$712+ 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
Sep 27 — Oct 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 August 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 August 28, 2026.
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Wed 12/306:00 am -
1 stop19h 30m
Wed 1/139:45 am -
1 stop28h 34m
Deal found 8/26![United Airlines logo]()
$712
This Air France deal was found by Cheapflights users on 8/26. 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 12/304:50 pm -
2 stops15h 05m
Wed 1/1310:55 am -
2 stops18h 54m
Deal found 8/26![Multiple Airlines logo]()
$724
This United Airlines deal was found by Cheapflights users on 8/25. 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 12/277:44 pm -
1 stop29h 46m
Sun 1/1012:55 pm -
2 stops40h 02m
Deal found 8/25![United Airlines logo]()
$742
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Thu 12/316:00 am -
1 stop19h 30m
Fri 1/812:55 pm -
2 stops35h 18m
Deal found 8/25![United Airlines logo]()
$772
This Air Canada deal was found by Cheapflights users on 8/26. 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 12/307:44 pm -
3 stops32h 21m
Wed 1/136:10 am -
3 stops22h 47m
Deal found 8/26![Multiple Airlines logo]()
$783
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Thu 12/316:00 am -
1 stop19h 30m
Sun 1/1012:55 pm -
2 stops40h 02m
Deal found 8/25![United Airlines logo]()
$792
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Thu 12/318:02 am -
2 stops17h 28m
Sat 1/99:45 am -
2 stops17h 42m
Deal found 8/25![United Airlines logo]()
$816
This British Airways deal was found by Cheapflights users on 8/25. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2712:42 pm -
2 stops16h 48m
Sun 1/1010:40 am -
2 stops18h 14m
Deal found 8/25![Multiple Airlines logo]()
$832
This Delta deal was found by Cheapflights users on 8/26. 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 11/204:03 pm -
2 stops17h 52m
Sat 1/301:00 pm -
2 stops16h 49m
Deal found 8/26![Delta logo]()
$869
This United Airlines deal was found by Cheapflights users on 8/27. 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 11/158:47 am -
2 stops21h 33m
Thu 11/196:25 am -
2 stops23h 34m
Deal found 8/27![United Airlines logo]()
$1,323
This Expedia deal was found by Cheapflights users on 8/24. 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.
Mon 10/266:30 am -
2 stops23h 35m
Fri 10/3011:45 am -
2 stops16h 58m
Deal found 8/24![Multiple Airlines logo]()
$1,345
This Delta deal was found by Cheapflights users on 8/24. 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 9/74:42 pm -
2 stops15h 13m
Thu 9/1011:00 am -
2 stops18h 56m
Deal found 8/24![Delta logo]()
$1,405
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 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 August 28, 2026.
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Wed 12/306:00 am -
1 stop19h 30m
Wed 1/139:45 am -
1 stop28h 34m
Deal found 8/26![United Airlines logo]()
$712
This Delta deal was found by Cheapflights users on 8/26. 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 11/204:03 pm -
2 stops17h 52m
Sat 1/301:00 pm -
2 stops16h 49m
Deal found 8/26![Delta logo]()
$869
This British Airways deal was found by Cheapflights users on 8/25. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/211:10 am -
2 stops19h 10m
Sat 1/98:30 pm -
2 stops32h 24m
Deal found 8/25![Multiple Airlines logo]()
$878
This American Airlines deal was found by Cheapflights users on 8/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:00 am -
1 stop21h 05m
Sun 10/252:20 pm -
1 stop14h 16m
Deal found 8/27![American Airlines logo]()
$965
This United Airlines deal was found by Cheapflights users on 8/27. 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 10/113:41 pm -
1 stop33h 49m
Sun 10/1812:20 pm -
2 stops41h 08m
Deal found 8/27![United Airlines logo]()
$860
This Air Canada deal was found by Cheapflights users on 8/24. 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 10/263:41 pm -
3 stops17h 24m
Fri 10/306:25 am -
3 stops21h 56m
Deal found 8/24![Air Canada logo]()
$1,721
This Expedia deal was found by Cheapflights users on 8/24. 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.
Mon 10/266:30 am -
2 stops28h 05m
Fri 10/307:05 am -
2 stops21h 38m
Deal found 8/24![Multiple Airlines logo]()
$912
This United Airlines deal was found by Cheapflights users on 8/25. 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 1/16:00 am -
1 stop19h 30m
Fri 1/89:45 am -
1 stop19h 12m
Deal found 8/25![United Airlines logo]()
$934
This United Airlines deal was found by Cheapflights users on 8/25. 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 1/36:00 am -
2 stops22h 05m
Sat 1/99:45 am -
1 stop28h 34m
Deal found 8/25![United Airlines logo]()
$945
This British Airways deal was found by Cheapflights users on 8/25. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/212:42 pm -
2 stops17h 38m
Fri 1/87:25 am -
2 stops21h 29m
Deal found 8/25![Multiple Airlines logo]()
$1,260
This Delta deal was found by Cheapflights users on 8/24. 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 9/74:42 pm -
2 stops15h 13m
Thu 9/1011:00 am -
2 stops18h 56m
Deal found 8/24![Delta logo]()
$1,405
This United Airlines deal was found by Cheapflights users on 8/25. 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 1/29:48 am -
2 stops24h 42m
Fri 1/89:45 am -
1 stop19h 12m
Deal found 8/25![United Airlines logo]()
$1,111
This United Airlines deal was found by Cheapflights users on 8/26. 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 57m
Deal found 8/26![United Airlines logo]()
$1,289
This United Airlines deal was found by Cheapflights users on 8/24. 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 11/1510:50 am -
2 stops19h 30m
Thu 11/196:25 am -
2 stops18h 27m
Deal found 8/24![United Airlines logo]()
$1,323
This BusinessClass deal was found by Cheapflights users on 8/26. 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.
