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Cheap flights from Milwaukee to Portland from $169

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 2/26. 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.
United Airlines Logo
11:30 am - 6:49 pm
MKE
-
PDX
9h 19m
1 stop
United Airlines Logo
7:00 am - 3:20 pm
PDX
-
MKE
6h 20m
1 stop
$237United Airlines
Sat, Feb 21 - Sat, Feb 28
United Airlines Logo
11:30 am - 9:15 pm
MKE
-
PDX
11h 45m
2 stops
United Airlines Logo
1:18 pm - 9:06 pm
PDX
-
MKE
5h 48m
1 stop
$270United Airlines
Sat, Feb 21 - Sat, Feb 28
Delta Logo
1:15 pm - 8:59 pm
MKE
-
PDX
9h 44m
2 stops
Delta Logo
12:30 am - 10:11 am
PDX
-
MKE
7h 41m
1 stop
$271Delta
Tue, Mar 24 - Fri, Mar 27
Delta Logo
4:48 pm - 11:59 pm
MKE
-
PDX
9h 11m
2 stops
Delta Logo
12:30 am - 10:11 am
PDX
-
MKE
7h 41m
1 stop
$280Delta
Tue, Mar 24 - Fri, Mar 27
United Airlines Logo
4:10 pm - 9:15 pm
MKE
-
PDX
7h 05m
1 stop
United Airlines Logo
10:38 pm - 10:58 am
PDX
-
MKE
10h 20m
1 stop
$287United Airlines
Wed, Feb 25 - Mon, Mar 2
United Airlines Logo
9:44 am - 5:51 pm
MKE
-
PDX
10h 07m
2 stops
United Airlines Logo
7:00 am - 3:20 pm
PDX
-
MKE
6h 20m
1 stop
$292United Airlines
Sat, Feb 21 - Sat, Feb 28
Delta Logo
3:53 pm - 10:48 pm
MKE
-
PDX
8h 55m
2 stops
Delta Logo
6:00 am - 2:30 pm
PDX
-
MKE
6h 30m
1 stop
$300Delta
Sat, Feb 14 - Sat, Feb 21
United Airlines Logo
4:10 pm - 9:15 pm
MKE
-
PDX
7h 05m
1 stop
United Airlines Logo
5:05 am - 2:57 pm
PDX
-
MKE
7h 52m
1 stop
$304United Airlines
Fri, Feb 20 - Tue, Feb 24
United Airlines Logo
4:10 pm - 9:15 pm
MKE
-
PDX
7h 05m
1 stop
United Airlines Logo
8:30 am - 8:55 pm
PDX
-
MKE
10h 25m
2 stops
$309United Airlines
Fri, Feb 20 - Tue, Feb 24
Delta Logo
5:03 pm - 12:15 am
MKE
-
PDX
9h 12m
2 stops
Delta Logo
6:00 am - 2:30 pm
PDX
-
MKE
6h 30m
1 stop
$320Delta
Mon, Mar 2 - Sat, Mar 7

United Airlines flights from Milwaukee to Portland

Our best United Airlines deals on Milwaukee to Portland flight tickets
United Airlines
Feb 21
MKE11:30 amMilwaukee-Mitchell
9h 19m
1 stop
PDX6:49 pmPortland
Feb 28
PDX7:00 amPortland
6h 20m
1 stop
MKE3:20 pmMilwaukee-Mitchell
$237
United Airlines
Feb 21
MKE11:30 amMilwaukee-Mitchell
11h 45m
2 stops
PDX9:15 pmPortland
Feb 28
PDX1:18 pmPortland
5h 48m
1 stop
MKE9:06 pmMilwaukee-Mitchell
$270
United Airlines
Feb 25
MKE4:10 pmMilwaukee-Mitchell
7h 05m
1 stop
PDX9:15 pmPortland
Mar 2
PDX10:38 pmPortland
10h 20m
1 stop
MKE10:58 amMilwaukee-Mitchell
$287

Southwest flights from Milwaukee to Portland

Our best Southwest deals on Milwaukee to Portland flight tickets
Southwest
Feb 20
MKE1:40 pmMilwaukee-Mitchell
10h 50m
2 stops
PDX10:30 pmPortland
Feb 24
PDX5:05 amPortland
9h 05m
2 stops
MKE4:10 pmMilwaukee-Mitchell
$404
Southwest
Apr 2
MKE7:30 pmMilwaukee-Mitchell
7h 25m
1 stop
PDX12:55 amPortland
Apr 5
PDX10:35 amPortland
13h 20m
1 stop
MKE1:55 amMilwaukee-Mitchell
$409
Southwest
Apr 19
MKE6:10 amMilwaukee-Mitchell
6h 05m
1 stop
PDX10:15 amPortland
Apr 23
PDX10:55 amPortland
9h 35m
1 stop
MKE10:30 pmMilwaukee-Mitchell
$410

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 25, 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 2/21

11:30 am-6:49 pm

1 stop9h 19m

Portland

Sat 2/28

7:00 am-3:20 pm

1 stop6h 20m

$237

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 2/21

11:30 am-9:15 pm

2 stops11h 45m

Portland

Sat 2/28

1:18 pm-9:06 pm

1 stop5h 48m

$270

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 3/24

1:15 pm-8:59 pm

2 stops9h 44m

Portland

Fri 3/27

12:30 am-10:11 am

1 stop7h 41m

$271

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 3/24

4:48 pm-11:59 pm

2 stops9h 11m

Portland

Fri 3/27

12:30 am-10:11 am

1 stop7h 41m

$280

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 2/25

4:10 pm-9:15 pm

1 stop7h 05m

Portland

Mon 3/2

10:38 pm-10:58 am

1 stop10h 20m

$287

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 2/21

9:44 am-5:51 pm

2 stops10h 07m

Portland

Sat 2/28

7:00 am-3:20 pm

1 stop6h 20m

$292

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 2/14

3:53 pm-10:48 pm

2 stops8h 55m

Portland

Sat 2/21

6:00 am-2:30 pm

1 stop6h 30m

$300

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 2/20

4:10 pm-9:15 pm

1 stop7h 05m

Portland

Tue 2/24

5:05 am-2:57 pm

1 stop7h 52m

$304

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 2/20

4:10 pm-9:15 pm

1 stop7h 05m

Portland

Tue 2/24

8:30 am-8:55 pm

2 stops10h 25m

$309

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Mon 3/2

5:03 pm-12:15 am

2 stops9h 12m

Portland

Sat 3/7

6:00 am-2:30 pm

1 stop6h 30m

$320

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 $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

5h 58m

Direct flights

None
The fastest flight from Milwaukee to Portland takes 5h 58m
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 58m 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
3,059 reviews
Search Frontier flights
Hawaiian AirlinesPriceFrom $139Free CancellationRating
7.8
2,829 reviews
Search Hawaiian Airlines flights
American AirlinesPriceFrom $269Free CancellationRating
7.2
11,197 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $276Free CancellationRating
8.0
11,787 reviews
Search Alaska Airlines flights
DeltaPriceFrom $286Free CancellationRating
7.9
8,111 reviews
Search Delta flights
United AirlinesPriceFrom $293Free CancellationRating
7.4
9,198 reviews
Search United Airlines flights
SouthwestPriceFrom $319Free CancellationRating
8.0
4,269 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
Longview
Tigard
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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