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$106+ Cheap flights from Milwaukee (MKE) to Oregon

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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Milwaukee to Oregon

Keep the following information in mind while searching for Milwaukee to Oregon flight deals. Data was last updated May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$203
(Mytrip)

One-way from

$106
(Mytrip)

Popular in

March

Cheapest in

November

Average price

$436
Provider with most accurate pricing for Milwaukee-Mitchell-Portland flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Portland flights.
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From Milwaukee-Mitchell to Oregon
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One-way flight from Milwaukee-Mitchell to Oregon
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Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
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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 Milwaukee to Oregon

Cheapest flights from Milwaukee to Oregon
Explore the most affordable flight options available from Milwaukee to Oregon. 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 5/1. 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 5/237:54 pmMKE - PDX
1 stop22h 51mSpirit Airlines
Tue 5/275:40 pmPDX - MKE
1 stop23h 19mSpirit Airlines
Deal found 5/1$203
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/297:45 pmMKE - PDX
1 stop6h 32mFrontier
Mon 6/26:35 amPDX - MKE
1 stop10h 36mFrontier
Deal found 4/30$218
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/157:54 pmMKE - MFR
1 stop21h 05mMultiple Airlines
Mon 5/199:26 pmMFR - MKE
1 stop19h 33mMultiple Airlines
Deal found 4/30$244
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.
Fri 6/205:30 pmMKE - BOI
1 stop7h 21mDelta
Mon 6/2311:40 pmBOI - MKE
1 stop8h 27mDelta
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.
Thu 7/106:30 pmMKE - PDX
1 stop6h 16mMultiple Airlines
Mon 7/142:35 pmPDX - MKE
1 stop12h 54mMultiple Airlines
Deal found 4/30$293
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.
Wed 5/143:06 pmMKE - EUG
1 stop7h 48mAlaska Airlines
Sat 5/177:25 pmEUG - MKE
1 stop16h 27mAlaska Airlines
Deal found 4/30$296
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 7/303:41 pmMKE - RDM
2 stops10h 16mDelta
Mon 8/47:30 pmRDM - MKE
2 stops10h 46mDelta
Deal found 4/30$299
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.
Wed 5/1411:25 amMKE - EUG
2 stops12h 04mUnited Airlines
Sat 5/175:00 amEUG - MKE
1 stop6h 26mUnited Airlines
Deal found 4/30$302
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.
Wed 5/143:06 pmMKE - BOI
1 stop8h 33mAlaska Airlines
Mon 5/195:39 pmBOI - MKE
1 stop19h 13mAlaska Airlines
Deal found 4/30$306
This Hawaiian 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/276:30 amMKE - PDX
1 stop7h 54mHawaiian Airlines
Tue 9/23:40 pmPDX - MKE
1 stop6h 19mHawaiian Airlines
Deal found 4/30$306
This American Airlines deal was found by Cheapflights users on 5/1. 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 7/411:20 amMKE - PDX
1 stop9h 34mAmerican Airlines
Wed 7/911:54 pmPDX - MKE
1 stop7h 39mAmerican Airlines
Deal found 5/1$307
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.
Tue 8/267:00 amMKE - PDX
1 stop6h 49mUnited Airlines
Sun 8/315:00 amPDX - MKE
2 stops8h 09mUnited Airlines
Deal found 4/30$312

Cheapflights Fare Finder

Customize your flight search to find flights from Milwaukee to Oregon 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 Milwaukee to Oregon that are best for you.

