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Cheap flights from Milwaukee to Portland from $124

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 2/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Milwaukee to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
3:47 pm - 10:41 pm
MKE
-
PDX
8h 54m1 stop
Alaska Airlines Logo
8:30 am - 2:51 pm
PDX
-
MKE
28h 21m1 stop
$243Alaska Airlines
Wed, Feb 25 - Tue, Mar 3
Southwest Logo
5:10 am - 10:35 am
MKE
-
PDX
7h 25m1 stop
Southwest Logo
6:20 am - 2:00 pm
PDX
-
MKE
5h 40m1 stop
$247Southwest
Wed, Jan 28 - Wed, Feb 4
United Airlines Logo
7:00 am - 11:55 am
MKE
-
PDX
6h 55m1 stop
United Airlines Logo
7:00 am - 3:35 pm
PDX
-
MKE
6h 35m1 stop
$251United Airlines
Wed, Feb 18 - Wed, Feb 25
Southwest Logo
5:10 am - 1:35 pm
MKE
-
PDX
10h 25m2 stops
Southwest Logo
2:15 pm - 9:45 pm
PDX
-
MKE
5h 30m1 stop
$252Southwest
Wed, Jan 28 - Wed, Feb 4
Alaska Airlines Logo
3:47 pm - 11:44 pm
MKE
-
PDX
9h 57m1 stop
Alaska Airlines Logo
8:30 am - 2:51 pm
PDX
-
MKE
28h 21m1 stop
$253Alaska Airlines
Wed, Feb 25 - Sat, Feb 28
Delta Logo
7:45 am - 6:50 pm
MKE
-
PDX
13h 05m2 stops
Delta Logo
7:37 pm - 8:48 am
PDX
-
MKE
11h 11m2 stops
$254Delta
Wed, Jan 28 - Wed, Feb 4
Southwest Logo
6:10 am - 12:55 pm
MKE
-
PDX
8h 45m1 stop
Southwest Logo
5:30 am - 5:25 pm
PDX
-
MKE
9h 55m2 stops
$256Southwest
Wed, May 6 - Tue, May 12
Delta Logo
11:02 am - 5:33 pm
MKE
-
PDX
8h 31m1 stop
Delta Logo
3:59 pm - 4:08 pm
PDX
-
MKE
22h 09m2 stops
$262Delta
Wed, Feb 25 - Mon, Mar 2
Alaska Airlines Logo
3:47 pm - 11:44 pm
MKE
-
PDX
9h 57m1 stop
Alaska Airlines Logo
7:05 am - 2:51 pm
PDX
-
MKE
5h 46m1 stop
$263Alaska Airlines
Wed, Feb 25 - Mon, Mar 2
Delta Logo
3:53 pm - 10:48 pm
MKE
-
PDX
8h 55m2 stops
Delta Logo
9:20 am - 9:34 pm
PDX
-
MKE
10h 14m2 stops
$264Delta
Sat, Feb 14 - Fri, Feb 20

Alaska Airlines flights from Milwaukee to Portland

Our best Alaska Airlines deals on Milwaukee to Portland flight tickets
Alaska Airlines
Feb 25
MKE3:47 pmMilwaukee-Mitchell
8h 54m
1 stop
PDX10:41 pmPortland
Mar 3
PDX8:30 amPortland
28h 21m
1 stop
MKE2:51 pmMilwaukee-Mitchell
$243
Alaska Airlines
Feb 25
MKE3:47 pmMilwaukee-Mitchell
9h 57m
1 stop
PDX11:44 pmPortland
Feb 28
PDX8:30 amPortland
28h 21m
1 stop
MKE2:51 pmMilwaukee-Mitchell
$253
Alaska Airlines
Feb 25
MKE3:47 pmMilwaukee-Mitchell
9h 57m
1 stop
PDX11:44 pmPortland
Mar 2
PDX7:05 amPortland
5h 46m
1 stop
MKE2:51 pmMilwaukee-Mitchell
$263

