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$96+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Feb 24 — Mar 31
Mon 2/24
Mon 3/3
1 adult, Economy
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The best prices from Milwaukee-Mitchell to Portland are usually found in April or November, 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 February 19, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$188
(Booking.com)

One-way from

$96
(Trip.com)

Popular in

March

Cheapest in

April

Average price

$396
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 ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 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 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 February 19, 2025.

This Booking.com deal was found by Cheapflights users on 2/18. 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.
Wed 4/29:16 pmMKE - PDX
1 stop15h 04mMultiple Airlines
Sat 4/56:40 amPDX - MKE
1 stop24h 47mMultiple Airlines
Deal found 2/18$188
This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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 5/76:40 amMKE - PDX
1 stop8h 50mSpirit Airlines
Wed 5/142:35 pmPDX - MKE
1 stop12h 54mSpirit Airlines
Deal found 2/18$210
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Tue 4/221:16 pmMKE - PDX
1 stop9h 19mAmerican Airlines
Sat 4/2611:52 pmPDX - MKE
1 stop7h 32mAmerican Airlines
Deal found 2/18$237
This Frontier deal was found by Cheapflights users on 2/18. 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 5/294:22 pmMKE - PDX
1 stop10h 18mFrontier
Tue 6/36:20 amPDX - MKE
1 stop7h 00mFrontier
Deal found 2/18$248
This Delta deal was found by Cheapflights users on 2/18. 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 3/1310:55 amMKE - PDX
1 stop8h 37mDelta
Mon 3/1711:00 pmPDX - MKE
1 stop8h 23mDelta
Deal found 2/18$257
This Alaska Airlines deal was found by Cheapflights users on 2/18. 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.
Fri 4/42:58 pmMKE - PDX
2 stops17h 20mAlaska Airlines
Tue 4/85:20 pmPDX - MKE
1 stop18h 42mAlaska Airlines
Deal found 2/18$336
This United Airlines deal was found by Cheapflights users on 2/18. 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.
Tue 3/182:15 pmMKE - PDX
2 stops10h 40mUnited Airlines
Tue 3/255:00 amPDX - MKE
1 stop7h 06mUnited Airlines
Deal found 2/18$357
This Southwest deal was found by Cheapflights users on 2/18. 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.
Fri 4/257:10 pmMKE - PDX
1 stop6h 20mSouthwest
Thu 5/112:10 pmPDX - MKE
2 stops8h 40mSouthwest
Deal found 2/18$420

Find flights from Milwaukee to Portland within your budget

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 February 19, 2025.

Fly from

Milwaukee

Fly to

Portland

Route

Depart

Return

Price

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 4/2

9:16 pm-10:20 am

1 stop15h 04m

Portland

Sat 4/5

6:40 am-9:27 am

1 stop24h 47m

$188

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 5/7

6:40 am-1:30 pm

1 stop8h 50m

Portland

Wed 5/14

2:35 pm-5:29 am

1 stop12h 54m

$210

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 4/22

1:16 pm-8:35 pm

1 stop9h 19m

Portland

Sat 4/26

11:52 pm-9:24 am

1 stop7h 32m

$237

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 5/29

4:22 pm-12:40 am

1 stop10h 18m

Portland

Tue 6/3

6:20 am-3:20 pm

1 stop7h 00m

$248

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 3/13

10:55 am-5:32 pm

1 stop8h 37m

Portland

Mon 3/17

11:00 pm-9:23 am

1 stop8h 23m

$257

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 4/4

2:58 pm-6:18 am

2 stops17h 20m

Portland

Tue 4/8

5:20 pm-2:02 pm

1 stop18h 42m

$336

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 3/18

2:15 pm-10:55 pm

2 stops10h 40m

Portland

Tue 3/25

5:00 am-2:06 pm

1 stop7h 06m

$357

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 4/25

7:10 pm-11:30 pm

1 stop6h 20m

Portland

Thu 5/1

12:10 pm-10:50 pm

2 stops8h 40m

$420

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sun 3/2

10:32 am-12:37 am

1 stop16h 05m

$96

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 3/25

2:59 pm-10:20 am

1 stop21h 21m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 17 results
1
2

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
FareScanPrice Accuracy-Trust Score*3 stars
eDreamsPrice Accuracy3 starsTrust 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 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 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.

Travel insights for flights from Milwaukee to Portland

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

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 February 14, 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 $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 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 February 19, 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 February 19, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,413 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

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
4,413 reviews
Southwest
8.1
Very good
4,413 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

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
9,686 reviews
Southwest
8.1
Very good
4,413 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

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
8,236 reviews
Southwest
8.1
Very good
4,413 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

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.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,413 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

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
8,769 reviews
Southwest
8.1
Very good
4,413 reviews

Crew

8.7

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

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 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 $210, Spirit Airlines will fly you from Milwaukee to Portland and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Frontier - these airlines can fly you to your destination from $237 and $248, respectively. Users have found that Spirit Airlines is 52% 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 $96. Users have also found prices from $117 and $154 on Spirit Airlines and Delta, 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 $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
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Tigard
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Top 8 airlines flying from Milwaukee to Portland

Discover the top 8 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 February 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$108Average$226FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$189FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$125Average$338FlexibilityNo cancel feeOn-time83%
Alaska AirlinesCheapest$209Average$422FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$242Average$426FlexibilityNo cancel feeOn-time71%
DeltaCheapest$278Average$431FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$340Average$528FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$359Average$482FlexibilityNo cancel feeOn-time63%
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