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$101+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$231
(CheapOair)

One-way from

$101
(Mytrip)

Popular in

March

Cheapest in

April

Average price

$566
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. 1% potential increase in price ($5 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 31, 2025.

This CheapOair deal was found by Cheapflights users on 3/30. 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.
Wed 5/71:37 pmPDX - MKE
1 stop27h 22mSpirit Airlines
Tue 5/137:54 pmMKE - PDX
1 stop18h 48mSpirit Airlines
Deal found 3/30$231
This Frontier deal was found by Cheapflights users on 3/30. 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.
Sun 5/46:20 amPDX - MKE
1 stop7h 05mFrontier
Sun 5/114:25 pmMKE - PDX
1 stop10h 19mFrontier
Deal found 3/30$240
This Delta deal was found by Cheapflights users on 3/29. 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 5/132:10 pmPDX - MKE
1 stop7h 44mDelta
Tue 5/2012:38 pmMKE - PDX
1 stop8h 21mDelta
Deal found 3/29$257
This Delta deal was found by Cheapflights users on 3/30. 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 8/197:28 pmRDM - MKE
2 stops10h 45mDelta
Sun 8/311:05 pmMKE - RDM
2 stops11h 42mDelta
Deal found 3/30$259
This FlightHub deal was found by Cheapflights users on 3/30. 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.
Sat 4/126:40 amPDX - MKE
1 stop24h 47mMultiple Airlines
Sat 4/197:48 pmMKE - PDX
1 stop15h 24mMultiple Airlines
Deal found 3/30$276
This Hawaiian Airlines deal was found by Cheapflights users on 3/31. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/161:30 pmRDM - MKE
1 stop8h 29mHawaiian Airlines
Tue 9/307:00 amMKE - RDM
1 stop7h 36mHawaiian Airlines
Deal found 3/31$278
This Alaska Airlines deal was found by Cheapflights users on 3/30. 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 9/94:00 pmRDM - MKE
1 stop5h 59mAlaska Airlines
Sat 9/207:00 amMKE - RDM
1 stop7h 36mAlaska Airlines
Deal found 3/30$279
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/911:59 pmPDX - MKE
1 stop8h 34mAmerican Airlines
Tue 5/1312:16 pmMKE - PDX
1 stop10h 20mAmerican Airlines
Deal found 3/30$297
This United Airlines deal was found by Cheapflights users on 3/30. 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 8/157:32 pmRDM - MKE
2 stops12h 30mUnited Airlines
Sat 8/238:30 amMKE - RDM
1 stop6h 50mUnited Airlines
Deal found 3/30$318
This Trip.com deal was found by Cheapflights users on 3/30. 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.
Thu 9/112:30 pmPDX - MKE
1 stop7h 29mHawaiian Airlines
Wed 9/177:00 amMKE - PDX
1 stop7h 24mHawaiian Airlines
Deal found 3/30$335
This Alaska Airlines deal was found by Cheapflights users on 3/30. 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.
Mon 9/81:36 pmEUG - MKE
1 stop8h 23mAlaska Airlines
Tue 9/167:00 amMKE - EUG
1 stop7h 42mAlaska Airlines
Deal found 3/30$350
This United deal was found by Cheapflights users on 3/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/77:54 amPDX - MKE
2 stops12h 21mUnited Airlines
Tue 5/131:10 pmMKE - PDX
1 stop7h 35mUnited Airlines
Deal found 3/30$352

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 March 31, 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 5/7

1:37 pm-6:59 pm

1 stop27h 22m

Milwaukee-Mitchell

Tue 5/13

7:54 pm-12:42 pm

1 stop18h 48m

$231

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sun 5/4

6:20 am-3:25 pm

1 stop7h 05m

Milwaukee-Mitchell

Sun 5/11

4:25 pm-12:44 am

1 stop10h 19m

$240

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 5/13

2:10 pm-11:54 pm

1 stop7h 44m

Milwaukee-Mitchell

Tue 5/20

12:38 pm-6:59 pm

1 stop8h 21m

$257

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Tue 8/19

7:28 pm-8:13 am

2 stops10h 45m

Milwaukee-Mitchell

Sun 8/31

1:05 pm-10:47 pm

2 stops11h 42m

$259

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sat 4/12

6:40 am-9:27 am

1 stop24h 47m

Milwaukee-Mitchell

Sat 4/19

7:48 pm-9:12 am

1 stop15h 24m

$276

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Tue 9/16

1:30 pm-11:59 pm

1 stop8h 29m

Milwaukee-Mitchell

Tue 9/30

7:00 am-12:36 pm

1 stop7h 36m

$278

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Tue 9/9

4:00 pm-11:59 pm

1 stop5h 59m

Milwaukee-Mitchell

Sat 9/20

7:00 am-12:36 pm

1 stop7h 36m

$279

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 5/9

11:59 pm-10:33 am

1 stop8h 34m

Milwaukee-Mitchell

Tue 5/13

12:16 pm-8:36 pm

1 stop10h 20m

$297

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Fri 8/15

7:32 pm-10:02 am

2 stops12h 30m

Milwaukee-Mitchell

Sat 8/23

8:30 am-1:20 pm

1 stop6h 50m

$318

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 9/11

2:30 pm-11:59 pm

1 stop7h 29m

Milwaukee-Mitchell

Wed 9/17

7:00 am-12:24 pm

1 stop7h 24m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 47 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 March 31, 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 March 31, 2025.
Read through reviews of airlines operating flights from Oregon to Milwaukee, such as Alaska Airlines, Southwest and Delta. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,818 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,276 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Hawaiian Airlines
7.9
Good
2,342 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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?

    $101 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and Alaska Airlines, with prices starting from $118 and $128, 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, 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 7 airlines flying from Oregon to Milwaukee

Discover the top 7 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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$254FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$143Average$261FlexibilityNo cancel feeOn-time65%
DeltaCheapest$225Average$543FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$295Average$600FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$306Average$518FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$326Average$578FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$362Average$464FlexibilityNo cancel feeOn-time63%
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