What airlines fly to Portland?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Portland from Milwaukee according to our data. United Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Portland. Keep in mind that there are 7 different airlines that fly to Portland on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest travel time from Milwaukee to Portland?

Flights connecting via Minneapolis (MSP) have the shortest average one-way travel time: 6h 17m.

Which layover airport has the shortest connection time from Milwaukee to Portland?

Minneapolis (MSP) has the shortest average layover time for this route: 1h 14m.

Which layover airport offers the lowest fares from Milwaukee to Portland?

Flights via Minneapolis (MSP) offer the lowest average round-trip price of $541.

What is the cheapest airline that flies from Milwaukee-Mitchell to Portland?

Delta, United Airlines, and Southwest are the most popular carriers operating from Milwaukee-Mitchell to Portland

Which airport is the most popular layover for flights between Milwaukee and Portland?

Minneapolis (MSP) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Portland Airport?

Prices for flights from Milwaukee-Mitchell Airport to Portland Airport refresh daily.

How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Portland Airport?

As of October 2026, there are 5 operators available to choose from for flights from Milwaukee-Mitchell Airport to Portland Airport.

How old do you have to be to fly from Milwaukee-Mitchell Airport to Portland Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Portland Airport.

What documentation or ID do you need to fly to Portland Airport?

The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$159 Cheap Flights from Milwaukee to Portland in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Milwaukee to Portland

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:25 pm - 8:51 pmMKE Milwaukee-Mitchell-PDX Portland

