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$274+ Cheap flights from Oregon to Milan (MIL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MIL
Jul 21 — Jul 281
Tue 7/21
Tue 7/28
1 adult, Economy
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Cheap flight deals from Oregon to Milan

Cheapest flights from Oregon to Milan
Explore the most affordable flight options available from Oregon to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 21, 2026.

This oojo deal was found by Cheapflights users on 6/16. 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.
Wed 10/73:30 pm
PDX
-
MXP
1 stop14h 40m
Icelandair
Thu 10/154:20 pm
MXP
-
PDX
1 stop34h 35m
Icelandair
Deal found 6/16$651
This oojo deal was found by Cheapflights users on 6/20. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:30 pm
PDX
-
MXP
1 stop20h 50m
Condor
Thu 8/276:55 am
MXP
-
PDX
1 stop15h 40m
Condor
Deal found 6/20$654
This FlightHub deal was found by Cheapflights users on 6/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/153:10 pm
PDX
-
MXP
1 stop21h 10m
Condor
Sat 9/56:55 am
MXP
-
PDX
1 stop15h 10m
Condor
Deal found 6/20$656
This oojo deal was found by Cheapflights users on 6/20. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/33:30 pm
PDX
-
MXP
1 stop20h 50m
Condor
Fri 8/144:50 pm
MXP
-
PDX
1 stop29h 15m
Condor
Deal found 6/20$674
This oojo deal was found by Cheapflights users on 6/18. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/103:30 pm
PDX
-
MXP
1 stop20h 50m
Condor
Wed 8/1911:50 am
MXP
-
PDX
1 stop34h 45m
Condor
Deal found 6/18$676
This FlightHub deal was found by Cheapflights users on 6/18. 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 8/313:30 pm
PDX
-
MXP
1 stop20h 50m
Condor
Wed 9/911:50 am
MXP
-
PDX
1 stop34h 45m
Condor
Deal found 6/18$679
This Mytrip deal was found by Cheapflights users on 6/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:30 pm
PDX
-
BGY
3 stops23h 55m
Multiple Airlines
Tue 10/206:00 am
BGY
-
PDX
3 stops22h 06m
Multiple Airlines
Deal found 6/19$690
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:35 pm
PDX
-
MXP
1 stop20h 45m
Condor
Thu 9/106:55 am
MXP
-
PDX
1 stop15h 40m
Condor
Deal found 6/18$701
This FlightHub deal was found by Cheapflights users on 6/18. 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 8/313:30 pm
PDX
-
MXP
1 stop20h 50m
Condor
Mon 9/76:55 am
MXP
-
PDX
1 stop15h 15m
Condor
Deal found 6/18$705
This Cheapflightsfares deal was found by Cheapflights users on 6/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:02 am
PDX
-
MXP
2 stops17h 48m
SWISS
Tue 10/205:50 am
MXP
-
PDX
2 stops25h 33m
SWISS
Deal found 6/21$722
This Air Canada deal was found by Cheapflights users on 6/17. 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.
Fri 11/63:15 pm
PDX
-
MXP
2 stops57h 50m
Air Canada
Wed 11/111:05 pm
MXP
-
PDX
2 stops42h 13m
Air Canada
Deal found 6/17$725
This Justfly.com deal was found by Cheapflights users on 6/21. 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 10/132:27 pm
PDX
-
LIN
2 stops18h 18m
Lufthansa
Tue 10/206:50 am
LIN
-
PDX
2 stops21h 16m
Lufthansa
Deal found 6/21$738

Find flight deals from Oregon to Milan

Keep the following information in mind while searching for Oregon to Milan flight deals. Data was last updated June 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$651
(oojo)

One-way from

$274
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$1,030
Provider with most accurate pricing for Portland-Milan (MIL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Milan (MIL) flights.
Search Deals
From Oregon to Milan (MIL)
Search Deals
One-way flight from Oregon to Milan (MIL)
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($151 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon 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 2,558,603 searches. Data last updated June 21, 2026.
Use the filters below to find and compare flights from Oregon to Milan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMilan

