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Cheap flights from Milwaukee to Portland from $159

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
4:54 pm - 12:09 amMKE  Milwaukee-Mitchell-PDX Portland
9h 15m1 stop Chicago O'Hare Intl
American Airlines Logo
5:00 am - 2:08 pmPDX  Portland-MKE Milwaukee-Mitchell
7h 08m1 stop Phoenix Sky Harbor Intl
$317American Airlines
Tue, Jan 5 - Tue, Jan 12
American Airlines Logo
2:55 pm - 7:47 pmMKE  Milwaukee-Mitchell-PDX Portland
6h 52m1 stop Chicago O'Hare Intl
American Airlines Logo
5:14 am - 1:55 pmPDX  Portland-MKE Milwaukee-Mitchell
6h 41m1 stop Phoenix Sky Harbor Intl
$317American Airlines
Tue, Nov 3 - Sat, Nov 7
Southwest Logo
5:15 am - 10:50 amMKE  Milwaukee-Mitchell-PDX Portland
7h 35m1 stop Phoenix Sky Harbor Intl
Southwest Logo
11:25 am - 10:40 pmPDX  Portland-MKE Milwaukee-Mitchell
9h 15m1 stop Las Vegas Harry Reid Intl
$317Southwest
Tue, Nov 3 - Tue, Nov 17
Southwest Logo
7:40 pm - 1:20 amMKE  Milwaukee-Mitchell-PDX Portland
7h 40m1 stop Las Vegas Harry Reid Intl
Southwest Logo
5:10 am - 2:05 pmPDX  Portland-MKE Milwaukee-Mitchell
6h 55m1 stop Las Vegas Harry Reid Intl
$317Southwest
Thu, Dec 17 - Wed, Jan 6
Delta Logo
10:11 am - 6:59 pmMKE  Milwaukee-Mitchell-PDX Portland
10h 48m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 2:30 pmPDX  Portland-MKE Milwaukee-Mitchell
6h 30m1 stop Minneapolis St Paul
$317Delta
Thu, Oct 1 - Wed, Oct 7
Delta Logo
12:36 pm - 9:49 pmMKE  Milwaukee-Mitchell-PDX Portland
11h 13m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:44 pm - 9:13 pmPDX  Portland-MKE Milwaukee-Mitchell
5h 29m1 stop Minneapolis St Paul
$317Delta
Wed, Oct 21 - Thu, Oct 29
United Airlines Logo
5:00 am - 9:31 amMKE  Milwaukee-Mitchell-PDX Portland
6h 31m1 stop Chicago O'Hare Intl
United Airlines Logo
2:27 pm - 10:59 pmPDX  Portland-MKE Milwaukee-Mitchell
6h 32m1 stop Chicago O'Hare Intl
$317United Airlines
Thu, Oct 1 - Wed, Oct 7
United Airlines Logo
3:33 pm - 10:27 pmMKE  Milwaukee-Mitchell-PDX Portland
8h 54m1 stop Chicago O'Hare Intl
United Airlines Logo
1:15 pm - 8:59 pmPDX  Portland-MKE Milwaukee-Mitchell
5h 44m1 stop Denver Intl
$317United Airlines
Tue, Oct 27 - Sat, Oct 31
Alaska Airlines Logo
3:25 pm - 10:17 pmMKE  Milwaukee-Mitchell-PDX Portland
8h 52m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:46 pm - 2:27 pmPDX  Portland-MKE Milwaukee-Mitchell
21h 41m2 stops San Francisco Seattle/Tacoma Intl
$395Alaska Airlines
Thu, Jan 14 - Wed, Jan 20
Alaska Airlines Logo
6:06 am - 1:27 pmMKE  Milwaukee-Mitchell-PDX Portland
9h 21m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
6:02 am - 3:01 pmPDX  Portland-MKE Milwaukee-Mitchell
6h 59m1 stop Seattle/Tacoma Intl
$417Alaska Airlines
Fri, Dec 25 - Thu, Dec 31

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American Airlines flights from Milwaukee to Portland

Our best American Airlines deals on Milwaukee to Portland flight tickets
American Airlines
Jan 14
MKE6:52 amMilwaukee-Mitchell
9h 23m
1 stop
PDX2:15 pmPortland
Jan 20
PDX5:00 amPortland
7h 08m
1 stop
MKE2:08 pmMilwaukee-Mitchell
$367
American Airlines
Oct 23
MKE2:58 pmMilwaukee-Mitchell
6h 43m
1 stop
PDX7:41 pmPortland
Oct 25
PDX9:44 pmPortland
10h 30m
1 stop
MKE10:14 amMilwaukee-Mitchell
$416
American Airlines
Dec 22
MKE4:54 pmMilwaukee-Mitchell
9h 15m
1 stop
PDX12:09 amPortland
Dec 29
PDX1:46 pmPortland
6h 36m
1 stop
MKE10:22 pmMilwaukee-Mitchell
$417

