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Cheap flights from Portland to Milwaukee from $154

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 11/24. 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.
Delta Logo
7:30 pm - 10:34 amPDX-MKE
13h 04m2 stops
Delta Logo
6:00 am - 3:33 pmMKE-PDX
11h 33m2 stops
$274Delta
Find Deal
dom., dic. 7 - dom., dic. 14
Alaska Airlines Logo
5:49 pm - 2:55 pmPDX-MKE
19h 06m1 stop
Alaska Airlines Logo
3:51 pm - 10:50 amMKE-PDX
20h 59m1 stop
$293Alaska Airlines
Find Deal
jue., dic. 4 - mar., dic. 9
Delta Logo
5:23 am - 8:23 pmPDX-MKE
13h 00m2 stops
Delta Logo
5:07 pm - 12:17 amMKE-PDX
9h 10m2 stops
$294Delta
Find Deal
mar., feb. 17 - mar., feb. 24
Delta Logo
5:23 am - 8:23 pmPDX-MKE
13h 00m2 stops
Delta Logo
3:53 pm - 10:17 pmMKE-PDX
8h 24m2 stops
$300Delta
Find Deal
mar., feb. 17 - sáb., feb. 21
Alaska Airlines Logo
5:49 pm - 2:55 pmPDX-MKE
19h 06m1 stop
Alaska Airlines Logo
3:51 pm - 9:32 amMKE-PDX
19h 41m1 stop
$304Alaska Airlines
Find Deal
dom., dic. 7 - dom., dic. 14
Delta Logo
12:40 am - 10:21 amPDX-MKE
7h 41m1 stop
Delta Logo
1:21 pm - 12:17 amMKE-PDX
12h 56m2 stops
$305Delta
Find Deal
lun., feb. 16 - mar., feb. 24
United Airlines Logo
12:55 pm - 10:27 pmPDX-MKE
7h 32m1 stop
United Airlines Logo
6:00 am - 11:48 amMKE-PDX
7h 48m1 stop
$321United Airlines
Find Deal
mié., dic. 10 - jue., dic. 11
United Airlines Logo
11:19 pm - 10:44 amPDX-MKE
9h 25m1 stop
United Airlines Logo
3:15 pm - 9:15 pmMKE-PDX
8h 00m1 stop
$337United Airlines
Find Deal
mar., dic. 2 - mié., dic. 3
American Airlines Logo
12:59 am - 11:10 amPDX-MKE
8h 11m1 stop
American Airlines Logo
5:00 am - 12:38 pmMKE-PDX
9h 38m1 stop
$351American Airlines
Find Deal
lun., dic. 1 - lun., dic. 8
Multiple Airlines Logo
12:47 pm - 5:27 pmPDX-MKE
26h 40m2 stops
Multiple Airlines Logo
2:30 pm - 3:00 pmMKE-PDX
26h 30m1 stop
$386Multiple Airlines
Find Deal
jue., dic. 18 - mar., dic. 23

Delta flights from Portland to Milwaukee

Our best Delta deals on Portland to Milwaukee flight tickets
Delta
Dec 7
PDX7:30 pmPortland
13h 04m
2 stops
MKE10:34 amMilwaukee-Mitchell
Dec 14
MKE6:00 amMilwaukee-Mitchell
11h 33m
2 stops
PDX3:33 pmPortland
$274
Find similar
Delta
Feb 17
PDX5:23 amPortland
13h 00m
2 stops
MKE8:23 pmMilwaukee-Mitchell
Feb 24
MKE5:07 pmMilwaukee-Mitchell
9h 10m
2 stops
PDX12:17 amPortland
$294
Find similar
Delta
Feb 17
PDX5:23 amPortland
13h 00m
2 stops
MKE8:23 pmMilwaukee-Mitchell
Feb 21
MKE3:53 pmMilwaukee-Mitchell
8h 24m
2 stops
PDX10:17 pmPortland
$300
Find similar

Alaska Airlines flights from Portland to Milwaukee

Our best Alaska Airlines deals on Portland to Milwaukee flight tickets
Alaska Airlines
Dec 4
PDX5:49 pmPortland
19h 06m
1 stop
MKE2:55 pmMilwaukee-Mitchell
Dec 9
MKE3:51 pmMilwaukee-Mitchell
20h 59m
1 stop
PDX10:50 amPortland
$293
Find similar
Alaska Airlines
Dec 7
PDX5:49 pmPortland
19h 06m
1 stop
MKE2:55 pmMilwaukee-Mitchell
Dec 14
MKE3:51 pmMilwaukee-Mitchell
19h 41m
1 stop
PDX9:32 amPortland
$304
Find similar
Alaska Airlines
Feb 17
PDX9:30 pmPortland
14h 15m
1 stop
MKE1:45 pmMilwaukee-Mitchell
Feb 26
MKE2:36 pmMilwaukee-Mitchell
11h 27m
1 stop
PDX12:03 amPortland
$314
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 noviembre 4, 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

dom. 12/7

7:30 pm-10:34 am

2 stops13h 04m

Milwaukee-Mitchell

dom. 12/14

6:00 am-3:33 pm

2 stops11h 33m

$274

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

jue. 12/4

5:49 pm-2:55 pm

1 stop19h 06m

Milwaukee-Mitchell

mar. 12/9

3:51 pm-10:50 am

1 stop20h 59m

$293

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mar. 2/17

5:23 am-8:23 pm

2 stops13h 00m

Milwaukee-Mitchell

mar. 2/24

5:07 pm-12:17 am

2 stops9h 10m

$294

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mar. 2/17

5:23 am-8:23 pm

2 stops13h 00m

Milwaukee-Mitchell

sáb. 2/21

3:53 pm-10:17 pm

2 stops8h 24m

$300

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

dom. 12/7

5:49 pm-2:55 pm

1 stop19h 06m

Milwaukee-Mitchell

dom. 12/14

3:51 pm-9:32 am

1 stop19h 41m

$304

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

lun. 2/16

12:40 am-10:21 am

1 stop7h 41m

Milwaukee-Mitchell

mar. 2/24

1:21 pm-12:17 am

2 stops12h 56m

$305

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mié. 12/10

12:55 pm-10:27 pm

1 stop7h 32m

Milwaukee-Mitchell

jue. 12/11

6:00 am-11:48 am

1 stop7h 48m

$321

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mar. 12/2

11:19 pm-10:44 am

1 stop9h 25m

Milwaukee-Mitchell

mié. 12/3

3:15 pm-9:15 pm

1 stop8h 00m

$337

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

lun. 12/1

12:59 am-11:10 am

1 stop8h 11m

Milwaukee-Mitchell

lun. 12/8

5:00 am-12:38 pm

1 stop9h 38m

$351

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

jue. 12/18

12:47 pm-5:27 pm

2 stops26h 40m

Milwaukee-Mitchell

mar. 12/23

2:30 pm-3:00 pm

1 stop26h 30m

$386

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 $373.

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 $447 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 November 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

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 26m.

  • 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
8,003 reviews
Search Delta flights
American AirlinesPriceFrom $254Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
United AirlinesPriceFrom $307Free CancellationRating
7.4
9,002 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $328Free CancellationRating
8.0
11,241 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $357Free CancellationRating
8.0
4,239 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
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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