Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Milwaukee to Portland from $157

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 3/3. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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 - 10:46 am
MKE
-
PDX
20h 59m1 stop
Alaska Airlines Logo
1:36 pm - 2:51 pm
PDX
-
MKE
23h 15m1 stop
$275Alaska Airlines
Wed, Feb 25 - Sat, Feb 28
Delta Logo
4:09 pm - 10:18 pm
MKE
-
PDX
8h 09m2 stops
Delta Logo
7:43 pm - 8:50 am
PDX
-
MKE
11h 07m2 stops
$281Delta
Sat, Mar 14 - Mon, Mar 16
Alaska Airlines Logo
3:53 pm - 8:47 pm
MKE
-
PDX
6h 54m1 stop
Alaska Airlines Logo
7:10 am - 2:57 pm
PDX
-
MKE
5h 47m1 stop
$285Alaska Airlines
Mon, Jan 26 - Mon, Feb 2
Delta Logo
9:28 am - 6:50 pm
MKE
-
PDX
11h 22m2 stops
Delta Logo
9:20 am - 9:15 pm
PDX
-
MKE
9h 55m2 stops
$295Delta
Sat, Jan 24 - Wed, Jan 28
Alaska Airlines Logo
3:47 pm - 10:46 am
MKE
-
PDX
20h 59m1 stop
Alaska Airlines Logo
7:05 am - 2:57 pm
PDX
-
MKE
5h 52m1 stop
$304Alaska Airlines
Fri, Mar 13 - Mon, Mar 16
Alaska Airlines Logo
4:03 pm - 8:47 pm
MKE
-
PDX
6h 44m1 stop
Alaska Airlines Logo
2:38 pm - 2:57 pm
PDX
-
MKE
22h 19m1 stop
$308Alaska Airlines
Sun, Jan 18 - Wed, Jan 21
Delta Logo
6:15 am - 12:46 pm
MKE
-
PDX
8h 31m1 stop
Delta Logo
1:39 pm - 9:15 pm
PDX
-
MKE
5h 36m1 stop
$309Delta
Sun, Jan 18 - Wed, Jan 21
Southwest Logo
5:10 am - 1:25 pm
MKE
-
PDX
10h 15m2 stops
Southwest Logo
6:20 am - 2:00 pm
PDX
-
MKE
5h 40m1 stop
$314Southwest
Wed, Feb 18 - Wed, Feb 25
Delta Logo
11:03 am - 6:50 pm
MKE
-
PDX
9h 47m2 stops
Delta Logo
7:10 am - 9:15 pm
PDX
-
MKE
12h 05m2 stops
$315Delta
Tue, Jan 20 - Sat, Jan 24
Delta Logo
6:15 am - 12:46 pm
MKE
-
PDX
8h 31m1 stop
Delta Logo
7:10 am - 9:15 pm
PDX
-
MKE
12h 05m2 stops
$317Delta
Sat, Jan 17 - Wed, Jan 21

Delta flights from Milwaukee to Portland

Our best Delta deals on Milwaukee to Portland flight tickets
Delta
Mar 14
MKE4:09 pmMilwaukee-Mitchell
8h 09m
2 stops
PDX10:18 pmPortland
Mar 16
PDX7:43 pmPortland
11h 07m
2 stops
MKE8:50 amMilwaukee-Mitchell
$281
Find similar
Delta
Jan 24
MKE9:28 amMilwaukee-Mitchell
11h 22m
2 stops
PDX6:50 pmPortland
Jan 28
PDX9:20 amPortland
9h 55m
2 stops
MKE9:15 pmMilwaukee-Mitchell
$295
Find similar
Delta
Jan 18
MKE6:15 amMilwaukee-Mitchell
8h 31m
1 stop
PDX12:46 pmPortland
Jan 21
PDX1:39 pmPortland
5h 36m
1 stop
MKE9:15 pmMilwaukee-Mitchell
$309
Find similar

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
19h 02m
1 stop
PDX8:49 amPortland
Feb 28
PDX8:30 amPortland
28h 21m
1 stop
MKE2:51 pmMilwaukee-Mitchell
$275
Find similar
Alaska Airlines
Jan 26
MKE3:53 pmMilwaukee-Mitchell
6h 54m
1 stop
PDX8:47 pmPortland
Feb 2
PDX7:10 amPortland
5h 47m
1 stop
MKE2:57 pmMilwaukee-Mitchell
$285
Find similar
Alaska Airlines
Mar 13
MKE3:47 pmMilwaukee-Mitchell
20h 59m
1 stop
PDX10:46 amPortland
Mar 16
PDX7:05 amPortland
5h 52m
1 stop
MKE2:57 pmMilwaukee-Mitchell
$304
Find similar

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 December 31, 2025.
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-10:46 am

1 stop20h 59m

Portland

Sat 2/28

1:36 pm-2:51 pm

1 stop23h 15m

$275

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 3/14

4:09 pm-10:18 pm

2 stops8h 09m

Portland

Mon 3/16

7:43 pm-8:50 am

2 stops11h 07m

$281

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Mon 1/26

3:53 pm-8:47 pm

1 stop6h 54m

Portland

Mon 2/2

7:10 am-2:57 pm

1 stop5h 47m

$285

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 1/24

9:28 am-6:50 pm

2 stops11h 22m

Portland

Wed 1/28

9:20 am-9:15 pm

2 stops9h 55m

$295

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 3/13

3:47 pm-10:46 am

1 stop20h 59m

Portland

Mon 3/16

7:05 am-2:57 pm

1 stop5h 52m

$304

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sun 1/18

4:03 pm-8:47 pm

1 stop6h 44m

Portland

Wed 1/21

2:38 pm-2:57 pm

1 stop22h 19m

$308

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sun 1/18

6:15 am-12:46 pm

1 stop8h 31m

Portland

Wed 1/21

1:39 pm-9:15 pm

1 stop5h 36m

$309

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 2/18

5:10 am-1:25 pm

2 stops10h 15m

Portland

Wed 2/25

6:20 am-2:00 pm

1 stop5h 40m

$314

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 1/20

11:03 am-6:50 pm

2 stops9h 47m

Portland

Sat 1/24

7:10 am-9:15 pm

2 stops12h 05m

$315

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 1/17

6:15 am-12:46 pm

1 stop8h 31m

Portland

Wed 1/21

7:10 am-9:15 pm

2 stops12h 05m

$317

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $353, 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 $444 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 $360 on momondo.

How have Milwaukee to Portland flight prices changed over time?

As of December 2025, prices for Milwaukee to Portland flights are approximately 48% 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

5h 44m

Direct flights

None
The fastest flight from Milwaukee to Portland takes 5h 44m
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 5h 44m 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
3,067 reviews
Search Frontier flights
American AirlinesPriceFrom $269Free CancellationRating
7.2
11,070 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $276Free CancellationRating
8.0
11,585 reviews
Search Alaska Airlines flights
Hawaiian AirlinesPriceFrom $278Free CancellationRating
7.8
2,821 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $302Free CancellationRating
7.9
8,012 reviews
Search Delta flights
United AirlinesPriceFrom $306Free CancellationRating
7.4
9,122 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

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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 1/30
Fri 2/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States