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Cheap flights from Portland to Milwaukee from $159

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:10 am - 1:56 pmPDX  Portland-MKE Milwaukee-Mitchell
6h 46m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
12:21 pm - 7:29 pmMKE  Milwaukee-Mitchell-PDX Portland
9h 08m1 stop Dallas/Fort Worth
$317American Airlines
Sat, Oct 24 - Wed, Oct 28
American Airlines Logo
10:55 pm - 8:07 amPDX  Portland-MKE Milwaukee-Mitchell
7h 12m1 stop Chicago O'Hare Intl
American Airlines Logo
2:55 pm - 7:47 pmMKE  Milwaukee-Mitchell-PDX Portland
6h 52m1 stop Chicago O'Hare Intl
$317American Airlines
Wed, Oct 28 - Thu, Nov 5
Delta Logo
6:00 am - 2:30 pmPDX  Portland-MKE Milwaukee-Mitchell
6h 30m1 stop Minneapolis St Paul
Delta Logo
7:05 am - 12:03 pmMKE  Milwaukee-Mitchell-PDX Portland
6h 58m1 stop Salt Lake City
$317Delta
Wed, Oct 21 - Sat, Oct 24
Delta Logo
11:00 pm - 11:29 amPDX  Portland-MKE Milwaukee-Mitchell
10h 29m1 stop Atlanta Hartsfield-Jackson
Delta Logo
8:12 am - 12:38 pmMKE  Milwaukee-Mitchell-PDX Portland
6h 26m1 stop Minneapolis St Paul
$317Delta
Tue, Oct 20 - Tue, Nov 3
Southwest Logo
1:40 pm - 10:20 pmPDX  Portland-MKE Milwaukee-Mitchell
6h 40m1 stop Phoenix Sky Harbor Intl
Southwest Logo
7:40 pm - 1:25 amMKE  Milwaukee-Mitchell-PDX Portland
7h 45m1 stop Las Vegas Harry Reid Intl
$317Southwest
Sat, Nov 7 - Thu, Nov 12
United Airlines Logo
5:00 am - 1:34 pmPDX  Portland-MKE Milwaukee-Mitchell
6h 34m1 stop Denver Intl
United Airlines Logo
2:23 pm - 7:12 pmMKE  Milwaukee-Mitchell-PDX Portland
6h 49m1 stop Chicago O'Hare Intl
$317United Airlines
Thu, Oct 29 - Tue, Nov 3
United Airlines Logo
7:00 am - 5:43 pmPDX  Portland-MKE Milwaukee-Mitchell
8h 43m1 stop Chicago O'Hare Intl
United Airlines Logo
2:18 pm - 7:12 pmMKE  Milwaukee-Mitchell-PDX Portland
6h 54m1 stop Chicago O'Hare Intl
$317United Airlines
Wed, Oct 28 - Sat, Oct 31
Southwest Logo
6:10 am - 4:45 pmPDX  Portland-MKE Milwaukee-Mitchell
8h 35m2 stops Sacramento Intl Phoenix Sky Harbor Intl
Southwest Logo
5:45 am - 1:00 pmMKE  Milwaukee-Mitchell-PDX Portland
9h 15m1 stop Chicago Midway
$322Southwest
Sat, Oct 31 - Sat, Nov 7
Alaska Airlines Logo
6:09 am - 4:19 pmPDX  Portland-MKE Milwaukee-Mitchell
8h 10m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
4:40 pm - 9:43 amMKE  Milwaukee-Mitchell-PDX Portland
19h 03m2 stops Seattle/Tacoma Intl San Diego
$374Alaska Airlines
Tue, Oct 27 - Tue, Nov 3
Alaska Airlines Logo
7:09 am - 4:19 pmPDX  Portland-MKE Milwaukee-Mitchell
7h 10m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
4:40 pm - 9:43 amMKE  Milwaukee-Mitchell-PDX Portland
19h 03m2 stops Seattle/Tacoma Intl San Diego
$410Alaska Airlines
Tue, Oct 27 - Tue, Nov 3

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Southwest flights from Portland to Milwaukee

Our best Southwest deals on Portland to Milwaukee flight tickets
Southwest
Oct 31
PDX6:10 amPortland
8h 35m
2 stops
MKE4:45 pmMilwaukee-Mitchell
Nov 7
MKE3:00 pmMilwaukee-Mitchell
8h 30m
2 stops
PDX9:30 pmPortland
$327
Southwest
Oct 24
PDX2:40 pmPortland
7h 35m
1 stop
MKE12:15 amMilwaukee-Mitchell
Oct 26
MKE8:00 pmMilwaukee-Mitchell
7h 25m
1 stop
PDX1:25 amPortland
$330
Southwest
Dec 11
PDX12:10 pmPortland
8h 55m
2 stops
MKE11:05 pmMilwaukee-Mitchell
Dec 14
MKE5:45 amMilwaukee-Mitchell
9h 25m
1 stop
PDX1:10 pmPortland
$335

Alaska Airlines flights from Portland to Milwaukee

Our best Alaska Airlines deals on Portland to Milwaukee flight tickets
Alaska Airlines
Oct 27
PDX6:09 amPortland
8h 10m
1 stop
MKE4:19 pmMilwaukee-Mitchell
Nov 3
MKE4:40 pmMilwaukee-Mitchell
19h 03m
2 stops
PDX9:43 amPortland
$374
Alaska Airlines
Oct 27
PDX7:09 amPortland
7h 10m
1 stop
MKE4:19 pmMilwaukee-Mitchell
Nov 3
MKE4:40 pmMilwaukee-Mitchell
19h 03m
2 stops
PDX9:43 amPortland
$410
Alaska Airlines
Oct 27
PDX5:06 amPortland
9h 13m
1 stop
MKE4:19 pmMilwaukee-Mitchell
Nov 3
MKE4:40 pmMilwaukee-Mitchell
19h 03m
2 stops
PDX9:43 amPortland
$420

momondo Fare Finder

 
Use the filters below to find and compare flights from Portland to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Sat 10/24

