How long is the flight from Portland to Milwaukee?

Departing from Portland to Milwaukee will take you 13h 04m. Airlines will cover a distance of 1712 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

Delta, at $176, was found to be the cheapest airline from Portland to Milwaukee.Alternate airlines to your destination round-trip include American Airlines and United Airlines. Delta is currently priced 60% 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 Delta. According to our data, you can fly for as low as $158. Users have also found prices from $159 and $179 on American Airlines and Southwest, respectively.

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.

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).

What are the most popular airlines that fly from Portland to Milwaukee?

Delta, Southwest and United Airlines are the most popular airlines when flying from Portland to Milwaukee.

Most accurate provider : When it comes to deals on Portland-Milwaukee flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland-Milwaukee flight deals on Cheapflights vs. eDreams >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.

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.

$158+ Flights from Portland to Milwaukee

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

Airfare is below average for this route at the moment. Portland to Milwaukee flights typically cost between $322 and $636 in December. The cheapest round-trip price found within the last 3 days was $256 on Delta (Dec 9-Dec 15).

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Find cheap flights from Portland to Milwaukee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Portland to Milwaukee-Mitchell are usually found in January or April, booked 35 days in advance, depart on a Tuesday or Thursday and return on a Wednesday

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 November 18, 2025.

Tue 12/92:23 pmPDX - MKE

2 stops18h 11mDelta

Mon 12/157:20 amMKE - PDX

2 stops13h 30mDelta

Deal found 11/15

$256

Tue 12/99:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Tue 12/163:51 pmMKE - PDX

1 stop10h 28mAlaska Airlines

Deal found 11/15

$264

Tue 12/92:23 pmPDX - MKE

2 stops18h 11mDelta

Fri 12/127:31 pmMKE - PDX

2 stops14h 57mDelta

Deal found 11/15

$274

Fri 12/129:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Tue 12/163:51 pmMKE - PDX

1 stop10h 28mAlaska Airlines

Deal found 11/15

$294

Wed 12/109:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Tue 12/163:51 pmMKE - PDX

1 stop19h 41mAlaska Airlines

Deal found 11/15

$303

Thu 12/119:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Tue 12/163:51 pmMKE - PDX

1 stop10h 28mAlaska Airlines

Deal found 11/15

$304

Tue 12/92:23 pmPDX - MKE

2 stops18h 11mDelta

Wed 12/176:00 amMKE - PDX

1 stop8h 54mDelta

Deal found 11/15

$309

Sun 12/142:23 pmPDX - MKE

2 stops18h 11mDelta

Wed 12/177:20 amMKE - PDX

2 stops10h 13mDelta

Deal found 11/15

$314

Sat 12/136:15 amPDX - MKE

1 stop8h 47mDelta

Wed 12/176:00 amMKE - PDX

2 stops11h 33mDelta

Deal found 11/17

$316

Tue 12/95:15 pmPDX - MKE

2 stops15h 19mDelta

Thu 12/183:07 pmMKE - PDX

1 stop7h 45mDelta

Deal found 11/15

$319

Tue 12/99:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Sun 12/143:51 pmMKE - PDX

1 stop10h 28mAlaska Airlines

Deal found 11/15

$323

Best flights from Portland to Milwaukee
Discover carefully curated flight deals from Portland to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 18, 2025.

Wed 12/107:30 pmPDX - MKE

2 stops13h 04mDelta

Sun 12/147:31 pmMKE - PDX

2 stops17h 24mDelta

Deal found 11/15

$256

Tue 12/99:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Tue 12/163:51 pmMKE - PDX

1 stop10h 28mAlaska Airlines

Deal found 11/15

$264

Sat 12/139:10 amPDX - MKE

2 stops10h 36mDelta

Wed 12/176:00 amMKE - PDX

2 stops11h 33mDelta

Deal found 11/17

$256

Sat 12/1311:35 amPDX - MKE

2 stops8h 11mDelta

Sun 12/147:31 pmMKE - PDX

2 stops14h 57mDelta

Deal found 11/15

$256

Wed 12/109:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Tue 12/163:51 pmMKE - PDX

1 stop19h 41mAlaska Airlines

Deal found 11/15

$303

Sun 12/77:30 pmPDX - MKE

2 stops13h 04mDelta

Sun 12/1411:29 amMKE - PDX

2 stops9h 21mDelta

Deal found 11/16

$256

Thu 2/196:00 amPDX - MKE

1 stop6h 51mAlaska Airlines

Sun 2/223:47 pmMKE - PDX

1 stop19h 02mAlaska Airlines

Deal found 11/16

$304

Wed 1/77:10 amPDX - MKE

2 stops12h 05mDelta

Tue 1/1311:03 amMKE - PDX

2 stops9h 47mDelta

Deal found 11/16

$276

Thu 12/1111:20 pmPDX - MKE

1 stop7h 25mDelta

Fri 12/127:31 pmMKE - PDX

2 stops14h 57mDelta

Deal found 11/15

$296

Tue 12/91:59 pmPDX - MKE

1 stop5h 22mDelta

Sun 12/147:31 pmMKE - PDX

2 stops17h 24mDelta

Deal found 11/15

$296

Wed 12/1012:32 amPDX - MKE

1 stop8h 02mDelta

Mon 12/157:31 pmMKE - PDX

2 stops14h 57mDelta

Deal found 11/15

$296

Tue 12/92:23 pmPDX - MKE

2 stops18h 11mDelta

Wed 12/176:00 amMKE - PDX

1 stop8h 54mDelta

Deal found 11/15

$309

Last-minute flights from Portland to Milwaukee
Discover last-minute flight deals from Portland to Milwaukee. Data last updated November 18, 2025 and is based on user searches.

