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$131+ 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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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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 octubre 30, 2025.

This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/148:04 pmMKE - PDX
1 stop17h 52mFrontier
dom. 11/163:26 pmPDX - MKE
1 stop25h 53mFrontier
Deal found 10/28$263
This Delta deal was found by Cheapflights users on 10/27. 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.
mié. 12/36:00 amMKE - PDX
2 stops11h 33mDelta
lun. 12/89:10 amPDX - MKE
2 stops10h 36mDelta
Deal found 10/27$274
This Delta deal was found by Cheapflights users on 10/27. 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.
sáb. 12/136:00 amMKE - EUG
2 stops11h 49mDelta
sáb. 1/1712:37 pmEUG - MKE
1 stop6h 55mDelta
Deal found 10/27$288
This Delta deal was found by Cheapflights users on 10/30. 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.
dom. 11/236:10 amMKE - PDX
2 stops11h 23mDelta
vie. 11/287:59 pmPDX - MKE
2 stops10h 16mDelta
Deal found 10/30$290
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/187:31 pmMKE - BOI
1 stop5h 38mDelta
sáb. 1/171:00 pmBOI - MKE
1 stop7h 32mDelta
Deal found 10/28$291
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/63:51 pmMKE - RDM
1 stop7h 17mAlaska Airlines
sáb. 12/131:30 pmRDM - MKE
1 stop23h 25mAlaska Airlines
Deal found 10/29$298
This Delta deal was found by Cheapflights users on 10/29. 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.
jue. 12/1111:29 amMKE - PDX
2 stops9h 21mDelta
sáb. 1/109:20 amPDX - MKE
2 stops10h 16mDelta
Deal found 10/29$299
This Delta deal was found by Cheapflights users on 10/27. 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.
jue. 11/277:20 amMKE - RDM
2 stops13h 34mDelta
mar. 12/27:34 pmRDM - MKE
2 stops13h 00mDelta
Deal found 10/27$302
This Delta deal was found by Cheapflights users on 10/29. 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.
sáb. 12/67:05 amMKE - RDM
2 stops13h 45mDelta
sáb. 12/1312:25 pmRDM - MKE
1 stop7h 21mDelta
Deal found 10/29$304
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/43:51 pmMKE - PDX
1 stop19h 41mAlaska Airlines
mié. 12/1010:40 amPDX - MKE
1 stop26h 15mAlaska Airlines
Deal found 10/29$304
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/196:10 amMKE - PDX
2 stops11h 23mDelta
dom. 11/2312:35 amPDX - MKE
1 stop5h 40mDelta
Deal found 10/28$306
This Delta deal was found by Cheapflights users on 10/29. 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.
vie. 12/123:07 pmMKE - PDX
2 stops9h 33mDelta
sáb. 1/107:10 amPDX - MKE
2 stops12h 26mDelta
Deal found 10/29$309

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 octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$263
(Mytrip)

One-way from

$131
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$408
Provider with most accurate pricing for Milwaukee-Mitchell-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Portland flights.
Search Deals
From Milwaukee-Mitchell to Oregon
Search Deals
One-way flight from Milwaukee-Mitchell to Oregon
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 octubre 30, 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

mié. 12/3

6:00 am-3:33 pm

2 stops11h 33m

Portland

lun. 12/8

9:10 am-9:46 pm

2 stops10h 36m

$274

MilwaukeeEugene

MKE - EUG

MKEEUG

Milwaukee-Mitchell

sáb. 12/13

6:00 am-3:49 pm

2 stops11h 49m

Eugene

sáb. 1/17

12:37 pm-9:32 pm

1 stop6h 55m

$288

MilwaukeeBoise

MKE - BOI

MKEBOI

Milwaukee-Mitchell

jue. 12/18

3:17 pm-10:23 pm

1 stop8h 06m

Boise Air Term. Gowen Fld

sáb. 1/17

3:01 pm-9:36 pm

1 stop5h 35m

$291

MilwaukeeRedmond

MKE - RDM

MKERDM

Milwaukee-Mitchell

sáb. 12/6

3:51 pm-9:08 pm

1 stop7h 17m

Bend/Redmond

sáb. 12/13

1:30 pm-2:55 pm

1 stop23h 25m

$298

MilwaukeeRedmond

MKE - RDM

MKERDM

Milwaukee-Mitchell

jue. 11/27

7:20 am-6:54 pm

2 stops13h 34m

Bend/Redmond

mar. 12/2

7:34 pm-10:34 am

2 stops13h 00m

$302

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

sáb. 1/17

7:00 am-12:00 pm

1 stop7h 00m

Portland

mar. 1/20

1:24 pm-10:56 pm

2 stops7h 32m

$304

MilwaukeeRedmond

MKE - RDM

MKERDM

Milwaukee-Mitchell

sáb. 12/6

7:05 am-6:50 pm

2 stops13h 45m

Bend/Redmond

sáb. 12/13

12:25 pm-9:46 pm

1 stop7h 21m

$304

MilwaukeeRedmond

MKE - RDM

MKERDM

Milwaukee-Mitchell

vie. 1/16

3:53 pm-9:15 pm

1 stop7h 22m

Bend/Redmond

mié. 1/21

1:34 pm-2:57 pm

1 stop23h 23m

$308

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

vie. 12/12

3:07 pm-10:40 pm

2 stops9h 33m

Portland

sáb. 1/10

7:10 am-9:36 pm

2 stops12h 26m

$309

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

mar. 1/13

10:58 am-8:59 pm

2 stops12h 01m

Portland

mar. 1/20

7:37 pm-8:48 am

2 stops11h 11m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 53 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, October is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $137). Flying from Milwaukee to Oregon in May is currently the most expensive (average of $199). 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 octubre 30, 2025.

It’s typically best to fly out from Milwaukee to Oregon in the evening. Doing so could potentially save you 40% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Milwaukee to Oregon?

Use this chart to determine the cheapest time to fly round-trip from Milwaukee to Oregon. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Milwaukee to Oregon flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 octubre 30, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta from Milwaukee to Oregon by reading reviews from past customers. 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
11,217 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,217 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Southwest
8.0
Very good
4,243 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,035 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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.

  • How long is the flight from Milwaukee to Oregon?

    Airlines like Delta, Alaska Airlines, and United Airlines fly from Milwaukee to Oregon in about 7h. The time it takes to get you to your destination can typically vary by up to 4h 33m. There are 1712 mi between Milwaukee and Oregon. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with Sun Country Air, which is currently one of the cheapest options available, starting at $142. Alaska Airlines flights start at $171 while deals on American Airlines start at $293 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 - Boise Air Term. Gowen Fld or Milwaukee-Mitchell - Bend/Redmond 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, October is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $137). Flying from Milwaukee to Oregon in May is currently the most expensive (average of $199). 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

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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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$250FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$269Average$420FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$278Average$287FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$278Average$468FlexibilityNo cancel feeOn-time75%
DeltaCheapest$278Average$489FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$278Average$491FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$328Average$450FlexibilityNo cancel feeOn-time63%

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