PWM - MKE

$141 Find Cheap Flights from Portland to Milwaukee - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$281
Typical prices: $399-$589
Southwest
Sun 12/2Fri 12/7
PWM - MKE • 1 stop
Cheapest one-way
$141
Typical prices: $211-$374
Delta
Fri 12/14
PWM - MKE • 1 stop
Nonstop flights
There are currently no direct flights between Portland and Milwaukee. You'll need to take a connecting flight to reach the destination.
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When to travel
Cheapest • 28% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $372 (round-trip)
Shortest trip • 4h 21m (one-way)
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Flight Deals

Cheap Flights from Portland to Milwaukee (PWM-MKE)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Milwaukee

Wed, Dec 2 - Mon, Dec 7
Southwest Logo
3:25 pm - 9:25 pmPWM  Portland-MKE Milwaukee-Mitchell
7h 00m1 stop Baltimore/Washington
Southwest Logo
6:35 am - 2:45 pmMKE  Milwaukee-Mitchell-PWM Portland
7h 10m1 stop Baltimore/Washington
$281Southwest
Thu, Nov 26 - Thu, Dec 3
Delta Logo
12:45 pm - 4:24 pmPWM  Portland-MKE Milwaukee-Mitchell
4h 39m1 stop Detroit Metropolitan Wayne County
Delta Logo
3:18 pm - 11:52 pmMKE  Milwaukee-Mitchell-PWM Portland
7h 34m1 stop Atlanta Hartsfield-Jackson
$281Delta
Wed, Dec 2 - Mon, Dec 7
Southwest Logo
3:25 pm - 10:20 pmPWM  Portland-MKE Milwaukee-Mitchell
7h 55m2 stops Baltimore/Washington Nashville Intl
Southwest Logo
6:35 am - 2:45 pmMKE  Milwaukee-Mitchell-PWM Portland
7h 10m1 stop Baltimore/Washington
$286Southwest
Wed, Dec 2 - Mon, Dec 7
Delta Logo
6:12 am - 2:05 pmPWM  Portland-MKE Milwaukee-Mitchell
8h 53m2 stops New York LaGuardia Atlanta Hartsfield-Jackson
Delta Logo
12:53 pm - 12:21 amMKE  Milwaukee-Mitchell-PWM Portland
10h 28m2 stops Atlanta Hartsfield-Jackson New York John F Kennedy Intl
$292Delta
Thu, Nov 26 - Thu, Dec 3
Southwest Logo
5:15 am - 12:00 pmPWM  Portland-MKE Milwaukee-Mitchell
7h 45m1 stop Baltimore/Washington
Southwest Logo
6:35 am - 2:45 pmMKE  Milwaukee-Mitchell-PWM Portland
7h 10m1 stop Baltimore/Washington
$369Southwest
Wed, Dec 9 - Mon, Dec 14
United Airlines Logo
6:00 am - 10:14 amPWM  Portland-MKE Milwaukee-Mitchell
5h 14m1 stop Newark
United Airlines Logo
9:15 am - 7:25 pmMKE  Milwaukee-Mitchell-PWM Portland
9h 10m2 stops Chicago O'Hare Intl Newark
$386United Airlines
Wed, Dec 9 - Mon, Dec 14
United Airlines Logo
6:00 am - 3:03 pmPWM  Portland-MKE Milwaukee-Mitchell
10h 03m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
9:15 am - 7:25 pmMKE  Milwaukee-Mitchell-PWM Portland
9h 10m2 stops Chicago O'Hare Intl Newark
$391United Airlines
Thu, Nov 12 - Mon, Nov 16
American Airlines Logo
12:50 pm - 6:34 pmPWM  Portland-MKE Milwaukee-Mitchell
6h 44m1 stop Chicago O'Hare Intl
American Airlines Logo
5:04 am - 11:53 amMKE  Milwaukee-Mitchell-PWM Portland
5h 49m1 stop Chicago O'Hare Intl
$438American Airlines
Thu, Nov 12 - Mon, Nov 16
American Airlines Logo
6:00 am - 12:04 pmPWM  Portland-MKE Milwaukee-Mitchell
7h 04m1 stop Philadelphia
American Airlines Logo
5:04 am - 11:53 amMKE  Milwaukee-Mitchell-PWM Portland
5h 49m1 stop Chicago O'Hare Intl
$537American Airlines
Wed, Nov 11 - Thu, Nov 19
Multiple Airlines Logo
6:31 pm - 5:38 pmPWM  Portland-MKE Milwaukee-Mitchell
24h 07m2 stops Tampa Minneapolis St Paul
Multiple Airlines Logo
10:15 am - 9:08 amMKE  Milwaukee-Mitchell-PWM Portland
21h 53m1 stop Orlando
$778Multiple Airlines
Booking Insights

Price, demand and travel trends for Portland to Milwaukee flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Portland to Milwaukee?

