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Cheap flights from Oregon to Milwaukee from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Milwaukee departing on 3/31. 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 Oregon to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:40 am - 10:15 am
PDX
-
MKE
7h 35m
1 stop
Delta Logo
6:15 am - 12:44 pm
MKE
-
PDX
8h 29m
1 stop
$197Delta
Fri, Feb 27 - Tue, Mar 3
American Airlines Logo
1:35 pm - 11:38 pm
BOI
-
MKE
9h 03m
1 stop
American Airlines Logo
6:20 am - 12:42 pm
MKE
-
BOI
7h 22m
1 stop
$197American Airlines
Tue, Mar 3 - Tue, Mar 10
Delta Logo
5:20 am - 2:17 pm
BOI
-
MKE
7h 57m
1 stop
Delta Logo
3:59 pm - 11:44 pm
MKE
-
BOI
8h 45m
2 stops
$202Delta
Tue, Mar 3 - Tue, Mar 10
Delta Logo
8:50 am - 9:32 pm
BOI
-
MKE
11h 42m
2 stops
Delta Logo
1:15 pm - 10:25 pm
MKE
-
BOI
10h 10m
2 stops
$208Delta
Tue, Mar 3 - Tue, Mar 10
United Airlines Logo
5:05 am - 2:56 pm
PDX
-
MKE
7h 51m
1 stop
United Airlines Logo
2:54 pm - 10:26 pm
MKE
-
PDX
9h 32m
1 stop
$237United Airlines
Sat, Feb 28 - Sat, Mar 7
Delta Logo
5:20 am - 2:17 pm
BOI
-
MKE
7h 57m
1 stop
Delta Logo
1:21 pm - 10:25 pm
MKE
-
BOI
10h 04m
1 stop
$237Delta
Tue, Mar 3 - Tue, Mar 17
American Airlines Logo
1:53 pm - 10:23 pm
BOI
-
MKE
7h 30m
1 stop
American Airlines Logo
5:06 am - 12:49 pm
MKE
-
BOI
8h 43m
1 stop
$248American Airlines
Tue, Apr 28 - Tue, May 5
Alaska Airlines Logo
1:29 pm - 2:51 pm
EUG
-
MKE
23h 22m
1 stop
Alaska Airlines Logo
3:47 pm - 9:31 pm
MKE
-
EUG
7h 44m
1 stop
$293Alaska Airlines
Wed, Mar 4 - Wed, Mar 11
Alaska Airlines Logo
1:35 pm - 2:14 pm
PDX
-
MKE
22h 39m
1 stop
Alaska Airlines Logo
3:09 pm - 12:52 pm
MKE
-
PDX
23h 43m
1 stop
$313Alaska Airlines
Fri, Apr 17 - Mon, Apr 27
United Airlines Logo
1:12 pm - 9:06 pm
EUG
-
MKE
5h 54m
1 stop
United Airlines Logo
4:10 pm - 9:01 pm
MKE
-
EUG
6h 51m
1 stop
$327United Airlines
Tue, Mar 3 - Wed, Mar 4

Southwest flights from Oregon to Milwaukee

Our best Southwest deals on Oregon to Milwaukee flight tickets
Southwest
Mar 31
PDX11:55 pmPortland
9h 50m
1 stop
MKE11:45 amMilwaukee-Mitchell
Apr 6
MKE4:55 pmMilwaukee-Mitchell
10h 30m
2 stops
PDX1:25 amPortland
$360
Southwest
Apr 9
PDX2:50 pmPortland
5h 40m
1 stop
MKE10:30 pmMilwaukee-Mitchell
Apr 13
MKE4:50 pmMilwaukee-Mitchell
10h 05m
2 stops
PDX12:55 amPortland
$378
Southwest
Mar 17
PDX11:45 amPortland
7h 50m
2 stops
MKE9:35 pmMilwaukee-Mitchell
Mar 20
MKE4:55 pmMilwaukee-Mitchell
9h 50m
1 stop
PDX12:45 amPortland
$384

United Airlines flights from Oregon to Milwaukee

Our best United Airlines deals on Oregon to Milwaukee flight tickets
United Airlines
Feb 28
PDX5:05 amPortland
7h 51m
1 stop
MKE2:56 pmMilwaukee-Mitchell
Mar 7
MKE2:54 pmMilwaukee-Mitchell
9h 32m
1 stop
PDX10:26 pmPortland
$237
United Airlines
May 1
RDM12:57 pmBend/Redmond
6h 30m
1 stop
MKE9:27 pmMilwaukee-Mitchell
May 2
MKE8:15 amMilwaukee-Mitchell
6h 41m
1 stop
RDM12:56 pmBend/Redmond
$278
United Airlines
May 1
RDM12:57 pmBend/Redmond
6h 30m
1 stop
MKE9:27 pmMilwaukee-Mitchell
May 2
MKE1:46 pmMilwaukee-Mitchell
11h 13m
2 stops
RDM10:59 pmBend/Redmond
$283

momondo Fare Finder

 
Customize your flight search to find flights from Oregon to Milwaukee 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 February 7, 2026.
Use the filters below to find and compare flights from Oregon to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 2/27

