$330+ 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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Nov 30 — Dec 71
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 October 31, 2026.
Explore the most affordable flight options available from Portland to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2026.
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/316:00 am -
2 stops22h 05m
Tue 1/1212:55 pm -
2 stops31h 49m
Deal found 10/27![United Airlines logo]()
$724
This Air Canada deal was found by Cheapflights users on 10/27. 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.
Thu 12/316:00 am -
3 stops22h 05m
Tue 1/1212:55 pm -
2 stops38h 08m
Deal found 10/27![Air Canada logo]()
$743
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/316:00 am -
2 stops22h 05m
Mon 1/1111:20 am -
2 stops33h 13m
Deal found 10/27![United Airlines logo]()
$757
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/316:00 am -
2 stops22h 05m
Wed 1/139:45 am -
2 stops34h 59m
Deal found 10/27![United Airlines logo]()
$759
This Air Canada deal was found by Cheapflights users on 10/27. 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.
Thu 12/316:00 am -
3 stops22h 05m
Sun 1/101:05 pm -
2 stops40h 27m
Deal found 10/27![Air Canada logo]()
$764
This United Airlines deal was found by Cheapflights users on 10/29. 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
Sun 12/201:05 pm -
2 stops27h 41m
Deal found 10/29![United Airlines logo]()
$821
This Air Canada deal was found by Cheapflights users on 10/27. 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.
Thu 12/316:00 am -
3 stops22h 05m
Mon 1/112:00 pm -
2 stops37h 03m
Deal found 10/27![Air Canada logo]()
$831
This Orbitz deal was found by Cheapflights users on 10/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:50 am -
2 stops46h 15m
Sun 11/291:05 pm -
3 stops49h 58m
Deal found 10/28![Air Canada logo]()
$1,011
Best flights from Portland to MilanDiscover carefully curated flight deals from Portland to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 31, 2026.
Discover carefully curated flight deals from Portland to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 31, 2026.
This Delta deal was found by Cheapflights users on 10/26. 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.
Sun 2/146:30 am -
1 stop21h 20m
Wed 2/2412:00 pm -
1 stop17h 49m
Deal found 10/26![Delta logo]()
$676
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/316:00 am -
2 stops22h 05m
Mon 1/1111:20 am -
2 stops33h 13m
Deal found 10/27![United Airlines logo]()
$757
This Orbitz deal was found by Cheapflights users on 10/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:50 am -
2 stops46h 15m
Sun 11/291:05 pm -
2 stops40h 19m
Deal found 10/28![Air Canada logo]()
$1,087
This United Airlines deal was found by Cheapflights users on 10/29. 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
Sun 12/201:05 pm -
2 stops27h 41m
Deal found 10/29![United Airlines logo]()
$821
This United Airlines deal was found by Cheapflights users on 10/27. 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 1/35:15 am -
2 stops22h 50m
Tue 1/1212:55 pm -
2 stops31h 38m
Deal found 10/27![United Airlines logo]()
$841
This United Airlines deal was found by Cheapflights users on 10/27. 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 1/35:15 am -
2 stops22h 50m
Sat 1/911:20 am -
2 stops38h 01m
Deal found 10/27![United Airlines logo]()
$914
This Air Canada deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:35 am -
2 stops22h 30m
Fri 11/201:05 pm -
3 stops40h 16m
Deal found 10/29![Air Canada logo]()
$1,190
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/168:49 am -
2 stops19h 16m
Fri 11/201:05 pm -
2 stops35h 57m
Deal found 10/30![United Airlines logo]()
$1,185
Last-minute flights from Portland to MilanDiscover last-minute flight deals from Portland to Milan. Data last updated October 31, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Milan. Data last updated October 31, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 11/165:08 pm -
1 stop14h 07m
Fri 11/201:05 pm -
2 stops35h 57m
Deal found 10/28![United Airlines logo]()
$1,182
This Air Canada deal was found by Cheapflights users on 10/27. 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.
