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$108+ Cheap flights from Milwaukee to Portland (MKE - PDX)

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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
may. 5 — may. 121
lun. 5/5
lun. 5/12
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Portland are usually found in November or April, booked 15 days in advance, depart on a Wednesday or Friday and return on a Tuesday

Cheap flight deals from Milwaukee to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Portland (PDX). 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 abril 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$218
(Frontier)

One-way from

$108
(Cheapflightsfares)

Popular in

March

Cheapest in

November

Average price

$386
Provider with most accurate pricing for Milwaukee-Mitchell-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Portland flights.
Search Deals
From Milwaukee-Mitchell to Portland
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One-way flight from Milwaukee-Mitchell to Portland
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($14 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 April 2025
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Find flight deals from Milwaukee to Portland

Cheapest flights from Milwaukee to Portland
Explore the most affordable flight options available from Milwaukee to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 30, 2025.

This Frontier deal was found by Cheapflights users on 4/29. 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.
jue. 5/297:45 pmMKE - PDX
1 stop6h 32mFrontier
lun. 6/26:35 amPDX - MKE
1 stop10h 36mFrontier
Deal found 4/29$218
This Mytrip deal was found by Cheapflights users on 4/29. 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.
mié. 6/117:54 pmMKE - PDX
1 stop23h 50mSpirit Airlines
dom. 6/156:39 pmPDX - MKE
1 stop23h 43mSpirit Airlines
Deal found 4/29$250
This Mytrip deal was found by Cheapflights users on 4/29. 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.
mié. 6/117:54 pmMKE - PDX
2 stops25h 05mMultiple Airlines
dom. 6/156:39 pmPDX - MKE
1 stop23h 43mMultiple Airlines
Deal found 4/29$285
This Hawaiian Airlines deal was found by Cheapflights users on 4/28. 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.
mié. 8/276:30 amMKE - PDX
1 stop6h 27mHawaiian Airlines
mar. 9/21:24 pmPDX - MKE
1 stop8h 35mHawaiian Airlines
Deal found 4/28$306
This American Airlines deal was found by Cheapflights users on 4/29. 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.
vie. 7/410:15 amMKE - PDX
1 stop6h 09mAmerican Airlines
mié. 7/911:54 pmPDX - MKE
1 stop7h 39mAmerican Airlines
Deal found 4/29$307
This Alaska Airlines deal was found by Cheapflights users on 4/28. 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. 8/276:30 amMKE - PDX
1 stop7h 54mAlaska Airlines
jue. 9/41:24 pmPDX - MKE
1 stop8h 35mAlaska Airlines
Deal found 4/28$324
This Delta deal was found by Cheapflights users on 4/28. 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.
sáb. 8/235:00 pmMKE - PDX
1 stop8h 04mDelta
sáb. 8/3010:55 pmPDX - MKE
1 stop7h 41mDelta
Deal found 4/28$325
This United Airlines deal was found by Cheapflights users on 4/28. 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.
dom. 5/255:15 amMKE - PDX
1 stop6h 27mUnited Airlines
vie. 5/3012:42 pmPDX - MKE
1 stop6h 18mUnited Airlines
Deal found 4/28$327
This Southwest deal was found by Cheapflights users on 4/28. 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.
sáb. 8/235:05 pmMKE - PDX
1 stop7h 00mSouthwest
sáb. 8/306:45 amPDX - MKE
2 stops11h 20mSouthwest
Deal found 4/28$375

Cheapflights Fare Finder

Customize your flight search to find flights from Milwaukee to Portland 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 abril 30, 2025.
Use the filters below to find and compare flights from Milwaukee to Portland that are best for you.

