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Cheap flights from Milwaukee to Portland from $139

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 3/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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.
American Airlines Logo
1:53 pm - 10:57 pm
MKE
-
PDX
11h 04m
1 stop
American Airlines Logo
11:47 pm - 7:41 am
PDX
-
MKE
5h 54m
1 stop
$249American Airlines
Sat, Apr 11 - Wed, Apr 15
Delta Logo
4:48 pm - 9:53 pm
MKE
-
PDX
7h 05m
1 stop
Delta Logo
12:30 am - 8:39 am
PDX
-
MKE
6h 09m
1 stop
$277Delta
Sat, Apr 4 - Tue, Apr 7
United Airlines Logo
9:44 am - 5:52 pm
MKE
-
PDX
10h 08m
2 stops
United Airlines Logo
5:05 am - 2:58 pm
PDX
-
MKE
7h 53m
1 stop
$282United Airlines
Wed, Mar 11 - Wed, Mar 18
American Airlines Logo
5:41 pm - 10:42 pm
MKE
-
PDX
7h 01m
1 stop
American Airlines Logo
6:22 am - 11:40 pm
PDX
-
MKE
15h 18m
1 stop
$304American Airlines
Fri, Apr 10 - Sat, Apr 18
United Airlines Logo
10:45 am - 5:45 pm
MKE
-
PDX
9h 00m
2 stops
United Airlines Logo
11:55 pm - 9:45 am
PDX
-
MKE
7h 50m
1 stop
$308United Airlines
Sat, Apr 25 - Tue, May 12
Delta Logo
10:51 am - 10:19 pm
MKE
-
PDX
13h 28m
2 stops
Delta Logo
11:15 pm - 8:50 am
PDX
-
MKE
7h 35m
1 stop
$310Delta
Sat, Apr 4 - Tue, Apr 7
Delta Logo
4:09 pm - 8:25 pm
MKE
-
PDX
6h 16m
1 stop
Delta Logo
11:15 pm - 8:50 am
PDX
-
MKE
7h 35m
1 stop
$317Delta
Sat, Apr 4 - Mon, Apr 13
Delta Logo
4:09 pm - 8:25 pm
MKE
-
PDX
6h 16m
1 stop
Delta Logo
5:36 pm - 10:13 am
PDX
-
MKE
14h 37m
2 stops
$320Delta
Sat, Apr 4 - Sun, Apr 12
Southwest Logo
3:55 pm - 11:10 pm
MKE
-
PDX
9h 15m
1 stop
Southwest Logo
11:15 am - 9:35 pm
PDX
-
MKE
8h 20m
2 stops
$322Southwest
Tue, May 5 - Tue, May 12
Delta Logo
4:48 pm - 9:53 pm
MKE
-
PDX
7h 05m
1 stop
Delta Logo
7:32 pm - 8:50 am
PDX
-
MKE
11h 18m
2 stops
$325Delta
Sat, Apr 11 - Wed, Apr 15

Alaska Airlines flights from Milwaukee to Portland

Our best Alaska Airlines deals on Milwaukee to Portland flight tickets
Alaska Airlines
Apr 28
MKE7:00 amMilwaukee-Mitchell
16h 53m
2 stops
PDX9:53 pmPortland
May 5
PDX8:30 pmPortland
15h 43m
1 stop
MKE2:13 pmMilwaukee-Mitchell
$331
Alaska Airlines
Mar 24
MKE3:10 pmMilwaukee-Mitchell
8h 28m
1 stop
PDX9:38 pmPortland
Mar 27
PDX6:00 amPortland
6h 14m
1 stop
MKE2:14 pmMilwaukee-Mitchell
$352
Alaska Airlines
May 16
MKE4:42 pmMilwaukee-Mitchell
8h 21m
1 stop
PDX11:03 pmPortland
May 28
PDX5:00 amPortland
8h 46m
1 stop
MKE3:46 pmMilwaukee-Mitchell
$357

