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$135+ 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 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$286
(Hawaiian Airlines)

One-way from

$135
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$516
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, 3% 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 June 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 June 12, 2025.

This Hawaiian Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 9/274:34 pmBOI - MKE
1 stop6h 25mHawaiian Airlines
Mon 9/296:30 amMKE - BOI
1 stop9h 30mHawaiian Airlines
Deal found 6/11$286
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Tue 9/21:07 pmBOI - MKE
1 stop5h 11mAmerican Airlines
Mon 9/86:18 amMKE - BOI
1 stop7h 14mAmerican Airlines
Deal found 6/12$287
This Delta deal was found by Cheapflights users on 6/10. 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 7/41:46 pmBOI - MKE
1 stop9h 12mDelta
Sat 7/56:38 amMKE - BOI
2 stops10h 12mDelta
Deal found 6/10$292
This Hawaiian Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 9/241:35 pmEUG - MKE
1 stop8h 24mHawaiian Airlines
Sun 9/286:30 amMKE - EUG
1 stop8h 09mHawaiian Airlines
Deal found 6/11$296
This Southwest deal was found by Cheapflights users on 6/12. 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.
Thu 9/412:05 pmBOI - MKE
2 stops10h 40mSouthwest
Sun 9/75:20 amMKE - BOI
1 stop5h 50mSouthwest
Deal found 6/12$318
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Fri 8/19:03 pmMFR - MKE
2 stops16h 39mMultiple Airlines
Sun 8/102:51 pmMKE - MFR
1 stop25h 49mMultiple Airlines
Deal found 6/10$321
This Delta deal was found by Cheapflights users on 6/12. 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.
Sat 9/65:30 pmMFR - MKE
2 stops12h 43mDelta
Tue 9/97:30 amMKE - MFR
2 stops11h 20mDelta
Deal found 6/12$332
This Southwest deal was found by Cheapflights users on 6/10. 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.
Thu 10/234:05 pmEUG - MKE
1 stop6h 15mSouthwest
Mon 10/275:20 amMKE - EUG
1 stop11h 05mSouthwest
Deal found 6/10$333
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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 9/2412:50 pmEUG - MKE
2 stops9h 09mAlaska Airlines
Sun 9/286:30 amMKE - EUG
1 stop8h 09mAlaska Airlines
Deal found 6/11$336
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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 9/122:30 pmPDX - MKE
1 stop7h 29mAlaska Airlines
Sat 9/206:30 amMKE - PDX
1 stop6h 27mAlaska Airlines
Deal found 6/11$340
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Wed 7/233:10 pmPDX - MKE
1 stop20h 46mSpirit Airlines
Sun 7/274:37 pmMKE - PDX
2 stops23h 38mSpirit Airlines
Deal found 6/11$341
This Southwest deal was found by Cheapflights users on 6/11. 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.
Fri 11/712:50 pmPDX - MKE
2 stops9h 15mSouthwest
Mon 11/103:35 pmMKE - PDX
2 stops10h 00mSouthwest
Deal found 6/11$342

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 June 12, 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

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Sat 9/27

4:34 pm-11:59 pm

1 stop6h 25m

Milwaukee-Mitchell

Mon 9/29

6:30 am-3:00 pm

1 stop9h 30m

$286

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Tue 9/2

1:07 pm-7:18 pm

1 stop5h 11m

Milwaukee-Mitchell

Mon 9/8

6:18 am-12:32 pm

1 stop7h 14m

$287

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Fri 7/4

1:46 pm-11:58 pm

1 stop9h 12m

Milwaukee-Mitchell

Sat 7/5

6:38 am-3:50 pm

2 stops10h 12m

$292

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Wed 9/24

1:35 pm-11:59 pm

1 stop8h 24m

Milwaukee-Mitchell

Sun 9/28

6:30 am-12:39 pm

1 stop8h 09m

$296

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Thu 9/4

12:05 pm-11:45 pm

2 stops10h 40m

Milwaukee-Mitchell

Sun 9/7

5:20 am-10:10 am

1 stop5h 50m

$318

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Fri 8/1

9:03 pm-3:42 pm

2 stops16h 39m

Milwaukee-Mitchell

Sun 8/10

2:51 pm-2:40 pm

1 stop25h 49m

$321

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 8/15

6:35 am-7:13 pm

1 stop10h 38m

Milwaukee-Mitchell

Sun 8/24

8:02 pm-12:15 am

1 stop6h 13m

$331

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Sat 9/6

5:30 pm-8:13 am

2 stops12h 43m

Milwaukee-Mitchell

Tue 9/9

7:30 am-4:50 pm

2 stops11h 20m

$332

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Thu 10/23

4:05 pm-12:20 am

1 stop6h 15m

Milwaukee-Mitchell

Mon 10/27

5:20 am-2:25 pm

1 stop11h 05m

$333

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Wed 9/24

12:50 pm-11:59 pm

2 stops9h 09m

Milwaukee-Mitchell

Sun 9/28

6:30 am-12:39 pm

1 stop8h 09m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 57 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 June 12, 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 June 12, 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
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

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
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

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
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

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
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

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
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

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?

    $135 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 Hawaiian Airlines and Sun Country Air, with prices starting from $139 and $140, 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
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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$58Average$228FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$254FlexibilityNo cancel feeOn-time62%
DeltaCheapest$225Average$469FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$497FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$292Average$542FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$326Average$541FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$362Average$470FlexibilityNo cancel feeOn-time63%

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