Fly from

Milwaukee

Fly to

Portland

Route

Depart

Return

Price

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

jue. 5/29

7:45 pm-12:17 am

1 stop6h 32m

Portland

lun. 6/2

6:35 am-7:11 pm

1 stop10h 36m

$218

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

mié. 6/11

7:54 pm-5:44 pm

1 stop23h 50m

Portland

dom. 6/15

6:39 pm-8:22 pm

1 stop23h 43m

$250

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

mié. 6/11

7:54 pm-6:59 pm

2 stops25h 05m

Portland

dom. 6/15

6:39 pm-8:22 pm

1 stop23h 43m

$285

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

mié. 8/27

6:30 am-10:57 am

1 stop6h 27m

Portland

mar. 9/2

1:24 pm-11:59 pm

1 stop8h 35m

$306

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

vie. 7/4

10:15 am-2:24 pm

1 stop6h 09m

Portland

mié. 7/9

11:54 pm-9:33 am

1 stop7h 39m

$307

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

mié. 8/27

6:30 am-12:24 pm

1 stop7h 54m

Portland

jue. 9/4

1:24 pm-11:59 pm

1 stop8h 35m

$324

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

sáb. 8/23

5:00 pm-11:04 pm

1 stop8h 04m

Portland

sáb. 8/30

10:55 pm-8:36 am

1 stop7h 41m

$325

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

dom. 5/25

5:15 am-9:42 am

1 stop6h 27m

Portland

vie. 5/30

12:42 pm-9:00 pm

1 stop6h 18m

$327

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

sáb. 8/23

5:05 pm-10:05 pm

1 stop7h 00m

Portland

sáb. 8/30

6:45 am-8:05 pm

2 stops11h 20m

$375

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

jue. 5/29

7:45 pm-12:17 am

1 stop6h 32m

$108

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 17 results
1
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Compare providers for flights from Milwaukee to Portland

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 Milwaukee to Portland in April.
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
FareScanPrice Accuracy-Trust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 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 Milwaukee-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Portland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Portland 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 Milwaukee-Portland 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 Milwaukee to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Milwaukee 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 Milwaukee to Portland

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

Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to Portland. Price data was last updated on April 25, 2025.

The best time to book flights from Milwaukee to Portland is 15 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, November is the cheapest month in which you can book a flight from Milwaukee to Portland (average of $277). Flying from Milwaukee to Portland in March is currently the most expensive (average of $368). 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 MKE to PDX?

Find hourly flight availability from Milwaukee to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 30, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 35% on flights from Milwaukee to Portland by exploring options for tickets in the evening.

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

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

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

Rainfall in Portland by month

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

In terms of precipitation, rainfall in Portland ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Portland when rainfall is around 0.7 in.

Temperature in Portland by month

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

If weather is an important factor for your trip to Portland, 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 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated abril 30, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Milwaukee to Portland to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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
4,295 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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
7,929 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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
2,405 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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 Milwaukee to Portland. 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 Milwaukee to Portland round-trip?

    Currently priced at $218, Frontier will fly you from Milwaukee to Portland and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Spirit Airlines and Hawaiian Airlines - these airlines can fly you to your destination from $250 and $306, respectively. Users have found that Frontier is 50% cheaper than the other options available to this destination.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $108. Users have also found prices from $122 and $140 on Spirit Airlines and Sun Country Air, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milwaukee to Portland 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 Milwaukee to Portland?

    Currently, November is the cheapest month in which you can book a flight from Milwaukee to Portland (average of $277). Flying from Milwaukee to Portland in March is currently the most expensive (average of $368). 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
Beaverton
Lincoln City
Seaside
Clackamas
Vancouver
McMinnville
Lake Oswego
Hillsboro
Gresham
Astoria
Long Beach
Cannon Beach
Tigard
Hood River
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Longview

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Alternative routes for Milwaukee to Portland

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Top 7 airlines flying from Milwaukee to Portland

Discover the top 7 airlines that operate flights from Milwaukee to Portland. 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 abril 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$108Average$226FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$210FlexibilityNo cancel feeOn-time62%
DeltaCheapest$279Average$412FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$445FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$311Average$438FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$346Average$516FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$373Average$467FlexibilityNo cancel feeOn-time63%

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