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$120+ 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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
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 octubre 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$274
(Delta)

One-way from

$120
(Delta)

Popular in

March

Cheapest in

April

Average price

$494
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. 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 October 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 octubre 28, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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.
dom. 12/711:35 amPDX - MKE
2 stops7h 46mDelta
dom. 12/1411:29 amMKE - PDX
2 stops9h 21mDelta
Deal found 10/28$274
This Delta deal was found by Cheapflights users on 10/28. 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.
mar. 12/27:30 pmPDX - MKE
2 stops13h 04mDelta
lun. 12/84:52 pmMKE - PDX
2 stops9h 23mDelta
Deal found 10/28$290
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
vie. 12/55:49 pmPDX - MKE
1 stop19h 06mAlaska Airlines
vie. 12/123:51 pmMKE - PDX
1 stop19h 41mAlaska Airlines
Deal found 10/28$293
This Alaska Airlines deal was found by Cheapflights users on 10/26. 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.
jue. 12/41:34 pmPDX - MKE
1 stop23h 21mAlaska Airlines
mar. 12/93:51 pmMKE - PDX
1 stop23h 59mAlaska Airlines
Deal found 10/26$294
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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. 12/155:49 pmPDX - MKE
1 stop19h 06mAlaska Airlines
mar. 12/237:00 amMKE - PDX
1 stop25h 18mAlaska Airlines
Deal found 10/28$303
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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.
dom. 12/75:49 pmPDX - MKE
1 stop19h 06mAlaska Airlines
dom. 12/143:51 pmMKE - PDX
1 stop19h 41mAlaska Airlines
Deal found 10/28$304
This Delta deal was found by Cheapflights users on 10/26. 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.
mié. 12/312:32 amPDX - MKE
1 stop8h 02mDelta
mar. 12/96:00 amMKE - PDX
2 stops9h 13mDelta
Deal found 10/26$315
This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/207:59 pmPDX - MKE
2 stops10h 16mDelta
dom. 11/236:10 amMKE - PDX
2 stops11h 23mDelta
Deal found 10/27$316
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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.
jue. 12/256:14 amPDX - MKE
1 stop5h 55mAlaska Airlines
jue. 1/17:00 amMKE - PDX
1 stop7h 13mAlaska Airlines
Deal found 10/28$318
This Delta deal was found by Cheapflights users on 10/28. 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. 12/63:13 pmBOI - MKE
1 stop5h 08mDelta
lun. 12/87:31 pmMKE - BOI
1 stop5h 38mDelta
Deal found 10/28$320
This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/511:24 amEUG - MKE
2 stops8h 22mDelta
mar. 12/91:12 pmMKE - EUG
2 stops11h 59mDelta
Deal found 10/27$322
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
vie. 12/55:45 pmEUG - MKE
1 stop19h 10mAlaska Airlines
mar. 12/93:51 pmMKE - EUG
1 stop22h 45mAlaska Airlines
Deal found 10/27$332

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 octubre 28, 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

dom. 12/7

11:35 am-9:21 pm

2 stops7h 46m

Milwaukee-Mitchell

dom. 12/14

4:52 pm-12:15 am

2 stops9h 23m

$274

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

jue. 1/15

7:00 am-3:43 pm

1 stop6h 43m

Milwaukee-Mitchell

mar. 1/20

8:00 am-1:45 pm

1 stop7h 45m

$298

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

sáb. 1/17

12:05 pm-9:00 pm

1 stop6h 55m

Milwaukee-Mitchell

mié. 1/21

6:05 am-11:45 am

1 stop7h 40m

$298

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

dom. 12/7

1:34 pm-2:55 pm

1 stop23h 21m

Milwaukee-Mitchell

dom. 12/14

3:51 pm-9:32 am

1 stop19h 41m

$304

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mié. 12/3

12:32 am-10:34 am

1 stop8h 02m

Milwaukee-Mitchell

mar. 12/9

6:00 am-1:13 pm

2 stops9h 13m

$315

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

lun. 12/8

12:32 am-10:34 am

1 stop8h 02m

Milwaukee-Mitchell

dom. 12/14

4:52 pm-12:15 am

2 stops9h 23m

$315

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

sáb. 12/6

5:35 am-2:27 pm

1 stop7h 52m

Milwaukee-Mitchell

lun. 12/8

7:31 pm-12:09 am

1 stop5h 38m

$320

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

jue. 1/15

5:00 am-2:22 pm

1 stop7h 22m

Milwaukee-Mitchell

mar. 1/20

8:00 am-1:07 pm

1 stop7h 07m

$322

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

jue. 2/19

1:25 pm-1:45 pm

1 stop22h 20m

Milwaukee-Mitchell

lun. 2/23

2:36 pm-9:02 pm

1 stop8h 26m

$322

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mié. 1/14

6:20 am-6:25 pm

2 stops10h 05m

Milwaukee-Mitchell

lun. 1/19

6:10 pm-10:30 pm

1 stop6h 20m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 43 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 $256). 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 octubre 28, 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 43m. The distance from Oregon to Milwaukee is about 1712 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?

    $120 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and Alaska Airlines, with prices starting from $168 and $227, 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 $256). 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 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 octubre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$261FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$532FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$242Average$475FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$278Average$447FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$286Average$492FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$307Average$469FlexibilityNo cancel feeOn-time69%

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