PDX - MXP

PDXMXP

Portland

Tue 10/13

11:30 pm-1:20 pm

1 stop28h 50m

Milan Malpensa

Tue 10/20

12:20 pm-9:31 am

2 stops30h 11m

$727

PortlandMilan

PDX - MXP

PDXMXP

Portland

Mon 12/7

10:56 pm-7:30 am

1 stop23h 34m

Milan Malpensa

Thu 12/10

9:45 am-9:21 pm

1 stop20h 36m

$747

PortlandMilan

PDX - LIN

PDXLIN

Portland

Tue 10/13

1:05 pm-3:55 pm

1 stop17h 50m

Milan Linate

Tue 10/20

6:40 am-11:10 am

1 stop13h 30m

$749

RedmondMilan

RDM - MXP

RDMMXP

Bend/Redmond

Tue 12/1

3:51 pm-7:30 am

2 stops30h 39m

Milan Malpensa

Fri 12/4

1:05 pm-3:07 pm

2 stops35h 02m

$759

BoiseMilan

BOI - MXP

BOIMXP

Boise Air Term. Gowen Fld

Tue 10/13

6:50 pm-1:20 pm

2 stops34h 30m

Milan Malpensa

Tue 10/20

12:20 pm-11:28 am

2 stops31h 08m

$761

PortlandMilan

PDX - MXP

PDXMXP

Portland

Mon 11/2

2:14 pm-1:05 pm

1 stop13h 51m

Milan Malpensa

Thu 11/12

11:20 am-12:02 am

2 stops21h 42m

$779

BoiseMilan

BOI - MXP

BOIMXP

Boise Air Term. Gowen Fld

Tue 12/1

5:22 pm-7:30 am

2 stops30h 08m

Milan Malpensa

Fri 12/4

9:45 am-9:43 am

2 stops31h 58m

$779

BoiseMilan

BOI - MXP

BOIMXP

Boise Air Term. Gowen Fld

Tue 10/13

8:45 am-5:35 pm

2 stops24h 50m

Milan Malpensa

Tue 10/20

11:40 am-10:41 pm

1 stop19h 01m

$781

BoiseMilan

BOI - MXP

BOIMXP

Boise Air Term. Gowen Fld

Tue 10/13

1:15 pm-2:45 pm

2 stops17h 30m

Milan Malpensa

Tue 10/20

11:40 am-10:41 pm

1 stop19h 01m

$781

BoiseMilan

BOI - LIN

BOILIN

Boise Air Term. Gowen Fld

Tue 10/13

10:38 am-11:20 am

2 stops16h 42m

Milan Linate

Tue 10/20

6:40 am-8:17 pm

2 stops21h 37m

$788

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Oregon to Milan

Have a flexible travel schedule? Discover the best time to fly to Milan from Oregon with our price prediction graph.
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 Oregon to Milan

What is the cheapest month to book a flight from Oregon to Milan?

Currently, February is the cheapest month in which you can book a flight from Oregon to Milan (average of $446). Flying from Oregon to Milan in June is currently the most expensive (average of $886). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Oregon to Milan?

How far ahead should I book a flight from Oregon to Milan?

The best time to book flights from Oregon to Milan is 62 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Milan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Oregon to Milan?

    Airlines like United Airlines, KLM, and Delta fly from Oregon to Milan in about 16h 42m. The time it takes to get you to your destination can typically vary by up to 6h 52m. There are 5434 mi between Oregon and Milan. This flight may include one or multiple stops.

  • What are the most popular routes from Oregon to Milan?

    The most popular route from Oregon to Milan is Portland - Milan Malpensa. You may also consider Portland - Milan Linate or Portland - Bergamo Orio Al Serio.

  • Can I find deals for flights from Oregon to Milan that include hotel bookings?

    Yes. In addition to deals on Oregon to Milan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to Milan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to Milan.

  • Can I find deals for business class flights from Oregon to Milan?

    Yes. Cheapflights offers flight deals from Oregon to Milan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oregon to Milan?

    Currently, February is the cheapest month in which you can book a flight from Oregon to Milan (average of $446). Flying from Oregon to Milan in June is currently the most expensive (average of $886). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Menaggio
Rho
Brescia
Porlezza
Assago
Stresa
Bellagio
Domodossola

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Top 3 airlines flying from Oregon to Milan

Discover the top 3 airlines that operate flights from Oregon to Milan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
British AirwaysCheapest$468Average$794FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$572Average$1,197FlexibilityNo cancel feeOn-time69%
CondorCheapest$614Average$720FlexibilityNo cancel feeOn-time76%

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