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Cheap flights from Portland to Milwaukee from $150

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 2/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
Delta Logo
7:37 pm - 8:53 am
PDX
-
MKE
11h 16m2 stops
Delta Logo
3:59 pm - 12:17 am
MKE
-
PDX
10h 18m2 stops
$266Delta
Tue, Jan 6 - Tue, Jan 13
Alaska Airlines Logo
6:00 am - 2:51 pm
PDX
-
MKE
6h 51m1 stop
Alaska Airlines Logo
3:47 pm - 10:46 am
MKE
-
PDX
20h 59m1 stop
$274Alaska Airlines
Fri, Mar 6 - Wed, Mar 11
Alaska Airlines Logo
5:10 am - 2:09 pm
PDX
-
MKE
6h 59m1 stop
Alaska Airlines Logo
3:53 pm - 9:23 am
MKE
-
PDX
19h 30m1 stop
$275Alaska Airlines
Tue, Jan 6 - Fri, Jan 9
Delta Logo
11:10 am - 9:15 pm
PDX
-
MKE
8h 05m2 stops
Delta Logo
6:40 am - 8:59 pm
MKE
-
PDX
16h 19m2 stops
$276Delta
Wed, Jan 7 - Sat, Jan 10
Delta Logo
7:37 pm - 8:53 am
PDX
-
MKE
11h 16m2 stops
Delta Logo
3:59 pm - 12:17 am
MKE
-
PDX
10h 18m2 stops
$279Delta
Thu, Jan 15 - Tue, Jan 20
Alaska Airlines Logo
8:30 am - 2:51 pm
PDX
-
MKE
28h 21m1 stop
Alaska Airlines Logo
3:47 pm - 10:41 pm
MKE
-
PDX
8h 54m1 stop
$285Alaska Airlines
Thu, Feb 19 - Sun, Feb 22
Delta Logo
7:35 pm - 10:30 am
PDX
-
MKE
12h 55m2 stops
Delta Logo
1:21 pm - 8:55 pm
MKE
-
PDX
9h 34m2 stops
$286Delta
Fri, Feb 27 - Thu, Mar 5
Alaska Airlines Logo
5:10 am - 2:09 pm
PDX
-
MKE
6h 59m1 stop
Alaska Airlines Logo
3:53 pm - 8:47 pm
MKE
-
PDX
6h 54m1 stop
$294Alaska Airlines
Tue, Jan 6 - Mon, Jan 12
Alaska Airlines Logo
6:00 am - 2:51 pm
PDX
-
MKE
6h 51m1 stop
Alaska Airlines Logo
3:47 pm - 8:49 am
MKE
-
PDX
19h 02m1 stop
$303Alaska Airlines
Thu, Feb 12 - Mon, Feb 16
Alaska Airlines Logo
1:51 pm - 11:59 pm
PDX
-
MKE
8h 08m1 stop
Alaska Airlines Logo
3:53 pm - 9:29 am
MKE
-
PDX
19h 36m1 stop
$304Alaska Airlines
Mon, Jan 5 - Mon, Jan 12

American Airlines flights from Portland to Milwaukee

Our best American Airlines deals on Portland to Milwaukee flight tickets
American Airlines
Jan 13
PDX12:35 pmPortland
7h 24m
1 stop
MKE9:59 pmMilwaukee-Mitchell
Jan 27
MKE3:53 pmMilwaukee-Mitchell
8h 18m
1 stop
PDX10:11 pmPortland
$311
Find similar
American Airlines
Dec 25
PDX11:53 amPortland
8h 03m
1 stop
MKE9:56 pmMilwaukee-Mitchell
Jan 10
MKE6:40 amMilwaukee-Mitchell
8h 37m
1 stop
PDX1:17 pmPortland
$329
Find similar
American Airlines
Jan 13
PDX7:38 amPortland
7h 27m
1 stop
MKE5:05 pmMilwaukee-Mitchell
Jan 27
MKE1:04 pmMilwaukee-Mitchell
9h 23m
1 stop
PDX8:27 pmPortland
$357
Find similar