7h 26m1 stop Seattle/Tacoma Intl

6:25 am - 2:27 pmPDX Portland-MKE Milwaukee-Mitchell

6h 02m1 stop Seattle/Tacoma Intl

$317Alaska Airlines

Thu, Jan 7 - Mon, Jan 11

6:55 am - 3:20 pmMKE Milwaukee-Mitchell-PDX Portland

10h 25m1 stop Phoenix Sky Harbor Intl

1:05 pm - 11:15 pmPDX Portland-MKE Milwaukee-Mitchell

8h 10m1 stop Phoenix Sky Harbor Intl

$317Southwest

Wed, Oct 28 - Wed, Nov 4

7:05 am - 12:03 pmMKE Milwaukee-Mitchell-PDX Portland

6h 58m1 stop Salt Lake City

6:00 am - 4:31 pmPDX Portland-MKE Milwaukee-Mitchell

8h 31m1 stop Minneapolis St Paul

$317Delta

Sat, Oct 31 - Mon, Nov 2

3:20 pm - 8:02 pmMKE Milwaukee-Mitchell-PDX Portland

6h 42m1 stop Minneapolis St Paul

6:50 am - 5:25 pmPDX Portland-MKE Milwaukee-Mitchell

8h 35m1 stop Atlanta Hartsfield-Jackson

$317Delta

Tue, Oct 27 - Sat, Oct 31

6:47 am - 11:52 amMKE Milwaukee-Mitchell-PDX Portland

7h 05m1 stop Chicago O'Hare Intl

11:30 pm - 10:13 amPDX Portland-MKE Milwaukee-Mitchell

8h 43m1 stop Chicago O'Hare Intl

$317United Airlines

Tue, Oct 27 - Wed, Nov 4

6:00 am - 12:40 pmMKE Milwaukee-Mitchell-PDX Portland

8h 40m1 stop Chicago Midway

7:00 am - 2:30 pmPDX Portland-MKE Milwaukee-Mitchell

5h 30m1 stop Denver Intl

$317Southwest

Tue, Jan 26 - Sat, Jan 30

10:48 am - 6:09 pmMKE Milwaukee-Mitchell-PDX Portland

9h 21m2 stops Chicago O'Hare Intl Denver Intl

2:34 pm - 10:15 pmPDX Portland-MKE Milwaukee-Mitchell

5h 41m1 stop Chicago O'Hare Intl

$322United Airlines

Tue, Oct 27 - Wed, Nov 4

2:58 pm - 7:41 pmMKE Milwaukee-Mitchell-PDX Portland

6h 43m1 stop Chicago O'Hare Intl

5:14 am - 1:55 pmPDX Portland-MKE Milwaukee-Mitchell

6h 41m1 stop Phoenix Sky Harbor Intl

$330American Airlines

Fri, Oct 30 - Mon, Nov 2

2:44 pm - 11:16 pmMKE Milwaukee-Mitchell-PDX Portland

10h 32m1 stop Phoenix Sky Harbor Intl

5:15 am - 1:59 pmPDX Portland-MKE Milwaukee-Mitchell

6h 44m1 stop Phoenix Sky Harbor Intl

$343American Airlines

Sun, Nov 22 - Mon, Nov 23

3:25 pm - 8:51 pmMKE Milwaukee-Mitchell-PDX Portland

7h 26m1 stop Seattle/Tacoma Intl

2:46 pm - 2:27 pmPDX Portland-MKE Milwaukee-Mitchell

21h 41m2 stops San Francisco Seattle/Tacoma Intl

$395Alaska Airlines

Thu, Jan 14 - Wed, Jan 20

Cheap last minute flights

Enter your travel dates to find the best prices.

3:53 pm - 7:54 pmMKE Milwaukee-Mitchell-PDX Portland

6h 01m1 stop Seattle/Tacoma Intl

6:09 am - 2:55 pmPDX Portland-MKE Milwaukee-Mitchell

6h 46m1 stop Seattle/Tacoma Intl

$750Alaska Airlines

Mon, Oct 5 - Wed, Oct 14

3:53 pm - 8:58 pmMKE Milwaukee-Mitchell-PDX Portland

7h 05m1 stop Seattle/Tacoma Intl

6:09 am - 2:55 pmPDX Portland-MKE Milwaukee-Mitchell

6h 46m1 stop Seattle/Tacoma Intl

$750Alaska Airlines

Thu, Oct 8 - Wed, Oct 14

12:36 pm - 9:49 pmMKE Milwaukee-Mitchell-PDX Portland

11h 13m1 stop Atlanta Hartsfield-Jackson

11:43 am - 8:06 pmPDX Portland-MKE Milwaukee-Mitchell

6h 23m1 stop Detroit Metropolitan Wayne County

$750Delta

Fri, Oct 9 - Tue, Oct 13

7:45 am - 12:22 pmMKE Milwaukee-Mitchell-PDX Portland

6h 37m1 stop Chicago O'Hare Intl

9:44 pm - 10:14 amPDX Portland-MKE Milwaukee-Mitchell

10h 30m1 stop Charlotte Douglas

$803American Airlines

Fri, Oct 9 - Sun, Oct 11

5:00 pm - 1:25 amMKE Milwaukee-Mitchell-PDX Portland

10h 25m2 stops Chicago Midway Phoenix Sky Harbor Intl

8:35 am - 5:10 pmPDX Portland-MKE Milwaukee-Mitchell

6h 35m1 stop Denver Intl

$805Southwest

Fri, Oct 9 - Tue, Oct 13

6:30 am - 10:34 amMKE Milwaukee-Mitchell-PDX Portland

6h 04m1 stop Minneapolis St Paul

1:10 pm - 9:56 pmPDX Portland-MKE Milwaukee-Mitchell

6h 46m1 stop Salt Lake City

$810Delta

Wed, Oct 7 - Tue, Oct 13

5:00 pm - 1:25 amMKE Milwaukee-Mitchell-PDX Portland

10h 25m2 stops Chicago Midway Phoenix Sky Harbor Intl

8:35 am - 9:35 pmPDX Portland-MKE Milwaukee-Mitchell

11h 00m2 stops Denver Intl Chicago Midway

$810Southwest

Fri, Oct 9 - Tue, Oct 13

6:15 am - 11:33 amMKE Milwaukee-Mitchell-PDX Portland

7h 18m1 stop Chicago O'Hare Intl

2:27 pm - 10:59 pmPDX Portland-MKE Milwaukee-Mitchell

6h 32m1 stop Chicago O'Hare Intl

$810United Airlines

Thu, Oct 8 - Tue, Oct 13

5:00 am - 9:31 amMKE Milwaukee-Mitchell-PDX Portland

6h 31m1 stop Chicago O'Hare Intl

2:27 pm - 10:59 pmPDX Portland-MKE Milwaukee-Mitchell

6h 32m1 stop Chicago O'Hare Intl

$810United Airlines

Mon, Oct 5 - Tue, Oct 13

7:45 am - 12:22 pmMKE Milwaukee-Mitchell-PDX Portland

6h 37m1 stop Chicago O'Hare Intl

9:44 pm - 10:14 amPDX Portland-MKE Milwaukee-Mitchell

10h 30m1 stop Charlotte Douglas

$873American Airlines

Fri, Oct 9 - Sun, Oct 11

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United Airlines flights from Milwaukee to Portland

