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Cheap flights from Milwaukee to Portland from $154

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 9/28. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Milwaukee to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
12:22 pm - 7:20 pm
MKE
-
PDX
8h 58m
1 stop
American Airlines Logo
6:00 am - 4:53 pm
PDX
-
MKE
8h 53m
1 stop
$307American Airlines
Sat, Sep 12 - Sat, Sep 19
Southwest Logo
11:15 am - 7:25 pm
MKE
-
PDX
10h 10m
1 stop
Southwest Logo
1:05 pm - 9:50 pm
PDX
-
MKE
6h 45m
1 stop
$308Southwest
Mon, Oct 26 - Wed, Oct 28
Southwest Logo
5:00 pm - 9:55 pm
MKE
-
PDX
6h 55m
1 stop
Southwest Logo
7:05 am - 6:30 pm
PDX
-
MKE
9h 25m
2 stops
$312Southwest
Tue, Aug 25 - Tue, Sep 1
American Airlines Logo
6:48 pm - 11:59 pm
MKE
-
PDX
7h 11m
1 stop
American Airlines Logo
11:34 pm - 7:49 am
PDX
-
MKE
6h 15m
1 stop
$313American Airlines
Mon, Aug 17 - Mon, Aug 24
Southwest Logo
8:00 pm - 1:10 am
MKE
-
PDX
7h 10m
1 stop
Southwest Logo
7:15 am - 5:15 pm
PDX
-
MKE
8h 00m
2 stops
$314Southwest
Mon, Oct 26 - Wed, Oct 28
American Airlines Logo
7:00 pm - 12:50 am
MKE
-
PDX
7h 50m
1 stop
American Airlines Logo
11:15 pm - 8:02 am
PDX
-
MKE
6h 47m
1 stop
$317American Airlines
Sat, Jul 25 - Sat, Aug 1
Southwest Logo
6:15 am - 2:00 pm
MKE
-
PDX
9h 45m
2 stops
Southwest Logo
5:50 am - 8:05 pm
PDX
-
MKE
12h 15m
1 stop
$318Southwest
Sat, Aug 22 - Wed, Aug 26
Southwest Logo
5:10 am - 1:55 pm
MKE
-
PDX
10h 45m
2 stops
Southwest Logo
5:40 am - 5:15 pm
PDX
-
MKE
9h 35m
2 stops
$319Southwest
Mon, Oct 26 - Wed, Oct 28
American Airlines Logo
6:48 pm - 11:59 pm
MKE
-
PDX
7h 11m
1 stop
American Airlines Logo
11:34 pm - 7:49 am
PDX
-
MKE
6h 15m
1 stop
$320American Airlines
Tue, Aug 11 - Thu, Aug 20
Southwest Logo
6:15 am - 10:40 am
MKE
-
PDX
6h 25m
1 stop
Southwest Logo
11:35 am - 9:25 pm
PDX
-
MKE
7h 50m
2 stops
$322Southwest
Sat, Aug 15 - Tue, Aug 25

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Delta flights from Milwaukee to Portland

Our best Delta deals on Milwaukee to Portland flight tickets
Delta
Aug 17
MKE4:47 pmMilwaukee-Mitchell
7h 22m
1 stop
PDX10:09 pmPortland
Aug 21
PDX12:35 amPortland
7h 45m
1 stop
MKE10:20 amMilwaukee-Mitchell
$327
Delta
Oct 19
MKE6:45 amMilwaukee-Mitchell
7h 44m
1 stop
PDX12:29 pmPortland
Oct 26
PDX9:45 pmPortland
9h 37m
1 stop
MKE9:22 amMilwaukee-Mitchell
$337
Delta
Aug 5
MKE3:59 pmMilwaukee-Mitchell
6h 18m
1 stop
PDX8:17 pmPortland
Aug 11
PDX2:08 pmPortland
7h 45m
1 stop
MKE11:53 pmMilwaukee-Mitchell
$363

