PWM - MKE

$163 Find Cheap Flights from Portland to Milwaukee - Compare and Save

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Everything you should know

Cheapest round-trip
$272
Typical prices: $396-$587
American Airlines
Mon 10/15Wed 10/17
PWM - MKE • 1 stop
Cheapest one-way
$259
Typical prices: $203-$376
Southwest
Mon 10/1
PWM - MKE • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Portland and Milwaukee. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
November
Cheapest • 29% price drop
April
Most popular
Good to know
+1
Good to know
+1
Top layover airports
New York LaGuardia (LGA)
Cheapest • Avg $340 (round-trip)
Chicago Midway (MDW)
Shortest trip • 4h 25m (one-way)
Insights
Insights
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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

Thu, Oct 15 - Sat, Oct 17
American Airlines Logo
5:37 pm - 11:18 pmPWM  Portland-MKE Milwaukee-Mitchell
6h 41m1 stop Washington, D.C. Reagan-National
American Airlines Logo
2:58 pm - 11:43 pmMKE  Milwaukee-Mitchell-PWM Portland
7h 45m1 stop Chicago O'Hare Intl
$272American 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
$307American Airlines
Thu, Nov 5 - Mon, Nov 9
Delta Logo
2:09 pm - 8:57 pmPWM  Portland-MKE Milwaukee-Mitchell
7h 48m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:20 am - 1:01 pmMKE  Milwaukee-Mitchell-PWM Portland
6h 41m1 stop Atlanta Hartsfield-Jackson
$307Delta
Thu, Nov 5 - Mon, Nov 9
Delta Logo
2:09 pm - 8:57 pmPWM  Portland-MKE Milwaukee-Mitchell
7h 48m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:55 pm - 11:21 pmMKE  Milwaukee-Mitchell-PWM Portland
4h 26m1 stop New York LaGuardia
$325Delta
Tue, Nov 17 - Wed, Nov 18
United Airlines Logo
5:08 pm - 8:52 pmPWM  Portland-MKE Milwaukee-Mitchell
4h 44m1 stop Chicago O'Hare Intl
United Airlines Logo
6:47 am - 2:16 pmMKE  Milwaukee-Mitchell-PWM Portland
6h 29m1 stop Chicago O'Hare Intl
$335United Airlines
Tue, Nov 17 - Wed, Nov 18
United Airlines Logo
5:30 am - 11:28 amPWM  Portland-MKE Milwaukee-Mitchell
6h 58m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl
United Airlines Logo
6:47 am - 2:16 pmMKE  Milwaukee-Mitchell-PWM Portland
6h 29m1 stop Chicago O'Hare Intl
$340United Airlines
Sat, Oct 24 - Fri, Oct 30
Southwest Logo
5:35 am - 12:20 pmPWM  Portland-MKE Milwaukee-Mitchell
7h 45m1 stop Baltimore/Washington
Southwest Logo
5:55 am - 2:50 pmMKE  Milwaukee-Mitchell-PWM Portland
7h 55m2 stops Chicago Midway Nashville Intl
$400Southwest
Tue, Oct 27 - Tue, Nov 3
Southwest Logo
4:05 pm - 10:20 pmPWM  Portland-MKE Milwaukee-Mitchell
7h 15m1 stop Baltimore/Washington
Southwest Logo
10:45 am - 9:45 pmMKE  Milwaukee-Mitchell-PWM Portland
10h 00m2 stops Tampa Baltimore/Washington
$400Southwest
Wed, Dec 16 - Tue, Dec 29
Multiple Airlines Logo
9:48 am - 2:27 pmPWM  Portland-MKE Milwaukee-Mitchell
29h 39m1 stop Orlando
Multiple Airlines Logo
5:33 pm - 9:08 amMKE  Milwaukee-Mitchell-PWM Portland
14h 35m1 stop Orlando
$479Multiple Airlines
Wed, Dec 16 - Tue, Dec 29
Multiple Airlines Logo
12:28 pm - 2:27 pmPWM  Portland-MKE Milwaukee-Mitchell
26h 59m2 stops Raleigh-Durham Orlando
Multiple Airlines Logo
5:33 pm - 9:08 amMKE  Milwaukee-Mitchell-PWM Portland
14h 35m1 stop Orlando
$494Multiple 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 from Portland to Milwaukee with more confidence.

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

Round-trip flights from Portland to Milwaukee start at $272. Prices are below average for this route right now, with typical round-trip fares ranging from $396 to $587. The lowest price found in the past 5 days was $272 on American Airlines.

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

Saturday is the cheapest day of the week to fly from Portland to Milwaukee, it is 22% cheaper than the average day. Sunday is the most expensive day with flight prices 44% higher than average. Based on deals found by KAYAK users in the last 12 months.

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Key details for Portland to Milwaukee flights

Low season

January

Cheapest flight

$259
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 28% increase in price.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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).

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

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

  • 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) - 53% of one-stop connections
    • Chicago Midway (MDW) - 15% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 14% of one-stop connections
    • Philadelphia (PHL) - 8% of one-stop connections

    Chicago O'Hare Intl (ORD) handles the largest share of one-stop connections on this route.

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

    On the Portland to Milwaukee route, being flexible with your departure day can save you up to 46%. Saturday is the cheapest day at $372 round-trip on average, while Sunday is the most expensive at $685: a $313 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • What popular places can I visit in Milwaukee?

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

  • How long is a flight from Portland to Milwaukee?

    A nonstop flight from Portland to Milwaukee takes 0h 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.

  • 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 $272 to $2,460. That means the highest observed fare was about 9x 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 in line with typical prices for this route. Average one-way fares are about $262.

  • 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 25m, compared with 4h 37m via Detroit Metropolitan Wayne County (DTW) and 4h 53m 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 car rental options are available at Milwaukee-Mitchell Airport (MKE)?

    Milwaukee-Mitchell Airport (MKE) hosts 5 major car rental companies, with daily rates starting from around $25 for economy cars. Top options include:
    • Dollar
    • Budget
    • Alamo
    • Hertz
    • Sixt

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

    Round-trip flights from Portland to Milwaukee range from $396 to $587, with an average of $473 over the past 12 months. Anything below $396 counts as a good deal.

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 can be flexible, aim for a Saturday departure instead of Sunday. On this route, Saturday flights average $372 - about $313 less than Sunday (46% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Portland to Milwaukee trip for November. Fares historically average $335 round-trip in that month - typically $292 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
    - Hyatt Place 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

Car rentals in Milwaukee
Hotels in Milwaukee
Vacations in Milwaukee