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$80+ Cheap flights from Oregon to Milwaukee (MKE)

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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
jul. 8 — jul. 151
mar. 7/8
mar. 7/15
1 adult, Economy
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Cheap flight deals from Oregon to Milwaukee

Keep the following information in mind while searching for Oregon to Milwaukee flight deals. Data was last updated julio 3, 2025.

Round-trip from

$288
(Hawaiian Airlines)

One-way from

$80
(Priceline)

Popular in

March

Cheapest in

April

Average price

$476
From Oregon to Milwaukee-Mitchell
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One-way flight from Oregon to Milwaukee-Mitchell
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Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 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 Oregon to Milwaukee

Cheapest flights from Oregon to Milwaukee
Explore the most affordable flight options available from Oregon to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 3, 2025.

This Hawaiian Airlines deal was found by Cheapflights users on 7/2. 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.
lun. 8/184:01 pmRDM - MKE
1 stop5h 58mHawaiian Airlines
mar. 8/192:50 pmMKE - RDM
1 stop8h 17mHawaiian Airlines
Deal found 7/2$288
This Alaska Airlines deal was found by Cheapflights users on 7/3. 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.
lun. 8/184:01 pmRDM - MKE
1 stop5h 58mAlaska Airlines
mié. 8/206:30 amMKE - RDM
1 stop8h 07mAlaska Airlines
Deal found 7/3$289
This Delta deal was found by Cheapflights users on 7/2. 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.
lun. 8/187:30 pmRDM - MKE
2 stops10h 39mDelta
mar. 8/194:53 pmMKE - RDM
2 stops8h 51mDelta
Deal found 7/2$299
This United Airlines deal was found by Cheapflights users on 7/3. 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.
lun. 8/187:32 pmRDM - MKE
2 stops12h 41mUnited Airlines
mar. 8/194:30 pmMKE - RDM
1 stop6h 17mUnited Airlines
Deal found 7/3$319
This Alaska Airlines deal was found by Cheapflights users on 7/3. 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.
mar. 8/510:54 amEUG - MKE
1 stop11h 05mAlaska Airlines
mié. 8/66:30 amMKE - EUG
1 stop8h 06mAlaska Airlines
Deal found 7/3$323
This Alaska Airlines deal was found by Cheapflights users on 7/2. 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.
mié. 8/131:25 pmPDX - MKE
1 stop8h 34mAlaska Airlines
mié. 8/206:30 amMKE - PDX
1 stop7h 54mAlaska Airlines
Deal found 7/2$338
This Southwest deal was found by Cheapflights users on 7/2. 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.
vie. 8/155:35 amPDX - MKE
1 stop8h 40mSouthwest
mar. 8/196:25 amMKE - PDX
2 stops9h 05mSouthwest
Deal found 7/2$339
This United Airlines deal was found by Cheapflights users on 7/1. 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.
sáb. 9/204:07 pmPDX - MKE
1 stop5h 52mUnited Airlines
sáb. 9/276:00 amMKE - PDX
2 stops9h 03mUnited Airlines
Deal found 7/1$340
This Delta deal was found by Cheapflights users on 7/2. 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.
sáb. 12/63:00 pmBOI - MKE
1 stop5h 27mDelta
lun. 12/85:50 pmMKE - BOI
1 stop6h 48mDelta
Deal found 7/2$341
This FlightHub deal was found by Cheapflights users on 7/1. 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.
vie. 7/256:35 amPDX - MKE
1 stop10h 38mMultiple Airlines
lun. 7/282:51 pmMKE - PDX
1 stop20h 27mMultiple Airlines
Deal found 7/1$342
This Delta deal was found by Cheapflights users on 7/2. 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.
jue. 8/145:45 pmPDX - MKE
2 stops12h 24mDelta
mar. 8/194:00 pmMKE - PDX
1 stop6h 59mDelta
Deal found 7/2$346
This Hawaiian Airlines deal was found by Cheapflights users on 7/3. 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.
mar. 9/165:45 amMFR - MKE
1 stop6h 39mHawaiian Airlines
mié. 9/246:27 amMKE - MFR
1 stop6h 58mHawaiian Airlines
Deal found 7/3$346

Cheapflights Fare Finder

Customize your flight search to find flights from Oregon to Milwaukee 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 julio 3, 2025.
Use the filters below to find and compare flights from Oregon to Milwaukee that are best for you.