Mon 11/165:35 am -
2 stops22h 30m
Fri 11/201:05 pm -
3 stops40h 16m
Deal found 10/27![Air Canada logo]()
$1,190
This Orbitz deal was found by Cheapflights users on 10/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:50 am -
2 stops46h 15m
Sun 11/291:05 pm -
3 stops49h 58m
Deal found 10/28![Air Canada logo]()
$1,011
This United Airlines deal was found by Cheapflights users on 10/28. 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 11/205:50 am -
1 stop19h 40m
Sun 11/291:05 pm -
2 stops49h 58m
Deal found 10/28![United Airlines logo]()
$1,389
One-way flights from Portland to MilanSearch for one-way flight options from Portland to Milan. Find affordable one-way fares based on user searches. Data last updated October 31, 2026.
Search for one-way flight options from Portland to Milan. Find affordable one-way fares based on user searches. Data last updated October 31, 2026.
This oojo deal was found by Cheapflights users on 10/29. 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.
Sun 3/79:15 am -
1 stop16h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Lufthansa logo]()
$330
This Delta deal was found by Cheapflights users on 10/29. 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 3/811:25 am -
2 stops17h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$345
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sun 3/711:01 am -
2 stops18h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![American Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 10/29. 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.
Sat 3/62:35 pm -
2 stops26h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 10/29. 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 3/65:06 pm -
1 stop32h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![United Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 10/29. 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 3/412:50 pm -
2 stops16h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$399
This Justfly.com deal was found by Cheapflights users on 10/29. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/66:00 am -
3 stops22h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Air Canada logo]()
$404
This United Airlines deal was found by Cheapflights users on 10/29. 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 3/105:06 pm -
1 stop32h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![United Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1012:28 pm -
3 stops26h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$408
This United Airlines deal was found by Cheapflights users on 10/29. 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 3/46:00 am -
1 stop19h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![United Airlines logo]()
$420
This Air Canada deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/46:00 am -
3 stops22h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Air Canada logo]()
$429
This United Airlines deal was found by Cheapflights users on 10/29. 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 3/52:45 pm -
2 stops34h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![United Airlines logo]()
$438
Find flight deals from Portland to Milan
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Milan (MIL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 31, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $676 (Delta) |
One-way from | $330 (oojo) |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Milan that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 31, 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
Mon 3/8
11:25 am-10:45 am
2 stops17h 20m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$345
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Wed 3/10
11:25 am-2:55 pm
2 stops21h 30m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$349
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sat 3/6
2:35 pm-11:00 pm
2 stops26h 25m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$349
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sat 3/6
5:06 pm-7:30 am
1 stop32h 24m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$356
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Thu 3/4
12:50 pm-11:45 am
2 stops16h 55m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$399
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Fri 12/11
7:55 pm-10:05 am
2 stops56h 10m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$554
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Wed 12/23
7:45 pm-10:05 am
2 stops32h 20m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$592
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Tue 12/22
7:44 pm-10:05 am
3 stops56h 21m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$609
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Fri 12/11
6:00 am-10:45 am
1 stop22h 45m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$624
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 2/14
6:30 am-9:50 am
1 stop21h 20m
Milan Malpensa
Wed 2/24
12:00 pm-11:49 pm
1 stop17h 49m
$676
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Portland to Milan
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Milan in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Portland, Maine-Milan flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Portland, Maine-Milan flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Portland, Maine-Milan flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland, Maine-Milan flights, Cheapflights users trust Ovago the most. Ovago has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Milan flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Portland to Milan
Have a flexible travel schedule? Discover the best time to fly to Milan from Portland with our price prediction graph.
PWM-MIL
PWM-MXP
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Portland to Milan
PWM-MIL
PWM-MXP
No data available for this route at this time. Please check back soon.
Related info for your journey
Find useful and relevant information for your journey from Portland to Milan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Milan?
Book flights to Milan if you plan to visit one of these locationsRho
Brescia
Porlezza
Assago
Stresa
Domodossola
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