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$105+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Mar 29 — Apr 51
Sun 3/29
Sun 4/5
1 adult, Economy
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Cheap 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 February 27, 2026.

This Delta deal was found by Cheapflights users on 2/24. 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 4/307:32 pm
PDX
-
MKE
2 stops12h 41m
Delta
Sat 5/24:00 pm
MKE
-
PDX
2 stops8h 21m
Delta
Deal found 2/24$235
This Delta deal was found by Cheapflights users on 2/25. 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 4/177:32 pm
PDX
-
MKE
2 stops11h 17m
Delta
Tue 4/217:25 am
MKE
-
PDX
2 stops11h 45m
Delta
Deal found 2/25$237
This Delta deal was found by Cheapflights users on 2/24. 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 5/111:35 am
RDM
-
MKE
2 stops9h 11m
Delta
Sat 5/24:00 pm
MKE
-
RDM
2 stops9h 06m
Delta
Deal found 2/24$237
This Delta deal was found by Cheapflights users on 2/24. 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 4/2811:35 pm
BOI
-
MKE
1 stop8h 30m
Delta
Tue 5/53:53 pm
MKE
-
BOI
1 stop5h 36m
Delta
Deal found 2/24$241
This United Airlines deal was found by Cheapflights users on 2/24. 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 4/85:00 am
PDX
-
MKE
1 stop7h 27m
United Airlines
Wed 4/155:32 pm
MKE
-
PDX
1 stop6h 57m
United Airlines
Deal found 2/24$243
This Delta deal was found by Cheapflights users on 2/25. 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 4/68:05 pm
PDX
-
MKE
2 stops10h 34m
Delta
Mon 4/131:55 pm
MKE
-
PDX
2 stops12h 01m
Delta
Deal found 2/25$252
This Delta deal was found by Cheapflights users on 2/25. 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 4/68:05 pm
PDX
-
MKE
2 stops10h 34m
Delta
Fri 4/177:25 am
MKE
-
PDX
2 stops13h 27m
Delta
Deal found 2/25$255
This Delta deal was found by Cheapflights users on 2/25. 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 4/1012:30 am
PDX
-
MKE
1 stop7h 41m
Delta
Wed 4/151:55 pm
MKE
-
PDX
1 stop9h 47m
Delta
Deal found 2/25$257
This Delta deal was found by Cheapflights users on 2/24. 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 4/811:15 pm
PDX
-
MKE
1 stop7h 35m
Delta
Wed 4/151:55 pm
MKE
-
PDX
2 stops12h 01m
Delta
Deal found 2/24$259
This Delta deal was found by Cheapflights users on 2/25. 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 4/612:30 am
PDX
-
MKE
1 stop6h 09m
Delta
Fri 4/177:25 am
MKE
-
PDX
2 stops11h 45m
Delta
Deal found 2/25$261
This Alaska Airlines deal was found by Cheapflights users on 2/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:20 pm
BOI
-
MKE
1 stop17h 53m
Alaska Airlines
Tue 5/57:00 am
MKE
-
BOI
1 stop17h 59m
Alaska Airlines
Deal found 2/27$263
This Delta deal was found by Cheapflights users on 2/25. 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 4/1012:30 am
PDX
-
MKE
1 stop7h 41m
Delta
Sat 4/181:55 pm
MKE
-
PDX
1 stop9h 47m
Delta
Deal found 2/25$271

Find flight deals from Oregon to Milwaukee

Keep the following information in mind while searching for Oregon to Milwaukee flight deals. Data was last updated February 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Delta)

One-way from

$105
(Delta)

Popular in

February

Cheapest in

January

Average price

$650
Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.
Search Deals
From Oregon to Milwaukee-Mitchell
Search Deals
One-way flight from Oregon to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 27, 2026.
Use the filters below to find and compare flights from Oregon to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Fri 5/1

11:35 am-10:46 pm

2 stops9h 11m

Milwaukee-Mitchell

Sat 5/2

4:00 pm-11:06 pm

2 stops9h 06m

$237

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sun 4/12

8:05 pm-10:13 am

2 stops12h 08m

Milwaukee-Mitchell

Wed 4/15

1:55 pm-11:56 pm

2 stops12h 01m

$292

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Sat 4/18

6:05 am-4:54 pm

2 stops8h 49m

Milwaukee-Mitchell

Sat 4/25

7:25 am-11:53 am

1 stop6h 28m

$298

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 4/7

12:30 am-8:39 am

1 stop6h 09m

Milwaukee-Mitchell

Sat 4/11

4:48 pm-9:53 pm

1 stop7h 05m

$315

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 4/8

11:15 pm-8:50 am

1 stop7h 35m

Milwaukee-Mitchell

Wed 4/15

1:55 pm-11:56 pm

2 stops12h 01m

$317

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Fri 5/8

5:43 pm-8:49 am

2 stops13h 06m

Milwaukee-Mitchell

Fri 5/15

4:01 pm-11:50 pm

2 stops9h 49m

$318

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Fri 4/24

7:20 pm-2:43 pm

1 stop18h 23m

Milwaukee-Mitchell

Fri 5/1

3:09 pm-6:34 pm

1 stop28h 25m

$333

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Thu 5/7

1:02 pm-11:50 pm

1 stop8h 48m

Milwaukee-Mitchell

Mon 5/11

5:55 am-12:00 pm

1 stop8h 05m

$340

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Thu 3/26

6:00 am-2:14 pm

1 stop7h 14m

Milwaukee-Mitchell

Thu 4/2

3:10 pm-11:56 pm

1 stop9h 46m

$342

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Thu 3/26

12:45 pm-9:15 pm

1 stop7h 30m

Milwaukee-Mitchell

Thu 4/2

3:59 pm-11:46 pm

2 stops8h 47m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 59 resultsSorted by cheapest first
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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 November is currently the most expensive (average of $237). 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.

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 7h 58m. The distance from Oregon to Milwaukee is about 1764 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?

    $118 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and Southwest, with prices starting from $136 and $139, respectively.

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

    Most travelers choose Portland - Milwaukee-Mitchell, Bend/Redmond - Milwaukee-Mitchell or Medford - 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 November is currently the most expensive (average of $237). 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 February 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$88Average$559FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$405FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$242Average$483FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$278Average$438FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$304Average$463FlexibilityNo cancel feeOn-time69%

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