HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$132+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
May 10 — May 171
Sat 5/10
Sat 5/17
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Portland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Milwaukee-Mitchell to Portland are usually found in November or April, booked 15 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 May 5, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$220
(Frontier)

One-way from

$132
(Cheapflightsfares)

Popular in

March

Cheapest in

November

Average price

$416
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. 3% potential increase in price ($15 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 May 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 May 5, 2025.

This Frontier deal was found by Cheapflights users on 5/5. 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 5/5$220
This FlightHub deal was found by Cheapflights users on 5/4. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/297:45 pmMKE - PDX
1 stop6h 32mMultiple Airlines
Sun 6/15:40 pmPDX - MKE
1 stop23h 19mMultiple Airlines
Deal found 5/4$230
This Mytrip deal was found by Cheapflights users on 5/4. 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 5/2312:22 pmMKE - PDX
2 stops26h 20mSpirit Airlines
Tue 5/271:37 pmPDX - MKE
1 stop27h 22mSpirit Airlines
Deal found 5/4$263
This Hawaiian Airlines deal was found by Cheapflights users on 5/4. 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 5/4$306
This American Airlines deal was found by Cheapflights users on 5/4. 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 6/35:25 pmMKE - PDX
1 stop7h 14mAmerican Airlines
Mon 6/912:59 amPDX - MKE
1 stop7h 38mAmerican Airlines
Deal found 5/4$307
This Cheapflightsfares deal was found by Cheapflights users on 5/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/266:23 pmMKE - PDX
1 stop6h 23mSun Country Air
Sun 6/296:00 amPDX - MKE
1 stop9h 41mSun Country Air
Deal found 5/4$309
This Alaska Airlines deal was found by Cheapflights users on 5/5. 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 8/276:30 amMKE - PDX
1 stop6h 27mAlaska Airlines
Thu 9/183:40 pmPDX - MKE
1 stop6h 19mAlaska Airlines
Deal found 5/5$324
This Delta deal was found by Cheapflights users on 5/4. 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 8/235:00 pmMKE - PDX
1 stop8h 04mDelta
Sun 8/3110:55 pmPDX - MKE
1 stop7h 41mDelta
Deal found 5/4$325
This United Airlines deal was found by Cheapflights users on 5/5. 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 8/2710:50 amMKE - PDX
2 stops8h 31mUnited Airlines
Thu 9/188:30 amPDX - MKE
1 stop6h 26mUnited Airlines
Deal found 5/5$330
This Southwest deal was found by Cheapflights users on 5/5. 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.
Sun 9/75:20 amMKE - PDX
1 stop6h 25mSouthwest
Fri 9/1210:50 amPDX - MKE
2 stops10h 10mSouthwest
Deal found 5/5$367

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 May 5, 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

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

$220

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 5/29

7:45 pm-12:17 am

1 stop6h 32m

Portland

Sun 6/1

5:40 pm-6:59 pm

1 stop23h 19m

$230

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 5/23

12:22 pm-12:42 pm

2 stops26h 20m

Portland

Tue 5/27

1:37 pm-6:59 pm

1 stop27h 22m

$263

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 6/3

5:25 pm-10:39 pm

1 stop7h 14m

Portland

Mon 6/9

12:59 am-10:37 am

1 stop7h 38m

$307

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 6/26

6:23 pm-10:46 pm

1 stop6h 23m

Portland

Sun 6/29

6:00 am-5:41 pm

1 stop9h 41m

$309

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 6/3

6:18 am-12:18 pm

1 stop8h 00m

Portland

Tue 6/10

10:45 am-11:59 pm

2 stops11h 14m

$340

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 5/29

7:04 pm-11:25 pm

1 stop6h 21m

Portland

Sun 6/1

12:40 am-11:12 am

1 stop8h 32m

$343

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 7/2

2:47 pm-9:26 pm

1 stop8h 39m

Portland

Wed 7/9

9:47 am-11:59 pm

2 stops12h 12m

$402

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 7/31

5:30 pm-12:15 am

1 stop8h 45m

Portland

Mon 8/4

1:55 pm-1:15 am

2 stops9h 20m

$432

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 6/24

9:20 pm-11:17 am

1 stop15h 57m

$132

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 16 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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
FareScanPrice Accuracy-Trust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 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 eDreams the most. eDreams 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 May 2, 2025.

The best time to book flights from Milwaukee to Portland is 15 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 $369). 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 May 5, 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.

Rainfall in Portland by month

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

In terms of precipitation, rainfall in Portland 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 Portland when rainfall is around 0.7 in.

Temperature in Portland by month

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

If weather is an important factor for your trip to Portland, 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 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 May 5, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Milwaukee to Portland to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,987 reviews

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Food

7.1

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
9,987 reviews
Alaska Airlines
8.0
Very good
9,987 reviews

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Food

7.1

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
4,292 reviews
Alaska Airlines
8.0
Very good
9,987 reviews

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Food

7.1

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
7,941 reviews
Alaska Airlines
8.0
Very good
9,987 reviews

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Food

7.1

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
8,702 reviews
Alaska Airlines
8.0
Very good
9,987 reviews

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,987 reviews

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.1

Food

7.1

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

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

    Currently priced at $220, 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 $263 and $307, respectively. Users have found that Frontier is 49% 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 Spirit Airlines. According to our data, you can fly for as low as $132. Users have also found prices from $148 and $154 on Frontier and Delta, 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 $369). 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Lincoln City
Seaside
Beaverton
Clackamas
Vancouver
McMinnville
Lake Oswego
Hillsboro
Gresham
Astoria
Long Beach
Cannon Beach
Tigard
Hood River
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Longview

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Milwaukee to Portland

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Portland flights
Minneapolis to Portland flights
O'Hare Intl to Boise flights
Madison to Portland flights
Minneapolis to Boise flights
O'Hare Intl to Redmond flights
Appleton to Portland flights
O'Hare Intl to Medford flights
Minneapolis to Medford flights
Milwaukee to Redmond flights
O'Hare Intl to Eugene flights
Minneapolis to Eugene flights
Minneapolis to Redmond flights
Duluth to Portland flights
Milwaukee to Boise flights
O'Hare Intl to North Bend flights
Milwaukee to Eugene flights
Milwaukee to Medford flights
Madison to Redmond flights
Minneapolis to North Bend flights
Green Bay to Portland flights
Appleton to Eugene flights
Madison to Eugene flights
Madison to Boise flights
Appleton to Medford flights
Appleton to Boise flights
Green Bay to Boise flights
Madison to Medford flights
O'Hare Intl to Yakima flights
Wausau to Portland flights
Minneapolis to Yakima flights
Eau Claire to Portland flights
Rhinelander to Boise flights
La Crosse to Portland flights
Dubuque to Portland flights
Minneapolis to Pendleton flights
La Crosse to Redmond flights
Milwaukee to Yakima flights
Madison to Yakima flights

Top 7 airlines flying from Milwaukee to Portland

Discover the top 7 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 May 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$108Average$226FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$210FlexibilityNo cancel feeOn-time62%
DeltaCheapest$279Average$413FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$438FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$291Average$430FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$346Average$514FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$373Average$467FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.