Milwaukee

$149+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Oct 16 — Oct 231
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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 16, 2025.

Round-trip from

$164
(Kiwi.com)

One-way from

$149
(Southwest)

Popular in

March

Cheapest in

April

Average price

$431
From Oregon to Milwaukee-Mitchell
One-way flight from Oregon to Milwaukee-Mitchell
High demand for flights, 0% potential price rise
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in September 2025

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 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com 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 9/15$164
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:52 pmPDX - MKE
1 stop28h 27mFrontier
Mon 11/178:04 pmMKE - PDX
1 stop17h 52mFrontier
Deal found 9/14$167
This Trip.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/296:28 amBOI - MKE
1 stop7h 32mHawaiian Airlines
Wed 11/53:56 pmMKE - BOI
1 stop7h 24mHawaiian Airlines
Deal found 9/14$223
This Frontier deal was found by Cheapflights users on 9/13. 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.
Mon 9/296:05 amPDX - MKE
1 stop11h 14mFrontier
Fri 10/37:36 pmMKE - PDX
1 stop6h 36mFrontier
Deal found 9/13$242
This Delta deal was found by Cheapflights users on 9/14. 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 10/291:39 pmBOI - MKE
1 stop9h 16mDelta
Wed 11/52:55 pmMKE - BOI
2 stops10h 04mDelta
Deal found 9/14$244
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 11/82:31 pmBOI - MKE
1 stop5h 52mUnited Airlines
Tue 11/116:05 amMKE - BOI
1 stop6h 34mUnited Airlines
Deal found 9/14$268
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2312:43 pmPDX - MKE
1 stop28h 35mMultiple Airlines
Sun 10/266:40 pmMKE - PDX
2 stops19h 08mMultiple Airlines
Deal found 9/15$273
This Delta deal was found by Cheapflights users on 9/14. 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 11/811:12 amBOI - MKE
2 stops8h 30mDelta
Tue 11/119:10 amMKE - BOI
1 stop5h 54mDelta
Deal found 9/14$273
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:28 pmPDX - MKE
2 stops22h 50mMultiple Airlines
Mon 10/278:04 pmMKE - PDX
1 stop17h 52mMultiple Airlines
Deal found 9/15$293
This Sun Country Air deal was found by Cheapflights users on 9/14. 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.
Wed 10/156:40 pmPDX - MKE
1 stop23h 09mSun Country Air
Sun 10/196:15 pmMKE - PDX
1 stop6h 31mSun Country Air
Deal found 9/14$295
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sat 11/224:20 pmBOI - MKE
1 stop7h 25mSouthwest
Mon 11/248:05 pmMKE - BOI
1 stop5h 30mSouthwest
Deal found 9/15$297
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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 10/284:10 pmMFR - MKE
1 stop20h 50mAlaska Airlines
Fri 10/313:56 pmMKE - MFR
1 stop21h 34mAlaska Airlines
Deal found 9/14$298

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 16, 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

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Wed 10/29

6:28 am-3:00 pm

1 stop7h 32m

Milwaukee-Mitchell

Wed 11/5

3:56 pm-10:20 pm

1 stop7h 24m

$223

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Sat 11/8

2:31 pm-9:23 pm

1 stop5h 52m

Milwaukee-Mitchell

Tue 11/11

6:05 am-11:39 am

1 stop6h 34m

$268

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Sat 11/22

4:20 pm-12:45 am

1 stop7h 25m

Milwaukee-Mitchell

Mon 11/24

8:05 pm-12:35 am

1 stop5h 30m

$297

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Tue 10/28

12:38 pm-9:30 pm

1 stop6h 52m

Milwaukee-Mitchell

Fri 10/31

2:55 pm-10:50 pm

2 stops9h 55m

$304

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Sun 12/7

12:41 pm-9:49 pm

1 stop7h 08m

Milwaukee-Mitchell

Mon 12/15

3:07 pm-11:59 pm

2 stops10h 52m

$304

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Fri 12/12

5:53 am-2:50 pm

1 stop6h 57m

Milwaukee-Mitchell

Tue 12/16

3:46 pm-9:15 pm

1 stop7h 29m

$308

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Sat 12/6

6:00 am-9:49 pm

2 stops13h 49m

Milwaukee-Mitchell

Thu 12/11

9:40 am-4:43 pm

2 stops9h 03m

$309

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Mon 11/10

12:35 am-8:15 am

1 stop5h 40m

Milwaukee-Mitchell

Tue 11/18

12:12 pm-10:41 pm

2 stops12h 29m

$314

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 11/12

5:26 pm-8:15 am

2 stops12h 49m

Milwaukee-Mitchell

Wed 11/19

9:10 am-12:48 pm

1 stop5h 38m

$314

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Tue 12/9

12:41 pm-9:49 pm

1 stop7h 08m

Milwaukee-Mitchell

Fri 12/12

7:31 pm-10:59 am

2 stops17h 28m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 16, 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?

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 5h 52m. 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?

    $149 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Frontier and Delta, with prices starting from $157 and $159, respectively.

  • What are the most popular routes 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
Sheboygan
Oak Creek
New Berlin
Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

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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.

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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$298FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$466FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$242Average$480FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$278Average$450FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$286Average$502FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$317Average$534FlexibilityNo cancel feeOn-time69%

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