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Cheap flights from Milwaukee to Portland from $141

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 12/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
Delta Logo
11:03 am - 8:59 pmMKE-PDX
11h 56m2 stops
Delta Logo
7:37 pm - 8:48 amPDX-MKE
11h 11m2 stops
$262Delta
Find Deal
Thu, Jan 15 - Mon, Jan 19
Delta Logo
9:28 am - 6:55 pmMKE-PDX
11h 27m2 stops
Delta Logo
7:37 pm - 8:48 amPDX-MKE
11h 11m2 stops
$276Delta
Find Deal
Sat, Jan 17 - Tue, Jan 20
Delta Logo
7:45 am - 4:30 pmMKE-PDX
10h 45m2 stops
Delta Logo
7:37 pm - 8:48 amPDX-MKE
11h 11m2 stops
$279Delta
Find Deal
Fri, Jan 23 - Mon, Feb 2
Delta Logo
11:01 am - 5:35 pmMKE-PDX
8h 34m1 stop
Delta Logo
7:10 am - 9:32 pmPDX-MKE
12h 22m2 stops
$282Delta
Find Deal
Sat, Feb 14 - Wed, Feb 18
Delta Logo
11:03 am - 8:59 pmMKE-PDX
11h 56m2 stops
Delta Logo
7:10 am - 9:15 pmPDX-MKE
12h 05m2 stops
$288Delta
Find Deal
Thu, Jan 15 - Thu, Jan 29
Delta Logo
6:15 am - 12:46 pmMKE-PDX
8h 31m1 stop
Delta Logo
12:40 am - 10:23 amPDX-MKE
7h 43m1 stop
$289Delta
Find Deal
Sat, Jan 17 - Mon, Jan 19
Delta Logo
3:07 pm - 10:37 pmMKE-PDX
9h 30m2 stops
Delta Logo
12:32 am - 10:34 amPDX-MKE
8h 02m1 stop
$290Delta
Find Deal
Sat, Dec 13 - Tue, Dec 16
United Airlines Logo
5:00 am - 12:00 pmMKE-PDX
9h 00m1 stop
United Airlines Logo
5:00 am - 3:43 pmPDX-MKE
8h 43m2 stops
$294United Airlines
Find Deal
Sat, Jan 17 - Tue, Jan 20
Delta Logo
11:01 am - 5:35 pmMKE-PDX
8h 34m1 stop
Delta Logo
7:10 am - 9:32 pmPDX-MKE
12h 22m2 stops
$296Delta
Find Deal
Sat, Feb 14 - Wed, Feb 18
Delta Logo
3:07 pm - 8:52 pmMKE-PDX
7h 45m1 stop
Delta Logo
12:32 am - 10:34 amPDX-MKE
8h 02m1 stop
$299Delta
Find Deal
Sat, Dec 13 - Tue, Dec 16

Delta flights from Milwaukee to Portland

Our best Delta deals on Milwaukee to Portland flight tickets
Delta
Jan 15
MKE11:03 amMilwaukee-Mitchell
11h 56m
2 stops
PDX8:59 pmPortland
Jan 19
PDX7:37 pmPortland
11h 11m
2 stops
MKE8:48 amMilwaukee-Mitchell
$262
Find similar
Delta
Jan 17
MKE9:28 amMilwaukee-Mitchell
11h 27m
2 stops
PDX6:55 pmPortland
Jan 20
PDX7:37 pmPortland
11h 11m
2 stops
MKE8:48 amMilwaukee-Mitchell
$276
Find similar
Delta
Jan 23
MKE7:45 amMilwaukee-Mitchell
10h 45m
2 stops
PDX4:30 pmPortland
Feb 2
PDX7:37 pmPortland
11h 11m
2 stops
MKE8:48 amMilwaukee-Mitchell
$279
Find similar

