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Cheap flights from Portland to Milwaukee from $113

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 9/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Portland to Milwaukee

Cheap round-trip flights

Frontier Logo
7:15 am - 2:14 pmPDX-MKE
28h 59m1 stop
Frontier Logo
7:36 pm - 12:12 amMKE-PDX
6h 36m1 stop
$246Frontier
Find Deal
Sat, Sep 13 - Fri, Sep 19
Frontier Logo
6:05 am - 6:41 pmPDX-MKE
10h 36m1 stop
Frontier Logo
7:36 pm - 12:12 amMKE-PDX
6h 36m1 stop
$257Frontier
Find Deal
Fri, Sep 12 - Fri, Sep 19
Alaska Airlines Logo
2:32 pm - 12:02 amPDX-MKE
7h 30m1 stop
Alaska Airlines Logo
6:27 am - 12:27 pmMKE-PDX
8h 00m1 stop
$279Alaska Airlines
Find Deal
Tue, Sep 16 - Wed, Sep 17
Delta Logo
12:45 am - 10:57 amPDX-MKE
8h 12m1 stop
Delta Logo
4:00 pm - 8:56 pmMKE-PDX
6h 56m1 stop
$302Delta
Find Deal
Fri, Sep 12 - Tue, Sep 16
Delta Logo
1:48 pm - 11:48 pmPDX-MKE
8h 00m1 stop
Delta Logo
7:30 am - 11:52 pmMKE-PDX
18h 22m2 stops
$305Delta
Find Deal
Tue, Sep 30 - Wed, Oct 1
Alaska Airlines Logo
2:32 pm - 12:02 amPDX-MKE
7h 30m1 stop
Alaska Airlines Logo
6:27 am - 10:57 amMKE-PDX
6h 30m1 stop
$307Alaska Airlines
Find Deal
Mon, Sep 15 - Tue, Sep 16
American Airlines Logo
10:38 am - 8:00 pmPDX-MKE
7h 22m1 stop
American Airlines Logo
11:24 am - 6:53 pmMKE-PDX
9h 29m1 stop
$313American Airlines
Find Deal
Wed, Aug 27 - Sun, Aug 31
American Airlines Logo
5:38 am - 4:45 pmPDX-MKE
9h 07m1 stop
American Airlines Logo
11:33 am - 5:06 pmMKE-PDX
7h 33m1 stop
$325American Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
Southwest Logo
5:10 am - 3:30 pmPDX-MKE
8h 20m2 stops
Southwest Logo
5:05 am - 1:55 pmMKE-PDX
10h 50m2 stops
$335Southwest
Find Deal
Wed, Oct 29 - Wed, Nov 5
Southwest Logo
10:50 am - 11:00 pmPDX-MKE
10h 10m2 stops
Southwest Logo
5:20 pm - 9:30 pmMKE-PDX
6h 10m1 stop
$356Southwest
Find Deal
Thu, Sep 11 - Sat, Sep 13

Frontier flights from Portland to Milwaukee

Our best Frontier deals on Portland to Milwaukee flight tickets
Frontier
Sep 13
PDX7:15 amPortland
28h 59m
1 stop
MKE2:14 pmMilwaukee-Mitchell
Sep 19
MKE7:36 pmMilwaukee-Mitchell
6h 36m
1 stop
PDX12:12 amPortland
$246
Find similar
Frontier
Sep 12
PDX6:05 amPortland
10h 36m
1 stop
MKE6:41 pmMilwaukee-Mitchell
Sep 19
MKE7:36 pmMilwaukee-Mitchell
6h 36m
1 stop
PDX12:12 amPortland
$257
Find similar
Frontier
Aug 15
PDX6:35 amPortland
10h 38m
1 stop
MKE7:13 pmMilwaukee-Mitchell
Aug 18
MKE7:58 pmMilwaukee-Mitchell
6h 18m
1 stop
PDX12:16 amPortland
$258
Find similar

