$126 Cheap Flights from Portland (PWM) to Milwaukee (MKE)

View $126 flight on Wed, Dec 17, 2025Opens in a new window

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

Cheap Flights from Portland to Milwaukee (PWM-MKE)

Prices were available within the past 7 days and start at $126 for one-way flights and $251 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Oct 29 - Tue, Nov 4
PWM
Portland
MKE
Milwaukee
$251 Roundtrip, found 6 days ago
$251
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Oct 29 from Portland to Milwaukee, returning Tue, Nov 4, priced at $251 found 6 days ago
Delta
Mon, Nov 24 - Thu, Nov 27
PWM
Portland
MKE
Milwaukee
$251 Roundtrip, found 3 days ago
$251
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Nov 24 from Portland to Milwaukee, returning Thu, Nov 27, priced at $251 found 3 days ago
American Airlines
Wed, Dec 17 - Wed, Dec 24
PWM
Portland
MKE
Milwaukee
$253 Roundtrip, found 6 days ago
$253
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Dec 17 from Portland to Milwaukee, returning Wed, Dec 24, priced at $253 found 6 days ago
American Airlines
Wed, Dec 17 - Sun, Jan 18
PWM
Portland
MKE
Milwaukee
$274 Roundtrip, found 4 hours ago
$274
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Dec 17 from Portland to Milwaukee, returning Sun, Jan 18, priced at $274 found 4 hours ago
American Airlines
Wed, Dec 17 - Sun, Jan 18
PWM
Portland
MKE
Milwaukee
$276 Roundtrip, found 4 hours ago
$276
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Dec 17 from Portland to Milwaukee, returning Sun, Jan 18, priced at $276 found 4 hours ago
United
Wed, Dec 17 - Sun, Jan 18
PWM
Portland
MKE
Milwaukee
$279 Roundtrip, found 4 hours ago
$279
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Dec 17 from Portland to Milwaukee, returning Sun, Jan 18, priced at $279 found 4 hours ago
Delta
Mon, Nov 24 - Mon, Dec 8
PWM
Portland
MKE
Milwaukee
$282 Roundtrip, found 8 hours ago
$282
Roundtrip
found 8 hours ago
Select Delta flight, departing Mon, Nov 24 from Portland to Milwaukee, returning Mon, Dec 8, priced at $282 found 8 hours ago
Delta
Mon, Nov 24 - Sat, Dec 13
PWM
Portland
MKE
Milwaukee
$284 Roundtrip, found 8 hours ago
$284
Roundtrip
found 8 hours ago
Select Delta flight, departing Mon, Nov 24 from Portland to Milwaukee, returning Sat, Dec 13, priced at $284 found 8 hours ago
Southwest Airlines
Wed, Dec 17 - Wed, Dec 24
PWM
Portland
MKE
Milwaukee
$286 Roundtrip, found 6 days ago
$286
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Dec 17 from Portland to Milwaukee, returning Wed, Dec 24, priced at $286 found 6 days ago
Delta
Wed, Dec 17 - Wed, Dec 24
PWM
Portland
MKE
Milwaukee
$286 Roundtrip, found 6 days ago
$286
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Dec 17 from Portland to Milwaukee, returning Wed, Dec 24, priced at $286 found 6 days ago

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

January is typically the cheapest month to fly

From $148 - $631 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 $443
MKE
General Mitchell Intl.
CheapestClosest
Average driving time to city center13 min
Flights from $443

Frequently asked questions

How much does a flight from Portland Intl. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE) cost?
Get a cheap one-way flight from $126 or cheap return flight from $251 from Portland Intl. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE) 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 Portland Intl. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE)?
October is the least expensive month to fly from PWM to MKE. Traveling during an off-peak travel window is often the key to finding better deals on flights.
What is the cheapest airline that flies from Portland Intl. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE)?
Use the filters on Expedia to compare different airlines and find the cheapest carrier that'll fly you from PWM to MKE. Then, sort your results by "Price (lowest to highest)" to score a good deal.
How many flights per day from Portland Intl. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE)?
There are no daily nonstop flights departing from Portland Intl. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be soaring above the clouds in no time.
What day of the week has the most flights from PWM to MKE?
Generally you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* However, this can vary based on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from PWM to MKE?
Consider booking with United Airlines if you'd like to go straight from Portland Intl. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE) without any holdups. This airline has the best track record for punctuality, with an on-time performance of 83%. Want real-time updates? You can check your flight status using the Expedia App.
What is the best time to fly from Portland Intl. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE)?
To avoid potential delays on the Portland Intl. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE) route, travel before 3 PM. Departures after this hour have a 22% higher chance of cancellation.**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. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE) last-minute?
Booking your ticket from PWM to MKE just before your trip is usually more expensive. However, if there's some wiggle room with your itinerary, you could score a cheap last-minute fare.
Is it cheaper to book a PWM to MKE flight and hotel package?
Compared with arranging flights and hotels separately, booking a PWM to MKE flight and hotel package with Expedia could result in significant savings. Better still, having it all in one place will take the stress out of planning your trip. Simply secure your flights and select from our wide range of hotels, then personalize your trip with other add-ons like tours and car rentals.
Can I cancel or change the date of my flight from Portland Intl. Jetport Airport (PWM) to General Mitchell Intl. Airport (MKE)?
Usually, it's possible to cancel or reschedule your PWM to MKE flight. However, if it's been more than 24 hours since booking, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Travel information

Origin airport
Portland Intl. Jetport
Destination airport
General Mitchell Intl.
Airlines serving
American Airlines, Delta, Southwest Airlines, United
Roundtrip price
$250
Distance
884 mi

Book with confidence

Book with confidence

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 $126 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.

 

Portland to Milwaukee Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.