Oregon

$159+ Cheap flights from Milwaukee (MKE) to Oregon

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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Jul 18 — Jul 251
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Cheap flight deals from Milwaukee to Oregon

Cheapest flights from Milwaukee to Oregon
Explore the most affordable flight options available from Milwaukee to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2026.

This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:40 pm
MKE
-
PDX
1 stop8h 15m
American Airlines
Tue 7/2111:15 pm
PDX
-
MKE
1 stop6h 47m
American Airlines
Deal found 6/17$317
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:25 pm
MKE
-
PDX
2 stops7h 50m
Southwest
Tue 9/11:25 pm
PDX
-
MKE
1 stop6h 00m
Southwest
Deal found 6/16$322
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:00 pm
MKE
-
PDX
1 stop6h 58m
American Airlines
Wed 9/96:00 am
PDX
-
MKE
1 stop8h 53m
American Airlines
Deal found 6/18$323
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:48 pm
MKE
-
PDX
1 stop7h 11m
American Airlines
Tue 8/1811:34 pm
PDX
-
MKE
1 stop6h 10m
American Airlines
Deal found 6/18$327
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:40 pm
MKE
-
PDX
1 stop9h 30m
Southwest
Wed 10/75:40 am
PDX
-
MKE
2 stops9h 35m
Southwest
Deal found 6/16$328
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:20 pm
MKE
-
PDX
1 stop8h 45m
Southwest
Tue 8/256:35 am
PDX
-
MKE
2 stops8h 05m
Southwest
Deal found 6/16$332
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:55 pm
MKE
-
PDX
1 stop8h 52m
Delta
Sun 9/2012:20 am
PDX
-
MKE
1 stop6h 58m
Delta
Deal found 6/17$337
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:48 pm
MKE
-
PDX
1 stop7h 11m
American Airlines
Tue 8/1111:34 pm
PDX
-
MKE
1 stop6h 10m
American Airlines
Deal found 6/17$338
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Sat 8/85:00 am
MKE
-
PDX
1 stop8h 34m
American Airlines
Mon 8/1011:34 pm
PDX
-
MKE
1 stop6h 10m
American Airlines
Deal found 6/15$339
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/154:00 pm
MKE
-
PDX
1 stop7h 05m
Southwest
Thu 8/209:20 am
PDX
-
MKE
2 stops10h 05m
Southwest
Deal found 6/16$342
This Delta deal was found by Cheapflights users on 6/15. 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.
Tue 9/227:30 am
MKE
-
RDM
1 stop6h 15m
Delta
Sat 9/2612:25 pm
RDM
-
MKE
1 stop7h 21m
Delta
Deal found 6/15$359
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:02 am
MKE
-
MFR
1 stop7h 48m
Alaska Airlines
Sat 9/510:28 am
MFR
-
MKE
1 stop11h 31m
Alaska Airlines
Deal found 6/16$359

Find flight deals from Milwaukee to Oregon

Keep the following information in mind while searching for Milwaukee to Oregon flight deals. Data was last updated June 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(American Airlines)

One-way from

$159
(American Airlines)

Popular in

July

Cheapest in

September

Average price

$492
Provider with most accurate pricing for Milwaukee-Mitchell-Portland flight deals.
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Portland flights.
From Milwaukee-Mitchell to Oregon
One-way flight from Milwaukee-Mitchell to Oregon
Highest demand for flights based on searches. 9% potential increase in price ($48 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Oregon 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 18, 2026.
Use the filters below to find and compare flights from Milwaukee to Oregon that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 9/22

