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Cheap flights from Milwaukee to Portland from $165

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 10/20. 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.
Southwest Logo
6:55 pm - 11:50 pm
MKE
-
PDX
6h 55m
1 stop
Southwest Logo
1:15 pm - 11:35 pm
PDX
-
MKE
8h 20m
1 stop
$329Southwest
Tue, Jul 14 - Tue, Jul 21
Southwest Logo
6:55 pm - 11:50 pm
MKE
-
PDX
6h 55m
1 stop
Southwest Logo
10:25 am - 10:15 pm
PDX
-
MKE
9h 50m
2 stops
$334Southwest
Tue, Jul 14 - Tue, Jul 21
American Airlines Logo
6:55 pm - 12:05 am
MKE
-
PDX
7h 10m
1 stop
American Airlines Logo
10:57 pm - 8:02 am
PDX
-
MKE
7h 05m
1 stop
$342American Airlines
Wed, Jul 15 - Mon, Jul 20
Southwest Logo
2:45 pm - 11:10 pm
MKE
-
PDX
10h 25m
2 stops
Southwest Logo
5:00 am - 2:35 pm
PDX
-
MKE
7h 35m
1 stop
$347Southwest
Wed, Jun 3 - Mon, Jun 8
American Airlines Logo
6:50 pm - 11:47 pm
MKE
-
PDX
6h 57m
1 stop
American Airlines Logo
10:59 pm - 7:42 am
PDX
-
MKE
6h 43m
1 stop
$352American Airlines
Tue, Jun 16 - Tue, Jun 23
Southwest Logo
2:45 pm - 11:10 pm
MKE
-
PDX
10h 25m
2 stops
Southwest Logo
9:20 pm - 11:50 am
PDX
-
MKE
12h 30m
1 stop
$353Southwest
Tue, Jun 2 - Thu, Jun 4
United Airlines Logo
5:00 am - 9:34 am
MKE
-
PDX
6h 34m
1 stop
United Airlines Logo
10:40 pm - 7:00 am
PDX
-
MKE
6h 20m
1 stop
$355United Airlines
Thu, Jul 23 - Mon, Jul 27
American Airlines Logo
6:50 pm - 11:47 pm
MKE
-
PDX
6h 57m
1 stop
American Airlines Logo
10:59 pm - 7:42 am
PDX
-
MKE
6h 43m
1 stop
$357American Airlines
Tue, Jun 16 - Wed, Jun 17
American Airlines Logo
6:55 pm - 12:04 am
MKE
-
PDX
7h 09m
1 stop
American Airlines Logo
10:57 pm - 8:02 am
PDX
-
MKE
7h 05m
1 stop
$361American Airlines
Tue, Jul 7 - Thu, Jul 16
Alaska Airlines Logo
4:40 pm - 9:28 pm
MKE
-
PDX
6h 48m
1 stop
Alaska Airlines Logo
5:00 am - 3:44 pm
PDX
-
MKE
8h 44m
1 stop
$362Alaska Airlines
Thu, May 28 - Sat, Jun 6

Southwest flights from Milwaukee to Portland

Our best Southwest deals on Milwaukee to Portland flight tickets
Southwest
Jul 14
MKE6:55 pmMilwaukee-Mitchell
6h 55m
1 stop
PDX11:50 pmPortland
Jul 21
PDX1:15 pmPortland
8h 20m
1 stop
MKE11:35 pmMilwaukee-Mitchell
$329
Southwest
Jul 14
MKE6:55 pmMilwaukee-Mitchell
6h 55m
1 stop
PDX11:50 pmPortland
Jul 21
PDX10:25 amPortland
9h 50m
2 stops
MKE10:15 pmMilwaukee-Mitchell
$334
Southwest
Jun 3
MKE2:45 pmMilwaukee-Mitchell
10h 25m
2 stops
PDX11:10 pmPortland
Jun 8
PDX5:00 amPortland
7h 35m
1 stop
MKE2:35 pmMilwaukee-Mitchell
$347

