$149 Cheap Flights from Milwaukee (MKE) to Portland (PWM)

View $149 flight on Wed, Oct 15, 2025Opens in a new window

Popular airlines from General Mitchell Intl. Airport (MKE) to Portland Intl. Jetport Airport (PWM)

Cheap Flights from Milwaukee to Portland (MKE-PWM)

Prices were available within the past 7 days and start at $149 for one-way flights and $289 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Oct 7 - Tue, Oct 21
MKE
Milwaukee
PWM
Portland
$289 Roundtrip, found 6 days ago
$289
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Oct 7 from Milwaukee to Portland, returning Tue, Oct 21, priced at $289 found 6 days ago
American Airlines
Tue, Oct 14 - Tue, Oct 21
MKE
Milwaukee
PWM
Portland
$297 Roundtrip, found 4 days ago
$297
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Oct 14 from Milwaukee to Portland, returning Tue, Oct 21, priced at $297 found 4 days ago
Delta
Tue, Oct 14 - Wed, Oct 22
MKE
Milwaukee
PWM
Portland
$297 Roundtrip, found 18 hours ago
$297
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Oct 14 from Milwaukee to Portland, returning Wed, Oct 22, priced at $297 found 18 hours ago
United
Wed, Oct 29 - Tue, Nov 4
MKE
Milwaukee
PWM
Portland
$297 Roundtrip, found 5 days ago
$297
Roundtrip
found 5 days ago
Select United flight, departing Wed, Oct 29 from Milwaukee to Portland, returning Tue, Nov 4, priced at $297 found 5 days ago
Southwest Airlines
Wed, Oct 22 - Tue, Oct 28
MKE
Milwaukee
PWM
Portland
$297 Roundtrip, found 5 days ago
$297
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Milwaukee to Portland, returning Tue, Oct 28, priced at $297 found 5 days ago
Delta
Tue, Oct 14 - Tue, Oct 21
MKE
Milwaukee
PWM
Portland
$301 Roundtrip, found 4 days ago
$301
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Oct 14 from Milwaukee to Portland, returning Tue, Oct 21, priced at $301 found 4 days ago
Delta
Tue, Nov 18 - Tue, Dec 2
MKE
Milwaukee
PWM
Portland
$302 Roundtrip, found 3 days ago
$302
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Nov 18 from Milwaukee to Portland, returning Tue, Dec 2, priced at $302 found 3 days ago
Southwest Airlines
Thu, Dec 4 - Tue, Dec 9
MKE
Milwaukee
PWM
Portland
$305 Roundtrip, found 3 days ago
$305
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Dec 4 from Milwaukee to Portland, returning Tue, Dec 9, priced at $305 found 3 days ago
Delta
Tue, Oct 14 - Thu, Oct 23
MKE
Milwaukee
PWM
Portland
$306 Roundtrip, found 18 hours ago
$306
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Oct 14 from Milwaukee to Portland, returning Thu, Oct 23, priced at $306 found 18 hours ago
JetBlue Airways
Mon, Oct 6 - Wed, Oct 22
MKE
Milwaukee
PWM
Portland
$354 Roundtrip, found 4 days ago
$354
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Oct 6 from Milwaukee to Portland, returning Wed, Oct 22, priced at $354 found 4 days ago

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

September is typically the cheapest month to fly

From $173 - $456 per traveler.
Flights from Milwaukee (MKE) to Portland (PWM)
Origin airport
General Mitchell Intl.
Destination airport
Portland Intl. Jetport
Airlines serving
American Airlines, Delta, Southwest Airlines, United
Roundtrip price
$288
Distance
884 mi

Milwaukee to Portland Flights

The cheapest times to fly from Milwaukee to Portland

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 Milwaukee to Portland are during the month of October. You can find some of the cheapest flights from Milwaukee to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Milwaukee to Portland

Sunday is one of the best days to book for cheap flights from Milwaukee to Portland: 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 Milwaukee to Portland

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 Milwaukee to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $149 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 Milwaukee to Portland 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 Milwaukee to Portland 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 General Mitchell Intl. Airport (MKE) to Portland Intl. Jetport Airport (PWM) cost?
Lock in a cheap one-way flight from $149 or cheap return flight from $289 from General Mitchell Intl. Airport (MKE) to Portland Intl. Jetport Airport (PWM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from General Mitchell Intl. Airport (MKE) to Portland Intl. Jetport Airport (PWM)?
October is the most affordable month to fly from MKE to PWM. Avoiding peak travel times is often the key to landing a great deal.
What is the cheapest airline that flies from General Mitchell Intl. Airport (MKE) to Portland Intl. Jetport Airport (PWM)?
To find the cheapest airline flying from MKE to PWM, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from General Mitchell Intl. Airport (MKE) to Portland Intl. Jetport Airport (PWM)?
There aren't any daily nonstop flights available from General Mitchell Intl. Airport (MKE) to Portland Intl. Jetport Airport (PWM). But you can opt for flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be soaring above the clouds in no time.
What day of the week has the most flights from MKE to PWM?
Typically you'll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can vary based on the time of year, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from General Mitchell Intl. Airport (MKE) to Portland Intl. Jetport Airport (PWM)?
To arrive at Portland Intl. Jetport Airport (PWM) on time, pick a flight that leaves General Mitchell Intl. Airport (MKE) 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 General Mitchell Intl. Airport (MKE) to Portland Intl. Jetport Airport (PWM) last-minute?
Holding off until just before your trip to book a flight from MKE to PWM generally means paying more. While you may find some last-minute offers, they aren't always guaranteed. Keep your travel schedule open for a better chance of snagging a bargain.
Is it cheaper to book a MKE to PWM flight and hotel package?
You'll generally save money by securing a MKE to PWM flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. After choosing your ideal flights and accommodations, you can add extras such as tours, activities and car rentals.
Can I cancel or change the date of my flight from General Mitchell Intl. Airport (MKE) to Portland Intl. Jetport Airport (PWM)?
In most instances, you can cancel or reschedule your MKE to PWM flight. However, there may be additional charges, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's fees and policies on flight changes, or if you'd like more information, go to our Customer Service portal.

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*Available to One Key members.