$669+ 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 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIL
Oct 25 — Nov 11
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
Best
Last-minute
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 25, 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 25, 2026.
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 9/25. 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 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 9/25. 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 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
Thu 1/149:45 am -
1 stop14h 28m
Deal found 9/22![United Airlines 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 9/22. 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
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 25, 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 25, 2026.
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 9/25. 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 American Airlines deal was found by Cheapflights users on 9/23. 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.
Fri 10/2311:28 am -
1 stop16h 37m
Fri 10/302:20 pm -
1 stop13h 11m
Deal found 9/23![American Airlines logo]()
$911
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 9/25. 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 9/21. 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 9/23. 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 2/285:45 am -
2 stops22h 20m
Sat 3/611:20 am -
2 stops40h 07m
Deal found 9/23![United Airlines logo]()
$754
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 9/22. 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
This United Airlines deal was found by Cheapflights users on 9/23. 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 9/23![United Airlines logo]()
$1,065
Last-minute flights from Portland to MilanDiscover last-minute flight deals from Portland to Milan. Data last updated September 25, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Milan. Data last updated September 25, 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 Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
3 stops22h 20m
Sun 10/187:25 pm -
2 stops34h 29m
Deal found 9/22![Multiple Airlines logo]()
$1,016
This Justfly.com 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
2 stops22h 20m
Sun 10/1812:20 pm -
3 stops50h 48m
Deal found 9/21![Air Canada logo]()
$1,241
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/236:00 am -
1 stop19h 30m
Fri 10/3010:30 am -
2 stops27h 30m
Deal found 9/23![United Airlines logo]()
$863
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Fri 10/2311:28 am -
1 stop16h 37m
Fri 10/302:20 pm -
1 stop13h 11m
Deal found 9/23![American Airlines logo]()
$911
This Booking.com deal was found by Cheapflights users on 9/23. 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.
Fri 10/236:00 am -
3 stops22h 20m
Fri 10/3012:00 pm -
2 stops40h 21m
Deal found 9/23![Air Canada logo]()
$1,038
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 25, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $669 (KLM) |
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 25, 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
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
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
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
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
Tue 10/13
7:58 am-1:20 pm
1 stop23h 22m
Milan Malpensa
Sun 10/18
11:20 am-11:59 pm
2 stops18h 39m
$747
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Sun 2/28
5:45 am-10:05 am
2 stops22h 20m
Milan Malpensa
Sat 3/6
11:20 am-9:27 pm
2 stops40h 07m
$754
Quickest round-trip
PortlandMilan
PWM Portland - MXP Milan Malpensa
PWMMXP
Portland
Fri 10/23
11:28 am-10:05 am
1 stop16h 37m
Milan Malpensa
Fri 10/30
2:20 pm-10:31 pm
1 stop13h 11m
$911
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
Mon 12/28
7:44 pm-7:30 am
1 stop29h 46m
Milan Malpensa
Mon 1/11
9:45 am-8:19 am
1 stop28h 34m
$997
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
Sorted 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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