Fly from

Oregon

Fly to

Milwaukee

Route

Depart

Return

Price

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

lun. 8/18

4:01 pm-11:59 pm

1 stop5h 58m

Milwaukee-Mitchell

mar. 8/19

2:50 pm-9:07 pm

1 stop8h 17m

$288

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

lun. 8/18

4:01 pm-11:59 pm

1 stop5h 58m

Milwaukee-Mitchell

mié. 8/20

6:30 am-12:37 pm

1 stop8h 07m

$289

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

lun. 8/18

7:30 pm-8:09 am

2 stops10h 39m

Milwaukee-Mitchell

mar. 8/19

4:53 pm-11:44 pm

2 stops8h 51m

$299

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

lun. 8/18

7:32 pm-10:13 am

2 stops12h 41m

Milwaukee-Mitchell

mar. 8/19

4:30 pm-8:47 pm

1 stop6h 17m

$319

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

mar. 8/5

10:54 am-11:59 pm

1 stop11h 05m

Milwaukee-Mitchell

mié. 8/6

6:30 am-12:36 pm

1 stop8h 06m

$323

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mié. 8/13

3:40 pm-11:59 pm

1 stop6h 19m

Milwaukee-Mitchell

jue. 8/21

6:30 am-10:57 am

1 stop6h 27m

$338

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

vie. 8/15

12:46 am-10:45 am

1 stop7h 59m

Milwaukee-Mitchell

mar. 8/19

6:30 am-12:55 pm

2 stops8h 25m

$339

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

sáb. 9/20

4:07 pm-11:59 pm

1 stop5h 52m

Milwaukee-Mitchell

sáb. 9/27

6:00 am-1:03 pm

2 stops9h 03m

$340

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

sáb. 12/6

3:00 pm-9:27 pm

1 stop5h 27m

Milwaukee-Mitchell

lun. 12/8

5:50 pm-11:38 pm

1 stop6h 48m

$341

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

sáb. 8/2

3:10 pm-1:56 pm

1 stop20h 46m

Milwaukee-Mitchell

vie. 8/15

7:58 pm-12:15 am

1 stop6h 17m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 58 results
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Best time to book a flight from Oregon to Milwaukee

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

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

Currently, February is the cheapest month in which you can book a flight from Oregon to Milwaukee (average of $280). Flying from Oregon to Milwaukee in June is currently the most expensive (average of $376). 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 OR to MKE?

Find hourly flight availability from Oregon to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oregon to Milwaukee as you normally would.

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

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated julio 3, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta from Oregon to Milwaukee to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,266 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,982 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,545 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,861 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Milwaukee. 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 into for flights to Milwaukee from Oregon?

    If you book a flight to Milwaukee from Oregon, you will be flying to Milwaukee-Mitchell, which is the city’s only airport. Milwaukee-Mitchell (MKE) is located 6.4 mi from the center of Milwaukee.

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

    $80 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Hawaiian Airlines, with prices starting from $130 and $138, respectively.

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

    Most travelers choose Portland - Milwaukee-Mitchell, Eugene - Milwaukee-Mitchell or Boise Air Term. Gowen Fld - Milwaukee-Mitchell when deciding on the best route from Oregon to Milwaukee.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Oregon to Milwaukee (average of $280). Flying from Oregon to Milwaukee in June is currently the most expensive (average of $376). 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 Oregon?

Book flights to Oregon if you plan to visit one of these locations
Mequon
Oak Creek
Sheboygan
Wauwatosa

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Alternative routes for Oregon to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Oregon to Milwaukee

Discover the top 8 airlines that operate flights from Oregon to Milwaukee. 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 julio 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$58Average$287FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$254FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$152Average$370FlexibilityNo cancel feeOn-time83%
DeltaCheapest$201Average$457FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$488FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$292Average$499FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$326Average$533FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$366Average$469FlexibilityNo cancel feeOn-time63%

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