HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$150+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oregon to Milwaukee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$256
(Delta)

One-way from

$150
(United Airlines)

Popular in

March

Cheapest in

January

Average price

$403
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. 2% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 18, 2025.

This Delta deal was found by Cheapflights users on 11/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/92:23 pmPDX - MKE
2 stops18h 11mDelta
Mon 12/157:20 amMKE - PDX
2 stops13h 30mDelta
Deal found 11/15$256
This Alaska Airlines deal was found by Cheapflights users on 11/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/99:44 pmPDX - MKE
1 stop15h 11mAlaska Airlines
Tue 12/163:51 pmMKE - PDX
1 stop10h 28mAlaska Airlines
Deal found 11/15$264
This Delta deal was found by Cheapflights users on 11/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/92:23 pmPDX - MKE
2 stops18h 11mDelta
Fri 12/127:31 pmMKE - PDX
2 stops14h 57mDelta
Deal found 11/15$274
This Delta deal was found by Cheapflights users on 11/16. 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 12/1011:20 amRDM - MKE
2 stops8h 26mDelta
Sat 12/133:07 pmMKE - RDM
2 stops9h 43mDelta
Deal found 11/16$276
This Alaska Airlines deal was found by Cheapflights users on 11/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/129:44 pmPDX - MKE
1 stop15h 11mAlaska Airlines
Tue 12/163:51 pmMKE - PDX
1 stop10h 28mAlaska Airlines
Deal found 11/15$294
This Alaska Airlines deal was found by Cheapflights users on 11/16. 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 12/210:00 amBOI - MKE
1 stop27h 55mAlaska Airlines
Sat 12/63:51 pmMKE - BOI
1 stop8h 05mAlaska Airlines
Deal found 11/16$296
This Delta deal was found by Cheapflights users on 11/16. 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 12/212:55 pmBOI - MKE
1 stop7h 51mDelta
Sat 12/610:34 amMKE - BOI
2 stops10h 00mDelta
Deal found 11/16$302
This Alaska Airlines deal was found by Cheapflights users on 11/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/109:44 pmPDX - MKE
1 stop15h 11mAlaska Airlines
Tue 12/163:51 pmMKE - PDX
1 stop19h 41mAlaska Airlines
Deal found 11/15$303
This Alaska Airlines deal was found by Cheapflights users on 11/18. 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 12/166:03 amBOI - MKE
1 stop7h 52mAlaska Airlines
Tue 12/233:05 pmMKE - BOI
1 stop9h 32mAlaska Airlines
Deal found 11/18$303
This Alaska Airlines deal was found by Cheapflights users on 11/18. 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.
Sun 12/285:56 amEUG - MKE
1 stop16h 03mAlaska Airlines
Mon 1/53:05 pmMKE - EUG
1 stop20h 18mAlaska Airlines
Deal found 11/18$304
This Alaska Airlines deal was found by Cheapflights users on 11/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/119:44 pmPDX - MKE
1 stop15h 11mAlaska Airlines
Tue 12/163:51 pmMKE - PDX
1 stop10h 28mAlaska Airlines
Deal found 11/15$304
This Delta deal was found by Cheapflights users on 11/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/92:23 pmPDX - MKE
2 stops18h 11mDelta
Wed 12/176:00 amMKE - PDX
1 stop8h 54mDelta
Deal found 11/15$309

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 18, 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

Wed 12/10

7:30 pm-10:34 am

2 stops13h 04m

Milwaukee-Mitchell

Sun 12/14

7:31 pm-10:55 am

2 stops17h 24m

$256

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sat 12/13

9:10 am-9:46 pm

2 stops10h 36m

Milwaukee-Mitchell

Wed 12/17

6:00 am-3:33 pm

2 stops11h 33m

$256

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sat 12/13

11:35 am-9:46 pm

2 stops8h 11m

Milwaukee-Mitchell

Sun 12/14

7:31 pm-8:28 am

2 stops14h 57m

$256

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sun 12/7

7:30 pm-10:34 am

2 stops13h 04m

Milwaukee-Mitchell

Sun 12/14

11:29 am-6:50 pm

2 stops9h 21m

$256

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 12/9

9:44 pm-2:55 pm

1 stop15h 11m

Milwaukee-Mitchell

Tue 12/16

3:51 pm-12:19 am

1 stop10h 28m

$264

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Wed 3/4

6:00 am-8:23 pm

2 stops12h 23m

Milwaukee-Mitchell

Mon 3/9

3:15 pm-11:50 pm

2 stops10h 35m

$276

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 1/7

7:10 am-9:15 pm

2 stops12h 05m

Milwaukee-Mitchell

Tue 1/13

11:03 am-6:50 pm

2 stops9h 47m

$276

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Sat 2/21

6:05 am-8:23 pm

2 stops12h 18m

Milwaukee-Mitchell

Tue 2/24

6:30 am-4:40 pm

2 stops12h 10m

$276

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Wed 12/10

11:20 am-9:46 pm

2 stops8h 26m

Milwaukee-Mitchell

Sat 12/13

3:07 pm-10:50 pm

2 stops9h 43m

$276

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Fri 3/6

8:50 am-9:36 pm

2 stops11h 46m

Milwaukee-Mitchell

Tue 3/10

7:15 am-6:25 pm

2 stops12h 10m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 57 results
1
2
3
...
6

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 $242). 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 18, 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.

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 6h 30m. The distance from Oregon to Milwaukee is about 1756 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?

    $150 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 American Airlines, with prices starting from $158 and $159, respectively.

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

    Most travelers choose Portland - Milwaukee-Mitchell, Boise Air Term. Gowen Fld - Milwaukee-Mitchell or Bend/Redmond - 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 $242). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oregon to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Seattle to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Boston to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Denver to O'Hare Intl flights
Seattle to Minneapolis flights
John F Kennedy Intl to Minneapolis flights
Philadelphia to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Newark to Minneapolis flights
Minneapolis to O'Hare Intl flights
Dallas/Fort Worth to Minneapolis flights
Hobby to O'Hare Intl flights
Tampa to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Denver to Minneapolis flights
George Bush Intcntl to O'Hare Intl flights
LaGuardia to Minneapolis flights
Santa Ana to O'Hare Intl flights
Ontario to O'Hare Intl flights
Austin to O'Hare Intl flights
Baltimore to Minneapolis flights
Fort Lauderdale to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Dulles Intl to Minneapolis flights
Love Field to O'Hare Intl flights
San Diego to O'Hare Intl flights
Orlando to O'Hare Intl flights
Los Angeles to Minneapolis flights
Sky Harbor Intl to Minneapolis flights
Cleveland to O'Hare Intl flights
San Francisco to Minneapolis flights
Hartford to O'Hare Intl flights
Portland to O'Hare Intl flights
Reagan-National to Minneapolis flights
Miami to O'Hare Intl flights
Columbus to O'Hare Intl flights
LaGuardia to Milwaukee flights
John F Kennedy Intl to Milwaukee flights
Portland to Minneapolis flights
Atlanta to Minneapolis flights
Nashville to O'Hare Intl flights

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 18, 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%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.