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$142+ 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 12/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
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 November 10, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$274
(Delta)

One-way from

$142
(Cheapflightsfares)

Popular in

March

Cheapest in

April

Average price

$403
Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.
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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. 2% potential increase in price ($9 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 November 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 November 10, 2025.

This Delta deal was found by Cheapflights users on 11/9. 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 12/65:30 amPDX - MKE
2 stops9h 32mDelta
Sat 12/136:00 amMKE - PDX
2 stops11h 33mDelta
Deal found 11/9$274
This Delta deal was found by Cheapflights users on 11/10. 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.
Fri 12/511:24 amEUG - MKE
2 stops7h 57mDelta
Tue 12/96:00 amMKE - EUG
2 stops11h 49mDelta
Deal found 11/10$293
This Delta deal was found by Cheapflights users on 11/8. 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 12/611:44 amBOI - MKE
2 stops8h 37mDelta
Sat 12/1311:30 amMKE - BOI
2 stops9h 50mDelta
Deal found 11/8$294
This Alaska Airlines deal was found by Cheapflights users on 11/9. 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.
Fri 12/59:00 amEUG - MKE
1 stop27h 55mAlaska Airlines
Tue 12/93:51 pmMKE - EUG
1 stop27h 17mAlaska Airlines
Deal found 11/9$303
This Alaska Airlines deal was found by Cheapflights users on 11/9. 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.
Sat 12/67:44 pmPDX - MKE
1 stop17h 11mAlaska Airlines
Tue 12/93:51 pmMKE - PDX
1 stop20h 59mAlaska Airlines
Deal found 11/9$313
This Alaska Airlines deal was found by Cheapflights users on 11/10. 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.
Thu 12/49:00 amEUG - MKE
1 stop27h 55mAlaska Airlines
Tue 12/93:51 pmMKE - EUG
1 stop7h 39mAlaska Airlines
Deal found 11/10$314
This Delta deal was found by Cheapflights users on 11/10. 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 12/911:35 amPDX - MKE
2 stops7h 46mDelta
Wed 12/106:00 amMKE - PDX
2 stops11h 33mDelta
Deal found 11/10$314
This Delta deal was found by Cheapflights users on 11/9. 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 12/69:10 amPDX - MKE
2 stops10h 36mDelta
Tue 12/911:29 amMKE - PDX
1 stop8h 14mDelta
Deal found 11/9$315
This Trip.com deal was found by Cheapflights users on 11/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:03 amBOI - MKE
1 stop7h 52mHawaiian Airlines
Sat 12/133:51 pmMKE - BOI
1 stop8h 59mHawaiian Airlines
Deal found 11/8$316
This United Airlines deal was found by Cheapflights users on 11/10. 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.
Thu 12/45:00 amRDM - MKE
1 stop7h 19mUnited Airlines
Sun 12/78:00 amMKE - RDM
1 stop6h 57mUnited Airlines
Deal found 11/10$319
This Alaska Airlines deal was found by Cheapflights users on 11/9. 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.
Fri 12/125:49 pmPDX - MKE
1 stop19h 06mAlaska Airlines
Mon 12/153:51 pmMKE - PDX
1 stop19h 41mAlaska Airlines
Deal found 11/9$323
This Delta deal was found by Cheapflights users on 11/10. 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 12/47:34 pmRDM - MKE
2 stops11h 11mDelta
Sun 12/77:20 amMKE - RDM
1 stop6h 21mDelta
Deal found 11/10$324

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 November 10, 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

Sat 12/6

5:30 am-5:02 pm

2 stops9h 32m

Milwaukee-Mitchell

Sat 12/13

6:00 am-3:33 pm

2 stops11h 33m

$274

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sun 12/7

7:30 pm-10:34 am

2 stops13h 04m

Milwaukee-Mitchell

Sun 12/14

4:52 pm-12:15 am

2 stops9h 23m

$274

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Fri 12/5

7:00 am-9:46 pm

2 stops12h 46m

Milwaukee-Mitchell

Tue 12/9

6:00 am-3:49 pm

2 stops11h 49m

$293

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Mon 3/2

6:00 am-2:51 pm

1 stop6h 51m

Milwaukee-Mitchell

Wed 3/11

3:47 pm-10:41 pm

1 stop8h 54m

$294

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Sat 12/6

11:44 am-9:21 pm

2 stops8h 37m

Milwaukee-Mitchell

Sat 12/13

11:30 am-8:20 pm

2 stops9h 50m

$294

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Tue 1/6

7:30 am-9:32 pm

2 stops13h 02m

Milwaukee-Mitchell

Sat 1/10

6:55 am-6:28 pm

2 stops12h 33m

$294

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Tue 1/6

8:15 am-3:43 pm

1 stop6h 28m

Milwaukee-Mitchell

Sat 1/10

6:00 am-12:39 pm

1 stop7h 39m

$297

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 12/9

11:35 am-9:21 pm

2 stops7h 46m

Milwaukee-Mitchell

Wed 12/10

6:00 am-3:33 pm

2 stops11h 33m

$314

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Thu 2/26

5:44 pm-2:51 pm

1 stop19h 07m

Milwaukee-Mitchell

Wed 3/4

3:47 pm-1:02 pm

1 stop23h 15m

$315

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Mon 3/9

12:55 am-11:21 am

1 stop8h 26m

Milwaukee-Mitchell

Wed 3/11

12:00 pm-4:51 pm

1 stop6h 51m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 52 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, August is the cheapest month in which you can book a flight from Oregon to Milwaukee (average of $88). Flying from Oregon to Milwaukee in March is currently the most expensive (average of $249). 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 November 10, 2025.

It’s typically best to fly out from Oregon to Milwaukee in the evening. Doing so could potentially save you 15% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Oregon to Milwaukee?

Use this chart to determine the cheapest time to fly round-trip from Oregon to Milwaukee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Oregon to Milwaukee flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 6h 28m. 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?

    $142 is the cheapest one-way deal found within the past few days, from Sun Country Air. You may also be able to find cheap deals on Alaska Airlines and Delta, with prices starting from $158 and $164, 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, August is the cheapest month in which you can book a flight from Oregon to Milwaukee (average of $88). Flying from Oregon to Milwaukee in March is currently the most expensive (average of $249). 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
Sheboygan
New Berlin
Oak Creek
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 5 airlines flying from Oregon to Milwaukee

Discover the top 5 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 November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$176Average$531FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$242Average$471FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$254Average$443FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$278Average$446FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$307Average$469FlexibilityNo cancel feeOn-time69%

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