United Airlines flights from Milwaukee to Portland

Our best United Airlines deals on Milwaukee to Portland flight tickets
United Airlines
Feb 18
MKE7:00 amMilwaukee-Mitchell
6h 55m
1 stop
PDX11:55 amPortland
Feb 25
PDX7:00 amPortland
6h 35m
1 stop
MKE3:35 pmMilwaukee-Mitchell
$251
United Airlines
Feb 5
MKE5:00 amMilwaukee-Mitchell
8h 57m
1 stop
PDX11:57 amPortland
Feb 10
PDX7:00 amPortland
6h 43m
1 stop
MKE3:43 pmMilwaukee-Mitchell
$279
United Airlines
Feb 5
MKE5:00 amMilwaukee-Mitchell
8h 57m
1 stop
PDX11:57 amPortland
Feb 10
PDX1:24 pmPortland
7h 32m
2 stops
MKE10:56 pmMilwaukee-Mitchell
$284

momondo 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, momondo users made 832,500 searches. Data last updated January 8, 2026.
Use the filters below to find and compare flights from Milwaukee to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 2/25

3:47 pm-10:41 pm

1 stop8h 54m

Portland

Tue 3/3

8:30 am-2:51 pm

1 stop28h 21m

$243

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 1/28

5:10 am-10:35 am

1 stop7h 25m

Portland

Wed 2/4

6:20 am-2:00 pm

1 stop5h 40m

$247

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 2/18

7:00 am-11:55 am

1 stop6h 55m

Portland

Wed 2/25

7:00 am-3:35 pm

1 stop6h 35m

$251

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 1/28

5:10 am-1:35 pm

2 stops10h 25m

Portland

Wed 2/4

2:15 pm-9:45 pm

1 stop5h 30m

$252

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 2/25

3:47 pm-11:44 pm

1 stop9h 57m

Portland

Sat 2/28

8:30 am-2:51 pm

1 stop28h 21m

$253

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 1/28

7:45 am-6:50 pm

2 stops13h 05m

Portland

Wed 2/4

7:37 pm-8:48 am

2 stops11h 11m

$254

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 5/6

6:10 am-12:55 pm

1 stop8h 45m

Portland

Tue 5/12

5:30 am-5:25 pm

2 stops9h 55m

$256

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 2/25

11:02 am-5:33 pm

1 stop8h 31m

Portland

Mon 3/2

3:59 pm-4:08 pm

2 stops22h 09m

$262

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 2/25

3:47 pm-11:44 pm

1 stop9h 57m

Portland

Mon 3/2

7:05 am-2:51 pm

1 stop5h 46m

$263

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 2/14

3:53 pm-10:48 pm

2 stops8h 55m

Portland

Fri 2/20

9:20 am-9:34 pm

2 stops10h 14m

$264

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Portland from

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

What is the cheapest month to fly to Portland?

The cheapest month to fly to Portland from Milwaukee is in September. Flight prices, which tend to average around $348, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in September, then you should wait until October to fly from Milwaukee, when ticket prices are also cheap, with an average price of $408.

How far in advance should I book a flight 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 $440 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 $363 on momondo.

How have Milwaukee to Portland flight prices changed over time?

As of January 2026, prices for Milwaukee to Portland flights are approximately 14% 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

Fastest flight time

6h 42m

Direct flights

None
The fastest flight from Milwaukee to Portland takes 6h 42m
There are no direct flights from Milwaukee to Portland. There are no popular flight routes from Milwaukee to Portland.
Search flight deals

  • 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 42m 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?

  • 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?

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
FrontierPriceFrom $110Free CancellationRating
5.7
3,061 reviews
Search Frontier flights
American AirlinesPriceFrom $269Free CancellationRating
7.2
11,095 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $276Free CancellationRating
8.0
11,666 reviews
Search Alaska Airlines flights
Hawaiian AirlinesPriceFrom $278Free CancellationRating
7.8
2,824 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $302Free CancellationRating
7.9
8,029 reviews
Search Delta flights
United AirlinesPriceFrom $306Free CancellationRating
7.4
9,141 reviews
Search United Airlines flights
SouthwestPriceFrom $328Free CancellationRating
8.0
4,250 reviews
Search Southwest flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lincoln City
Seaside
Cannon Beach
Vancouver
Salem
Astoria
Long Beach
Depoe Bay
Rockaway Beach
Beaverton
Hillsboro
Hood River
McMinnville
Gresham
Longview
Tigard
Pacific City
The Dalles
Manzanita
Newberg

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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