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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
May 29 — Jun 51
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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 April 29, 2026.

This Delta deal was found by Cheapflights users on 4/28. 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 9/912:00 pm
MKE
-
PDX
1 stop5h 58m
Delta
Tue 9/1512:40 am
PDX
-
MKE
1 stop5h 34m
Delta
Deal found 4/28$317
This United Airlines deal was found by Cheapflights users on 4/27. 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 6/35:00 am
MKE
-
PDX
1 stop6h 39m
United Airlines
Mon 6/811:40 pm
PDX
-
MKE
1 stop8h 17m
United Airlines
Deal found 4/27$325
This Delta deal was found by Cheapflights users on 4/26. 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 5/2812:15 pm
MKE
-
PDX
1 stop7h 00m
Delta
Mon 6/13:10 pm
PDX
-
MKE
1 stop5h 45m
Delta
Deal found 4/26$333
This Delta deal was found by Cheapflights users on 4/26. 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 5/255:01 pm
MKE
-
PDX
1 stop7h 01m
Delta
Tue 6/21:40 pm
PDX
-
MKE
1 stop5h 53m
Delta
Deal found 4/26$348
This Alaska Airlines deal was found by Cheapflights users on 4/27. 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 10/202:50 pm
MKE
-
MFR
1 stop11h 43m
Alaska Airlines
Fri 10/236:00 am
MFR
-
MKE
1 stop5h 52m
Alaska Airlines
Deal found 4/27$349
This Southwest deal was found by Cheapflights users on 4/29. 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 6/24:05 pm
MKE
-
PDX
1 stop9h 05m
Southwest
Tue 6/95:35 am
PDX
-
MKE
2 stops9h 40m
Southwest
Deal found 4/29$350
This Delta deal was found by Cheapflights users on 4/28. 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 9/15:55 pm
MKE
-
MFR
2 stops7h 46m
Delta
Sat 9/51:25 pm
MFR
-
MKE
1 stop5h 59m
Delta
Deal found 4/28$354
This Delta deal was found by Cheapflights users on 4/26. 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 5/256:30 am
MKE
-
PDX
1 stop6h 23m
Delta
Mon 6/111:12 pm
PDX
-
MKE
1 stop7h 37m
Delta
Deal found 4/26$356
This Alaska Airlines deal was found by Cheapflights users on 4/27. 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 6/24:40 pm
MKE
-
BOI
1 stop8h 18m
Alaska Airlines
Wed 6/34:19 pm
BOI
-
MKE
1 stop6h 40m
Alaska Airlines
Deal found 4/27$357
This Delta deal was found by Cheapflights users on 4/27. 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 10/202:45 pm
MKE
-
MFR
2 stops11h 04m
Delta
Sat 10/245:55 am
MFR
-
MKE
2 stops8h 50m
Delta
Deal found 4/27$359
This Southwest deal was found by Cheapflights users on 4/27. 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 6/32:45 pm
MKE
-
PDX
2 stops10h 25m
Southwest
Mon 6/811:30 pm
PDX
-
MKE
1 stop9h 25m
Southwest
Deal found 4/27$359
This Southwest deal was found by Cheapflights users on 4/27. 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 5/266:10 am
MKE
-
PDX
2 stops9h 30m
Southwest
Tue 6/21:35 pm
PDX
-
MKE
1 stop6h 00m
Southwest
Deal found 4/27$363

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 April 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(Delta)

One-way from

$159
(American Airlines)

Popular in

November

Cheapest in

September

Average price

$448
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. 1% potential increase in price ($6 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in April 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 April 29, 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

MilwaukeeMedford

MKE - MFR

MKEMFR

Milwaukee-Mitchell

Tue 10/20

2:50 pm-12:33 am

1 stop11h 43m

Medford

Fri 10/23

6:00 am-1:52 pm

1 stop5h 52m

$349

MilwaukeeMedford

MKE - MFR

MKEMFR

Milwaukee-Mitchell

Tue 10/20

2:50 pm-12:33 am

1 stop11h 43m

Medford

Sat 10/24

6:00 am-1:52 pm

1 stop5h 52m

$349

MilwaukeeMedford

MKE - MFR

MKEMFR

Milwaukee-Mitchell

Tue 9/1

5:55 pm-11:41 pm

2 stops7h 46m

Medford

Sat 9/5

1:25 pm-9:24 pm

1 stop5h 59m

$354

MilwaukeeMedford

MKE - MFR

MKEMFR

Milwaukee-Mitchell

Tue 10/20

3:15 pm-11:12 pm

2 stops9h 57m

Medford

Sat 10/24

5:55 am-4:45 pm

2 stops8h 50m

$359

MilwaukeeMedford

MKE - MFR

MKEMFR

Milwaukee-Mitchell

Fri 10/16

2:50 pm-12:33 am

1 stop11h 43m

Medford

Mon 10/19

6:14 pm-1:52 pm

1 stop17h 38m

$374

MilwaukeeMedford

MKE - MFR

MKEMFR

Milwaukee-Mitchell

Tue 9/1

3:01 pm-11:59 pm

1 stop10h 58m

Medford

Sat 9/5

1:34 pm-11:59 pm

1 stop8h 25m

$374

MilwaukeeEugene

MKE - EUG

MKEEUG

Milwaukee-Mitchell

Thu 9/17

3:03 pm-11:53 pm

1 stop10h 50m

Eugene

Tue 9/22

3:08 pm-2:07 pm

1 stop20h 59m

$391

MilwaukeeEugene

MKE - EUG

MKEEUG

Milwaukee-Mitchell

Thu 7/16

2:59 pm-11:55 pm

2 stops10h 56m

Eugene

Tue 7/21

6:15 am-7:31 pm

2 stops11h 16m

$393

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 6/23

6:55 pm-11:50 pm

1 stop6h 55m

Portland

Mon 6/29

4:25 pm-1:55 am

1 stop7h 30m

$397

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 9/18

12:00 pm-3:58 pm

1 stop5h 58m

Portland

Mon 9/21

12:40 am-8:14 am

1 stop5h 34m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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 66 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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?

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 April 29, 2026.
Get a feel of what it's like to fly with Southwest,Alaska Airlines, 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.

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 Alaska Airlines, Delta, and Southwest fly from Milwaukee to Oregon in about 6h 55m. The time it takes to get you to your destination can typically vary by up to 4h 48m. There are 1712 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. Frontier flights start at $99 while deals on Southwest start at $111 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

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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 April 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$236Average$440FlexibilityNo cancel feeOn-time71%
DeltaCheapest$239Average$440FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$263Average$446FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$276Average$411FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$319Average$421FlexibilityNo cancel feeOn-time63%

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