$437+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Milan with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Milan
Cheapest
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Last-minute
One-way
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 22, 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 22, 2026.
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:09 pm -
1 stop13h 16m
Tue 10/209:00 am -
1 stop12h 35m
Deal found 9/18![Delta logo]()
$660
This KLM deal was found by Cheapflights users on 9/21. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:04 am -
1 stop18h 41m
Sun 10/1811:40 am -
1 stop17h 55m
Deal found 9/21![KLM logo]()
$669
This Air Canada deal was found by Cheapflights users on 9/22. 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 12/287:44 pm -
2 stops32h 21m
Fri 1/1512:55 pm -
2 stops40h 07m
Deal found 9/22![Air Canada logo]()
$695
This Air Canada deal was found by Cheapflights users on 9/22. 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 12/287:44 pm -
3 stops32h 21m
Mon 1/1112:55 pm -
2 stops38h 53m
Deal found 9/22![Air Canada logo]()
$700
This Air Canada deal was found by Cheapflights users on 9/22. 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.
Tue 12/297:44 pm -
3 stops56h 21m
Mon 1/1112:55 pm -
2 stops38h 53m
Deal found 9/22![Air Canada logo]()
$705
This Air Canada deal was found by Cheapflights users on 9/22. 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.
Tue 12/297:44 pm -
3 stops56h 21m
Fri 1/1512:55 pm -
3 stops40h 07m
Deal found 9/22![Air Canada logo]()
$710
This United Airlines deal was found by Cheapflights users on 9/22. 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
Sat 1/169:45 am -
1 stop28h 34m
Deal found 9/22![United Airlines logo]()
$715
This United Airlines deal was found by Cheapflights users on 9/22. 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 stops20h 03m
Sun 1/1011:20 am -
2 stops33h 14m
Deal found 9/22![United Airlines logo]()
$717
This United Airlines deal was found by Cheapflights users on 9/22. 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 -
2 stops28h 30m
Sat 1/169:45 am -
1 stop33h 53m
Deal found 9/22![United Airlines logo]()
$719
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 22, 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 22, 2026.
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:09 pm -
1 stop13h 16m
Tue 10/209:00 am -
1 stop12h 35m
Deal found 9/18![Delta logo]()
$660
This KLM deal was found by Cheapflights users on 9/21. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:04 am -
1 stop18h 41m
Sun 10/1811:40 am -
1 stop17h 55m
Deal found 9/21![KLM logo]()
$669
This United deal was found by Cheapflights users on 9/19. 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.
Sun 1/107:43 pm -
1 stop29h 47m
Sun 1/1712:55 pm -
2 stops40h 07m
Deal found 9/19![Multiple Airlines logo]()
$696
This United Airlines deal was found by Cheapflights users on 9/19. 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 1/107:43 pm -
1 stop29h 47m
Sun 1/179:45 am -
1 stop18h 03m
Deal found 9/19![United Airlines logo]()
$716
This Justfly.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:00 am -
2 stops22h 20m
Tue 10/2012:20 pm -
2 stops31h 31m
Deal found 9/18![Air Canada logo]()
$725
This Delta deal was found by Cheapflights users on 9/19. 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 1/102:35 pm -
2 stops18h 20m
Sun 1/176:30 am -
2 stops23h 19m
Deal found 9/19![Delta logo]()
$661
This United Airlines deal was found by Cheapflights users on 9/22. 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 -
2 stops28h 30m
Mon 1/119:45 am -
1 stop28h 34m
Deal found 9/22![United Airlines logo]()
$719
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/137:58 am -
1 stop23h 22m
Sun 10/1811:20 am -
2 stops18h 39m
Deal found 9/21![United Airlines logo]()
$747
This United Airlines deal was found by Cheapflights users on 9/22. 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
Mon 1/119:45 am -
1 stop28h 34m
Deal found 9/22![United Airlines logo]()
$997
Last-minute flights from Portland to MilanDiscover last-minute flight deals from Portland to Milan. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Milan. Data last updated September 22, 2026 and is based on user searches.
This KLM deal was found by Cheapflights users on 9/21. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:04 am -
1 stop18h 41m
Sun 10/1811:40 am -
1 stop17h 55m
Deal found 9/21![KLM logo]()
$669
This United Airlines deal was found by Cheapflights users on 9/22. 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 10/137:58 am -
1 stop23h 22m
Sun 10/1811:20 am -
2 stops18h 39m
Deal found 9/22![United Airlines logo]()
$747
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:09 pm -
1 stop13h 16m
Tue 10/209:00 am -
1 stop12h 35m
Deal found 9/18![Delta logo]()
$660
This Justfly.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:00 am -
2 stops22h 20m
Tue 10/2012:20 pm -
2 stops31h 31m
Deal found 9/18![Air Canada logo]()
$725
This Ovago deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:43 am -
1 stop14h 47m
Tue 10/209:45 am -
1 stop14h 27m
Deal found 9/19![Austrian Airlines logo]()
$761
This Ovago deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:03 am -
1 stop17h 27m
Tue 10/202:55 pm -
2 stops14h 33m
Deal found 9/19![SWISS logo]()
$763
This Expedia deal was found by Cheapflights users on 9/19. 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.
Thu 10/156:00 am -
2 stops33h 20m
Thu 10/297:10 am -
2 stops21h 33m
Deal found 9/19![Multiple Airlines logo]()
$870
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 22, 2026.
Search for one-way flight options from Portland to Milan. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This FlightHub deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:00 am -
2 stops23h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:02 am -
1 stop18h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Delta logo]()
$539
This deal was found by Cheapflights users on 9/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2810:43 am -
1 stop14h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![United Airlines logo]()
$659
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 22, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $660 (Delta) |
One-way from | $437 (FlightHub) |
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 22, 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 9/28
6:00 am-11:00 am
2 stops23h 00m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$437
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 9/28
6:02 am-6:45 am
1 stop18h 43m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$539
Quickest round-trip
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Mon 9/28
10:43 am-7:30 am
1 stop14h 47m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$659
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Thu 10/15
2:09 pm-9:25 am
1 stop13h 16m
Milan Malpensa
Tue 10/20
9:00 am-3:35 pm
1 stop12h 35m
$660
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 1/10
2:35 pm-2:55 pm
2 stops18h 20m
Milan Malpensa
Sun 1/17
6:30 am-11:49 pm
2 stops23h 19m
$661
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Tue 10/13
6:04 am-6:45 am
1 stop18h 41m
Milan Malpensa
Sun 10/18
11:40 am-11:35 pm
1 stop17h 55m
$669
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 1/10
7:43 pm-7:30 am
1 stop29h 47m
Milan Malpensa
Sun 1/17
12:55 pm-11:02 pm
2 stops40h 07m
$696
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 1/10
7:43 pm-7:30 am
1 stop29h 47m
Milan Malpensa
Sun 1/17
9:45 am-9:48 pm
1 stop18h 03m
$716
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Wed 12/30
6:00 am-4:30 pm
2 stops28h 30m
Milan Malpensa
Mon 1/11
9:45 am-8:19 am
1 stop28h 34m
$719
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Thu 10/15
6:00 am-10:20 am
2 stops22h 20m
Milan Malpensa
Tue 10/20
12:20 pm-1:51 pm
2 stops31h 31m
$725
Showing 1-10 of 12 resultsSorted by cheapest first
Compare providers for flights from Portland to Milan
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Milan in 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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