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$129+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Portland are usually found in April or September, 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 August 1, 2025.

Round-trip from

$246
(Frontier)

One-way from

$129
(Frontier)

Popular in

March

Cheapest in

April

Average price

$417
From Milwaukee-Mitchell to Portland
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One-way flight from Milwaukee-Mitchell to Portland
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Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 1, 2025.

This Frontier deal was found by Cheapflights users on 7/30. 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.
Fri 9/57:36 pmMKE - PDX
1 stop28h 58mFrontier
Sat 9/137:15 amPDX - MKE
1 stop28h 59mFrontier
Deal found 7/30$246
This Hawaiian Airlines deal was found by Cheapflights users on 7/31. 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 9/21:24 pmPDX - MKE
1 stop8h 38mHawaiian Airlines
Deal found 7/31$278
This Delta deal was found by Cheapflights users on 7/31. 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 10/219:14 amMKE - PDX
1 stop5h 27mDelta
Wed 10/2911:36 amPDX - MKE
1 stop10h 19mDelta
Deal found 7/31$279
This FlightHub deal was found by Cheapflights users on 7/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/219:59 pmMKE - PDX
1 stop15h 13mSpirit Airlines
Wed 9/248:04 pmPDX - MKE
1 stop22h 57mSpirit Airlines
Deal found 7/29$289
This Sun Country Air deal was found by Cheapflights users on 7/31. 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 7/31$300
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Tue 9/166:27 amMKE - PDX
1 stop9h 20mAlaska Airlines
Sat 9/203:40 pmPDX - MKE
1 stop6h 22mAlaska Airlines
Deal found 7/31$301
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/285:00 amMKE - PDX
1 stop6h 24mAmerican Airlines
Tue 9/211:59 pmPDX - MKE
1 stop8h 32mAmerican Airlines
Deal found 7/30$317
This Southwest deal was found by Cheapflights users on 7/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/61:50 pmMKE - PDX
1 stop8h 45mSouthwest
Tue 9/910:55 amPDX - MKE
2 stops8h 50mSouthwest
Deal found 7/30$330

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 August 1, 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

Fri 9/5

7:36 pm-10:34 pm

1 stop28h 58m

Portland

Sat 9/13

7:15 am-2:14 pm

1 stop28h 59m

$246

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 8/27

6:30 am-12:24 pm

1 stop7h 54m

Portland

Tue 9/2

1:24 pm-12:02 am

1 stop8h 38m

$278

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 10/21

9:14 am-12:41 pm

1 stop5h 27m

Portland

Wed 10/29

11:36 am-11:55 pm

1 stop10h 19m

$279

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sun 9/21

9:59 pm-11:12 am

1 stop15h 13m

Portland

Wed 9/24

8:04 pm-9:01 pm

1 stop22h 57m

$289

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

$300

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 9/24

6:27 am-12:27 pm

1 stop8h 00m

Portland

Tue 9/30

7:10 am-12:02 am

2 stops14h 52m

$303

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 8/28

5:00 am-9:24 am

1 stop6h 24m

Portland

Tue 9/2

11:59 pm-10:31 am

1 stop8h 32m

$317

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 9/6

1:50 pm-8:35 pm

1 stop8h 45m

Portland

Tue 9/9

10:55 am-9:45 pm

2 stops8h 50m

$330

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Mon 8/25

8:02 pm-12:15 am

1 stop6h 13m

$129

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 9/11

9:50 pm-11:11 am

1 stop15h 21m

$136

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 16 results
1
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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 July 25, 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 August 1, 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.

What’s the top layover airport for flights from Milwaukee to Portland?

Share of 1-stop round-trip flights from Milwaukee to Portland chosen by Cheapflights users in the past 12 months, using the same layover each way.

Denver (DEN) – chosen by Cheapflights users on 67% of 1-stop itineraries from Milwaukee to Portland on Cheapflights.

What’s the cheapest layover airport for flights from Milwaukee to Portland?

Average round-trip fare for 1-stop flights from Milwaukee to Portland, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Las Vegas (LAS) is the most affordable 1-stop option, with an average round-trip price of $182.

What’s the fastest layover option from Milwaukee to Portland?

Shortest average travel time for 1-stop one-way flights from Milwaukee to Portland, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 6h 15m.

Which airport typically offers the quickest layover for flights from Milwaukee to Portland?

Average layover duration for 1-stop one-way flights from Milwaukee to Portland, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 01m.

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 August 1, 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

Overall

8.0

Entertainment

7.1

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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 $246, 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 Hawaiian Airlines and Delta - these airlines can fly you to your destination from $278 and $279, respectively. Users have found that Frontier is 43% 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 $129. Users have also found prices from $136 and $139 on Spirit Airlines and Hawaiian 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
Lincoln City
McMinnville
Lake Oswego
Hillsboro
Astoria
Cannon Beach
Long Beach
Longview
Tigard
Depoe Bay
Woodburn
Stevenson
Wilsonville
Pacific City
Troutdale
Tillamook

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Alternative routes for Milwaukee to Portland

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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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$108Average$227FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$231FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$207Average$394FlexibilityNo cancel feeOn-time71%
DeltaCheapest$281Average$413FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$291Average$421FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$318Average$460FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$334Average$450FlexibilityNo cancel feeOn-time63%

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