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$80+ Cheap flights from Portland to Milwaukee (PDX - MKE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
jul. 8 — jul. 151
mar. 7/8
mar. 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Milwaukee-Mitchell are usually found in April or January, booked 37 days in advance, depart on a Tuesday or Thursday and return on a Wednesday

Cheap flight deals from Portland to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated julio 3, 2025.

Round-trip from

$338
(Alaska Airlines)

One-way from

$80
(Priceline)

Popular in

March

Cheapest in

April

Average price

$476
From Portland to Milwaukee-Mitchell
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One-way flight from Portland to Milwaukee-Mitchell
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Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Portland to Milwaukee

Cheapest flights from Portland to Milwaukee
Explore the most affordable flight options available from Portland to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 3, 2025.

This Alaska Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/131:25 pmPDX - MKE
1 stop8h 34mAlaska Airlines
mié. 8/206:30 amMKE - PDX
1 stop7h 54mAlaska Airlines
Deal found 7/2$338
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/155:35 amPDX - MKE
1 stop8h 40mSouthwest
mar. 8/196:25 amMKE - PDX
2 stops9h 05mSouthwest
Deal found 7/2$339
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/204:07 pmPDX - MKE
1 stop5h 52mUnited Airlines
sáb. 9/276:00 amMKE - PDX
2 stops9h 03mUnited Airlines
Deal found 7/1$340
This FlightHub deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/256:35 amPDX - MKE
1 stop10h 38mMultiple Airlines
lun. 7/282:51 pmMKE - PDX
1 stop20h 27mMultiple Airlines
Deal found 7/1$342
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/145:45 pmPDX - MKE
2 stops12h 24mDelta
mar. 8/194:00 pmMKE - PDX
1 stop6h 59mDelta
Deal found 7/2$346
This Mytrip deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/113:10 pmPDX - MKE
2 stops22h 32mSpirit Airlines
jue. 8/147:40 pmMKE - PDX
2 stops25h 17mSpirit Airlines
Deal found 7/1$350
This Frontier deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/296:27 amPDX - MKE
1 stop10h 45mFrontier
lun. 9/18:02 pmMKE - PDX
1 stop6h 13mFrontier
Deal found 7/3$360
This Hawaiian Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/123:40 pmPDX - MKE
1 stop6h 22mHawaiian Airlines
sáb. 9/206:27 amMKE - PDX
1 stop6h 30mHawaiian Airlines
Deal found 7/2$373

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated julio 3, 2025.
Use the filters below to find and compare flights from Portland to Milwaukee that are best for you.

Fly from

Portland

Fly to

Milwaukee

Route

Depart

Return

Price

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mié. 8/13

3:40 pm-11:59 pm

1 stop6h 19m

Milwaukee-Mitchell

jue. 8/21

6:30 am-10:57 am

1 stop6h 27m

$338

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

vie. 8/15

12:46 am-10:45 am

1 stop7h 59m

Milwaukee-Mitchell

mar. 8/19

6:30 am-12:55 pm

2 stops8h 25m

$339

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

sáb. 9/20

4:07 pm-11:59 pm

1 stop5h 52m

Milwaukee-Mitchell

sáb. 9/27

6:00 am-1:03 pm

2 stops9h 03m

$340

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

sáb. 8/2

3:10 pm-1:56 pm

1 stop20h 46m

Milwaukee-Mitchell

vie. 8/15

7:58 pm-12:15 am

1 stop6h 17m

$343

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

jue. 8/21

9:05 pm-10:00 am

1 stop10h 55m

Milwaukee-Mitchell

mar. 8/26

7:00 am-6:25 pm

2 stops13h 25m

$344

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

dom. 7/20

3:10 pm-1:56 pm

1 stop20h 46m

Milwaukee-Mitchell

jue. 7/24

2:51 pm-9:18 am

1 stop20h 27m

$351

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

vie. 8/29

6:27 am-7:12 pm

1 stop10h 45m

Milwaukee-Mitchell

lun. 9/1

8:02 pm-12:15 am

1 stop6h 13m

$360

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

vie. 9/12

3:40 pm-12:02 am

1 stop6h 22m

Milwaukee-Mitchell

sáb. 9/20

6:27 am-10:57 am

1 stop6h 30m

$373

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

lun. 8/25

6:27 am-7:12 pm

1 stop10h 45m

$80

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mar. 7/29

10:23 am-1:56 pm

1 stop25h 33m

$130

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 18 results
1
2

Best time to book a flight from Portland to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Milwaukee

How far ahead should I book a flight from Portland to Milwaukee?

Use this chart to determine the optimal time to book a round-trip flight from Portland to Milwaukee. Price data was last updated on June 27, 2025.

Booking 37 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland to Milwaukee. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Portland to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Portland to Milwaukee (average of $280). Flying from Portland to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PDX to MKE?

Find hourly flight availability from Portland to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 3, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 9% on flights from Portland to Milwaukee by exploring options for tickets in the evening.

What is the cheapest day to fly from Portland to Milwaukee?

Use this chart to determine the cheapest time to fly round-trip from Portland to Milwaukee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Portland to Milwaukee flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Portland to Milwaukee?

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated julio 3, 2025.
Read through reviews of airlines operating flights from Portland to Milwaukee, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,266 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,982 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,545 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,861 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from Portland to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Portland to Milwaukee round-trip?

    Alaska Airlines, at $338, was found to be the cheapest airline from Portland to Milwaukee.Alternate airlines to your destination round-trip include Southwest and United Airlines. Alaska Airlines is currently priced 24% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Portland to Milwaukee one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $80. Users have also found prices from $130 and $139 on Spirit Airlines and Alaska Airlines, respectively.

  • Can I find deals for flights from Portland to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Portland to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Milwaukee.

  • Can I find deals for business class flights from Portland to Milwaukee?

    Yes. Cheapflights offers flight deals from Portland to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Portland to Milwaukee (average of $280). Flying from Portland to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Mequon
Oak Creek
Sheboygan
Wauwatosa

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Alternative routes for Portland to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Portland to Milwaukee

Discover the top 8 airlines that operate flights from Portland to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$58Average$287FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$254FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$152Average$370FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$286Average$428FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$305Average$471FlexibilityNo cancel feeOn-time75%
DeltaCheapest$325Average$448FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$326Average$459FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$366Average$512FlexibilityNo cancel feeOn-time63%

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