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$138+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Portland are usually found in September or April, 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 September 16, 2025.

Round-trip from

$150
(Priceline)

One-way from

$138
(Sun Country Air)

Popular in

March

Cheapest in

September

Average price

$348
From Milwaukee-Mitchell to Portland
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One-way flight from Milwaukee-Mitchell to Portland
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Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Priceline deal was found by Cheapflights users on 9/15. 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 10/37:36 pmMKE - PDX
1 stop6h 36mFrontier
Sun 10/56:05 amPDX - MKE
1 stop6h 09mFrontier
Deal found 9/15$150
This Frontier deal was found by Cheapflights users on 9/15. 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.
Fri 10/37:36 pmMKE - PDX
1 stop6h 36mFrontier
Mon 10/66:05 amPDX - MKE
1 stop11h 14mFrontier
Deal found 9/15$160
This Frontier deal was found by Cheapflights users on 9/15. 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.
Fri 9/267:36 pmMKE - PDX
1 stop6h 36mFrontier
Mon 9/296:05 amPDX - MKE
1 stop11h 14mFrontier
Deal found 9/15$229
This FlightHub deal was found by Cheapflights users on 9/15. 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.
Fri 10/108:04 pmMKE - PDX
1 stop17h 44mFrontier
Sun 10/1212:43 pmPDX - MKE
1 stop28h 35mFrontier
Deal found 9/15$246
This Priceline deal was found by Cheapflights users on 9/16. 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 9/267:36 pmMKE - PDX
1 stop6h 36mFrontier
Sun 9/286:05 amPDX - MKE
1 stop6h 09mFrontier
Deal found 9/16$255
This Frontier deal was found by Cheapflights users on 9/15. 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.
Mon 9/228:04 pmMKE - PDX
1 stop6h 08mFrontier
Mon 9/296:05 amPDX - MKE
1 stop11h 14mFrontier
Deal found 9/15$258
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/29:50 pmMKE - PDX
1 stop15h 21mMultiple Airlines
Thu 10/3012:52 pmPDX - MKE
1 stop28h 27mMultiple Airlines
Deal found 9/15$275
This Sun Country Air deal was found by Cheapflights users on 9/14. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:27 pmMKE - PDX
1 stop6h 26mSun Country Air
Tue 12/236:14 pmPDX - MKE
1 stop23h 07mSun Country Air
Deal found 9/14$285
This Frontier deal was found by Cheapflights users on 9/15. 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.
Mon 9/228:04 pmMKE - PDX
1 stop6h 08mFrontier
Sun 9/286:05 amPDX - MKE
1 stop6h 09mFrontier
Deal found 9/15$316

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 September 16, 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 12/19

6:27 pm-10:53 pm

1 stop6h 26m

Portland

Tue 12/23

6:14 pm-7:21 pm

1 stop23h 07m

$285

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 10/29

10:56 am-5:27 pm

1 stop8h 31m

Portland

Tue 11/4

11:39 am-9:47 pm

1 stop8h 08m

$317

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 10/14

10:50 am-3:30 pm

1 stop6h 40m

Portland

Tue 10/21

12:53 pm-9:08 pm

1 stop6h 15m

$317

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 10/15

2:04 pm-10:08 pm

1 stop10h 04m

Portland

Tue 10/21

12:40 am-8:19 am

1 stop5h 39m

$317

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 10/29

3:49 pm-10:56 pm

2 stops9h 07m

Portland

Tue 11/4

7:00 am-3:07 pm

1 stop6h 07m

$322

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 10/11

2:04 pm-10:08 pm

1 stop10h 04m

Portland

Tue 10/14

12:40 am-8:19 am

1 stop5h 39m

$327

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 10/18

12:05 pm-6:31 pm

1 stop8h 26m

Portland

Tue 10/21

12:53 pm-9:08 pm

1 stop6h 15m

$327

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 10/16

5:00 am-9:40 am

1 stop6h 40m

Portland

Tue 10/21

2:15 pm-10:31 pm

1 stop6h 16m

$327

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 10/11

7:00 am-11:41 am

1 stop6h 41m

Portland

Wed 10/15

11:59 pm-10:11 am

1 stop8h 12m

$327

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sun 10/5

5:45 pm-4:58 pm

1 stop25h 13m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 17 results
1
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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 September 12, 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 $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 September 16, 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.

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 September 16, 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,242 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,957 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,924 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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.

  • How long is the flight from Milwaukee to Portland?

    Sun Country Air and Delta can get you from Milwaukee to Portland in just under 6h 26m. Your travel time can differ by up to 2h 05m. Milwaukee and Portland are separated by a distance of 1712 mi. This flight may include one or multiple stops.

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

    Currently priced at $108, 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 American Airlines - these airlines can fly you to your destination from $124 and $207, respectively. Users have found that Frontier is 74% 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 Sun Country Air. According to our data, you can fly for as low as $138. Users have also found prices from $157 and $159 on Frontier 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 $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 Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Beaverton
Clackamas
McMinnville
Lake Oswego
Hillsboro
Cannon Beach
Long Beach
Longview
Lincoln City
Tigard
Depoe Bay
Stevenson
Wilsonville
Pacific City
Tillamook
Troutdale
Gresham
Silverton

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Alternative routes for Milwaukee to Portland

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$108Average$231FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$124Average$233FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$207Average$403FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$278Average$278FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$278Average$420FlexibilityNo cancel feeOn-time75%
DeltaCheapest$278Average$419FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$316Average$464FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$334Average$450FlexibilityNo cancel feeOn-time63%

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