5:10 am-1:56 pm

1 stop6h 46m

Milwaukee-Mitchell

Wed 10/28

12:21 pm-7:29 pm

1 stop9h 08m

$317

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Wed 10/28

10:55 pm-8:07 am

1 stop7h 12m

Milwaukee-Mitchell

Thu 11/5

2:55 pm-7:47 pm

1 stop6h 52m

$317

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Wed 10/21

6:00 am-2:30 pm

1 stop6h 30m

Milwaukee-Mitchell

Sat 10/24

7:05 am-12:03 pm

1 stop6h 58m

$317

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Tue 10/20

11:00 pm-11:29 am

1 stop10h 29m

Milwaukee-Mitchell

Tue 11/3

8:12 am-12:38 pm

1 stop6h 26m

$317

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Sat 11/7

1:40 pm-10:20 pm

1 stop6h 40m

Milwaukee-Mitchell

Thu 11/12

7:40 pm-1:25 am

1 stop7h 45m

$317
Quickest round-trip

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Thu 10/29

5:00 am-1:34 pm

1 stop6h 34m

Milwaukee-Mitchell

Tue 11/3

2:23 pm-7:12 pm

1 stop6h 49m

$317

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Wed 10/28

7:00 am-5:43 pm

1 stop8h 43m

Milwaukee-Mitchell

Sat 10/31

2:18 pm-7:12 pm

1 stop6h 54m

$317

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Sat 10/31

6:10 am-4:45 pm

2 stops8h 35m

Milwaukee-Mitchell

Sat 11/7

5:45 am-1:00 pm

1 stop9h 15m

$322

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Tue 10/27

6:09 am-4:19 pm

1 stop8h 10m

Milwaukee-Mitchell

Tue 11/3

4:40 pm-9:43 am

2 stops19h 03m

$374

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Tue 10/27

7:09 am-4:19 pm

1 stop7h 10m

Milwaukee-Mitchell

Tue 11/3

4:40 pm-9:43 am

2 stops19h 03m

$410

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Milwaukee from

How to get the cheapest flight ticket from Portland to Milwaukee

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Portland and Milwaukee?

Prices are currently low for flights on this route.

Typical prices usually range from $460 to $616.
The lowest price recently found on this route was $317.

What is the cheapest month to fly to Milwaukee?

The cheapest month to fly to Milwaukee from Portland is in January. Flight prices, which tend to average around $324, are often lower during this time because this is during the off-season. The month of April is another great option to travel to Milwaukee, with average flight prices from Portland averaging around $404.

How far in advance should I book a flight from Portland to Milwaukee?

You are more likely to see cheaper flights to Milwaukee from Portland when booking weeks ahead of your departure date. In general, you can expect to find flights to Milwaukee for around $483 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milwaukee from Portland for as low as $211 on momondo.

How have Portland to Milwaukee flight prices changed over time?

As of October 2026, prices for Portland to Milwaukee flights are approximately 128% more expensive when compared to flights at the same time last year.

When to book flights from Portland to Milwaukee

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Milwaukee according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland to Milwaukee (PDX to MKE) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Milwaukee

Best Price Found

$159

Fastest flight time

6h 34m

Direct flights

None
The best one-way flight to Milwaukee from Portland in the past 72 hours is $159. The best round-trip flight deal from Portland to Milwaukee found on momondo in the last 72 hours is $317.
The fastest flight from Portland to Milwaukee takes 6h 34m
There are no direct flights from Portland to Milwaukee. There are no popular flight routes from Portland to Milwaukee.
Search flight deals

Frequently asked questions about flying from Portland to Milwaukee

  • How far is Portland to Milwaukee-Mitchell by plane?

    A flight from Portland to Milwaukee-Mitchell will travel around 1713.7 mi. A reasonable flight in good conditions will take 6h 34m.

  • When did momondo last update prices for flights from Portland Airport to Milwaukee-Mitchell Airport?

    Prices for flights from Portland Airport to Milwaukee-Mitchell Airport were last updated today.

  • How many operators does momondo search for flights from Portland Airport to Milwaukee-Mitchell Airport?

  • How old do you have to be to fly from Portland Airport to Milwaukee-Mitchell Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Milwaukee-Mitchell Airport.

  • What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?

    The required travel and health documents for your Milwaukee-Mitchell Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Milwaukee-Mitchell Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Portland to Milwaukee?

Best airlines flying from Portland to Milwaukee

Compare and see reviews for airlines that fly from Portland to Milwaukee with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $209Free CancellationRating
7.0
12,096 reviews
Search American Airlines flights
DeltaPriceFrom $291Free CancellationRating
7.8
8,615 reviews
Search Delta flights
United AirlinesPriceFrom $298Free CancellationRating
7.4
10,270 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $307Free CancellationRating
7.9
12,999 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $339Free CancellationRating
8.0
4,206 reviews
Search Southwest flights

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Waukesha
Oak Creek
Mequon
Wauwatosa
Glendale
West Bend
Kohler
Port Washington
Pewaukee
New Berlin
Grafton

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Milwaukee?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Portland to Milwaukee for you.

Can I find flights from Portland to Milwaukee with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Milwaukee from Portland with this policy.

How can momondo help me find flights from Portland to Milwaukee?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Milwaukee from Portland.

I’m not ready to book a flight from Portland to Milwaukee right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Portland to Milwaukee flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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