Alaska Airlines flights from Milwaukee to Portland

Our best Alaska Airlines deals on Milwaukee to Portland flight tickets
Alaska Airlines
Dec 12
MKE3:51 pmMilwaukee-Mitchell
19h 41m
1 stop
PDX9:32 amPortland
Dec 14
PDX9:44 pmPortland
15h 11m
1 stop
MKE2:55 pmMilwaukee-Mitchell
$314
Find similar
Alaska Airlines
Dec 12
MKE3:51 pmMilwaukee-Mitchell
19h 41m
1 stop
PDX9:32 amPortland
Dec 14
PDX2:30 pmPortland
22h 25m
2 stops
MKE2:55 pmMilwaukee-Mitchell
$353
Find similar
Alaska Airlines
Dec 3
MKE3:51 pmMilwaukee-Mitchell
7h 29m
1 stop
PDX9:20 pmPortland
Dec 7
PDX9:44 pmPortland
15h 11m
1 stop
MKE2:55 pmMilwaukee-Mitchell
$651
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 November 20, 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

Thu 1/15

11:03 am-8:59 pm

2 stops11h 56m

Portland

Mon 1/19

7:37 pm-8:48 am

2 stops11h 11m

$262

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 1/17

9:28 am-6:55 pm

2 stops11h 27m

Portland

Tue 1/20

7:37 pm-8:48 am

2 stops11h 11m

$276

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Fri 1/23

7:45 am-4:30 pm

2 stops10h 45m

Portland

Mon 2/2

7:37 pm-8:48 am

2 stops11h 11m

$279

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 2/14

11:01 am-5:35 pm

1 stop8h 34m

Portland

Wed 2/18

7:10 am-9:32 pm

2 stops12h 22m

$282

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 1/15

11:03 am-8:59 pm

2 stops11h 56m

Portland

Thu 1/29

7:10 am-9:15 pm

2 stops12h 05m

$288

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 1/17

6:15 am-12:46 pm

1 stop8h 31m

Portland

Mon 1/19

12:40 am-10:23 am

1 stop7h 43m

$289

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 12/13

3:07 pm-10:37 pm

2 stops9h 30m

Portland

Tue 12/16

12:32 am-10:34 am

1 stop8h 02m

$290

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 1/17

5:00 am-12:00 pm

1 stop9h 00m

Portland

Tue 1/20

5:00 am-3:43 pm

2 stops8h 43m

$294

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 2/14

11:01 am-5:35 pm

1 stop8h 34m

Portland

Wed 2/18

7:10 am-9:32 pm

2 stops12h 22m

$296

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Sat 12/13

3:07 pm-8:52 pm

1 stop7h 45m

Portland

Tue 12/16

12:32 am-10:34 am

1 stop8h 02m

$299

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 $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.

What is the cheapest day to depart on your flight to Portland?

The cheapest day to depart on your flight to Portland is on a Wednesday when prices can be found for as low as $396. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Portland is Sunday, with ticket prices averaging around $486.

What is the cheapest time of day to depart on your flight to Portland?

The cheapest time of day to fly to Portland is in the evening when flights can be purchased for as low as $299. At noon is when there is more demand to fly to Portland, so prices are often more expensive at around $456 per ticket.

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 $436 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 November 2025, prices for Milwaukee to Portland flights are approximately 103% 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

Direct flights

None
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 13m 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
5.8
3,104 reviews
Search Frontier flights
American AirlinesPriceFrom $269Free CancellationRating
7.2
11,046 reviews
Search American Airlines flights
Hawaiian AirlinesPriceFrom $278Free CancellationRating
7.8
2,811 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $278Free CancellationRating
7.9
8,002 reviews
Search Delta flights
Alaska AirlinesPriceFrom $291Free CancellationRating
8.0
11,324 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $306Free CancellationRating
7.4
9,028 reviews
Search United Airlines flights
SouthwestPriceFrom $328Free CancellationRating
8.0
4,251 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
Gresham
McMinnville
Longview
The Dalles
Pacific City
Tigard
Manzanita
Tillamook

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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