkish Airlines logo]()
$1,089
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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.
Wed 10/146:00 am -
2 stops29h 45m
Wed 10/286:55 am -
2 stops21h 48m
Deal found 9/27![Turkish Airlines logo]()
$1,094
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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.
Fri 10/166:00 am -
2 stops59h 50m
Sun 10/2511:05 am -
2 stops41h 38m
Deal found 9/27![Turkish Airlines logo]()
$949
This Turkish Airlines deal was found by Cheapflights users on 9/27. 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.
Fri 10/166:00 am -
2 stops44h 45m
Thu 10/2911:05 am -
2 stops41h 38m
Deal found 9/27![Turkish Airlines logo]()
$955
This Condor deal was found by Cheapflights users on 9/27. 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 Condor is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am -
2 stops33h 20m
Tue 10/277:05 am -
2 stops21h 38m
Deal found 9/27![Multiple Airlines logo]()
$1,002
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 28, 2026.
Search for one-way flight options from Portland to Milan. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
This Expedia deal was found by Cheapflights users on 9/27. 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.
Wed 10/76:00 am -
2 stops23h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Multiple Airlines logo]()
$878
This Air Canada deal was found by Cheapflights users on 9/27. 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 10/710:43 am -
3 stops17h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Air Canada logo]()
$1,372
This AranGrant deal was found by Cheapflights users on 9/27. 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 AranGrant is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:08 pm -
1 stop14h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Lufthansa logo]()
$1,753
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 28, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $691 (United Airlines) |
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 28, 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 12/12
7:55 pm-7:30 am
1 stop29h 35m
Milan Malpensa
Tue 3/2
12:55 pm-9:18 pm
2 stops38h 23m
$691
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sat 12/12
7:55 pm-7:30 am
1 stop29h 35m
Milan Malpensa
Mon 3/1
12:55 pm-6:13 pm
2 stops35h 18m
$741
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 1/17
6:00 am-10:05 am
2 stops22h 05m
Milan Malpensa
Sun 1/24
10:30 am-8:19 am
2 stops27h 49m
$771
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Fri 3/5
5:06 pm-7:30 am
1 stop32h 24m
Milan Malpensa
Mon 3/22
11:55 am-8:19 am
2 stops25h 24m
$872
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Wed 10/7
6:00 am-11:00 am
2 stops23h 00m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$878
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Fri 10/16
6:00 am-5:35 pm
2 stops53h 35m
Milan Malpensa
Tue 10/27
11:05 am-11:43 pm
2 stops41h 38m
$919
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Fri 12/11
7:00 am-7:30 am
1 stop18h 30m
Milan Malpensa
Sun 2/28
9:45 am-6:13 pm
1 stop14h 28m
$938
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Thu 3/25
6:00 am-7:30 am
1 stop20h 30m
Milan Malpensa
Sun 4/4
10:35 am-8:19 am
2 stops27h 44m
$1,035
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Thu 3/25
6:00 am-7:30 am
1 stop20h 30m
Milan Malpensa
Sun 4/4
9:45 am-10:57 pm
1 stop19h 12m
$1,056
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 11/16
8:29 am-1:15 pm
1 stop22h 46m
Milan Malpensa
Fri 11/20
12:55 pm-6:49 pm
2 stops35h 54m
$1,065
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 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
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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