Alaska Airlines flights from Portland to Milwaukee

Our best Alaska Airlines deals on Portland to Milwaukee flight tickets
Alaska Airlines
Sep 16
PDX2:32 pmPortland
7h 30m
1 stop
MKE12:02 amMilwaukee-Mitchell
Sep 17
MKE6:27 amMilwaukee-Mitchell
8h 00m
1 stop
PDX12:27 pmPortland
$279
Find similar
Alaska Airlines
Sep 15
PDX2:32 pmPortland
7h 30m
1 stop
MKE12:02 amMilwaukee-Mitchell
Sep 16
MKE6:27 amMilwaukee-Mitchell
6h 30m
1 stop
PDX10:57 amPortland
$307
Find similar
Alaska Airlines
Sep 13
PDX2:32 pmPortland
7h 30m
1 stop
MKE12:02 amMilwaukee-Mitchell
Sep 20
MKE6:27 amMilwaukee-Mitchell
9h 20m
1 stop
PDX1:47 pmPortland
$324
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 July 31, 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

Sat 9/13

7:15 am-2:14 pm

1 stop28h 59m

Milwaukee-Mitchell

Fri 9/19

7:36 pm-12:12 am

1 stop6h 36m

$246

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 9/12

6:05 am-6:41 pm

1 stop10h 36m

Milwaukee-Mitchell

Fri 9/19

7:36 pm-12:12 am

1 stop6h 36m

$257

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 9/16

2:32 pm-12:02 am

1 stop7h 30m

Milwaukee-Mitchell

Wed 9/17

6:27 am-12:27 pm

1 stop8h 00m

$279

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 9/12

12:45 am-10:57 am

1 stop8h 12m

Milwaukee-Mitchell

Tue 9/16

4:00 pm-8:56 pm

1 stop6h 56m

$302

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 9/30

1:48 pm-11:48 pm

1 stop8h 00m

Milwaukee-Mitchell

Wed 10/1

7:30 am-11:52 pm

2 stops18h 22m

$305

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Mon 9/15

2:32 pm-12:02 am

1 stop7h 30m

Milwaukee-Mitchell

Tue 9/16

6:27 am-10:57 am

1 stop6h 30m

$307

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 8/27

10:38 am-8:00 pm

1 stop7h 22m

Milwaukee-Mitchell

Sun 8/31

11:24 am-6:53 pm

1 stop9h 29m

$313

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sat 10/4

5:38 am-4:45 pm

1 stop9h 07m

Milwaukee-Mitchell

Sat 10/11

11:33 am-5:06 pm

1 stop7h 33m

$325

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 10/29

5:10 am-3:30 pm

2 stops8h 20m

Milwaukee-Mitchell

Wed 11/5

5:05 am-1:55 pm

2 stops10h 50m

$335

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 9/11

10:50 am-11:00 pm

2 stops10h 10m

Milwaukee-Mitchell

Sat 9/13

5:20 pm-9:30 pm

1 stop6h 10m

$356

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 April. Flight prices, which tend to average around $361, are often lower during this time because this is during the off-season. The month of January is another great option to travel to Milwaukee, with average flight prices from Portland averaging around $365.

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 $448 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 $395 on momondo.

How have Portland to Milwaukee flight prices changed over time?

As of July 2025, prices for Portland to Milwaukee flights are approximately 8% cheaper 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

$113

Fastest flight time

5h 30m

Direct flights

None

Airports in Milwaukee

1 airport
The best one-way flight to Milwaukee from Portland in the past 72 hours is $113. The best round-trip flight deal from Portland to Milwaukee found on momondo in the last 72 hours is $246.
The fastest flight from Portland to Milwaukee takes 5h 30m
There are no direct flights from Portland to Milwaukee. Popular non-direct route for this connection is Portland Airport - Milwaukee-Mitchell Airport.
There is 1 airport near Milwaukee: Milwaukee-Mitchell (MKE)
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 30m.

  • 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
FrontierPriceFrom $128Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
Sun Country AirPriceFrom $152Free CancellationRating
6.9
334 reviews
Search Sun Country Air flights
Spirit AirlinesPriceFrom $172Free CancellationRating
6.3
8,048 reviews
Search Spirit Airlines flights
DeltaPriceFrom $193Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $286Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $305Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $326Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
SouthwestPriceFrom $361Free CancellationRating
8.0
4,246 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
Pewaukee
Kohler
West Bend
Port Washington
Grafton
New Berlin

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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