Delta flights from Milwaukee to Portland

Our best Delta deals on Milwaukee to Portland flight tickets
Delta
Jun 18
MKE6:59 pmMilwaukee-Mitchell
6h 19m
1 stop
PDX11:18 pmPortland
Jun 27
PDX6:00 amPortland
7h 08m
1 stop
MKE3:08 pmMilwaukee-Mitchell
$365
Delta
Jun 4
MKE5:01 pmMilwaukee-Mitchell
7h 01m
1 stop
PDX10:02 pmPortland
Jun 6
PDX11:12 pmPortland
7h 39m
1 stop
MKE8:51 amMilwaukee-Mitchell
$387
Delta
Jun 18
MKE6:59 pmMilwaukee-Mitchell
6h 19m
1 stop
PDX11:18 pmPortland
Jun 22
PDX12:33 amPortland
6h 42m
1 stop
MKE9:15 amMilwaukee-Mitchell
$397

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 May 16, 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

Cheapest round-trip

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 7/14

6:55 pm-11:50 pm

1 stop6h 55m

Portland

Tue 7/21

1:15 pm-11:35 pm

1 stop8h 20m

$329

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 7/14

6:55 pm-11:50 pm

1 stop6h 55m

Portland

Tue 7/21

10:25 am-10:15 pm

2 stops9h 50m

$334

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 7/15

6:55 pm-12:05 am

1 stop7h 10m

Portland

Mon 7/20

10:57 pm-8:02 am

1 stop7h 05m

$342

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Wed 6/3

2:45 pm-11:10 pm

2 stops10h 25m

Portland

Mon 6/8

5:00 am-2:35 pm

1 stop7h 35m

$347

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 6/16

6:50 pm-11:47 pm

1 stop6h 57m

Portland

Tue 6/23

10:59 pm-7:42 am

1 stop6h 43m

$352

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 6/2

2:45 pm-11:10 pm

2 stops10h 25m

Portland

Thu 6/4

9:20 pm-11:50 am

1 stop12h 30m

$353
Quickest round-trip

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 7/23

5:00 am-9:34 am

1 stop6h 34m

Portland

Mon 7/27

10:40 pm-7:00 am

1 stop6h 20m

$355

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 6/16

6:50 pm-11:47 pm

1 stop6h 57m

Portland

Wed 6/17

10:59 pm-7:42 am

1 stop6h 43m

$357

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 7/7

6:55 pm-12:04 am

1 stop7h 09m

Portland

Thu 7/16

10:57 pm-8:02 am

1 stop7h 05m

$361

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 5/28

4:40 pm-9:28 pm

1 stop6h 48m

Portland

Sat 6/6

5:00 am-3:44 pm

1 stop8h 44m

$362

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

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 $341, 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 May to fly from Milwaukee, when ticket prices are also cheap, with an average price of $376.

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 $427 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 $342 on momondo.

How have Milwaukee to Portland flight prices changed over time?

As of May 2026, prices for Milwaukee to Portland flights are approximately 1% 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 19m

Direct flights

None
The fastest flight from Milwaukee to Portland takes 6h 19m
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 19m 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
American AirlinesPriceFrom $236Free CancellationRating
7.1
11,662 reviews
Search American Airlines flights
United AirlinesPriceFrom $266Free CancellationRating
7.4
9,726 reviews
Search United Airlines flights
DeltaPriceFrom $268Free CancellationRating
7.9
8,455 reviews
Search Delta flights
Alaska AirlinesPriceFrom $276Free CancellationRating
7.9
12,370 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $319Free CancellationRating
8.0
4,295 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
Rockaway Beach
Beaverton
Depoe Bay
Hillsboro
Tigard
Longview
Hood River
Troutdale
Newberg
The Dalles
Gresham
McMinnville
Manzanita

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.

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