Tue 12/92:23 pmPDX - MKE

2 stops18h 11mDelta

Mon 12/157:20 amMKE - PDX

2 stops13h 30mDelta

Deal found 11/15

$256

Tue 12/99:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Tue 12/163:51 pmMKE - PDX

1 stop10h 28mAlaska Airlines

Deal found 11/15

$264

Tue 12/92:23 pmPDX - MKE

2 stops18h 11mDelta

Fri 12/127:31 pmMKE - PDX

2 stops14h 57mDelta

Deal found 11/15

$274

Tue 12/92:23 pmPDX - MKE

2 stops18h 11mDelta

Wed 12/176:00 amMKE - PDX

1 stop8h 54mDelta

Deal found 11/15

$309

Tue 12/95:15 pmPDX - MKE

2 stops15h 19mDelta

Thu 12/183:07 pmMKE - PDX

1 stop7h 45mDelta

Deal found 11/15

$319

Tue 12/99:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Mon 12/153:51 pmMKE - PDX

1 stop10h 28mAlaska Airlines

Deal found 11/15

$323

Wed 12/109:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Tue 12/163:51 pmMKE - PDX

1 stop19h 41mAlaska Airlines

Deal found 11/15

$303

Thu 12/119:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Tue 12/163:51 pmMKE - PDX

1 stop10h 28mAlaska Airlines

Deal found 11/15

$304

Fri 12/129:44 pmPDX - MKE

1 stop15h 11mAlaska Airlines

Tue 12/163:51 pmMKE - PDX

1 stop10h 28mAlaska Airlines

Deal found 11/15

$294

Sat 12/136:15 amPDX - MKE

1 stop8h 47mDelta

Wed 12/176:00 amMKE - PDX

2 stops11h 33mDelta

Deal found 11/17

$316

Sun 12/145:15 pmPDX - MKE

2 stops15h 19mDelta

Mon 12/157:31 pmMKE - PDX

2 stops17h 24mDelta

Deal found 11/15

$314

One-way flights from Portland to Milwaukee
Search for one-way flight options from Portland to Milwaukee. Find affordable one-way fares based on user searches. Data last updated November 18, 2025.

Sun 12/287:30 pmPDX - MKE

2 stops11h 19mDelta

Deal found 11/17

$158

Mon 11/241:53 pmPDX - MKE

1 stop5h 15mDelta

Deal found 11/17

$159

Mon 1/58:45 pmPDX - MKE

3 stops44h 35mMultiple Airlines

Deal found 11/16

$166

Sat 1/1011:10 amPDX - MKE

2 stops8h 05mDelta

Deal found 11/17

$167

Sat 1/1012:45 pmPDX - MKE

1 stop5h 35mSouthwest

Deal found 11/17

$179

Sat 1/1012:35 pmPDX - MKE

1 stop7h 24mAmerican Airlines

Deal found 11/17

$181

Fri 12/1912:32 amPDX - MKE

1 stop7h 55mDelta

Deal found 11/15

$182

Sun 11/2312:59 amPDX - MKE

1 stop8h 11mAmerican Airlines

Deal found 11/17

$187

Sun 1/412:49 amPDX - MKE

1 stop8h 14mAmerican Airlines

Deal found 11/16

$191

Fri 1/25:10 amPDX - MKE

1 stop6h 59mAlaska Airlines

Deal found 11/16

$218

Sun 12/219:00 pmPDX - MKE

1 stop12h 10mSouthwest

Deal found 11/17

$224

Cheap flight deals from Portland to Milwaukee

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$256 (Delta)
One-way from	$158 (Delta)
Popular in	March
Cheapest in	January
Average price	$403

Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.

Search Deals

Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.