Mon 12/216:42 pm -
2 stops36h 53m
Tue 12/297:25 am -
2 stops21h 35m
Deal found 8/26![British Airways logo]()
$4,778
This Air Canada deal was found by Cheapflights users on 8/24. 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 9/710:45 am -
3 stops17h 15m
Thu 9/106:50 am -
3 stops17h 39m
Deal found 8/24![Air Canada logo]()
$3,168
Last-minute flights from Portland to MilanDiscover last-minute flight deals from Portland to Milan. Data last updated August 28, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Milan. Data last updated August 28, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 8/24. 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.
Mon 9/76:00 am -
2 stops23h 00m
Thu 9/106:55 am -
2 stops22h 59m
Deal found 8/24![Multiple Airlines logo]()
$1,018
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/75:03 pm -
1 stop14h 17m
Thu 9/1012:20 pm -
2 stops39h 03m
Deal found 8/24![United Airlines logo]()
$1,373
This Delta deal was found by Cheapflights users on 8/24. 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 9/74:42 pm -
2 stops15h 13m
Thu 9/1011:00 am -
2 stops18h 56m
Deal found 8/24![Delta logo]()
$1,405
This Booking.com deal was found by Cheapflights users on 8/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:00 am -
2 stops22h 20m
Thu 9/1012:20 pm -
3 stops31h 35m
Deal found 8/24![Air Canada logo]()
$1,835
This Air Canada deal was found by Cheapflights users on 8/24. 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 9/710:45 am -
3 stops17h 15m
Thu 9/106:50 am -
3 stops17h 39m
Deal found 8/24![Air Canada logo]()
$3,168
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 August 28, 2026.
Search for one-way flight options from Portland to Milan. Find affordable one-way fares based on user searches. Data last updated August 28, 2026.
This oojo deal was found by Cheapflights users on 8/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:00 am -
2 stops23h 55m
Deal found 8/27![Royal Air Maroc logo]()
$2,132
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:30 am -
3 stops24h 45m
Deal found 8/27![Multiple Airlines logo]()
$2,618
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:29 pm -
3 stops42h 56m
Deal found 8/27![Multiple Airlines logo]()
$2,957
This Cheapflightsfares deal was found by Cheapflights users on 8/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:50 am -
2 stops26h 20m
Deal found 8/27![Austrian Airlines logo]()
$5,865
This BusinessClass deal was found by Cheapflights users on 8/27. 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 9/1710:28 am -
1 stop17h 37m
Deal found 8/27![Finnair logo]()
$7,601
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 28, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $712 (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 August 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
Wed 12/30
6:00 am-7:30 am
1 stop19h 30m
Milan Malpensa
Wed 1/13
9:45 am-8:19 am
1 stop28h 34m
$712
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 10/11
3:41 pm-7:30 am
1 stop33h 49m
Milan Malpensa
Sun 10/18
12:20 pm-11:28 pm
2 stops41h 08m
$860
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Fri 11/20
4:03 pm-3:55 pm
2 stops17h 52m
Milan Linate
Sat 1/30
1:00 pm-11:49 pm
2 stops16h 49m
$869
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Sat 1/2
11:10 am-12:20 pm
2 stops19h 10m
Milan Linate
Sat 1/9
8:30 pm-10:54 pm
2 stops32h 24m
$878
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 10/26
6:30 am-3:35 pm
2 stops28h 05m
Milan Malpensa
Fri 10/30
7:05 am-11:43 pm
2 stops21h 38m
$912
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Fri 1/1
6:00 am-7:30 am
1 stop19h 30m
Milan Malpensa
Fri 1/8
9:45 am-10:57 pm
1 stop19h 12m
$934
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 1/3
6:00 am-10:05 am
2 stops22h 05m
Milan Malpensa
Sat 1/9
9:45 am-8:19 am
1 stop28h 34m
$945
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 10/19
7:00 am-10:05 am
1 stop21h 05m
Milan Malpensa
Sun 10/25
2:20 pm-11:36 pm
1 stop14h 16m
$965
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sat 1/2
9:48 am-4:30 pm
2 stops24h 42m
Milan Malpensa
Fri 1/8
9:45 am-10:57 pm
1 stop19h 12m
$1,111
PortlandMilan
PWM Portland - LIN Milan Linate
PWMLIN
Portland
Sat 1/2
12:42 pm-12:20 pm
2 stops17h 38m
Milan Linate
Fri 1/8
7:25 am-10:54 pm
2 stops21h 29m
$1,260
Showing 1-10 of 21 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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