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$93+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$287
(Mytrip)

One-way from

$93
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$475
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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High demand for flights, 4% potential price rise
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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 May 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 May 1, 2025.

This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/146:39 pmPDX - MKE
1 stop23h 43mSpirit Airlines
Tue 6/179:22 pmMKE - PDX
1 stop15h 55mSpirit Airlines
Deal found 4/29$287
This Delta deal was found by Cheapflights users on 4/30. 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.
Wed 6/255:20 amBOI - MKE
1 stop5h 16mDelta
Tue 7/13:07 pmMKE - BOI
1 stop8h 22mDelta
Deal found 4/30$287
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/85:50 pmPDX - MKE
1 stop23h 21mMultiple Airlines
Sun 6/156:35 pmMKE - PDX
1 stop6h 11mMultiple Airlines
Deal found 4/30$289
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 8/1412:30 pmRDM - MKE
1 stop7h 19mAmerican Airlines
Tue 8/196:16 amMKE - RDM
1 stop7h 26mAmerican Airlines
Deal found 4/30$289
This Delta deal was found by Cheapflights users on 4/30. 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.
Thu 8/147:28 pmRDM - MKE
2 stops10h 45mDelta
Tue 8/195:00 pmMKE - RDM
2 stops8h 32mDelta
Deal found 4/30$299
This Sun Country Air deal was found by Cheapflights users on 4/28. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/296:00 amPDX - MKE
1 stop9h 41mSun Country Air
Thu 7/106:30 pmMKE - PDX
1 stop6h 16mSun Country Air
Deal found 4/28$300
This United Airlines deal was found by Cheapflights users on 4/30. 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 8/155:00 amEUG - MKE
1 stop6h 28mUnited Airlines
Sun 8/175:15 amMKE - EUG
2 stops8h 55mUnited Airlines
Deal found 4/30$302
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1312:09 amPDX - MKE
1 stop7h 24mAmerican Airlines
Tue 6/175:05 amMKE - PDX
1 stop6h 34mAmerican Airlines
Deal found 4/29$325
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/16:20 amPDX - MKE
1 stop6h 28mFrontier
Sun 5/44:15 pmMKE - PDX
1 stop10h 23mFrontier
Deal found 4/29$340
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/175:00 amPDX - MKE
1 stop6h 26mUnited Airlines
Sat 5/314:00 pmMKE - PDX
1 stop8h 35mUnited Airlines
Deal found 4/29$345
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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.
Fri 5/161:25 pmPDX - MKE
1 stop8h 34mAlaska Airlines
Tue 5/206:18 amMKE - PDX
1 stop8h 00mAlaska Airlines
Deal found 4/30$346
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/19:15 pmPDX - MKE
1 stop10h 35mSouthwest
Tue 7/87:20 pmMKE - PDX
1 stop6h 05mSouthwest
Deal found 4/28$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 May 1, 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

Sat 6/14

6:39 pm-8:22 pm

1 stop23h 43m

Milwaukee-Mitchell

Tue 6/17

9:22 pm-11:17 am

1 stop15h 55m

$287

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Wed 6/25

5:20 am-11:36 am

1 stop5h 16m

Milwaukee-Mitchell

Tue 7/1

3:07 pm-10:29 pm

1 stop8h 22m

$287

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sun 6/8

5:50 pm-7:11 pm

1 stop23h 21m

Milwaukee-Mitchell

Sun 6/15

6:35 pm-10:46 pm

1 stop6h 11m

$289

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Thu 8/14

12:30 pm-9:49 pm

1 stop7h 19m

Milwaukee-Mitchell

Tue 8/19

6:16 am-11:42 am

1 stop7h 26m

$289

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Thu 8/14

7:28 pm-8:13 am

2 stops10h 45m

Milwaukee-Mitchell

Tue 8/19

5:00 pm-11:32 pm

2 stops8h 32m

$299

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sun 6/29

6:00 am-5:41 pm

1 stop9h 41m

Milwaukee-Mitchell

Thu 7/10

6:30 pm-10:46 pm

1 stop6h 16m

$300

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Fri 8/15

5:00 am-1:28 pm

1 stop6h 28m

Milwaukee-Mitchell

Sun 8/17

5:15 am-12:10 pm

2 stops8h 55m

$302

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 6/13

12:09 am-9:33 am

1 stop7h 24m

Milwaukee-Mitchell

Tue 6/17

5:05 am-9:39 am

1 stop6h 34m

$325

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sat 5/17

5:00 am-1:26 pm

1 stop6h 26m

Milwaukee-Mitchell

Sat 5/31

4:00 pm-10:35 pm

1 stop8h 35m

$345

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 5/16

1:25 pm-11:59 pm

1 stop8h 34m

Milwaukee-Mitchell

Tue 5/20

6:18 am-12:18 pm

1 stop8h 00m

$346

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 May 1, 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 May 1, 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
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,408 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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?

    $93 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 United Airlines, with prices starting from $116 and $144, 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 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, 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$291FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$143Average$261FlexibilityNo cancel feeOn-time65%
DeltaCheapest$225Average$542FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$507FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$295Average$611FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$326Average$571FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$362Average$482FlexibilityNo cancel feeOn-time63%

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