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$138+ 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Sep 6 — Sep 131
Sat 9/6
Sat 9/13
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 September 1, 2025.

Round-trip from

$241
(Frontier)

One-way from

$138
(Alaska Airlines)

Popular in

March

Cheapest in

April

Average price

$408
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 ($1 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 September 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 September 1, 2025.

This Priceline deal was found by Cheapflights users on 8/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:05 amPDX - MKE
1 stop10h 36mFrontier
Sun 9/283:03 pmMKE - PDX
1 stop11h 09mFrontier
Deal found 8/31$186
This Priceline deal was found by Cheapflights users on 8/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/196:05 amPDX - MKE
1 stop10h 36mFrontier
Sun 9/213:03 pmMKE - PDX
1 stop11h 09mFrontier
Deal found 8/31$250
This FlightHub deal was found by Cheapflights users on 8/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2312:43 pmPDX - MKE
1 stop28h 35mFrontier
Mon 10/278:04 pmMKE - PDX
1 stop17h 52mFrontier
Deal found 8/30$263
This FlightHub deal was found by Cheapflights users on 8/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1612:43 pmPDX - MKE
1 stop28h 35mFrontier
Mon 10/208:04 pmMKE - PDX
1 stop17h 44mFrontier
Deal found 8/30$270
This Hawaiian Airlines deal was found by Cheapflights users on 8/30. 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 10/296:00 amPDX - MKE
1 stop7h 00mHawaiian Airlines
Wed 11/53:56 pmMKE - PDX
1 stop6h 41mHawaiian Airlines
Deal found 8/30$276
This Hawaiian Airlines deal was found by Cheapflights users on 8/30. 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.
Tue 9/232:32 pmPDX - MKE
1 stop7h 30mHawaiian Airlines
Tue 9/306:27 amMKE - PDX
1 stop8h 00mHawaiian Airlines
Deal found 8/30$278
This United Airlines deal was found by Cheapflights users on 8/31. 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 11/57:00 amPDX - MKE
1 stop6h 07mUnited Airlines
Sat 11/85:13 pmMKE - PDX
1 stop7h 20mUnited Airlines
Deal found 8/31$279
This Delta deal was found by Cheapflights users on 8/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:42 amBOI - MKE
1 stop4h 42mDelta
Tue 10/217:03 pmMKE - BOI
1 stop5h 51mDelta
Deal found 8/29$281
This American Airlines deal was found by Cheapflights users on 8/31. 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.
Mon 10/272:07 pmBOI - MKE
1 stop9h 13mAmerican Airlines
Tue 11/43:25 pmMKE - BOI
1 stop8h 07mAmerican Airlines
Deal found 8/31$285
This Delta deal was found by Cheapflights users on 8/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2812:40 amPDX - MKE
1 stop7h 31mDelta
Wed 11/510:56 amMKE - PDX
1 stop8h 31mDelta
Deal found 8/30$287
This Delta deal was found by Cheapflights users on 8/31. 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 10/271:39 pmBOI - MKE
1 stop9h 16mDelta
Tue 11/47:30 amMKE - BOI
2 stops12h 21mDelta
Deal found 8/31$290
This Delta deal was found by Cheapflights users on 8/31. 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 11/412:40 amPDX - MKE
1 stop7h 31mDelta
Sat 11/810:56 amMKE - PDX
1 stop8h 31mDelta
Deal found 8/31$293

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 September 1, 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

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 9/26

6:05 am-6:41 pm

1 stop10h 36m

Milwaukee-Mitchell

Sun 9/28

3:03 pm-12:12 am

1 stop11h 09m

$186

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 9/19

6:05 am-6:41 pm

1 stop10h 36m

Milwaukee-Mitchell

Sun 9/21

3:03 pm-12:12 am

1 stop11h 09m

$250

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 10/23

12:43 pm-7:18 pm

1 stop28h 35m

Milwaukee-Mitchell

Mon 10/27

8:04 pm-11:56 am

1 stop17h 52m

$263

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 10/16

12:43 pm-7:18 pm

1 stop28h 35m

Milwaukee-Mitchell

Mon 10/20

8:04 pm-11:48 am

1 stop17h 44m

$270

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 10/29

6:00 am-3:00 pm

1 stop7h 00m

Milwaukee-Mitchell

Wed 11/5

3:56 pm-8:37 pm

1 stop6h 41m

$276

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 9/23

2:32 pm-12:02 am

1 stop7h 30m

Milwaukee-Mitchell

Tue 9/30

6:27 am-12:27 pm

1 stop8h 00m

$278

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 11/5

7:00 am-3:07 pm

1 stop6h 07m

Milwaukee-Mitchell

Sat 11/8

5:13 pm-10:33 pm

1 stop7h 20m

$279

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Tue 10/14

5:42 am-11:24 am

1 stop4h 42m

Milwaukee-Mitchell

Tue 10/21

7:03 pm-11:54 pm

1 stop5h 51m

$281

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Mon 10/27

2:07 pm-12:20 am

1 stop9h 13m

Milwaukee-Mitchell

Tue 11/4

3:25 pm-10:32 pm

1 stop8h 07m

$285

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 10/28

12:40 am-10:11 am

1 stop7h 31m

Milwaukee-Mitchell

Wed 11/5

10:56 am-5:27 pm

1 stop8h 31m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/30

Showing 1-10 of 60 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 September 1, 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.

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.

  • How long is the flight from Oregon to Milwaukee?

    Departing from Oregon to Milwaukee will take you 4h 42m. The distance from Oregon to Milwaukee is about 1418 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    $138 is the cheapest one-way deal found within the past few days, from Hawaiian Airlines. You may also be able to find cheap deals on Alaska Airlines and United Airlines, with prices starting from $138 and $140, 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Mequon
Oak Creek
New Berlin
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 6 airlines flying from Oregon to Milwaukee

Discover the top 6 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 September 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$298FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$461FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$242Average$479FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$278Average$456FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$286Average$489FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$326Average$534FlexibilityNo cancel feeOn-time69%

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