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$157+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 35 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 September 15, 2025.

Round-trip from

$164
(Kiwi.com)

One-way from

$157
(Cheapflightsfares)

Popular in

March

Cheapest in

April

Average price

$431
From Portland to Milwaukee-Mitchell
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One-way flight from Portland to Milwaukee-Mitchell
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High demand for flights, 0% potential price rise
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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 September 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 September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2312:43 pmPDX - MKE
1 stop28h 35mFrontier
Mon 10/278:04 pmMKE - PDX
1 stop17h 52mFrontier
Deal found 9/15$164
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:52 pmPDX - MKE
1 stop28h 27mFrontier
Mon 11/178:04 pmMKE - PDX
1 stop17h 52mFrontier
Deal found 9/14$167
This Frontier deal was found by Cheapflights users on 9/13. 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.
Mon 9/296:05 amPDX - MKE
1 stop11h 14mFrontier
Fri 10/37:36 pmMKE - PDX
1 stop6h 36mFrontier
Deal found 9/13$242
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:28 pmPDX - MKE
2 stops22h 50mMultiple Airlines
Mon 10/278:04 pmMKE - PDX
1 stop17h 52mMultiple Airlines
Deal found 9/15$293
This Sun Country Air deal was found by Cheapflights users on 9/14. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:40 pmPDX - MKE
1 stop23h 09mSun Country Air
Sun 10/196:15 pmMKE - PDX
1 stop6h 31mSun Country Air
Deal found 9/14$295
This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 11/117:59 pmPDX - MKE
2 stops10h 16mDelta
Wed 11/199:10 amMKE - PDX
2 stops12h 09mDelta
Deal found 9/14$312
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 11/1012:35 amPDX - MKE
1 stop5h 40mDelta
Tue 11/1812:12 pmMKE - PDX
2 stops12h 29mDelta
Deal found 9/14$314
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Wed 12/35:00 amPDX - MKE
1 stop6h 34mUnited Airlines
Wed 12/103:15 pmMKE - PDX
2 stops9h 37mUnited Airlines
Deal found 9/13$322
This Delta deal was found by Cheapflights users on 9/14. 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.
Thu 11/131:39 pmPDX - MKE
1 stop6h 04mDelta
Wed 11/199:10 amMKE - PDX
2 stops12h 09mDelta
Deal found 9/14$324
This Delta deal was found by Cheapflights users on 9/15. 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.
Wed 10/812:40 amPDX - MKE
1 stop5h 39mDelta
Tue 10/145:47 amMKE - PDX
1 stop9h 13mDelta
Deal found 9/15$327

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 September 15, 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

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 11/12

5:26 pm-8:15 am

2 stops12h 49m

Milwaukee-Mitchell

Wed 11/19

9:10 am-12:48 pm

1 stop5h 38m

$314

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 11/12

11:15 pm-8:41 am

1 stop7h 26m

Milwaukee-Mitchell

Tue 11/18

6:00 am-12:48 pm

1 stop8h 48m

$317

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 10/8

12:40 am-8:19 am

1 stop5h 39m

Milwaukee-Mitchell

Wed 10/15

12:09 pm-5:27 pm

1 stop7h 18m

$327

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 11/11

12:35 am-8:15 am

1 stop5h 40m

Milwaukee-Mitchell

Mon 11/17

2:53 pm-8:47 pm

1 stop7h 54m

$327

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 2/11

6:15 am-4:46 pm

1 stop8h 31m

Milwaukee-Mitchell

Sat 2/14

4:00 pm-8:30 pm

1 stop6h 30m

$334

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 11/11

5:26 pm-8:41 am

2 stops13h 15m

Milwaukee-Mitchell

Thu 11/20

9:10 am-10:41 pm

2 stops15h 31m

$342

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 11/12

6:00 am-3:00 pm

1 stop7h 00m

Milwaukee-Mitchell

Mon 11/17

3:56 pm-8:37 pm

1 stop6h 41m

$343

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 10/14

5:25 pm-8:19 am

2 stops12h 54m

Milwaukee-Mitchell

Sat 10/18

2:04 pm-10:08 pm

1 stop10h 04m

$345

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 19 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 September 12, 2025.

Booking 35 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 September 15, 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.

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 September 15, 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

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,242 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,954 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,929 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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.

  • How long is the flight from Portland to Milwaukee?

    Departing from Portland to Milwaukee will take you 10h 16m. Airlines will cover a distance of 1712 mi.

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

    Frontier, at $128, was found to be the cheapest airline from Portland to Milwaukee.Alternate airlines to your destination round-trip include Delta and American Airlines. Frontier is currently priced 71% 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 $157. Users have also found prices from $159 and $159 on Delta and American 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Oak Creek
New Berlin
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 6 airlines flying from Portland to Milwaukee

Discover the top 6 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$298FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$451FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$434FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$305Average$439FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$317Average$450FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$361Average$534FlexibilityNo cancel feeOn-time63%

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