Alaska Airlines flights from Milwaukee to Portland

Our best Alaska Airlines deals on Milwaukee to Portland flight tickets
Alaska Airlines
Jul 11
MKE6:02 amMilwaukee-Mitchell
12h 48m
2 stops
PDX4:50 pmPortland
Jul 11
PDX10:59 pmPortland
7h 03m
1 stop
MKE8:02 amMilwaukee-Mitchell
$542
Alaska Airlines
Jul 14
MKE1:15 pmMilwaukee-Mitchell
12h 20m
2 stops
PDX11:35 pmPortland
Jul 21
PDX10:59 pmPortland
7h 03m
1 stop
MKE8:02 amMilwaukee-Mitchell
$558
Alaska Airlines
Jul 5
MKE6:02 amMilwaukee-Mitchell
7h 19m
1 stop
PDX11:21 amPortland
Jul 11
PDX3:30 pmPortland
6h 29m
1 stop
MKE11:59 pmMilwaukee-Mitchell
$701

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 June 30, 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

Sat 9/12

12:22 pm-7:20 pm

1 stop8h 58m

Portland

Sat 9/19

6:00 am-4:53 pm

1 stop8h 53m

$307

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Mon 10/26

11:15 am-7:25 pm

1 stop10h 10m

Portland

Wed 10/28

1:05 pm-9:50 pm

1 stop6h 45m

$308

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 8/25

5:00 pm-9:55 pm

1 stop6h 55m

Portland

Tue 9/1

7:05 am-6:30 pm

2 stops9h 25m

$312
Quickest round-trip

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Mon 8/17

6:48 pm-11:59 pm

1 stop7h 11m

Portland

Mon 8/24

11:34 pm-7:49 am

1 stop6h 15m

$313

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Mon 10/26

8:00 pm-1:10 am

1 stop7h 10m

Portland

Wed 10/28

7:15 am-5:15 pm

2 stops8h 00m

$314

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 7/25

7:00 pm-12:50 am

1 stop7h 50m

Portland

Sat 8/1

11:15 pm-8:02 am

1 stop6h 47m

$317

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 8/22

6:15 am-2:00 pm

2 stops9h 45m

Portland

Wed 8/26

5:50 am-8:05 pm

1 stop12h 15m

$318

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Mon 10/26

5:10 am-1:55 pm

2 stops10h 45m

Portland

Wed 10/28

5:40 am-5:15 pm

2 stops9h 35m

$319

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 8/11

6:48 pm-11:59 pm

1 stop7h 11m

Portland

Thu 8/20

11:34 pm-7:49 am

1 stop6h 15m

$320

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 8/15

6:15 am-10:40 am

1 stop6h 25m

Portland

Tue 8/25

11:35 am-9:25 pm

2 stops7h 50m

$322

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 $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 May to fly from Milwaukee, when ticket prices are also cheap, with an average price of $387.

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 $442 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 $353 on momondo.

How have Milwaukee to Portland flight prices changed over time?

As of June 2026, prices for Milwaukee to Portland flights are approximately 26% 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 18m

Direct flights

None
The fastest flight from Milwaukee to Portland takes 6h 18m
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 18m 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 $186Free CancellationRating
7.1
11,762 reviews
Search American Airlines flights
United AirlinesPriceFrom $251Free CancellationRating
7.4
9,901 reviews
Search United Airlines flights
DeltaPriceFrom $268Free CancellationRating
7.8
8,451 reviews
Search Delta flights
Alaska AirlinesPriceFrom $276Free CancellationRating
7.9
12,598 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $319Free CancellationRating
7.9
4,247 reviews
Search Southwest flights

  • Southwest Flights From Milwaukee to Portland

    Across 2 Southwest flights from Milwaukee to Portland this week, the average price was $487, with the best Southwest deals starting from $319 round-trip. 4,247 users have rated Southwest on momondo, with an average score of 7.9/10.

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
Beaverton
Rockaway Beach
Hillsboro
Depoe Bay
Tigard
Hood River
Longview
Newberg
Clackamas
Troutdale
Gresham
McMinnville
The Dalles

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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