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Cheap flights from Portland to Milwaukee from $119

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Milwaukee departing on 3/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Portland to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
11:59 pm - 7:49 am
PDX
-
MKE
5h 50m
1 stop
American Airlines Logo
9:32 am - 12:15 am
MKE
-
PDX
16h 43m
1 stop
$277American Airlines
Tue, Mar 17 - Sat, Mar 21
United Airlines Logo
12:57 pm - 10:45 pm
PDX
-
MKE
7h 48m
1 stop
United Airlines Logo
5:00 am - 11:55 am
MKE
-
PDX
8h 55m
1 stop
$292United Airlines
Fri, Feb 27 - Wed, Mar 4
United Airlines Logo
1:00 pm - 9:20 pm
PDX
-
MKE
6h 20m
1 stop
United Airlines Logo
11:30 am - 9:10 pm
MKE
-
PDX
11h 40m
2 stops
$297United Airlines
Fri, Mar 13 - Tue, Mar 17
Southwest Logo
6:30 am - 5:10 pm
PDX
-
MKE
8h 40m
2 stops
Southwest Logo
7:50 pm - 12:55 am
MKE
-
PDX
7h 05m
1 stop
$309Southwest
Tue, Mar 17 - Sat, Mar 21
Alaska Airlines Logo
9:00 am - 2:14 pm
PDX
-
MKE
27h 14m
1 stop
Alaska Airlines Logo
3:10 pm - 8:10 am
MKE
-
PDX
19h 00m
1 stop
$313Alaska Airlines
Fri, Mar 27 - Tue, Mar 31
Delta Logo
7:32 pm - 10:13 am
PDX
-
MKE
12h 41m
2 stops
Delta Logo
7:20 am - 5:10 pm
MKE
-
PDX
11h 50m
2 stops
$314Delta
Fri, Apr 17 - Mon, Apr 27
United Airlines Logo
5:05 am - 2:57 pm
PDX
-
MKE
7h 52m
1 stop
United Airlines Logo
2:54 pm - 7:14 pm
MKE
-
PDX
6h 20m
1 stop
$317United Airlines
Thu, Mar 5 - Sat, Mar 14
Delta Logo
7:35 pm - 10:30 am
PDX
-
MKE
12h 55m
2 stops
Delta Logo
11:02 am - 5:33 pm
MKE
-
PDX
8h 31m
1 stop
$322Delta
Fri, Feb 27 - Wed, Mar 4
United Airlines Logo
5:05 am - 2:57 pm
PDX
-
MKE
7h 52m
1 stop
United Airlines Logo
7:00 am - 11:55 am
MKE
-
PDX
6h 55m
1 stop
$327United Airlines
Tue, Mar 3 - Wed, Mar 4
Delta Logo
11:15 pm - 8:50 am
PDX
-
MKE
7h 35m
1 stop
Delta Logo
7:35 am - 12:35 pm
MKE
-
PDX
7h 00m
1 stop
$328Delta
Tue, Mar 24 - Thu, Mar 26

American Airlines flights from Portland to Milwaukee

Our best American Airlines deals on Portland to Milwaukee flight tickets
American Airlines
Mar 17
PDX11:59 pmPortland
5h 50m
1 stop
MKE7:49 amMilwaukee-Mitchell
Mar 21
MKE9:32 amMilwaukee-Mitchell
16h 43m
1 stop
PDX12:15 amPortland
$277
American Airlines
Feb 26
PDX11:40 pmPortland
9h 21m
1 stop
MKE11:01 amMilwaukee-Mitchell
Mar 1
MKE4:47 pmMilwaukee-Mitchell
9h 30m
1 stop
PDX12:17 amPortland
$342
American Airlines
Feb 27
PDX11:40 pmPortland
9h 19m
1 stop
MKE10:59 amMilwaukee-Mitchell
Mar 5
MKE5:00 amMilwaukee-Mitchell
7h 58m
1 stop
PDX10:58 amPortland
$354