Our best United Airlines deals on Milwaukee to Portland flight tickets

United Airlines

Oct 27

MKE10:48 amMilwaukee-Mitchell

9h 21m

2 stops

PDX6:09 pmPortland

Nov 4

PDX2:34 pmPortland

5h 41m

1 stop

MKE10:15 pmMilwaukee-Mitchell

$322

United Airlines

Feb 6

MKE2:00 pmMilwaukee-Mitchell

11h 18m

1 stop

PDX11:18 pmPortland

Feb 9

PDX12:40 pmPortland

6h 43m

1 stop

MKE9:23 pmMilwaukee-Mitchell

$437

United Airlines

Nov 3

MKE10:48 amMilwaukee-Mitchell

9h 21m

2 stops

PDX6:09 pmPortland

Nov 3

PDX11:30 pmPortland

7h 06m

1 stop

MKE8:36 amMilwaukee-Mitchell

$442

Delta flights from Milwaukee to Portland

Our best Delta deals on Milwaukee to Portland flight tickets

Delta

Oct 31

MKE7:05 amMilwaukee-Mitchell

6h 58m

1 stop

PDX12:03 pmPortland

Nov 2

PDX6:00 amPortland

8h 31m

1 stop

MKE4:31 pmMilwaukee-Mitchell

$317

Delta

Oct 30

MKE3:20 pmMilwaukee-Mitchell

6h 42m

1 stop

PDX8:02 pmPortland

Nov 2

PDX6:00 amPortland

8h 31m

1 stop

MKE4:31 pmMilwaukee-Mitchell

$388

Delta

Oct 30

MKE2:59 pmMilwaukee-Mitchell

8h 50m

1 stop

PDX9:49 pmPortland

Nov 6

PDX11:51 amPortland

5h 39m

1 stop

MKE7:30 pmMilwaukee-Mitchell

$401

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Thu 1/7

3:25 pm-8:51 pm

1 stop7h 26m

Portland

Mon 1/11

6:25 am-2:27 pm

1 stop6h 02m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Wed 10/28

6:55 am-3:20 pm

1 stop10h 25m

Portland

Wed 11/4

1:05 pm-11:15 pm

1 stop8h 10m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Sat 10/31

7:05 am-12:03 pm

1 stop6h 58m

Portland

Mon 11/2

6:00 am-4:31 pm

1 stop8h 31m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Tue 10/27

3:20 pm-8:02 pm

1 stop6h 42m

Portland

Sat 10/31

6:50 am-5:25 pm

1 stop8h 35m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Tue 10/27

6:47 am-11:52 am

1 stop7h 05m

Portland

Wed 11/4

11:30 pm-10:13 am

1 stop8h 43m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Tue 1/26

6:00 am-12:40 pm

1 stop8h 40m

Portland

Sat 1/30

7:00 am-2:30 pm

1 stop5h 30m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Tue 10/27

10:48 am-6:09 pm

2 stops9h 21m

Portland

Wed 11/4

2:34 pm-10:15 pm

1 stop5h 41m

$322

Quickest round-trip

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Fri 10/30

2:58 pm-7:41 pm

1 stop6h 43m

Portland

Mon 11/2

5:14 am-1:55 pm

1 stop6h 41m

$330

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Sun 11/22

2:44 pm-11:16 pm

1 stop10h 32m

Portland

Mon 11/23

5:15 am-1:59 pm

1 stop6h 44m

$343

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Thu 1/14

3:25 pm-8:51 pm

1 stop7h 26m

Portland

Wed 1/20

2:46 pm-2:27 pm

2 stops21h 41m

$395

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Milwaukee to Portland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the typical price of a round-trip flight between Milwaukee and Portland?

Prices are currently low for flights on this route.

Typical prices usually range from $365 to $517.
The lowest price recently found on this route was $317.

What is the cheapest month to fly to Portland?

The cheapest month to fly to Portland from Milwaukee is in May. Flight prices, which tend to average around $395, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in May, then you should wait until January to fly from Milwaukee, when ticket prices are also cheap, with an average price of $409.

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

You are more likely to see cheaper flights to Portland from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $461 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Milwaukee for as low as $378 on momondo.

