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$95+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
may. 10 — may. 171
sáb. 5/10
sáb. 5/17
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Milwaukee-Mitchell are usually found in January or April, booked 63 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 mayo 5, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$288
(Mytrip)

One-way from

$95
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$476
Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.
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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, 4% 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 May 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 mayo 5, 2025.

This Mytrip deal was found by Cheapflights users on 5/5. 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.
jue. 6/510:35 amPDX - MKE
2 stops30h 24mMultiple Airlines
lun. 6/910:35 amMKE - PDX
2 stops32h 10mMultiple Airlines
Deal found 5/5$288
This Booking.com deal was found by Cheapflights users on 5/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/55:50 pmPDX - MKE
1 stop23h 21mFrontier
lun. 6/97:56 pmMKE - PDX
1 stop29h 25mFrontier
Deal found 5/5$290
This Mytrip deal was found by Cheapflights users on 5/5. 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.
mar. 5/201:37 pmPDX - MKE
1 stop27h 22mSpirit Airlines
sáb. 5/2412:22 pmMKE - PDX
2 stops26h 20mSpirit Airlines
Deal found 5/5$299
This Delta deal was found by Cheapflights users on 5/4. 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.
mar. 6/1712:52 amPDX - MKE
1 stop5h 26mDelta
mié. 6/185:30 pmMKE - PDX
1 stop8h 02mDelta
Deal found 5/4$307
This United Airlines deal was found by Cheapflights users on 5/5. 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.
mar. 9/234:07 pmPDX - MKE
1 stop5h 52mUnited Airlines
mar. 9/3010:50 amMKE - PDX
2 stops8h 31mUnited Airlines
Deal found 5/5$312
This Alaska Airlines deal was found by Cheapflights users on 5/5. 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.
mar. 5/272:30 pmPDX - MKE
1 stop7h 29mAlaska Airlines
sáb. 5/316:28 amMKE - PDX
1 stop7h 50mAlaska Airlines
Deal found 5/5$324
This American Airlines deal was found by Cheapflights users on 5/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/1412:09 amPDX - MKE
1 stop7h 36mAmerican Airlines
lun. 6/235:05 amMKE - PDX
1 stop6h 34mAmerican Airlines
Deal found 5/5$417
This Southwest deal was found by Cheapflights users on 5/5. 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.
lun. 9/2210:50 amPDX - MKE
2 stops10h 10mSouthwest
jue. 10/25:20 amMKE - PDX
1 stop6h 15mSouthwest
Deal found 5/5$432

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 mayo 5, 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

jue. 6/5

10:35 am-6:59 pm

2 stops30h 24m

Milwaukee-Mitchell

lun. 6/9

10:35 am-4:45 pm

2 stops32h 10m

$288

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

jue. 6/5

5:50 pm-7:11 pm

1 stop23h 21m

Milwaukee-Mitchell

lun. 6/9

7:56 pm-11:21 pm

1 stop29h 25m

$290

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mar. 5/20

1:37 pm-6:59 pm

1 stop27h 22m

Milwaukee-Mitchell

sáb. 5/24

12:22 pm-12:42 pm

2 stops26h 20m

$299

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mar. 6/17

12:52 am-8:18 am

1 stop5h 26m

Milwaukee-Mitchell

mié. 6/18

5:30 pm-11:32 pm

1 stop8h 02m

$307

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mar. 9/23

4:07 pm-11:59 pm

1 stop5h 52m

Milwaukee-Mitchell

mar. 9/30

10:50 am-5:21 pm

2 stops8h 31m

$312

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mar. 5/27

2:30 pm-11:59 pm

1 stop7h 29m

Milwaukee-Mitchell

sáb. 5/31

6:28 am-12:18 pm

1 stop7h 50m

$324

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

sáb. 5/17

2:30 pm-11:59 pm

1 stop7h 29m

Milwaukee-Mitchell

lun. 5/19

6:18 am-12:18 pm

1 stop8h 00m

$364

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

sáb. 6/14

12:09 am-9:45 am

1 stop7h 36m

Milwaukee-Mitchell

lun. 6/23

5:05 am-9:39 am

1 stop6h 34m

$417

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

lun. 9/22

10:50 am-11:00 pm

2 stops10h 10m

Milwaukee-Mitchell

jue. 10/2

5:20 am-9:35 am

1 stop6h 15m

$432

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

mar. 5/27

5:40 pm-6:59 pm

1 stop23h 19m

$95

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/5

Showing 1-10 of 18 results
1
2

Compare providers for flights from Portland to Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Milwaukee in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Milwaukee flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 May 2, 2025.

Booking 63 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 mayo 5, 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.

Rainfall in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milwaukee ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Milwaukee when rainfall is around 1.4 in.

Temperature in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milwaukee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 mayo 5, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Portland to Milwaukee have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,987 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

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
9,987 reviews
Alaska Airlines
8.0
Very good
9,987 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

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
4,292 reviews
Alaska Airlines
8.0
Very good
9,987 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

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
7,939 reviews
Alaska Airlines
8.0
Very good
9,987 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,422 reviews
Alaska Airlines
8.0
Very good
9,987 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

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
8,702 reviews
Alaska Airlines
8.0
Very good
9,987 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

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?

    Frontier, at $290, was found to be the cheapest airline from Portland to Milwaukee.Alternate airlines to your destination round-trip include Spirit Airlines and Delta. Frontier is currently priced 35% 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 Spirit Airlines. According to our data, you can fly for as low as $95. Users have also found prices from $128 and $146 on Sun Country Air and Frontier, 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
Pewaukee
Sheboygan
Oak Creek
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 mayo 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$291FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$143Average$261FlexibilityNo cancel feeOn-time65%
Sun Country AirCheapest$152Average$392FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$286Average$434FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$305Average$482FlexibilityNo cancel feeOn-time75%
DeltaCheapest$321Average$446FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$326Average$479FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$366Average$539FlexibilityNo cancel feeOn-time63%

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