United Airlines flights from Portland to Milwaukee

Our best United Airlines deals on Portland to Milwaukee flight tickets
United Airlines
Feb 27
PDX12:57 pmPortland
7h 48m
1 stop
MKE10:45 pmMilwaukee-Mitchell
Mar 4
MKE5:00 amMilwaukee-Mitchell
8h 55m
1 stop
PDX11:55 amPortland
$292
United Airlines
Mar 13
PDX1:00 pmPortland
6h 20m
1 stop
MKE9:20 pmMilwaukee-Mitchell
Mar 17
MKE11:30 amMilwaukee-Mitchell
11h 40m
2 stops
PDX9:10 pmPortland
$297
United Airlines
Mar 5
PDX5:05 amPortland
7h 52m
1 stop
MKE2:57 pmMilwaukee-Mitchell
Mar 14
MKE2:54 pmMilwaukee-Mitchell
6h 20m
1 stop
PDX7:14 pmPortland
$317

momondo Fare Finder

 
Customize your flight search to find flights from Portland to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 3, 2026.
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

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 3/17

11:59 pm-7:49 am

1 stop5h 50m

Milwaukee-Mitchell

Sat 3/21

9:32 am-12:15 am

1 stop16h 43m

$277

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 2/27

12:57 pm-10:45 pm

1 stop7h 48m

Milwaukee-Mitchell

Wed 3/4

5:00 am-11:55 am

1 stop8h 55m

$292

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 3/13

1:00 pm-9:20 pm

1 stop6h 20m

Milwaukee-Mitchell

Tue 3/17

11:30 am-9:10 pm

2 stops11h 40m

$297

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 3/17

6:30 am-5:10 pm

2 stops8h 40m

Milwaukee-Mitchell

Sat 3/21

7:50 pm-12:55 am

1 stop7h 05m

$309

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 3/27

9:00 am-2:14 pm

1 stop27h 14m

Milwaukee-Mitchell

Tue 3/31

3:10 pm-8:10 am

1 stop19h 00m

$313

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 4/17

7:32 pm-10:13 am

2 stops12h 41m

Milwaukee-Mitchell

Mon 4/27

7:20 am-5:10 pm

2 stops11h 50m

$314

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 3/5

5:05 am-2:57 pm

1 stop7h 52m

Milwaukee-Mitchell

Sat 3/14

2:54 pm-7:14 pm

1 stop6h 20m

$317

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 2/27

7:35 pm-10:30 am

2 stops12h 55m

Milwaukee-Mitchell

Wed 3/4

11:02 am-5:33 pm

1 stop8h 31m

$322

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 3/3

5:05 am-2:57 pm

1 stop7h 52m

Milwaukee-Mitchell

Wed 3/4

7:00 am-11:55 am

1 stop6h 55m

$327

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 3/24

11:15 pm-8:50 am

1 stop7h 35m

Milwaukee-Mitchell

Thu 3/26

7:35 am-12:35 pm

1 stop7h 00m

$328

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 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 $341, are often lower during this time because this is during the off-season. The month of November is another great option to travel to Milwaukee, with average flight prices from Portland averaging around $381.

How far in advance should I book a flight 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 $439 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 $379 on momondo.

Can stopping save me money on Portland to Milwaukee flights?

You could potentially save up to 24% on your flight if you consider stops on a Portland to Milwaukee flight.

How have Portland to Milwaukee flight prices changed over time?

As of February 2026, prices for Portland to Milwaukee flights are approximately 47% 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

Fastest flight time

5h 51m

Direct flights

None
The fastest flight from Portland to Milwaukee takes 5h 51m
There are no direct flights from Portland to Milwaukee. There are no popular flight routes from Portland to Milwaukee.
Search flight deals

  • 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 5h 51m.

  • 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
DeltaPriceFrom $88Free CancellationRating
7.9
8,138 reviews
Search Delta flights
American AirlinesPriceFrom $209Free CancellationRating
7.2
11,216 reviews
Search American Airlines flights
United AirlinesPriceFrom $307Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $324Free CancellationRating
8.0
11,833 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $339Free CancellationRating
8.0
4,272 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
Wauwatosa
Oak Creek
Mequon
Glendale
Pewaukee
Kohler
West Bend
Port Washington
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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