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$66+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Oregon to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Oregon (USOR) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$135
(FlightHub)

One-way from

$66
(FlightHub)
From Oregon to Milwaukee-Mitchell
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One-way flight from Oregon to Milwaukee-Mitchell
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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 January 21, 2025.

This FlightHub deal was found by Cheapflights users on 1/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/126:32 amPDX - MKE
1 stop25h 00mFrontier
Tue 2/1810:32 amMKE - PDX
1 stop16h 05mFrontier
Deal found 1/20$135
This Cheapflightsfares deal was found by Cheapflights users on 1/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/211:15 amPDX - MKE
1 stop6h 54mSpirit Airlines
Wed 4/96:40 amMKE - PDX
1 stop7h 42mSpirit Airlines
Deal found 1/19$229
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/208:28 pmPDX - MKE
1 stop12h 55mMultiple Airlines
Sun 2/2310:32 amMKE - PDX
1 stop16h 05mMultiple Airlines
Deal found 1/20$240
This Delta deal was found by Cheapflights users on 1/19. 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 3/712:59 amPDX - MKE
1 stop7h 21mDelta
Wed 3/122:48 pmMKE - PDX
1 stop8h 00mDelta
Deal found 1/19$327
This Booking.com deal was found by Cheapflights users on 1/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/211:59 pmPDX - MKE
1 stop15h 42mSun Country Air
Sun 7/66:30 pmMKE - PDX
1 stop6h 16mSun Country Air
Deal found 1/20$346
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 4/81:43 pmRDM - MKE
1 stop22h 19mAlaska Airlines
Sun 4/132:58 pmMKE - RDM
1 stop8h 17mAlaska Airlines
Deal found 1/20$364
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Fri 2/215:00 amPDX - MKE
1 stop6h 17mUnited Airlines
Mon 2/242:37 pmMKE - PDX
1 stop8h 28mUnited Airlines
Deal found 1/21$368
This Alaska Airlines deal was found by Cheapflights users on 1/19. 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 3/97:35 pmPDX - MKE
1 stop16h 13mAlaska Airlines
Wed 3/122:44 pmMKE - PDX
1 stop9h 10mAlaska Airlines
Deal found 1/19$369
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Fri 2/215:00 amEUG - MKE
1 stop6h 17mUnited Airlines
Mon 2/242:37 pmMKE - EUG
1 stop8h 57mUnited Airlines
Deal found 1/21$376
This Southwest deal was found by Cheapflights users on 1/21. 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.
Wed 4/26:00 amPDX - MKE
2 stops10h 15mSouthwest
Mon 4/76:15 pmMKE - PDX
1 stop8h 00mSouthwest
Deal found 1/21$377
This Delta deal was found by Cheapflights users on 1/20. 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 2/283:00 pmBOI - MKE
1 stop5h 45mDelta
Mon 3/33:15 pmMKE - BOI
2 stops9h 29mDelta
Deal found 1/20$397
This United Airlines deal was found by Cheapflights users on 1/21. 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 2/52:32 pmBOI - MKE
1 stop5h 25mUnited Airlines
Sun 2/94:09 pmMKE - BOI
1 stop6h 34mUnited Airlines
Deal found 1/21$422

Find flights from Oregon to Milwaukee within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 2/12

6:32 am-9:32 am

1 stop25h 00m

Milwaukee-Mitchell

Tue 2/18

10:32 am-12:37 am

1 stop16h 05m

$135

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 4/2

11:15 am-8:09 pm

1 stop6h 54m

Milwaukee-Mitchell

Wed 4/9

6:40 am-12:22 pm

1 stop7h 42m

$229

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 2/20

8:28 pm-11:23 am

1 stop12h 55m

Milwaukee-Mitchell

Sun 2/23

10:32 am-12:37 am

1 stop16h 05m

$240

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 3/7

12:59 am-10:20 am

1 stop7h 21m

Milwaukee-Mitchell

Wed 3/12

2:48 pm-8:48 pm

1 stop8h 00m

$327

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 7/2

11:59 pm-5:41 pm

1 stop15h 42m

Milwaukee-Mitchell

Sun 7/6

6:30 pm-10:46 pm

1 stop6h 16m

$346

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Tue 4/8

1:43 pm-2:02 pm

1 stop22h 19m

Milwaukee-Mitchell

Sun 4/13

2:58 pm-9:15 pm

1 stop8h 17m

$364

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 2/21

5:00 am-1:17 pm

1 stop6h 17m

Milwaukee-Mitchell

Mon 2/24

2:37 pm-9:05 pm

1 stop8h 28m

$368

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sun 3/9

7:35 pm-1:48 pm

1 stop16h 13m

Milwaukee-Mitchell

Wed 3/12

2:44 pm-9:54 pm

1 stop9h 10m

$369

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Fri 2/21

5:00 am-1:17 pm

1 stop6h 17m

Milwaukee-Mitchell

Mon 2/24

2:37 pm-9:34 pm

1 stop8h 57m

$376

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 4/2

6:00 am-6:15 pm

2 stops10h 15m

Milwaukee-Mitchell

Mon 4/7

6:15 pm-12:15 am

1 stop8h 00m

$377

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 31 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.

Travel insights for flights from Oregon to Milwaukee

Get recent, data-driven insights about flights from Oregon to Milwaukee including ideal travel times, pricing trends, and more.

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 January 21, 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.

Rainfall in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milwaukee ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Milwaukee when rainfall is around 1.4 in.

Temperature in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milwaukee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated January 21, 2025.
Read through reviews of airlines operating flights from Oregon to Milwaukee, such as United Airlines, Southwest and American Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,985 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Boarding

8.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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.

  • What are the cheapest airlines to fly from Oregon to Milwaukee one-way?

    $66 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Delta, with prices starting from $110 and $164, 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 Eugene - 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, 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 Oregon?

Book flights to Oregon if you plan to visit one of these locations
Mequon
Pewaukee
Sheboygan
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 8 airlines flying from Oregon to Milwaukee

Discover the top 8 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$179FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$143Average$263FlexibilityNo cancel feeOn-time65%
DeltaCheapest$225Average$473FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$250Average$355FlexibilityNo cancel feeOn-time83%
Alaska AirlinesCheapest$295Average$627FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$306Average$520FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$326Average$552FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$361Average$507FlexibilityNo cancel feeOn-time63%
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