United Airlines flights from Portland to Milwaukee

Our best United Airlines deals on Portland to Milwaukee flight tickets
United Airlines
Jan 1
PDX5:00 amPortland
8h 00m
1 stop
MKE3:00 pmMilwaukee-Mitchell
Jan 14
MKE4:05 pmMilwaukee-Mitchell
7h 07m
1 stop
PDX9:12 pmPortland
$306
Find similar
United Airlines
Jan 1
PDX5:00 amPortland
8h 00m
1 stop
MKE3:00 pmMilwaukee-Mitchell
Jan 14
MKE3:20 pmMilwaukee-Mitchell
9h 24m
2 stops
PDX10:44 pmPortland
$331
Find similar
United Airlines
Mar 6
PDX10:54 pmPortland
9h 19m
1 stop
MKE10:13 amMilwaukee-Mitchell
Mar 11
MKE6:00 amMilwaukee-Mitchell
9h 44m
2 stops
PDX1:44 pmPortland
$342
Find similar

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 December 18, 2025.
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 1/6

7:37 pm-8:53 am

2 stops11h 16m

Milwaukee-Mitchell

Tue 1/13

3:59 pm-12:17 am

2 stops10h 18m

$266

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 3/6

6:00 am-2:51 pm

1 stop6h 51m

Milwaukee-Mitchell

Wed 3/11

3:47 pm-10:46 am

1 stop20h 59m

$274

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 1/6

5:10 am-2:09 pm

1 stop6h 59m

Milwaukee-Mitchell

Fri 1/9

3:53 pm-9:23 am

1 stop19h 30m

$275

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 1/7

11:10 am-9:15 pm

2 stops8h 05m

Milwaukee-Mitchell

Sat 1/10

6:40 am-8:59 pm

2 stops16h 19m

$276

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 1/15

7:37 pm-8:53 am

2 stops11h 16m

Milwaukee-Mitchell

Tue 1/20

3:59 pm-12:17 am

2 stops10h 18m

$279

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 2/19

8:30 am-2:51 pm

1 stop28h 21m

Milwaukee-Mitchell

Sun 2/22

3:47 pm-10:41 pm

1 stop8h 54m

$285

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 2/27

7:35 pm-10:30 am

2 stops12h 55m

Milwaukee-Mitchell

Thu 3/5

1:21 pm-8:55 pm

2 stops9h 34m

$286

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 1/6

5:10 am-2:09 pm

1 stop6h 59m

Milwaukee-Mitchell

Mon 1/12

3:53 pm-8:47 pm

1 stop6h 54m

$294

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 2/12

6:00 am-2:51 pm

1 stop6h 51m

Milwaukee-Mitchell

Mon 2/16

3:47 pm-8:49 am

1 stop19h 02m

$303

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Mon 1/5

1:51 pm-11:59 pm

1 stop8h 08m

Milwaukee-Mitchell

Mon 1/12

3:53 pm-9:29 am

1 stop19h 36m

$304

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 $338, 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 $369.

What is the cheapest day to depart on your flight to Milwaukee?

According to our data, Tuesday is the cheapest day to fly to Milwaukee from Portland. The lowest ticket price found for a Tuesday departure recently was $401. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Portland to Milwaukee on a Sunday will generally be more expensive and average around $516. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Milwaukee?

In the evening is the cheapest time of day to fly from Portland to Milwaukee when you can find flight prices for as low as $416. Flying to Milwaukee in the evening is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $457 per ticket.

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 $440 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 $316 on momondo.

How have Portland to Milwaukee flight prices changed over time?

As of December 2025, prices for Portland to Milwaukee flights are approximately 51% 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 22m

Direct flights

None
The fastest flight from Portland to Milwaukee takes 5h 22m
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 22m.

  • 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 $176Free CancellationRating
7.9
8,005 reviews
Search Delta flights
American AirlinesPriceFrom $209Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
United AirlinesPriceFrom $307Free CancellationRating
7.4
9,091 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $324Free CancellationRating
8.0
11,477 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $341Free CancellationRating
7.9
4,250 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
Port Washington
West Bend
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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