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Cheap flights from Portland to Milwaukee from $157

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 10/5. 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

Frontier Logo
12:43 pm - 7:18 pmPDX-MKE
28h 35m1 stop
Frontier Logo
8:04 pm - 11:56 amMKE-PDX
17h 52m1 stop
$164Frontier
Find Deal
Thu, Oct 23 - Mon, Oct 27
Frontier Logo
12:52 pm - 7:19 pmPDX-MKE
28h 27m1 stop
Frontier Logo
8:04 pm - 11:56 amMKE-PDX
17h 52m1 stop
$167Frontier
Find Deal
Thu, Nov 13 - Mon, Nov 17
Frontier Logo
6:05 am - 7:19 pmPDX-MKE
11h 14m1 stop
Frontier Logo
7:36 pm - 12:12 amMKE-PDX
6h 36m1 stop
$242Frontier
Find Deal
Mon, Sep 29 - Fri, Oct 3
Delta Logo
7:59 pm - 8:15 amPDX-MKE
10h 16m2 stops
Delta Logo
9:10 am - 7:19 pmMKE-PDX
12h 09m2 stops
$312Delta
Find Deal
Tue, Nov 11 - Wed, Nov 19
Delta Logo
12:35 am - 8:15 amPDX-MKE
5h 40m1 stop
Delta Logo
12:12 pm - 10:41 pmMKE-PDX
12h 29m2 stops
$314Delta
Find Deal
Mon, Nov 10 - Tue, Nov 18
United Airlines Logo
5:00 am - 1:34 pmPDX-MKE
6h 34m1 stop
United Airlines Logo
3:15 pm - 10:52 pmMKE-PDX
9h 37m2 stops
$322United Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 10
United Airlines Logo
5:00 am - 1:14 pmPDX-MKE
6h 14m1 stop
United Airlines Logo
10:53 am - 6:36 pmMKE-PDX
9h 43m2 stops
$332United Airlines
Find Deal
Wed, Nov 5 - Sat, Nov 8
American Airlines Logo
5:16 am - 2:20 pmPDX-MKE
7h 04m1 stop
American Airlines Logo
5:25 am - 9:31 amMKE-PDX
6h 06m1 stop
$337American Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
Southwest Logo
12:45 pm - 12:05 amPDX-MKE
9h 20m1 stop
Southwest Logo
5:40 am - 11:25 amMKE-PDX
7h 45m1 stop
$353Southwest
Find Deal
Fri, Nov 7 - Tue, Nov 11
Southwest Logo
12:50 pm - 12:05 amPDX-MKE
9h 15m2 stops
Southwest Logo
5:40 am - 11:25 amMKE-PDX
7h 45m1 stop
$382Southwest
Find Deal
Fri, Nov 7 - Tue, Nov 11

Spirit Airlines flights from Portland to Milwaukee

Our best Spirit Airlines deals on Portland to Milwaukee flight tickets
Spirit Airlines
Sep 25
PDX12:07 pmPortland
6h 48m
1 stop
MKE8:55 pmMilwaukee-Mitchell
Sep 28
MKE9:50 pmMilwaukee-Mitchell
15h 21m
1 stop
PDX11:11 amPortland
$475
Find similar
Spirit Airlines
Sep 25
PDX12:07 pmPortland
6h 48m
1 stop
MKE8:55 pmMilwaukee-Mitchell
Sep 28
MKE9:50 pmMilwaukee-Mitchell
15h 21m
1 stop
PDX11:11 amPortland
$524
Find similar
Spirit Airlines
Sep 25
PDX12:07 pmPortland
6h 48m
1 stop
MKE8:55 pmMilwaukee-Mitchell
Sep 28
MKE9:50 pmMilwaukee-Mitchell
15h 21m
1 stop
PDX11:11 amPortland
$563
Find similar

Delta flights from Portland to Milwaukee

Our best Delta deals on Portland to Milwaukee flight tickets
Delta
Nov 11
PDX7:59 pmPortland
10h 16m
2 stops
MKE8:15 amMilwaukee-Mitchell
Nov 19
MKE9:10 amMilwaukee-Mitchell
12h 09m
2 stops
PDX7:19 pmPortland
$312
Find similar
Delta
Nov 10
PDX12:35 amPortland
5h 40m
1 stop
MKE8:15 amMilwaukee-Mitchell
Nov 18
MKE12:12 pmMilwaukee-Mitchell
12h 29m
2 stops
PDX10:41 pmPortland
$314
Find similar
Delta
Nov 11
PDX6:00 amPortland
6h 13m
1 stop
MKE2:13 pmMilwaukee-Mitchell
Nov 19
MKE2:53 pmMilwaukee-Mitchell
7h 54m
1 stop
PDX8:47 pmPortland
$317
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 September 16, 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

Thu 10/23

12:43 pm-7:18 pm

1 stop28h 35m

Milwaukee-Mitchell

Mon 10/27

8:04 pm-11:56 am

1 stop17h 52m

$164

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 11/13

12:52 pm-7:19 pm

1 stop28h 27m

Milwaukee-Mitchell

Mon 11/17

8:04 pm-11:56 am

1 stop17h 52m

$167

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Mon 9/29

6:05 am-7:19 pm

1 stop11h 14m

Milwaukee-Mitchell

Fri 10/3

7:36 pm-12:12 am

1 stop6h 36m

$242

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 11/11

7:59 pm-8:15 am

2 stops10h 16m

Milwaukee-Mitchell

Wed 11/19

9:10 am-7:19 pm

2 stops12h 09m

$312

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Mon 11/10

12:35 am-8:15 am

1 stop5h 40m

Milwaukee-Mitchell

Tue 11/18

12:12 pm-10:41 pm

2 stops12h 29m

$314

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 12/3

5:00 am-1:34 pm

1 stop6h 34m

Milwaukee-Mitchell

Wed 12/10

3:15 pm-10:52 pm

2 stops9h 37m

$322

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 11/5

5:00 am-1:14 pm

1 stop6h 14m

Milwaukee-Mitchell

Sat 11/8

10:53 am-6:36 pm

2 stops9h 43m

$332

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sat 10/4

5:16 am-2:20 pm

1 stop7h 04m

Milwaukee-Mitchell

Sat 10/11

5:25 am-9:31 am

1 stop6h 06m

$337

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 11/7

12:45 pm-12:05 am

1 stop9h 20m

Milwaukee-Mitchell

Tue 11/11

5:40 am-11:25 am

1 stop7h 45m

$353

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 11/7

12:50 pm-12:05 am

2 stops9h 15m

Milwaukee-Mitchell

Tue 11/11

5:40 am-11:25 am

1 stop7h 45m

$382

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 $453 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 $375 on momondo.

How have Portland to Milwaukee flight prices changed over time?

As of September 2025, prices for Portland to Milwaukee flights are approximately 101% 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

Direct flights

None
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 28m.

  • 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
5.8
3,174 reviews
Search Frontier flights
DeltaPriceFrom $176Free CancellationRating
7.9
7,957 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 $317Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
SouthwestPriceFrom $361Free CancellationRating
8.0
4,242 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
Kohler
Pewaukee
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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