$581+ 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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Oct 16 — Oct 231
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 16, 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 16, 2026.
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 12/304:48 pm -
2 stops16h 07m
Fri 1/1512:00 pm -
1 stop29h 01m
Deal found 9/11![Delta logo]()
$581
This Delta deal was found by Cheapflights users on 9/11. 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.
Mon 12/281:20 pm -
2 stops38h 40m
Tue 1/1212:00 pm -
1 stop34h 59m
Deal found 9/11![Delta logo]()
$583
This Delta deal was found by Cheapflights users on 9/11. 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.
Mon 12/281:20 pm -
2 stops38h 40m
Fri 1/1512:00 pm -
2 stops53h 53m
Deal found 9/11![Delta logo]()
$587
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 12/304:48 pm -
2 stops20h 32m
Fri 1/151:00 pm -
2 stops16h 49m
Deal found 9/11![Delta logo]()
$611
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 12/304:48 pm -
2 stops16h 07m
Mon 1/1111:00 am -
2 stops42h 49m
Deal found 9/11![Delta logo]()
$620
This Delta deal was found by Cheapflights users on 9/11. 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.
Mon 12/281:20 pm -
2 stops38h 40m
Mon 1/1111:00 am -
2 stops54h 01m
Deal found 9/11![Delta logo]()
$621
This Delta deal was found by Cheapflights users on 9/11. 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 12/257:00 am -
2 stops25h 55m
Fri 1/1512:00 pm -
1 stop17h 49m
Deal found 9/11![Delta logo]()
$631
This Delta deal was found by Cheapflights users on 9/11. 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 12/257:00 am -
2 stops22h 45m
Thu 1/1412:00 pm -
2 stops29h 53m
Deal found 9/11![Delta logo]()
$636
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 12/304:48 pm -
2 stops18h 37m
Sat 1/96:40 am -
2 stops23h 09m
Deal found 9/11![Delta logo]()
$657
This Delta deal was found by Cheapflights users on 9/11. 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.
Mon 12/281:20 pm -
2 stops38h 40m
Sun 1/1011:00 am -
2 stops18h 06m
Deal found 9/11![Delta logo]()
$658
This Air France deal was found by Cheapflights users on 9/11. 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 12/304:48 pm -
2 stops15h 07m
Sun 1/1010:55 am -
2 stops18h 54m
Deal found 9/11![Multiple Airlines logo]()
$661
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 12/304:48 pm -
2 stops20h 32m
Mon 1/111:00 pm -
2 stops33h 59m
Deal found 9/11![Delta logo]()
$664
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 16, 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 16, 2026.
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 12/304:48 pm -
2 stops20h 32m
Fri 1/151:00 pm -
2 stops16h 49m
Deal found 9/11![Delta logo]()
$611
This United Airlines deal was found by Cheapflights users on 9/11. 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 12/287:44 pm -
1 stop29h 46m
Wed 1/139:45 am -
1 stop28h 34m
Deal found 9/11![United Airlines logo]()
$712
This KAYAK deal was found by Cheapflights users on 9/13. 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.
Wed 2/103:15 pm -
2 stops15h 05m
Sat 2/206:25 am -
2 stops22h 32m
Deal found 9/13![Multiple Airlines logo]()
$750
This Air France deal was found by Cheapflights users on 9/14. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/304:48 pm -
2 stops16h 07m
Tue 1/126:30 am -
2 stops23h 19m
Deal found 9/14![Air France logo]()
$767
This BusinessClass deal was found by Cheapflights users on 9/13. 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.
Wed 2/108:55 am -
1 stop16h 35m
Sat 2/2011:20 am -
2 stops41h 37m
Deal found 9/13![Austrian Airlines logo]()
$843
This Ovago deal was found by Cheapflights users on 9/13. 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.
Wed 2/103:15 pm -
3 stops36h 50m
Sat 2/2011:20 am -
2 stops41h 37m
Deal found 9/13![Lufthansa logo]()
$859
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 12/304:48 pm -
2 stops20h 32m
Thu 1/149:45 am -
2 stops19h 21m
Deal found 9/11![Delta logo]()
$611
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/102:35 pm -
2 stops18h 20m
Wed 3/1711:00 am -
2 stops17h 49m
Deal found 9/14![Delta logo]()
$612
This United Airlines deal was found by Cheapflights users on 9/11. 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 12/277:44 pm -
2 stops38h 46m
Sat 1/911:20 am -
2 stops38h 04m
Deal found 9/11![United Airlines logo]()
$722
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/102:35 pm -
2 stops14h 40m
Wed 3/176:30 am -
2 stops22h 19m
Deal found 9/14![Delta logo]()
$615
This United Airlines deal was found by Cheapflights users on 9/11. 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 12/295:15 am -
2 stops25h 05m
Sun 1/106:25 am -
2 stops21h 23m
Deal found 9/11![United Airlines logo]()
$726
This Delta deal was found by Cheapflights users on 9/11. 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 12/257:00 am -
2 stops22h 45m
Fri 1/1512:00 pm -
2 stops29h 53m
Deal found 9/11![Delta logo]()
$636
This United Airlines deal was found by Cheapflights users on 9/11. 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 12/295:15 am -
2 stops25h 05m
Thu 1/146:25 am -
2 stops21h 23m
Deal found 9/11![United Airlines logo]()
$726
This British Airways deal was found by Cheapflights users on 9/11. 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.
