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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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$193
(Booking.com)

One-way from

$66
(CheapOair)

Popular in

March

Cheapest in

January

Average price

$412
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. 6% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Gotogate deal was found by Cheapflights users on 2/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/99:54 amPDX - MKE
1 stop21h 33mMultiple Airlines
Mon 4/217:48 pmMKE - PDX
1 stop14h 34mMultiple Airlines
Deal found 2/19$193
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 5/72:35 pmPDX - MKE
1 stop12h 54mSpirit Airlines
Tue 5/136:40 amMKE - PDX
1 stop8h 50mSpirit Airlines
Deal found 2/19$211
This Delta deal was found by Cheapflights users on 2/19. 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.
Mon 4/1412:50 amPDX - MKE
1 stop5h 39mDelta
Tue 4/222:59 pmMKE - PDX
1 stop7h 40mDelta
Deal found 2/19$237
This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/296:20 amPDX - MKE
1 stop7h 00mFrontier
Tue 6/34:22 pmMKE - PDX
1 stop10h 18mFrontier
Deal found 2/20$248
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/11:57 pmPDX - MKE
1 stop7h 01mAmerican Airlines
Mon 5/511:28 amMKE - PDX
1 stop9h 03mAmerican Airlines
Deal found 2/19$257
This Delta deal was found by Cheapflights users on 2/19. 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.
Thu 4/175:30 amBOI - MKE
1 stop7h 24mDelta
Sun 4/209:18 amMKE - BOI
1 stop6h 12mDelta
Deal found 2/19$257
This Delta deal was found by Cheapflights users on 2/19. 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.
Wed 4/912:47 pmEUG - MKE
1 stop6h 34mDelta
Fri 4/117:45 amMKE - EUG
1 stop6h 22mDelta
Deal found 2/19$327
This United deal was found by Cheapflights users on 2/19. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/157:54 amPDX - MKE
2 stops12h 21mUnited Airlines
Tue 4/223:11 pmMKE - PDX
1 stop7h 49mUnited Airlines
Deal found 2/19$333
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/71:36 pmBOI - MKE
1 stop7h 20mAmerican Airlines
Tue 3/116:00 amMKE - BOI
1 stop7h 46mAmerican Airlines
Deal found 2/20$344
This Delta deal was found by Cheapflights users on 2/20. 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.
Thu 4/101:30 pmMFR - MKE
1 stop5h 51mDelta
Tue 4/152:59 pmMKE - MFR
2 stops10h 42mDelta
Deal found 2/20$347
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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 4/11:43 pmRDM - MKE
1 stop22h 19mAlaska Airlines
Sun 4/62:58 pmMKE - RDM
1 stop8h 17mAlaska Airlines
Deal found 2/20$364
This Delta deal was found by Cheapflights users on 2/20. 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.
Thu 4/36:00 amRDM - MKE
2 stops12h 13mDelta
Wed 4/91:10 pmMKE - RDM
2 stops11h 35mDelta
Deal found 2/20$369

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 February 20, 2025.

Fly from

Oregon

Fly to

Milwaukee

Route

Depart

Return

Price

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 4/9

9:54 am-9:27 am

1 stop21h 33m

Milwaukee-Mitchell

Fri 4/11

7:48 pm-8:22 am

1 stop14h 34m

$193

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 5/7

2:35 pm-5:29 am

1 stop12h 54m

Milwaukee-Mitchell

Tue 5/13

6:40 am-1:30 pm

1 stop8h 50m

$211

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Mon 4/14

12:50 am-8:29 am

1 stop5h 39m

Milwaukee-Mitchell

Tue 4/22

2:59 pm-8:39 pm

1 stop7h 40m

$237

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 5/29

6:20 am-3:20 pm

1 stop7h 00m

Milwaukee-Mitchell

Tue 6/3

4:22 pm-12:40 am

1 stop10h 18m

$248

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 5/1

1:57 pm-10:58 pm

1 stop7h 01m

Milwaukee-Mitchell

Mon 5/5

11:28 am-6:31 pm

1 stop9h 03m

$257

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Thu 4/17

5:30 am-1:54 pm

1 stop7h 24m

Milwaukee-Mitchell

Sun 4/20

9:18 am-2:30 pm

1 stop6h 12m

$257

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Wed 4/9

12:47 pm-9:21 pm

1 stop6h 34m

Milwaukee-Mitchell

Fri 4/11

7:45 am-12:07 pm

1 stop6h 22m

$327

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 4/15

7:54 am-10:15 pm

2 stops12h 21m

Milwaukee-Mitchell

Tue 4/22

3:11 pm-9:00 pm

1 stop7h 49m

$333

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Fri 3/7

1:36 pm-9:56 pm

1 stop7h 20m

Milwaukee-Mitchell

Tue 3/11

6:00 am-12:46 pm

1 stop7h 46m

$344

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Thu 4/10

1:30 pm-9:21 pm

1 stop5h 51m

Milwaukee-Mitchell

Tue 4/15

2:59 pm-11:41 pm

2 stops10h 42m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 45 results
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2
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5

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 February 20, 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 February 20, 2025.
Read through reviews of airlines operating flights from Oregon to Milwaukee, such as Southwest, Alaska Airlines and Delta. 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
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 Delta and Alaska Airlines, with prices starting from $119 and $128, respectively.

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

    Most travelers choose Portland - Milwaukee-Mitchell, Bend/Redmond - 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, 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$86Average$235FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$143Average$279FlexibilityNo cancel feeOn-time65%
DeltaCheapest$225Average$474FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$250Average$355FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$295Average$518FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$295Average$609FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$326Average$557FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$361Average$499FlexibilityNo cancel feeOn-time63%
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