Round-trip flights from Portland to Milwaukee typically range from $399 to $589. The lowest price found in the past 5 days was $281, on Southwest.

What's the cheapest day of the week to fly from Portland to Milwaukee?

Based on deals KAYAK users found in the last 12 months, Saturday is the cheapest day of the week to fly from Portland to Milwaukee. It’s 24% cheaper than the average day, while Sunday is the most expensive, with prices 41% higher.

Key details for Portland to Milwaukee flights

Low season

January

Cheapest flight

$141
Beat the crowds with an average 52% drop in travelers.
The most popular month to fly with an average 32% increase in travelers.
One-way flight from Portland to Milwaukee

When to book flights from Portland to Milwaukee

Are your dates flexible? Find out the best times to travel from Portland to Milwaukee based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Portland to Milwaukee flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Portland to Milwaukee?

    Only Economy Class is available on flights from Portland to Milwaukee.

  • How long is a flight from Portland to Milwaukee?

    A nonstop flight from Portland to Milwaukee takes 00m, covering 883 miles.

  • Do I need a passport to fly from Portland to Milwaukee?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Portland to Milwaukee flight?

    Round-trip flights from Portland to Milwaukee range from $399 to $589, with an average of $485 over the past 12 months. Anything below $399 counts as a good deal.

  • Have flight prices from Portland to Milwaukee changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $281 to $1,345. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Portland to Milwaukee looking right now?

    One-way fares from Portland to Milwaukee are currently lower than usual. Average one-way flight prices are about $197, which is 33% below the typical average for this route.

  • What car rental options are available at Milwaukee-Mitchell Airport (MKE)?

    Milwaukee-Mitchell Airport (MKE) hosts 5 major car rental companies, with daily rates averaging $67 for economy cars. Top options include:

    • Dollar
    • Hertz
    • Budget
    • Alamo
    • Sixt

  • Which airports can I use when flying from Portland to Milwaukee?

    Flights from Portland to Milwaukee usually depart from Portland (PWM) and arrive at Milwaukee-Mitchell (MKE).

  • Which airports do connecting flights from Portland to Milwaukee pass through?

    One-stop flights from Portland to Milwaukee most commonly connect through:

    • Chicago O'Hare Intl (ORD) - 55% of one-stop connections
    • Chicago Midway (MDW) - 14% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 10% of one-stop connections
    • Baltimore/Washington (BWI) - 7% of one-stop connections

  • Can I save money by using flexible dates for flights from Portland to Milwaukee?

    Yes. Flexible dates can save you up to 46% on flights from Portland to Milwaukee. Saturday is the cheapest departure day at $372 round-trip on average, while Sunday is the most expensive at $685, a difference of $313.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How much time can I save by choosing a different layover airport from Portland to Milwaukee?

    Flying via Chicago Midway (MDW) gives the shortest average 1-stop total travel time at 4h 21m, compared with 4h 37m via Detroit Metropolitan Wayne County (DTW) and 5h 03m via Philadelphia (PHL).

  • What is the time difference between Portland and Milwaukee?

    Milwaukee is 1 hour behind Portland (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Milwaukee?

    Some of the most popular sights in Milwaukee are Fiserv Forum, Riverside Theater and Pabst Theater. These are among the most viewed places in Milwaukee on KAYAK.

Your guide to booking Portland to Milwaukee flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Saturday departure and avoid flying on Sunday. On this route, Saturday flights average $372, about $313 less than Sunday fares (46% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Portland to Milwaukee trip for February. Fares historically average $348 round-trip in that month - typically $279 less than the most expensive month, which is December (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Milwaukee-Mitchell Airport.

    • Best Western Plus Milwaukee Airport Hotel & Conference Center
    • Hampton Inn Milwaukee-Airport
    • Super 8 by Wyndham Milwaukee Airport

More options for your flight from Portland to Milwaukee

Complete your trip to Milwaukee with a hotel stay or car rental