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$127+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap flight deals from Milwaukee to Oregon

Keep the following information in mind while searching for Milwaukee to Oregon flight deals. Data was last updated July 30, 2025.

Round-trip from

$246
(Frontier)

One-way from

$127
(Cheapflightsfares)

Popular in

March

Cheapest in

April

Average price

$463
From Milwaukee-Mitchell to Oregon
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One-way flight from Milwaukee-Mitchell to Oregon
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Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 July 30, 2025.

This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/57:36 pmMKE - PDX
1 stop28h 58mFrontier
Sat 9/137:15 amPDX - MKE
1 stop28h 59mFrontier
Deal found 7/30$246
This Hawaiian Airlines deal was found by Cheapflights users on 7/28. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:27 amMKE - RDM
1 stop6h 52mHawaiian Airlines
Tue 9/301:31 pmRDM - MKE
1 stop8h 31mHawaiian Airlines
Deal found 7/28$278
This Hawaiian Airlines deal was found by Cheapflights users on 7/30. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/243:20 pmMKE - BOI
1 stop8h 30mHawaiian Airlines
Tue 9/304:34 pmBOI - MKE
1 stop6h 28mHawaiian Airlines
Deal found 7/30$278
This Hawaiian Airlines deal was found by Cheapflights users on 7/29. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/276:30 amMKE - PDX
1 stop7h 54mHawaiian Airlines
Tue 9/21:24 pmPDX - MKE
1 stop8h 38mHawaiian Airlines
Deal found 7/29$278
This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/196:16 amMKE - RDM
1 stop7h 26mAmerican Airlines
Sat 8/2312:27 pmRDM - MKE
1 stop7h 31mAmerican Airlines
Deal found 7/28$279
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 10/811:33 amMKE - PDX
1 stop7h 33mAmerican Airlines
Tue 10/143:19 pmPDX - MKE
1 stop7h 01mAmerican Airlines
Deal found 7/30$279
This Delta deal was found by Cheapflights users on 7/28. 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.
Sat 9/2011:47 amMKE - RDM
2 stops9h 03mDelta
Wed 9/247:30 pmRDM - MKE
2 stops10h 45mDelta
Deal found 7/28$289
This FlightHub deal was found by Cheapflights users on 7/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/219:59 pmMKE - PDX
1 stop15h 13mSpirit Airlines
Wed 9/248:04 pmPDX - MKE
1 stop22h 57mSpirit Airlines
Deal found 7/29$289
This Hawaiian Airlines deal was found by Cheapflights users on 7/28. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/93:20 pmMKE - EUG
1 stop9h 28mHawaiian Airlines
Mon 9/151:36 pmEUG - MKE
1 stop8h 26mHawaiian Airlines
Deal found 7/28$296
This Delta deal was found by Cheapflights users on 7/28. 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.
Sat 10/411:47 amMKE - MFR
2 stops11h 41mDelta
Wed 10/86:00 amMFR - MKE
2 stops24h 19mDelta
Deal found 7/28$300
This Sun Country Air deal was found by Cheapflights users on 7/30. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:27 pmMKE - PDX
1 stop6h 26mSun Country Air
Tue 12/236:14 pmPDX - MKE
1 stop23h 07mSun Country Air
Deal found 7/30$300
This Delta deal was found by Cheapflights users on 7/27. 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.
Sat 10/47:30 amMKE - PDX
1 stop6h 45mDelta
Mon 10/612:50 amPDX - MKE
1 stop5h 29mDelta
Deal found 7/27$302

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 July 30, 2025.
Use the filters below to find and compare flights from Milwaukee to Oregon that are best for you.

Fly from

Milwaukee

Fly to

Oregon

Route

Depart

Return

Price

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 9/5

7:36 pm-10:34 pm

1 stop28h 58m

Portland

Sat 9/13

7:15 am-2:14 pm

1 stop28h 59m

$246

MilwaukeeRedmond

MKE - RDM

MKERDM

Milwaukee-Mitchell

Tue 9/23

6:27 am-11:19 am

1 stop6h 52m

Bend/Redmond

Tue 9/30

1:31 pm-12:02 am

1 stop8h 31m

$278

MilwaukeeBoise

MKE - BOI

MKEBOI

Milwaukee-Mitchell

Wed 9/24

3:20 pm-10:50 pm

1 stop8h 30m

Boise Air Term. Gowen Fld

Tue 9/30

4:34 pm-12:02 am

1 stop6h 28m

$278

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 8/27

6:30 am-12:24 pm

1 stop7h 54m

Portland

Tue 9/2

2:32 pm-12:02 am

1 stop7h 30m

$278

MilwaukeeRedmond

MKE - RDM

MKERDM

Milwaukee-Mitchell

Tue 8/19

6:16 am-11:42 am

1 stop7h 26m

Bend/Redmond

Sat 8/23

12:27 pm-9:58 pm

1 stop7h 31m

$279

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 10/8

11:33 am-5:06 pm

1 stop7h 33m

Portland

Tue 10/14

3:19 pm-12:20 am

1 stop7h 01m

$279

MilwaukeeRedmond

MKE - RDM

MKERDM

Milwaukee-Mitchell

Sat 9/20

11:47 am-6:50 pm

2 stops9h 03m

Bend/Redmond

Wed 9/24

7:30 pm-8:15 am

2 stops10h 45m

$289

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sun 9/21

9:59 pm-11:12 am

1 stop15h 13m

Portland

Wed 9/24

8:04 pm-9:01 pm

1 stop22h 57m

$289

MilwaukeeEugene

MKE - EUG

MKEEUG

Milwaukee-Mitchell

Tue 9/9

3:20 pm-10:48 pm

1 stop9h 28m

Eugene

Mon 9/15

1:36 pm-12:02 am

1 stop8h 26m

$296

MilwaukeeMedford

MKE - MFR

MKEMFR

Milwaukee-Mitchell

Sat 10/4

11:47 am-9:28 pm

2 stops11h 41m

Medford

Wed 10/8

6:00 am-8:19 am

2 stops24h 19m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 49 results
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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

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

Currently, November is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $277). Flying from Milwaukee to Oregon in March is currently the most expensive (average of $368). 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.

What is the cheapest time of day to fly from MKE to OR?

Find hourly flight availability from Milwaukee to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 30, 2025.

When flying from Milwaukee to Oregon, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 30, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,241 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $127. Frontier flights start at $128 while deals on Hawaiian Airlines start at $139 one-way.

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

    When deciding which route to take from Milwaukee to Oregon consider Milwaukee-Mitchell - Portland, Milwaukee-Mitchell - Eugene or Milwaukee-Mitchell - Bend/Redmond as they are the most popular.

  • 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, November is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $277). Flying from Milwaukee to Oregon in March is currently the most expensive (average of $368). 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.
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Top 7 airlines flying from Milwaukee to Oregon

Discover the top 7 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$108Average$227FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$231FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$207Average$424FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$278Average$503FlexibilityNo cancel feeOn-time69%
DeltaCheapest$281Average$528FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$291Average$486FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$334Average$451FlexibilityNo cancel feeOn-time63%

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