Fly from

Milwaukee

Fly to

Oregon

Route

Depart

Return

Price

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 5/23

7:54 pm-4:45 pm

1 stop22h 51m

Portland

Tue 5/27

5:40 pm-6:59 pm

1 stop23h 19m

$203

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 5/29

7:45 pm-12:17 am

1 stop6h 32m

Portland

Mon 6/2

6:35 am-7:11 pm

1 stop10h 36m

$218

MilwaukeeMedford

MKE - MFR

MKEMFR

Milwaukee-Mitchell

Wed 5/14

7:54 pm-7:27 pm

1 stop25h 33m

Medford

Sun 5/18

8:17 pm-6:59 pm

1 stop20h 42m

$275

MilwaukeeBoise

MKE - BOI

MKEBOI

Milwaukee-Mitchell

Fri 6/20

5:30 pm-11:51 pm

1 stop7h 21m

Boise Air Term. Gowen Fld

Mon 6/23

11:40 pm-9:07 am

1 stop8h 27m

$287

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 7/10

6:30 pm-10:46 pm

1 stop6h 16m

Portland

Mon 7/14

2:35 pm-5:29 am

1 stop12h 54m

$293

MilwaukeeEugene

MKE - EUG

MKEEUG

Milwaukee-Mitchell

Wed 5/14

3:06 pm-8:54 pm

1 stop7h 48m

Eugene

Sat 5/17

7:25 pm-1:52 pm

1 stop16h 27m

$296

MilwaukeeEugene

MKE - EUG

MKEEUG

Milwaukee-Mitchell

Wed 5/14

11:25 am-9:29 pm

2 stops12h 04m

Eugene

Sat 5/17

5:00 am-1:26 pm

1 stop6h 26m

$302

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 8/27

6:30 am-12:24 pm

1 stop7h 54m

Portland

Tue 9/2

3:40 pm-11:59 pm

1 stop6h 19m

$306

MilwaukeeBoise

MKE - BOI

MKEBOI

Milwaukee-Mitchell

Wed 5/14

3:06 pm-10:39 pm

1 stop8h 33m

Boise Air Term. Gowen Fld

Mon 5/19

5:39 pm-1:52 pm

1 stop19h 13m

$306

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 7/4

11:20 am-6:54 pm

1 stop9h 34m

Portland

Wed 7/9

11:54 pm-9:33 am

1 stop7h 39m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 52 results
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Best time to book a flight from Milwaukee to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon from Milwaukee 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 Milwaukee to Oregon

What is the cheapest month to book a flight from Milwaukee to Oregon?

Currently, November is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $277). Flying from Milwaukee to Oregon in March is currently the most expensive (average of $368). 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 MKE to OR?

Find hourly flight availability from Milwaukee to Oregon. 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.

When flying from Milwaukee to Oregon, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Oregon by month

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

In terms of precipitation, rainfall in Oregon ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Oregon when rainfall is around 0.7 in.

Temperature in Oregon by month

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

If weather is an important factor for your trip to Oregon, 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 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. 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 Oregon. Reviews last updated May 1, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Milwaukee to Oregon to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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 Milwaukee to Oregon. 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 from for flights from Milwaukee to Oregon?

    Most people fly from Milwaukee-Mitchell (MKE) if they book a flight from Milwaukee to Oregon. Milwaukee-Mitchell is conveniently located just 6.4 mi from Milwaukee’s city center.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $106. Sun Country Air flights start at $140 while deals on United Airlines start at $145 one-way.

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

    When deciding which route to take from Milwaukee to Oregon consider Milwaukee-Mitchell - Portland, Milwaukee-Mitchell - Eugene or Milwaukee-Mitchell - Boise Air Term. Gowen Fld as they are the most popular.

  • Can I find deals for flights from Milwaukee to Oregon that include hotel bookings?

    Yes. In addition to deals on Milwaukee to Oregon flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to Oregon?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to Oregon.

  • Can I find deals for business class flights from Milwaukee to Oregon?

    Yes. Cheapflights offers flight deals from Milwaukee to Oregon 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 Milwaukee to Oregon?

    Currently, November is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $277). Flying from Milwaukee to Oregon in March is currently the most expensive (average of $368). 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.

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Alternative routes for Milwaukee to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Milwaukee to Oregon

Discover the top 7 airlines that operate flights from Milwaukee to Oregon. 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
Spirit AirlinesCheapest$108Average$226FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$210FlexibilityNo cancel feeOn-time62%
DeltaCheapest$279Average$513FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$434FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$289Average$517FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$311Average$521FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$353Average$509FlexibilityNo cancel feeOn-time63%

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