Portland

$117+ 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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Aug 19 — Aug 261
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Portland are usually found in April or September, booked 60 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 August 14, 2025.

Round-trip from

$151
(Priceline)

One-way from

$117
(Booking.com)

Popular in

March

Cheapest in

April

Average price

$416
From Milwaukee-Mitchell to Portland
One-way flight from Milwaukee-Mitchell to Portland
Highest demand for flights based on searches. 4% potential increase in price ($22 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in August 2025

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 August 14, 2025.

This Priceline deal was found by Cheapflights users on 8/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/197:36 pmMKE - PDX
1 stop6h 36mFrontier
Sun 9/216:05 amPDX - MKE
1 stop6h 09mFrontier
Deal found 8/14$151
This Expedia deal was found by Cheapflights users on 8/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/127:36 pmMKE - PDX
1 stop6h 36mFrontier
Fri 9/196:05 amPDX - MKE
1 stop10h 36mFrontier
Deal found 8/13$170
This Travelocity deal was found by Cheapflights users on 8/14. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/197:36 pmMKE - PDX
1 stop6h 36mFrontier
Mon 9/226:05 amPDX - MKE
1 stop11h 14mFrontier
Deal found 8/14$197
This Expedia deal was found by Cheapflights users on 8/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/57:36 pmMKE - PDX
1 stop6h 36mFrontier
Mon 9/86:05 amPDX - MKE
1 stop11h 14mFrontier
Deal found 8/14$201
This Expedia deal was found by Cheapflights users on 8/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/106:27 amMKE - PDX
1 stop8h 00mMultiple Airlines
Sun 9/146:05 amPDX - MKE
1 stop6h 09mMultiple Airlines
Deal found 8/14$223
This Justfly.com deal was found by Cheapflights users on 8/14. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/49:50 pmMKE - PDX
1 stop15h 21mMultiple Airlines
Mon 9/86:05 amPDX - MKE
1 stop11h 14mMultiple Airlines
Deal found 8/14$246
This Priceline deal was found by Cheapflights users on 8/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/88:04 pmMKE - PDX
1 stop6h 08mMultiple Airlines
Thu 9/1112:07 pmPDX - MKE
1 stop6h 48mMultiple Airlines
Deal found 8/13$254
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/37:57 pmMKE - PDX
1 stop6h 19mFrontier
Mon 11/106:05 amPDX - MKE
1 stop11h 07mFrontier
Deal found 8/13$257
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:27 amMKE - PDX
1 stop8h 00mHawaiian Airlines
Tue 9/162:32 pmPDX - MKE
1 stop7h 30mHawaiian Airlines
Deal found 8/13$261
This Priceline deal was found by Cheapflights users on 8/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/228:02 pmMKE - PDX
1 stop6h 13mFrontier
Mon 8/256:27 amPDX - MKE
1 stop10h 45mFrontier
Deal found 8/13$269

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 August 14, 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

Fri 9/19

7:36 pm-12:12 am

1 stop6h 36m

Portland

Sun 9/21

6:05 am-2:14 pm

1 stop6h 09m

$151

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 9/12

7:36 pm-12:12 am

1 stop6h 36m

Portland

Fri 9/19

6:05 am-6:41 pm

1 stop10h 36m

$170

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 9/19

7:36 pm-12:12 am

1 stop6h 36m

Portland

Mon 9/22

6:05 am-7:19 pm

1 stop11h 14m

$197

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 9/5

7:36 pm-12:12 am

1 stop6h 36m

Portland

Mon 9/8

6:05 am-7:19 pm

1 stop11h 14m

$201

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 9/10

6:27 am-12:27 pm

1 stop8h 00m

Portland

Sun 9/14

6:05 am-2:14 pm

1 stop6h 09m

$223

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 9/4

9:50 pm-11:11 am

1 stop15h 21m

Portland

Mon 9/8

6:05 am-7:19 pm

1 stop11h 14m

$246

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Mon 9/8

8:04 pm-12:12 am

1 stop6h 08m

Portland

Thu 9/11

12:07 pm-8:55 pm

1 stop6h 48m

$254

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Mon 11/3

7:57 pm-12:16 am

1 stop6h 19m

Portland

Mon 11/10

6:05 am-7:12 pm

1 stop11h 07m

$257

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 9/13

6:27 am-12:27 pm

1 stop8h 00m

Portland

Tue 9/16

2:32 pm-12:02 am

1 stop7h 30m

$261

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 9/4

9:50 pm-11:11 am

1 stop15h 21m

Portland

Wed 9/10

2:32 pm-12:02 am

1 stop7h 30m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 21 results
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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 August 8, 2025.

The best time to book flights from Milwaukee to Portland is 60 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 $369). 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 August 14, 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.

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

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 August 14, 2025.
Read through reviews of airlines operating flights from Milwaukee to Portland, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
8.0
Very good

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.1

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)

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 $108, 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 Frontier and American Airlines - these airlines can fly you to your destination from $108 and $207, respectively. Users have found that Spirit Airlines is 75% 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 $117. Users have also found prices from $129 and $138 on Spirit Airlines and Alaska Airlines, 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 $369). 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
Vancouver
Seaside
Beaverton
Clackamas
McMinnville
Lake Oswego
Hillsboro
Lincoln City
Cannon Beach
Long Beach
Longview
Tigard
Depoe Bay
Stevenson
Woodburn
Wilsonville
Pacific City
Troutdale
Tillamook
Gresham

Browse thousands of different options on Cheapflights for your next trip

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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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$108Average$207FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$231FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$207Average$393FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$278Average$278FlexibilityNo cancel feeOn-time85%
DeltaCheapest$278Average$418FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$291Average$422FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$318Average$459FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$334Average$451FlexibilityNo cancel feeOn-time63%

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