Search Deals

From Portland to Milwaukee-Mitchell

Search Deals

One-way flight from Portland to Milwaukee-Mitchell

Search Deals

Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in November 2025

Search Deals

Cheapflights Fare Finder

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

Wed 12/10

7:30 pm-10:34 am

2 stops13h 04m

Milwaukee-Mitchell

Sun 12/14

7:31 pm-10:55 am

2 stops17h 24m

$256

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sat 12/13

9:10 am-9:46 pm

2 stops10h 36m

Milwaukee-Mitchell

Wed 12/17

6:00 am-3:33 pm

2 stops11h 33m

$256

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sat 12/13

11:35 am-9:46 pm

2 stops8h 11m

Milwaukee-Mitchell

Sun 12/14

7:31 pm-8:28 am

2 stops14h 57m

$256

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sun 12/7

7:30 pm-10:34 am

2 stops13h 04m

Milwaukee-Mitchell

Sun 12/14

11:29 am-6:50 pm

2 stops9h 21m

$256

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 12/9

9:44 pm-2:55 pm

1 stop15h 11m

Milwaukee-Mitchell

Tue 12/16

3:51 pm-12:19 am

1 stop10h 28m

$264

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 1/7

7:10 am-9:15 pm

2 stops12h 05m

Milwaukee-Mitchell

Tue 1/13

11:03 am-6:50 pm

2 stops9h 47m

$276

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 12/11

11:20 pm-8:45 am

1 stop7h 25m

Milwaukee-Mitchell

Fri 12/12

7:31 pm-8:28 am

2 stops14h 57m

$296

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 12/9

1:59 pm-9:21 pm

1 stop5h 22m

Milwaukee-Mitchell

Sun 12/14

7:31 pm-10:55 am

2 stops17h 24m

$296

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 12/10

12:32 am-10:34 am

1 stop8h 02m

Milwaukee-Mitchell

Mon 12/15

7:31 pm-8:28 am

2 stops14h 57m

$296

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 12/10

9:44 pm-2:55 pm

1 stop15h 11m

Milwaukee-Mitchell

Tue 12/16

3:51 pm-9:32 am

1 stop19h 41m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 20 results

Compare providers for flights from Portland to Milwaukee

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Milwaukee in November.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars
JustAirTicket	Price Accuracy-	Trust Score*1 star

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland-Milwaukee flight deals on Cheapflights vs. eDreams >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?

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, August is the cheapest month in which you can book a flight from Portland to Milwaukee (average of $88). Flying from Portland to Milwaukee in March is currently the most expensive (average of $242). 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?

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?

Travelers seeking maximum savings on their Portland to Milwaukee flight should consider departing on Tuesday afternoons 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

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

11,317 reviews

Reviews

1 / 20

10.0

Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.

Alaska Airlines

8.0

Very good

11,317 reviews

Alaska Airlines

8.0

Very good

11,317 reviews

Reviews

1 / 20

10.0

Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.

Southwest

8.0

Very good

4,248 reviews

Alaska Airlines

8.0

Very good

11,317 reviews

Reviews

1 / 20

10.0

Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.

Delta

7.9

Good

8,003 reviews

Alaska Airlines

8.0

Very good

11,317 reviews

Reviews

1 / 20

10.0

Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.

United Airlines

7.4

Good

9,019 reviews

Alaska Airlines

8.0

Very good

11,317 reviews

Reviews

1 / 20

10.0

Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.

American Airlines

7.2

Good

11,045 reviews

Alaska Airlines

8.0

Very good

11,317 reviews

Reviews

1 / 20

10.0

Excellent

Marcie,Nov 2025

PIT - SEA

It was not a full flight, so I was able to enjoy a row to myself. Luck of the draw, I guess.

Related info for your journey

How long is the flight from Portland to Milwaukee?
Departing from Portland to Milwaukee will take you 13h 04m. Airlines will cover a distance of 1712 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.
What are the cheapest airlines flying from Portland to Milwaukee round-trip?
Delta, at $176, was found to be the cheapest airline from Portland to Milwaukee.Alternate airlines to your destination round-trip include American Airlines and United Airlines. Delta is currently priced 60% 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 Delta. According to our data, you can fly for as low as $158. Users have also found prices from $159 and $179 on American Airlines and Southwest, 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, August is the cheapest month in which you can book a flight from Portland to Milwaukee (average of $88). Flying from Portland to Milwaukee in March is currently the most expensive (average of $242). 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

Sheboygan

New Berlin

Oak Creek

Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

Top 5 airlines flying from Portland to Milwaukee

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$176	Average$434	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$254	Average$419	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$307	Average$451	FlexibilityNo cancel fee	On-time69%
Alaska Airlines	Cheapest$328	Average$426	FlexibilityNo cancel fee	On-time75%
Southwest	Cheapest$357	Average$515	FlexibilityNo cancel fee	On-time63%

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$158+ 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 12/28. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Portland to Milwaukee with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Portland to Milwaukee-Mitchell are usually found in January or April, booked 35 days in advance, depart on a Tuesday or Thursday and return on a Wednesday

Find flight deals from Portland to Milwaukee

Cheapest flights from Portland to MilwaukeeExplore 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 November 18, 2025.

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 November 18, 2025.

Cheap flight deals from Portland to Milwaukee

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from Portland to Milwaukee that are best for you.

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 November.

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.

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?

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

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

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

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

Reviews of airlines servicing Milwaukee

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.

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?

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

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

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

How can I find direct flights from Portland to Milwaukee?

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

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

Traveling to a place near Milwaukee?

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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.

Top 5 airlines flying from Portland to Milwaukee

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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 November 18, 2025.