Southwest flights from Milwaukee to Portland

Our best Southwest deals on Milwaukee to Portland flight tickets
Southwest
Nov 3
MKE5:45 amMilwaukee-Mitchell
9h 40m
2 stops
PDX1:25 pmPortland
Nov 17
PDX11:25 amPortland
9h 15m
1 stop
MKE10:40 pmMilwaukee-Mitchell
$322
Southwest
Nov 3
MKE12:45 pmMilwaukee-Mitchell
10h 40m
2 stops
PDX9:25 pmPortland
Nov 17
PDX11:25 amPortland
8h 20m
2 stops
MKE9:45 pmMilwaukee-Mitchell
$327
Southwest
Nov 12
MKE1:55 pmMilwaukee-Mitchell
11h 30m
2 stops
PDX11:25 pmPortland
Nov 17
PDX11:25 amPortland
8h 20m
2 stops
MKE9:45 pmMilwaukee-Mitchell
$377

momondo Fare Finder

 
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 Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Tue 1/5

4:54 pm-12:09 am

1 stop9h 15m

Portland

Tue 1/12

5:00 am-2:08 pm

1 stop7h 08m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Tue 11/3

2:55 pm-7:47 pm

1 stop6h 52m

Portland

Sat 11/7

5:14 am-1:55 pm

1 stop6h 41m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Tue 11/3

5:15 am-10:50 am

1 stop7h 35m

Portland

Tue 11/17

11:25 am-10:40 pm

1 stop9h 15m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Thu 12/17

7:40 pm-1:20 am

1 stop7h 40m

Portland

Wed 1/6

5:10 am-2:05 pm

1 stop6h 55m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Thu 10/1

10:11 am-6:59 pm

1 stop10h 48m

Portland

Wed 10/7

6:00 am-2:30 pm

1 stop6h 30m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Wed 10/21

12:36 pm-9:49 pm

1 stop11h 13m

Portland

Thu 10/29

1:44 pm-9:13 pm

1 stop5h 29m

$317
Quickest round-trip

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Thu 10/1

5:00 am-9:31 am

1 stop6h 31m

Portland

Wed 10/7

2:27 pm-10:59 pm

1 stop6h 32m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Tue 10/27

3:33 pm-10:27 pm

1 stop8h 54m

Portland

Sat 10/31

1:15 pm-8:59 pm

1 stop5h 44m

$317

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Thu 1/14

3:25 pm-10:17 pm

1 stop8h 52m

Portland

Wed 1/20

2:46 pm-2:27 pm

2 stops21h 41m

$395

MilwaukeePortland

MKE Milwaukee-Mitchell - PDX Portland

MKEPDX

Milwaukee-Mitchell

Fri 12/25

6:06 am-1:27 pm

1 stop9h 21m

Portland

Thu 12/31

6:02 am-3:01 pm

1 stop6h 59m

$417

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?

Prices are currently low for flights on this route.

Typical prices usually range from $344 to $552.
The lowest price recently found on this route was $317.

What is the cheapest month to fly to Portland?

The cheapest month to fly to Portland from Milwaukee is in May. Flight prices, which tend to average around $387, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in May, then you should wait until January to fly from Milwaukee, when ticket prices are also cheap, with an average price of $409.

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 $453 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 $378 on momondo.

Can stopping save me money on Milwaukee to Portland flights?

You could potentially save up to 3% on your flight if you consider stops on a Milwaukee to Portland flight.

How have Milwaukee to Portland flight prices changed over time?

As of September 2026, prices for Milwaukee to Portland flights are approximately 7% cheaper 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

Best Price Found

$159

Fastest flight time

5h 40m

Direct flights

None
The best one-way flight to Portland from Milwaukee in the past 72 hours is $159. The best round-trip flight deal from Milwaukee to Portland found on momondo in the last 72 hours is $317.
The fastest flight from Milwaukee to Portland takes 5h 40m
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 5h 40m 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
DeltaPriceFrom $254Free CancellationRating
7.8
8,553 reviews
Search Delta flights
American AirlinesPriceFrom $259Free CancellationRating
7.1
12,047 reviews
Search American Airlines flights
United AirlinesPriceFrom $266Free CancellationRating
7.4
10,194 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $305Free CancellationRating
7.9
12,904 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $319Free CancellationRating
8.0
4,195 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
Vancouver
Salem
Cannon Beach
Astoria
Beaverton
Long Beach
Rockaway Beach
Hillsboro
Tigard
Hood River
Longview
Depoe Bay
Newberg
Clackamas
Troutdale
Gresham
McMinnville
Wilsonville

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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