$139 Cheap Flights from Portland (PDX) to Milwaukee (MKE)

View $139 flight on Mon, Nov 24, 2025Opens in a new window

Popular airlines from Portland International Airport (PDX) to General Mitchell Intl. Airport (MKE)

Cheap Flights from Portland to Milwaukee (PDX-MKE)

Prices were available within the past 7 days and start at $139 for one-way flights and $274 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, Oct 28 - Wed, Oct 29
PDX
Portland
MKE
Milwaukee
$274 Roundtrip, found 3 days ago
$274
Roundtrip
found 3 days ago
Select United flight, departing Tue, Oct 28 from Portland to Milwaukee, returning Wed, Oct 29, priced at $274 found 3 days ago
Delta
Wed, Dec 3 - Tue, Dec 9
PDX
Portland
MKE
Milwaukee
$279 Roundtrip, found 2 days ago
$279
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Dec 3 from Portland to Milwaukee, returning Tue, Dec 9, priced at $279 found 2 days ago
Alaska Airlines
Wed, Oct 29 - Tue, Nov 4
PDX
Portland
MKE
Milwaukee
$281 Roundtrip, found 5 days ago
$281
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Oct 29 from Portland to Milwaukee, returning Tue, Nov 4, priced at $281 found 5 days ago
Delta
Fri, Dec 5 - Tue, Dec 9
PDX
Portland
MKE
Milwaukee
$286 Roundtrip, found 2 days ago
$286
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Dec 5 from Portland to Milwaukee, returning Tue, Dec 9, priced at $286 found 2 days ago
Delta
Fri, Nov 14 - Mon, Nov 17
PDX
Portland
MKE
Milwaukee
$294 Roundtrip, found 22 hours ago
$294
Roundtrip
found 22 hours ago
Select Delta flight, departing Fri, Nov 14 from Portland to Milwaukee, returning Mon, Nov 17, priced at $294 found 22 hours ago
Alaska Airlines
Mon, Nov 10 - Tue, Nov 18
PDX
Portland
MKE
Milwaukee
$298 Roundtrip, found 2 days ago
$298
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Nov 10 from Portland to Milwaukee, returning Tue, Nov 18, priced at $298 found 2 days ago
Alaska Airlines
Thu, Dec 4 - Wed, Dec 10
PDX
Portland
MKE
Milwaukee
$300 Roundtrip, found 6 days ago
$300
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Thu, Dec 4 from Portland to Milwaukee, returning Wed, Dec 10, priced at $300 found 6 days ago
Hawaiian Airlines
Mon, Nov 24 - Sat, Dec 6
PDX
Portland
MKE
Milwaukee
$301 Roundtrip, found 16 hours ago
$301
Roundtrip
found 16 hours ago
Select Hawaiian Airlines flight, departing Mon, Nov 24 from Portland to Milwaukee, returning Sat, Dec 6, priced at $301 found 16 hours ago
United
Wed, Oct 29 - Fri, Oct 31
PDX
Portland
MKE
Milwaukee
$302 Roundtrip, found 3 days ago
$302
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 29 from Portland to Milwaukee, returning Fri, Oct 31, priced at $302 found 3 days ago
Southwest Airlines
Wed, Oct 29 - Sat, Nov 1
PDX
Portland
MKE
Milwaukee
$306 Roundtrip, found 3 days ago
$306
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 29 from Portland to Milwaukee, returning Sat, Nov 1, priced at $306 found 3 days ago

Find the cheapest month to fly from Portland (PDX) to Milwaukee (MKE)

October is typically the cheapest month to fly

From $155 - $515 per traveler.

Alternative airports near Milwaukee

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to General Mitchell Intl. MKE. Cheapest and Closest option available. Average driving time to city center is 13 minutes. Flights from $435
MKE
General Mitchell Intl.
CheapestClosest
Average driving time to city center13 min
Flights from $435
Flights from Portland (PDX) to Milwaukee (MKE)
Origin airport
Portland Intl.
Destination airport
General Mitchell Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, Hawaiian Airlines, Southwest Airlines, United
Roundtrip price
$274
Distance
1712 mi

Portland to Milwaukee Flights

The cheapest times to fly from Portland to Milwaukee

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Portland to Milwaukee are during the month of October. You can find some of the cheapest flights from Portland to Milwaukee with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Portland to Milwaukee

Sunday is one of the best days to book for cheap flights from Portland to Milwaukee: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Portland to Milwaukee

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Portland to Milwaukee in 2025. You can also book with separate airlines for your outbound and return journeys, from $139 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Portland to Milwaukee flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Portland to Milwaukee airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Portland Intl. Airport (PDX) to General Mitchell Intl. Airport (MKE) cost?
Grab a cheap one-way flight from $139 or cheap return flight from $274 from Portland Intl. Airport (PDX) to General Mitchell Intl. Airport (MKE) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Portland Intl. Airport (PDX) to General Mitchell Intl. Airport (MKE)?
Flying in October can help you save, as it's the cheapest month for flights between PDX and MKE. You'll often find the lowest fares during off-peak months.
What is the cheapest airline that flies from Portland Intl. Airport (PDX) to General Mitchell Intl. Airport (MKE)?
To find the cheapest airline that'll fly you from PDX to MKE, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Portland Intl. Airport (PDX) to General Mitchell Intl. Airport (MKE)?
You'll need to take a flight with a layover if you're traveling from Portland Intl. Airport (PDX) to General Mitchell Intl. Airport (MKE). There are no daily direct flights on this route. However, just filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from PDX to MKE?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Keep in mind that flight schedules can vary depending on a number of factors, including the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Portland Intl. Airport (PDX) to General Mitchell Intl. Airport (MKE)?
To reach General Mitchell Intl. Airport (MKE) on time, pick a flight that leaves Portland Intl. Airport (PDX) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Portland Intl. Airport (PDX) to General Mitchell Intl. Airport (MKE) last-minute?
Holding off until just before your trip to book a flight from PDX to MKE generally means paying more. While it's possible to find some last-minute offers, there's no guarantee. Be flexible with your travel plans for a better chance of snagging a bargain.
Is it cheaper to book a PDX to MKE flight and hotel package?
Opting for a PDX to MKE flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Select from our wide range of hotels and then add car rentals, activities and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Portland Intl. Airport (PDX) to General Mitchell Intl. Airport (MKE)?
If you reserved your PDX to MKE flight in the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you want more information.

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*Available to One Key members.