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$119+ 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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This Delta deal was found by Cheapflights users on 1/28. 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.
Wed 5/68:00 am
MKE
-
BOI
1 stop7h 26m
Delta
Sat 5/91:15 pm
BOI
-
MKE
1 stop7h 09m
Delta
Deal found 1/28$237
This United Airlines deal was found by Cheapflights users on 1/26. 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 2/248:28 am
MKE
-
PDX
1 stop7h 16m
United Airlines
Tue 3/311:59 pm
PDX
-
MKE
1 stop8h 31m
United Airlines
Deal found 1/26$237
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:00 am
MKE
-
PDX
2 stops9h 44m
United Airlines
Wed 3/41:18 pm
PDX
-
MKE
1 stop5h 48m
United Airlines
Deal found 1/28$242
This United Airlines deal was found by Cheapflights users on 1/26. 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 2/245:00 am
MKE
-
PDX
2 stops10h 44m
United Airlines
Wed 2/257:00 am
PDX
-
MKE
1 stop6h 20m
United Airlines
Deal found 1/26$271
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/254:13 pm
MKE
-
EUG
1 stop6h 55m
United Airlines
Tue 4/286:51 pm
EUG
-
MKE
2 stops13h 09m
United Airlines
Deal found 1/27$272
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/114:10 pm
MKE
-
EUG
1 stop6h 57m
United Airlines
Sat 3/141:17 pm
EUG
-
MKE
1 stop6h 04m
United Airlines
Deal found 1/27$275
This Delta deal was found by Cheapflights users on 1/26. 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.
Tue 3/241:15 pm
MKE
-
PDX
2 stops9h 44m
Delta
Fri 3/2712:30 am
PDX
-
MKE
1 stop7h 41m
Delta
Deal found 1/26$280
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/183:47 pm
MKE
-
PDX
1 stop8h 54m
Alaska Airlines
Sat 2/2111:00 am
PDX
-
MKE
2 stops25h 51m
Alaska Airlines
Deal found 1/28$285
This Delta deal was found by Cheapflights users on 1/28. 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.
Tue 2/246:15 am
MKE
-
PDX
1 stop8h 29m
Delta
Wed 3/412:40 am
PDX
-
MKE
1 stop7h 41m
Delta
Deal found 1/28$287
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/183:10 pm
MKE
-
PDX
1 stop8h 28m
Alaska Airlines
Thu 3/269:00 am
PDX
-
MKE
1 stop27h 14m
Alaska Airlines
Deal found 1/28$293
This Delta deal was found by Cheapflights users on 1/28. 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.
Tue 3/173:59 pm
MKE
-
PDX
1 stop6h 26m
Delta
Wed 3/2512:30 am
PDX
-
MKE
1 stop6h 09m
Delta
Deal found 1/28$297
This Expedia deal was found by Cheapflights users on 1/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:00 am
MKE
-
EUG
1 stop16h 54m
Alaska Airlines
Tue 4/286:00 am
EUG
-
MKE
1 stop6h 13m
Alaska Airlines
Deal found 1/27$303

Find flight deals from Milwaukee to Oregon

Keep the following information in mind while searching for Milwaukee to Oregon flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$237
(Delta)

One-way from

$119
(United Airlines)

Popular in

March

Cheapest in

September

Average price

$476
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. 1% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

MilwaukeeBoise

MKE - BOI

MKEBOI

Milwaukee-Mitchell

Wed 5/6

8:00 am-2:26 pm

1 stop7h 26m

Boise Air Term. Gowen Fld

Sat 5/9

1:15 pm-9:24 pm

1 stop7h 09m

$237

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 2/17

5:00 am-11:55 am

1 stop8h 55m

Portland

Wed 2/18

5:05 am-2:57 pm

1 stop7h 52m

$237

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 4/4

4:09 pm-8:25 pm

1 stop6h 16m

Portland

Sat 4/11

6:05 am-3:27 pm

1 stop7h 22m

$237

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 2/24

8:28 am-1:44 pm

1 stop7h 16m

Portland

Tue 3/3

11:59 pm-10:30 am

1 stop8h 31m

$237

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 2/25

2:57 pm-8:30 pm

1 stop7h 33m

Portland

Sat 3/7

1:53 pm-9:34 pm

1 stop5h 41m

$237

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 5/12

6:45 am-12:54 pm

1 stop8h 09m

Portland

Sat 5/16

1:45 pm-9:24 pm

1 stop5h 39m

$237

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 3/24

3:59 pm-8:25 pm

1 stop6h 26m

Portland

Fri 3/27

12:30 am-10:11 am

1 stop7h 41m

$237

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 2/24

5:00 am-1:44 pm

2 stops10h 44m

Portland

Wed 2/25

7:00 am-3:20 pm

1 stop6h 20m

$271

MilwaukeeEugene

MKE - EUG

MKEEUG

Milwaukee-Mitchell

Sat 4/25

4:13 pm-9:08 pm

1 stop6h 55m

Eugene

Tue 4/28

6:51 pm-10:00 am

2 stops13h 09m

$272

MilwaukeeEugene

MKE - EUG

MKEEUG

Milwaukee-Mitchell

Wed 3/11

4:10 pm-9:07 pm

1 stop6h 57m

Eugene

Sat 3/14

1:17 pm-9:21 pm

1 stop6h 04m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 58 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, March is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $122). Flying from Milwaukee to Oregon in December is currently the most expensive (average of $207). 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.

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 January 29, 2026.
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
11,806 reviews

Overall

8.0

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,806 reviews
Alaska Airlines
8.0
Very good
11,806 reviews

Overall

8.0

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Southwest
8.0
Very good
4,267 reviews
Alaska Airlines
8.0
Very good
11,806 reviews

Overall

8.0

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Delta
7.9
Good
8,128 reviews
Alaska Airlines
8.0
Very good
11,806 reviews

Overall

8.0

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,215 reviews
Alaska Airlines
8.0
Very good
11,806 reviews

Overall

8.0

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
American Airlines
7.2
Good
11,205 reviews
Alaska Airlines
8.0
Very good
11,806 reviews

Overall

8.0

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

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, United Airlines, and Alaska Airlines fly from Milwaukee to Oregon in about 6h 24m. The time it takes to get you to your destination can typically vary by up to 1h 02m. There are 1654 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 Frontier, which is currently one of the cheapest options available, starting at $95. Alaska Airlines flights start at $98 while deals on Southwest start at $111 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 - Bend/Redmond 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, March is the cheapest month in which you can book a flight from Milwaukee to Oregon (average of $122). Flying from Milwaukee to Oregon in December is currently the most expensive (average of $207). 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$139Average$287FlexibilityNo cancel feeOn-time85%
FrontierCheapest$165Average$251FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$269Average$416FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$276Average$466FlexibilityNo cancel feeOn-time75%
DeltaCheapest$277Average$464FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$278Average$468FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$319Average$443FlexibilityNo cancel feeOn-time63%

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