Can stopping save me money on Milwaukee to Portland flights?

You could potentially save up to 3% on your flight if you consider stops on a Milwaukee to Portland flight.

How have Milwaukee to Portland flight prices changed over time?

As of October 2026, prices for Milwaukee to Portland flights are approximately 58% more expensive when compared to flights at the same time last year.

When to book flights from Milwaukee to Portland

Are you open to changing your travel dates? Check out the ideal times to fly from Milwaukee to Portland according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Milwaukee to Portland (MKE to PDX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Portland

Best Price Found	$159
Fastest flight time	6h 04m
Direct flights	None

The best one-way flight to Portland from Milwaukee in the past 72 hours is $159. The best round-trip flight deal from Milwaukee to Portland found on momondo in the last 72 hours is $317.

The fastest flight from Milwaukee to Portland takes 6h 04m

There are no direct flights from Milwaukee to Portland. There are no popular flight routes from Milwaukee to Portland.

Search flight deals

Frequently asked questions about flying from Milwaukee to Portland

How far is Milwaukee-Mitchell to Portland by plane?
The distance between Milwaukee-Mitchell and Portland is about 1713.7 mi. Typically, this will take 6h 04m by plane in normal conditions.
When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Portland Airport?
Prices for flights from Milwaukee-Mitchell Airport to Portland Airport refresh daily.
How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Portland Airport?
As of October 2026, there are 5 operators available to choose from for flights from Milwaukee-Mitchell Airport to Portland Airport.
How old do you have to be to fly from Milwaukee-Mitchell Airport to Portland Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Milwaukee to Portland?
Based on momondo bookings for flights between Milwaukee and Portland, the leading airline is Delta, making up 28% of the total bookings. Other popular airlines include Southwest with 26%, United Airlines with 20%, and American Airlines with 16%.

Best airlines flying from Milwaukee to Portland

Compare and see reviews for airlines that fly from Milwaukee to Portland with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $254	Free Cancellation	Rating 7.8 8,626 reviews	Search Delta flights
Alaska Airlines	PriceFrom $305	Free Cancellation	Rating 7.9 13,011 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $306	Free Cancellation	Rating 7.4 10,285 reviews	Search United Airlines flights
American Airlines	PriceFrom $316	Free Cancellation	Rating 7.0 12,130 reviews	Search American Airlines flights
Southwest	PriceFrom $320	Free Cancellation	Rating 7.9 4,215 reviews	Search Southwest flights

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Tigard

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Newberg

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Depoe Bay

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to Portland?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Portland from Milwaukee.

Can I find flights from Milwaukee to Portland with flexible booking policies on momondo?

Flights from Milwaukee to Portland with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Milwaukee to Portland?

Once all potential Milwaukee to Portland flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Milwaukee to Portland right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Milwaukee to Portland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Portland and let you know when they change.

An easier way to manage your Portland trip

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Cheap flights from Milwaukee to Portland from $159

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Portland departing on 11/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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United Airlines flights from Milwaukee to Portland

Our best United Airlines deals on Milwaukee to Portland flight tickets

Delta flights from Milwaukee to Portland

Our best Delta deals on Milwaukee to Portland flight tickets

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See travel insights to Portland from

How to get the cheapest flight ticket from Milwaukee to Portland

What is the typical price of a round-trip flight between Milwaukee and Portland?

What is the cheapest month to fly to Portland?

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

Can stopping save me money on Milwaukee to Portland flights?

How have Milwaukee to Portland flight prices changed over time?

What is the cheapest airline that flies from Milwaukee-Mitchell to Portland?

What airlines fly to Portland?

Which airport is the most popular layover for flights between Milwaukee and Portland?

Which layover airport offers the lowest fares from Milwaukee to Portland?

Which layover airport has the shortest travel time from Milwaukee to Portland?

Which layover airport has the shortest connection time from Milwaukee to Portland?

When to book flights from Milwaukee to Portland

Cheap Milwaukee to Portland (MKE to PDX) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Milwaukee to Portland

Best airlines flying from Milwaukee to Portland

Compare and see reviews for airlines that fly from Milwaukee to Portland with momondo

Traveling to a place near Portland?

Why use momondo?

An easier way to manage your Portland trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Oregon

Fly your favorite airline to Portland

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Portland

List of cabin classes available on flights landing in Portland. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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