American Airlines flights from Milwaukee to Portland

Our best American Airlines deals on Milwaukee to Portland flight tickets
American Airlines
Apr 11
MKE1:53 pmMilwaukee-Mitchell
11h 04m
1 stop
PDX10:57 pmPortland
Apr 15
PDX11:47 pmPortland
5h 54m
1 stop
MKE7:41 amMilwaukee-Mitchell
$249
American Airlines
Apr 10
MKE5:41 pmMilwaukee-Mitchell
7h 01m
1 stop
PDX10:42 pmPortland
Apr 18
PDX6:22 amPortland
15h 18m
1 stop
MKE11:40 pmMilwaukee-Mitchell
$304
American Airlines
Mar 24
MKE11:33 amMilwaukee-Mitchell
11h 58m
1 stop
PDX9:31 pmPortland
Mar 28
PDX11:59 pmPortland
5h 50m
1 stop
MKE7:49 amMilwaukee-Mitchell
$328

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 February 15, 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

Sat 4/11

1:53 pm-10:57 pm

1 stop11h 04m

Portland

Wed 4/15

11:47 pm-7:41 am

1 stop5h 54m

$249

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 4/4

4:48 pm-9:53 pm

1 stop7h 05m

Portland

Tue 4/7

12:30 am-8:39 am

1 stop6h 09m

$277

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 3/11

9:44 am-5:52 pm

2 stops10h 08m

Portland

Wed 3/18

5:05 am-2:58 pm

1 stop7h 53m

$282

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 4/10

5:41 pm-10:42 pm

1 stop7h 01m

Portland

Sat 4/18

6:22 am-11:40 pm

1 stop15h 18m

$304

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 4/25

10:45 am-5:45 pm

2 stops9h 00m

Portland

Tue 5/12

11:55 pm-9:45 am

1 stop7h 50m

$308

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 4/4

10:51 am-10:19 pm

2 stops13h 28m

Portland

Tue 4/7

11:15 pm-8:50 am

1 stop7h 35m

$310

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 4/4

4:09 pm-8:25 pm

1 stop6h 16m

Portland

Mon 4/13

11:15 pm-8:50 am

1 stop7h 35m

$317

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 4/4

4:09 pm-8:25 pm

1 stop6h 16m

Portland

Sun 4/12

5:36 pm-10:13 am

2 stops14h 37m

$320

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 5/5

3:55 pm-11:10 pm

1 stop9h 15m

Portland

Tue 5/12

11:15 am-9:35 pm

2 stops8h 20m

$322

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 4/11

4:48 pm-9:53 pm

1 stop7h 05m

Portland

Wed 4/15

7:32 pm-8:50 am

2 stops11h 18m

$325

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 April to fly from Milwaukee, when ticket prices are also cheap, with an average price of $386.

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 $429 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 $370 on momondo.

How have Milwaukee to Portland flight prices changed over time?

As of February 2026, prices for Milwaukee to Portland flights are approximately 64% 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 37m

Direct flights

None
The fastest flight from Milwaukee to Portland takes 6h 37m
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 37m 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
Hawaiian AirlinesPriceFrom $139Free CancellationRating
7.8
2,833 reviews
Search Hawaiian Airlines flights
FrontierPriceFrom $165Free CancellationRating
5.7
3,051 reviews
Search Frontier flights
American AirlinesPriceFrom $269Free CancellationRating
7.2
11,295 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $276Free CancellationRating
8.0
11,884 reviews
Search Alaska Airlines flights
DeltaPriceFrom $278Free CancellationRating
7.9
8,206 reviews
Search Delta flights
United AirlinesPriceFrom $293Free CancellationRating
7.4
9,294 reviews
Search United Airlines flights
SouthwestPriceFrom $319Free CancellationRating
8.0
4,286 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
Tigard
Longview
McMinnville
Gresham
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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