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$279+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MIL
Mar 10 — Mar 171
Tue 3/10
Tue 3/17
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 February 8, 2026.

This Mytrip deal was found by Cheapflights users on 2/7. 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.
Sun 8/97:45 pm
PDX
-
MXP
2 stops29h 35m
Multiple Airlines
Thu 8/2712:20 pm
MXP
-
PDX
2 stops39h 46m
Multiple Airlines
Deal found 2/7$465
This Cheapflightsfares deal was found by Cheapflights users on 2/5. 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.
Wed 8/127:11 am
PDX
-
MXP
2 stops17h 39m
SWISS
Fri 8/2110:40 am
MXP
-
PDX
2 stops17h 26m
SWISS
Deal found 2/5$480
This United Airlines deal was found by Cheapflights users on 2/6. 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 3/710:50 pm
PDX
-
MXP
1 stop23h 40m
United Airlines
Fri 3/209:45 am
MXP
-
PDX
2 stops21h 00m
United Airlines
Deal found 2/6$482
This Air Canada deal was found by Cheapflights users on 2/6. 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.
Sun 12/67:10 pm
PDX
-
MXP
2 stops29h 45m
Multiple Airlines
Fri 12/186:55 am
MXP
-
PDX
2 stops20h 35m
Multiple Airlines
Deal found 2/6$484
This Air Canada deal was found by Cheapflights users on 2/5. 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.
Sun 8/97:45 pm
PDX
-
MXP
2 stops29h 35m
Air Canada
Thu 8/2712:20 pm
MXP
-
PDX
2 stops30h 11m
Air Canada
Deal found 2/5$485
This oojo deal was found by Cheapflights users on 2/8. 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 3/86:45 pm
PDX
-
MXP
1 stop32h 00m
British Airways
Sun 3/156:10 pm
MXP
-
PDX
1 stop30h 45m
British Airways
Deal found 2/8$492
This Air Canada deal was found by Cheapflights users on 2/6. 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.
Sun 12/67:10 pm
PDX
-
MXP
3 stops29h 45m
Air Canada
Fri 12/181:05 pm
MXP
-
PDX
3 stops34h 35m
Air Canada
Deal found 2/6$494
This American Airlines deal was found by Cheapflights users on 2/5. 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 8/910:23 am
PDX
-
MXP
2 stops17h 57m
American Airlines
Thu 8/272:20 pm
MXP
-
PDX
1 stop30h 12m
American Airlines
Deal found 2/5$495
This Delta deal was found by Cheapflights users on 2/7. 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.
Wed 8/121:38 pm
PDX
-
LIN
2 stops21h 07m
Delta
Fri 8/216:40 am
LIN
-
PDX
1 stop13h 30m
Delta
Deal found 2/7$495
This oojo deal was found by Cheapflights users on 2/5. 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 3/86:45 pm
PDX
-
LIN
1 stop13h 35m
British Airways
Sun 3/151:25 pm
LIN
-
PDX
1 stop35h 30m
British Airways
Deal found 2/5$496
This United Airlines deal was found by Cheapflights users on 2/6. 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 8/1211:30 pm
PDX
-
LIN
2 stops27h 50m
United Airlines
Fri 8/216:20 am
LIN
-
PDX
2 stops36h 11m
United Airlines
Deal found 2/6$497
This oojo deal was found by Cheapflights users on 2/5. 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 8/1212:32 pm
PDX
-
LIN
2 stops38h 58m
British Airways
Fri 8/217:25 am
LIN
-
PDX
2 stops24h 57m
British Airways
Deal found 2/5$502

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 February 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$482
(United Airlines)

One-way from

$279
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$588
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. 20% potential increase in price ($200 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 8, 2026.
Use the filters below to find and compare flights from Oregon to Milan that are best for you.

Fly from

Oregon

Fly to

Milan

Route

Depart

Return

Price

MedfordMilan

MFR - LIN

MFRLIN

Medford

Mon 3/9

11:13 am-3:55 pm

2 stops20h 42m

Milan Linate

Mon 3/16

9:20 pm-4:36 pm

2 stops27h 16m

$503

MedfordMilan

MFR - MXP

MFRMXP

Medford

Mon 3/9

11:13 am-2:55 pm

2 stops19h 42m

Milan Malpensa

Mon 3/16

6:55 am-4:36 pm

2 stops17h 41m

$507

MedfordMilan

MFR - MXP

MFRMXP

Medford

Mon 3/23

5:00 am-4:40 pm

2 stops27h 40m

Milan Malpensa

Mon 3/30

11:20 am-11:48 am

2 stops33h 28m

$508

PortlandMilan

PDX - MXP

PDXMXP

Portland

Tue 2/24

7:00 am-9:45 am

1 stop17h 45m

Milan Malpensa

Thu 3/12

8:30 am-10:10 pm

1 stop21h 40m

$519

PortlandMilan

PDX - MXP

PDXMXP

Portland

Tue 2/24

6:45 am-9:05 am

1 stop17h 20m

Milan Malpensa

Tue 3/3

11:05 am-10:08 pm

1 stop20h 03m

$519

PortlandMilan

PDX - MXP

PDXMXP

Portland

Wed 2/25

7:00 am-9:45 am

1 stop17h 45m

Milan Malpensa

Fri 3/13

11:00 am-10:10 pm

1 stop19h 10m

$519

PortlandMilan

PDX - MXP

PDXMXP

Portland

Tue 2/24

6:45 am-9:05 am

1 stop17h 20m

Milan Malpensa

Tue 3/10

11:00 am-10:10 pm

1 stop19h 10m

$519

PortlandMilan

PDX - MXP

PDXMXP

Portland

Tue 2/24

7:00 am-9:45 am

1 stop17h 45m

Milan Malpensa

Fri 3/13

11:00 am-10:10 pm

1 stop19h 10m

$519

PortlandMilan

PDX - MXP

PDXMXP

Portland

Sun 2/22

7:00 am-7:25 am

1 stop15h 25m

Milan Malpensa

Fri 3/13

11:00 am-10:10 pm

1 stop19h 10m

$519

PortlandMilan

PDX - LIN

PDXLIN

Portland

Mon 2/23

11:35 am-1:55 pm

2 stops17h 20m

Milan Linate

Thu 3/12

10:55 am-12:25 pm

1 stop33h 30m

$522

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 60 results
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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, January is the cheapest month in which you can book a flight from Oregon to Milan (average of $470). Flying from Oregon to Milan in December is currently the most expensive (average of $1,197). 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?

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 KLM, Delta, and United Airlines fly from Oregon to Milan in about 19h 42m. The time it takes to get you to your destination can typically vary by up to 7h 58m. There are 5664 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 Boise Air Term. Gowen Fld - Milan Malpensa.

  • 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, January is the cheapest month in which you can book a flight from Oregon to Milan (average of $470). Flying from Oregon to Milan in December is currently the most expensive (average of $1,197). 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
Monza
Menaggio
Rho
Porlezza
Brescia
Novara
Assago
Bellagio
Stresa
Domodossola

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Alternative routes for Oregon to Milan

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Oregon to Milan

Discover the top 5 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 February 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
British AirwaysCheapest$468Average$944FlexibilityNo cancel feeOn-time70%
CondorCheapest$614Average$880FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$618Average$1,127FlexibilityNo cancel feeOn-time69%
DeltaCheapest$622Average$936FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$841Average$917FlexibilityNo cancel feeOn-time77%

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