12:48 pm-9:45 pm

1 stop10h 57m

Portland

Tue 9/29

2:10 pm-11:52 pm

1 stop7h 42m

$317

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 12/1

5:50 pm-11:47 pm

1 stop7h 57m

Portland

Sat 12/5

9:45 pm-9:22 am

1 stop9h 37m

$327

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 10/15

2:45 pm-10:26 pm

1 stop9h 41m

Portland

Sat 10/17

10:55 pm-8:45 am

1 stop7h 50m

$337

MilwaukeeMedford

MKE - MFR

MKEMFR

Milwaukee-Mitchell

Tue 9/1

3:05 pm-11:59 pm

1 stop10h 54m

Medford

Sat 9/5

1:34 pm-11:59 pm

1 stop8h 25m

$359

MilwaukeeBoise

MKE - BOI

MKEBOI

Milwaukee-Mitchell

Wed 8/5

5:00 am-11:32 am

1 stop7h 32m

Boise Air Term. Gowen Fld

Wed 8/12

5:44 pm-11:59 pm

1 stop5h 15m

$363
Quickest round-trip

MilwaukeeBoise

MKE - BOI

MKEBOI

Milwaukee-Mitchell

Tue 7/14

6:59 pm-11:46 pm

1 stop5h 47m

Boise Air Term. Gowen Fld

Tue 7/21

5:30 am-11:17 am

1 stop4h 47m

$363

MilwaukeeMedford

MKE - MFR

MKEMFR

Milwaukee-Mitchell

Tue 9/1

7:30 am-11:40 am

1 stop6h 10m

Medford

Sat 9/5

6:15 am-8:18 pm

2 stops12h 03m

$364

MilwaukeeRedmond

MKE - RDM

MKERDM

Milwaukee-Mitchell

Wed 9/16

4:47 pm-11:47 pm

2 stops9h 00m

Bend/Redmond

Sun 9/20

7:24 pm-9:18 am

2 stops11h 54m

$380

MilwaukeeEugene

MKE - EUG

MKEEUG

Milwaukee-Mitchell

Fri 8/21

7:30 am-11:49 am

1 stop6h 19m

Eugene

Sat 8/29

1:44 pm-9:41 pm

1 stop5h 57m

$383

MilwaukeeBoise

MKE - BOI

MKEBOI

Milwaukee-Mitchell

Tue 10/20

5:50 pm-11:55 pm

1 stop7h 05m

Boise Air Term. Gowen Fld

Thu 10/29

3:22 pm-9:37 pm

1 stop5h 15m

$388

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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6

Best time to book a flight from Milwaukee to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon from Milwaukee 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 Milwaukee to Oregon

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

Currently, June is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $124). Flying from Milwaukee to Oregon in December is currently the most expensive (average of $302). 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 Milwaukee to Oregon?

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

The price you pay for your flight from Milwaukee to Oregon may vary depending on when you book. For the best chance of a lower fare, look to book 68 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oregon. Reviews last updated June 18, 2026.
Get a feel of what it's like to fly with Alaska Airlines,Southwest, andDelta from Milwaukee to Oregon by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.0

Overall

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.0

Overall

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.0

Overall

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.0

Overall

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.0

Overall

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Crew

8.5

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.0

Overall

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Milwaukee to Oregon?

    Most people fly from Milwaukee-Mitchell (MKE) if they book a flight from Milwaukee to Oregon. Milwaukee-Mitchell is conveniently located just 6.4 mi from Milwaukee’s city center.

  • How long is the flight from Milwaukee to Oregon?

    Airlines like Delta, Alaska Airlines, and United Airlines fly from Milwaukee to Oregon in about 7h 32m. The time it takes to get you to your destination can typically vary by up to 3h 25m. There are 1418 mi between Milwaukee and Oregon. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Milwaukee to Oregon one-way?

    To fly one-way, consider booking your trip with Alaska Airlines, which is currently one of the cheapest options available, starting at $98. Southwest flights start at $111 while deals on Delta start at $124 one-way.

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milwaukee to Oregon 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 Milwaukee to Oregon?

    Currently, June is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $124). Flying from Milwaukee to Oregon in December is currently the most expensive (average of $302). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Milwaukee to Oregon

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Milwaukee to Oregon

Discover the top 5 airlines that operate flights from Milwaukee to Oregon. 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 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$236Average$455FlexibilityNo cancel feeOn-time71%
DeltaCheapest$239Average$438FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$251Average$456FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$258Average$405FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$319Average$439FlexibilityNo cancel feeOn-time63%

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