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$134+ Cheap flights from Milwaukee to Portland (MKE - PDX)

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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Oct 25 — Nov 11
Sat 10/25
Sat 11/1
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Portland are usually found in September or April, booked 60 days in advance, depart on a Wednesday or Friday and return on a Tuesday

Cheap flight deals from Milwaukee to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$210
(Priceline)

One-way from

$134
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$348
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 Portland
Search Deals
One-way flight from Milwaukee-Mitchell to Portland
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
Search Deals

Find flight deals from Milwaukee to Portland

Cheapest flights from Milwaukee to Portland
Explore the most affordable flight options available from Milwaukee to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

This Priceline deal was found by Cheapflights users on 9/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/37:36 pmMKE - PDX
1 stop6h 36mFrontier
Sun 10/56:05 amPDX - MKE
1 stop6h 09mFrontier
Deal found 9/23$210
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/248:04 pmMKE - PDX
1 stop17h 44mFrontier
Thu 10/3012:52 pmPDX - MKE
1 stop28h 27mFrontier
Deal found 9/24$259
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/248:04 pmMKE - PDX
1 stop17h 44mFrontier
Sun 11/23:26 pmPDX - MKE
1 stop25h 53mFrontier
Deal found 9/24$278
This Delta deal was found by Cheapflights users on 9/24. 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 10/2510:51 amMKE - PDX
2 stops10h 28mDelta
Wed 10/295:30 amPDX - MKE
2 stops14h 00mDelta
Deal found 9/24$279
This Frontier deal was found by Cheapflights users on 9/23. 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.
Fri 10/37:36 pmMKE - PDX
1 stop6h 36mFrontier
Mon 10/66:05 amPDX - MKE
1 stop11h 14mFrontier
Deal found 9/23$285
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/278:04 pmMKE - PDX
1 stop17h 52mFrontier
Thu 10/3012:52 pmPDX - MKE
1 stop28h 27mFrontier
Deal found 9/24$288
This Frontier deal was found by Cheapflights users on 9/24. 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.
Fri 9/267:36 pmMKE - PDX
1 stop6h 36mFrontier
Mon 9/296:05 amPDX - MKE
1 stop11h 14mFrontier
Deal found 9/24$289
This Priceline deal was found by Cheapflights users on 9/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/283:03 pmMKE - PDX
1 stop11h 09mFrontier
Sun 10/56:05 amPDX - MKE
1 stop6h 09mFrontier
Deal found 9/23$307
This Delta deal was found by Cheapflights users on 9/24. 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 10/257:30 amMKE - PDX
2 stops13h 49mDelta
Mon 10/2712:40 amPDX - MKE
1 stop7h 31mDelta
Deal found 9/24$308
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:40 pmMKE - PDX
2 stops19h 08mMultiple Airlines
Thu 10/3012:52 pmPDX - MKE
1 stop28h 27mMultiple Airlines
Deal found 9/24$314
This Sun Country Air deal was found by Cheapflights users on 9/25. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:27 pmMKE - PDX
1 stop6h 26mSun Country Air
Tue 12/236:14 pmPDX - MKE
1 stop23h 07mSun Country Air
Deal found 9/25$315

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Portland 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 September 25, 2025.
Use the filters below to find and compare flights from Milwaukee to Portland that are best for you.

Fly from

Milwaukee

Fly to

Portland

Route

Depart

Return

Price

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 10/25

7:30 am-7:19 pm

2 stops13h 49m

Portland

Sat 11/1

11:10 am-9:30 pm

2 stops8h 20m

$279

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 10/21

2:55 pm-8:26 pm

1 stop7h 31m

Portland

Tue 10/28

3:19 pm-10:11 am

2 stops16h 52m

$308

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 12/19

6:27 pm-10:53 pm

1 stop6h 26m

Portland

Tue 12/23

6:14 pm-7:21 pm

1 stop23h 07m

$315

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 10/28

3:56 pm-9:06 am

1 stop19h 10m

Portland

Sat 11/1

3:50 pm-4:00 pm

1 stop22h 10m

$327

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 11/14

3:56 pm-10:32 am

1 stop20h 36m

Portland

Wed 11/19

6:00 am-3:00 pm

1 stop7h 00m

$327

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 10/21

6:31 am-1:04 pm

1 stop8h 33m

Portland

Tue 10/28

1:23 pm-11:56 pm

1 stop8h 33m

$336

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Mon 10/27

2:55 pm-8:26 pm

1 stop7h 31m

Portland

Wed 10/29

2:10 pm-11:55 pm

1 stop7h 45m

$337

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 10/22

9:14 am-12:50 pm

1 stop5h 36m

Portland

Sun 11/2

11:10 am-10:11 am

2 stops21h 01m

$337

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 11/12

3:13 pm-10:21 pm

1 stop9h 08m

Portland

Sat 11/15

1:59 pm-11:41 pm

1 stop7h 42m

$337

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Mon 11/10

8:04 pm-11:56 am

1 stop17h 52m

$134

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/24

Showing 1-10 of 20 results
1
2

Compare providers for flights from Milwaukee to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Portland in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Milwaukee-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Portland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Portland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Milwaukee to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland 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 Portland

How far ahead should I book a flight from Milwaukee to Portland?

Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to Portland. Price data was last updated on September 19, 2025.

The best time to book flights from Milwaukee to Portland is 60 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, November is the cheapest month in which you can book a flight from Milwaukee to Portland (average of $277). Flying from Milwaukee to Portland 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 PDX?

Find hourly flight availability from Milwaukee to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 25, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 35% on flights from Milwaukee to Portland by exploring options for tickets in the evening.

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

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

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

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated September 25, 2025.
Read through reviews of airlines operating flights from Milwaukee to Portland, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

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

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

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
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

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
8.0
Very good
7,973 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

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
8,926 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

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

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

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 Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Milwaukee to Portland?

    Delta and Sun Country Air can get you from Milwaukee to Portland in just under 6h 26m. Your travel time can differ by up to 7h 23m. Milwaukee and Portland are separated by a distance of 1712 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Milwaukee to Portland round-trip?

    Currently priced at $108, Frontier will fly you from Milwaukee to Portland and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Spirit Airlines and American Airlines - these airlines can fly you to your destination from $124 and $207, respectively. Users have found that Frontier is 74% cheaper than the other options available to this destination.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $134. Users have also found prices from $148 and $168 on Sun Country Air and Alaska Airlines, respectively.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Milwaukee to Portland (average of $277). Flying from Milwaukee to Portland 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.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Beaverton
Clackamas
McMinnville
Lake Oswego
Hillsboro
Cannon Beach
Long Beach
Longview
Lincoln City
Tigard
Depoe Bay
Stevenson
Wilsonville
Pacific City
Tillamook
Troutdale
Gresham
Silverton

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Top 8 airlines flying from Milwaukee to Portland

Discover the top 8 airlines that operate flights from Milwaukee to Portland. 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 September 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$108Average$231FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$124Average$233FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$207Average$405FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$278Average$287FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$278Average$420FlexibilityNo cancel feeOn-time75%
DeltaCheapest$280Average$417FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$306Average$465FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$334Average$451FlexibilityNo cancel feeOn-time63%

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