Wed 12/304:21 pm -
2 stops17h 19m
Fri 1/1512:40 pm -
2 stops27h 10m
Deal found 9/11![Multiple Airlines logo]()
$965
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 3/911:17 am -
2 stops19h 03m
Tue 3/166:25 am -
2 stops20h 02m
Deal found 9/14![United Airlines logo]()
$731
This Delta deal was found by Cheapflights users on 9/11. 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 12/312:10 pm -
2 stops21h 15m
Mon 1/1112:00 pm -
1 stop17h 06m
Deal found 9/11![Delta logo]()
$681
This United Airlines deal was found by Cheapflights users on 9/11. 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 1/18:02 am -
2 stops22h 18m
Mon 1/116:25 am -
2 stops21h 23m
Deal found 9/11![United Airlines logo]()
$764
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/84:50 pm -
2 stops16h 05m
Thu 3/189:00 am -
1 stop19h 49m
Deal found 9/14![Delta logo]()
$721
This United Airlines deal was found by Cheapflights users on 9/11. 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 12/256:00 am -
1 stop19h 30m
Tue 1/129:45 am -
1 stop14h 28m
Deal found 9/11![United Airlines logo]()
$794
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 3/1111:17 am -
1 stop14h 13m
Wed 3/179:45 am -
1 stop13h 28m
Deal found 9/14![United Airlines logo]()
$900
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 11/168:29 am -
1 stop22h 46m
Fri 11/2012:55 pm -
2 stops35h 54m
Deal found 9/15![United Airlines logo]()
$1,066
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/812:50 pm -
2 stops16h 25m
Mon 3/156:30 am -
2 stops22h 19m
Deal found 9/14![Delta logo]()
$1,198
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 11/168:29 am -
2 stops21h 51m
Fri 11/201:40 pm -
2 stops16h 19m
Deal found 9/15![United Airlines logo]()
$1,100
This United Airlines deal was found by Cheapflights users on 9/11. 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 11/158:47 am -
2 stops21h 33m
Thu 11/196:25 am -
2 stops23h 34m
Deal found 9/11![United Airlines logo]()
$1,323
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 16, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $567 (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 16, 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 - LIN Milan Linate
PWMLIN
Portland
Wed 12/30
4:48 pm-7:20 pm
2 stops20h 32m
Milan Linate
Fri 1/15
1:00 pm-11:49 pm
2 stops16h 49m
$611
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Wed 12/30
4:48 pm-7:20 pm
2 stops20h 32m
Milan Linate
Thu 1/14
9:45 am-11:06 pm
2 stops19h 21m
$611
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Wed 3/10
2:35 pm-2:55 pm
2 stops18h 20m
Milan Malpensa
Wed 3/17
11:00 am-11:49 pm
2 stops17h 49m
$612
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Wed 3/10
2:35 pm-11:15 am
2 stops14h 40m
Milan Linate
Wed 3/17
6:30 am-11:49 pm
2 stops22h 19m
$615
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Fri 12/25
7:00 am-11:45 am
2 stops22h 45m
Milan Malpensa
Fri 1/15
12:00 pm-11:53 am
2 stops29h 53m
$636
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Thu 12/31
2:10 pm-5:25 pm
2 stops21h 15m
Milan Malpensa
Mon 1/11
12:00 pm-11:06 pm
1 stop17h 06m
$681
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 12/28
7:44 pm-7:30 am
1 stop29h 46m
Milan Malpensa
Wed 1/13
9:45 am-8:19 am
1 stop28h 34m
$712
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 3/8
4:50 pm-2:55 pm
2 stops16h 05m
Milan Malpensa
Thu 3/18
9:00 am-11:49 pm
1 stop19h 49m
$721
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 12/27
7:44 pm-4:30 pm
2 stops38h 46m
Milan Malpensa
Sat 1/9
11:20 am-7:24 pm
2 stops38h 04m
$722
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Tue 12/29
5:15 am-12:20 pm
2 stops25h 05m
Milan Linate
Sun 1/10
6:25 am-9:48 pm
2 stops21h 23m
$726
Showing 1-10 of 24 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-LIN
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-LIN
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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