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$66+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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The best prices from Portland to Milwaukee-Mitchell are usually found in January or September, booked 59 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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$193
(Gotogate)

One-way from

$66
(CheapOair)

Popular in

March

Cheapest in

January

Average price

$412
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
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Gotogate deal was found by Cheapflights users on 2/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/99:54 amPDX - MKE
1 stop21h 33mMultiple Airlines
Mon 4/217:48 pmMKE - PDX
1 stop14h 34mMultiple Airlines
Deal found 2/19$193
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/72:35 pmPDX - MKE
1 stop12h 54mSpirit Airlines
Tue 5/136:40 amMKE - PDX
1 stop8h 50mSpirit Airlines
Deal found 2/19$211
This Delta deal was found by Cheapflights users on 2/19. 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 4/1412:50 amPDX - MKE
1 stop5h 39mDelta
Tue 4/222:59 pmMKE - PDX
1 stop7h 40mDelta
Deal found 2/19$237
This Frontier deal was found by Cheapflights users on 2/20. 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.
Thu 5/296:20 amPDX - MKE
1 stop7h 00mFrontier
Tue 6/34:22 pmMKE - PDX
1 stop10h 18mFrontier
Deal found 2/20$248
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 5/11:57 pmPDX - MKE
1 stop7h 01mAmerican Airlines
Mon 5/511:28 amMKE - PDX
1 stop9h 03mAmerican Airlines
Deal found 2/19$257
This United deal was found by Cheapflights users on 2/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/157:54 amPDX - MKE
2 stops12h 21mUnited Airlines
Tue 4/223:11 pmMKE - PDX
1 stop7h 49mUnited Airlines
Deal found 2/19$333
This Southwest deal was found by Cheapflights users on 2/19. 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.
Thu 5/112:10 pmPDX - MKE
2 stops8h 40mSouthwest
Mon 5/56:10 pmMKE - PDX
1 stop8h 25mSouthwest
Deal found 2/19$412
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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.
Sat 9/2010:50 amPDX - MKE
2 stops11h 05mAlaska Airlines
Fri 9/268:00 amMKE - PDX
2 stops14h 38mAlaska Airlines
Deal found 2/19$597
This Hawaiian Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 2/205:08 amPDX - MKE
1 stop6h 40mHawaiian Airlines
Sun 2/232:44 pmMKE - PDX
1 stop8h 01mHawaiian Airlines
Deal found 2/19$650

Find flights from Portland to Milwaukee within your budget

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 February 20, 2025.

Fly from

Portland

Fly to

Milwaukee

Route

Depart

Return

Price

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 4/9

9:54 am-9:27 am

1 stop21h 33m

Milwaukee-Mitchell

Mon 4/21

7:48 pm-8:22 am

1 stop14h 34m

$193

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 5/7

2:35 pm-5:29 am

1 stop12h 54m

Milwaukee-Mitchell

Tue 5/13

6:40 am-1:30 pm

1 stop8h 50m

$211

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Mon 4/14

12:50 am-8:29 am

1 stop5h 39m

Milwaukee-Mitchell

Tue 4/22

2:59 pm-8:39 pm

1 stop7h 40m

$237

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 5/29

6:20 am-3:20 pm

1 stop7h 00m

Milwaukee-Mitchell

Tue 6/3

4:22 pm-12:40 am

1 stop10h 18m

$248

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 5/1

1:57 pm-10:58 pm

1 stop7h 01m

Milwaukee-Mitchell

Mon 5/5

11:28 am-6:31 pm

1 stop9h 03m

$257

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 4/15

7:54 am-10:15 pm

2 stops12h 21m

Milwaukee-Mitchell

Tue 4/22

3:11 pm-9:00 pm

1 stop7h 49m

$333

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 5/1

12:10 pm-10:50 pm

2 stops8h 40m

Milwaukee-Mitchell

Mon 5/5

6:10 pm-12:35 am

1 stop8h 25m

$412

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 5/7

11:35 am-9:22 am

2 stops19h 47m

Milwaukee-Mitchell

Tue 5/13

2:51 pm-6:25 am

2 stops17h 34m

$593

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 3/5

6:32 am-9:32 am

1 stop25h 00m

$66

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 5/2

12:50 am-8:15 am

1 stop5h 25m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 17 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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy1 starTrust 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 FlightHub the most. FlightHub 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.

Travel insights for flights from Portland to Milwaukee

Get recent, data-driven insights about flights from Portland to Milwaukee including ideal travel times, pricing trends, and more.

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 February 14, 2025.

Booking 58 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 February 20, 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 February 20, 2025.
Southwest
8.1
Very good
4,412 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,412 reviews
Southwest
8.1
Very good
4,412 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,691 reviews
Southwest
8.1
Very good
4,412 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,227 reviews
Southwest
8.1
Very good
4,412 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,771 reviews
Southwest
8.1
Very good
4,412 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,412 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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?

    Spirit Airlines, at $211, was found to be the cheapest airline from Portland to Milwaukee.Alternate airlines to your destination round-trip include Delta and Frontier. Spirit Airlines is currently priced 54% 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 $66. Users have also found prices from $119 and $128 on Delta 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
Pewaukee
Sheboygan
Oak Creek
Wauwatosa

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$86Average$235FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$143Average$279FlexibilityNo cancel feeOn-time65%
Sun Country AirCheapest$250Average$355FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$295Average$470FlexibilityNo cancel feeOn-time71%
DeltaCheapest$305Average$445FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$309Average$518FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$326Average$479FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$361Average$499FlexibilityNo cancel feeOn-time63%
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