12:40 am-10:15 am

1 stop7h 35m

Milwaukee-Mitchell

Tue 3/3

6:15 am-12:44 pm

1 stop8h 29m

$197

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Tue 3/3

1:35 pm-11:38 pm

1 stop9h 03m

Milwaukee-Mitchell

Tue 3/10

6:20 am-12:42 pm

1 stop7h 22m

$197

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Tue 3/3

5:20 am-2:17 pm

1 stop7h 57m

Milwaukee-Mitchell

Tue 3/10

3:59 pm-11:44 pm

2 stops8h 45m

$202

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Tue 3/3

8:50 am-9:32 pm

2 stops11h 42m

Milwaukee-Mitchell

Tue 3/10

1:15 pm-10:25 pm

2 stops10h 10m

$208

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sat 2/28

5:05 am-2:56 pm

1 stop7h 51m

Milwaukee-Mitchell

Sat 3/7

2:54 pm-10:26 pm

1 stop9h 32m

$237

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Tue 3/3

5:20 am-2:17 pm

1 stop7h 57m

Milwaukee-Mitchell

Tue 3/17

1:21 pm-10:25 pm

1 stop10h 04m

$237

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Tue 4/28

1:53 pm-10:23 pm

1 stop7h 30m

Milwaukee-Mitchell

Tue 5/5

5:06 am-12:49 pm

1 stop8h 43m

$248

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Wed 3/4

1:29 pm-2:51 pm

1 stop23h 22m

Milwaukee-Mitchell

Wed 3/11

3:47 pm-9:31 pm

1 stop7h 44m

$293

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Fri 4/17

1:35 pm-2:14 pm

1 stop22h 39m

Milwaukee-Mitchell

Mon 4/27

3:09 pm-12:52 pm

1 stop23h 43m

$313

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Tue 3/3

1:12 pm-9:06 pm

1 stop5h 54m

Milwaukee-Mitchell

Wed 3/4

4:10 pm-9:01 pm

1 stop6h 51m

$327

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 Milwaukee from

How to get the cheapest flight ticket from Oregon to Milwaukee

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 Milwaukee?

The cheapest month to fly to Milwaukee from Oregon is in January. Flight prices, which tend to average around $341, are often lower during this time because this is during the off-season. The month of November is another great option to travel to Milwaukee, with average flight prices from Oregon averaging around $381.

How far in advance should I book a flight to Milwaukee?

You are more likely to see cheaper flights to Milwaukee from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Milwaukee for around $439 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milwaukee from Oregon for as low as $379 on momondo.

Can stopping save me money on Oregon to Milwaukee flights?

You could potentially save up to 23% on your flight if you consider stops on a Oregon to Milwaukee flight.

Cheap Oregon to Milwaukee flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oregon to Milwaukee

Fastest flight time

4h 31m

Direct flights

None
The fastest flight from Oregon to Milwaukee takes 4h 31m
There are no direct flights from Oregon to Milwaukee. There are no popular flight routes from Oregon to Milwaukee.
Search flight deals

  • When did momondo last update prices for flights from Oregon to Milwaukee-Mitchell Airport?

    Prices for flights from Oregon to Milwaukee-Mitchell Airport refresh daily.

  • How many operators does momondo search for flights from Oregon to Milwaukee-Mitchell Airport?

  • How old do you have to be to fly from Oregon to Milwaukee-Mitchell Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oregon to Milwaukee-Mitchell Airport.

  • What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?

    The necessary travel and health documents for your Milwaukee-Mitchell 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.

Best airlines flying from Oregon to Milwaukee

Compare and see reviews for airlines that fly from Oregon to Milwaukee with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $88Free CancellationRating
7.9
8,172 reviews
Search Delta flights
American AirlinesPriceFrom $209Free CancellationRating
7.2
11,249 reviews
Search American Airlines flights
SouthwestPriceFrom $242Free CancellationRating
8.0
4,280 reviews
Search Southwest flights
Alaska AirlinesPriceFrom $278Free CancellationRating
8.0
11,851 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $304Free CancellationRating
7.4
9,254 reviews
Search United Airlines flights

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Waukesha
Wauwatosa
Oak Creek
Mequon
Glendale
Pewaukee
Kohler
West Bend
Port Washington
New Berlin
Grafton

Why use momondo?

Why should I use momondo to find a flight deal from Oregon to Milwaukee?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Oregon to Milwaukee. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Oregon to Milwaukee with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Oregon to Milwaukee flights to just show those with flexible booking policies.

How can momondo help me find flights from Oregon to Milwaukee?

momondo helps you find the best flight between Oregon and Milwaukee by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Oregon to Milwaukee right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Oregon to Milwaukee now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Milwaukee and let you know when they change.

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