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Cheap flights from Oregon to Milwaukee from $125

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 3/29. 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

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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.
Frontier Logo
11:48 am - 5:34 pm
PDX
-
MKE
27h 46m
1 stop
Frontier Logo
5:05 pm - 11:52 am
MKE
-
PDX
20h 47m
1 stop
$216Frontier
Thu, Apr 23 - Mon, Apr 27
Frontier Logo
11:48 am - 5:34 pm
PDX
-
MKE
27h 46m
1 stop
Frontier Logo
5:05 pm - 11:52 am
MKE
-
PDX
20h 47m
1 stop
$261Frontier
Thu, Apr 23 - Mon, Apr 27
United Airlines Logo
5:00 am - 2:28 pm
EUG
-
MKE
7h 28m
1 stop
United Airlines Logo
4:13 pm - 9:08 pm
MKE
-
EUG
6h 55m
1 stop
$317United Airlines
Sat, Apr 18 - Sat, Apr 25
Alaska Airlines Logo
6:00 am - 2:43 pm
RDM
-
MKE
6h 43m
1 stop
Alaska Airlines Logo
7:00 am - 12:58 pm
MKE
-
RDM
7h 58m
1 stop
$317Alaska Airlines
Sat, May 2 - Tue, May 5
Alaska Airlines Logo
5:45 am - 2:14 pm
MFR
-
MKE
6h 29m
1 stop
Alaska Airlines Logo
7:00 am - 12:52 pm
MKE
-
MFR
7h 52m
1 stop
$317Alaska Airlines
Sat, Apr 18 - Sat, Apr 25
Delta Logo
2:18 pm - 11:57 pm
BOI
-
MKE
8h 39m
1 stop
Delta Logo
8:00 am - 2:26 pm
MKE
-
BOI
7h 26m
1 stop
$317Delta
Tue, Apr 28 - Tue, May 5
Southwest Logo
2:50 pm - 10:30 pm
PDX
-
MKE
5h 40m
1 stop
Southwest Logo
2:40 pm - 11:00 pm
MKE
-
PDX
10h 20m
1 stop
$320Southwest
Thu, May 28 - Wed, Jun 3
United Airlines Logo
5:00 am - 2:28 pm
MFR
-
MKE
7h 28m
1 stop
United Airlines Logo
12:13 pm - 11:14 pm
MKE
-
MFR
13h 01m
2 stops
$322United Airlines
Sat, Apr 18 - Sat, Apr 25
Delta Logo
11:35 pm - 9:05 am
BOI
-
MKE
8h 30m
1 stop
Delta Logo
3:53 pm - 11:57 pm
MKE
-
BOI
9h 04m
2 stops
$322Delta
Tue, Apr 28 - Tue, May 5
Southwest Logo
6:00 am - 8:10 pm
EUG
-
MKE
12h 10m
2 stops
Southwest Logo
5:25 pm - 9:40 pm
MKE
-
EUG
6h 15m
1 stop
$322Southwest
Sat, Apr 18 - Sat, Apr 25

Frontier flights from Oregon to Milwaukee

Our best Frontier deals on Oregon to Milwaukee flight tickets
Frontier
Apr 23
PDX11:48 amPortland
27h 46m
1 stop
MKE5:34 pmMilwaukee-Mitchell
Apr 27
MKE5:05 pmMilwaukee-Mitchell
20h 47m
1 stop
PDX11:52 amPortland
$216
Frontier
Apr 23
PDX11:48 amPortland
27h 46m
1 stop
MKE5:34 pmMilwaukee-Mitchell
Apr 27
MKE5:05 pmMilwaukee-Mitchell
20h 47m
1 stop
PDX11:52 amPortland
$261

United Airlines flights from Oregon to Milwaukee

Our best United Airlines deals on Oregon to Milwaukee flight tickets
United Airlines
Apr 18
EUG5:00 amEugene
7h 28m
1 stop
MKE2:28 pmMilwaukee-Mitchell
Apr 25
MKE4:13 pmMilwaukee-Mitchell
6h 55m
1 stop
EUG9:08 pmEugene
$317
United Airlines
Apr 18
MFR5:00 amMedford
7h 28m
1 stop
MKE2:28 pmMilwaukee-Mitchell
Apr 25
MKE12:13 pmMilwaukee-Mitchell
13h 01m
2 stops
MFR11:14 pmMedford
$322
United Airlines
Apr 25
PDX5:00 amPortland
7h 28m
1 stop
MKE2:28 pmMilwaukee-Mitchell
Apr 28
MKE9:43 amMilwaukee-Mitchell
7h 26m
1 stop
PDX3:09 pmPortland
$325

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 March 23, 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

Cheapest round-trip

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 4/23

11:48 am-5:34 pm

1 stop27h 46m

Milwaukee-Mitchell

Mon 4/27

5:05 pm-11:52 am

1 stop20h 47m

$216

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 4/23

11:48 am-5:34 pm

1 stop27h 46m

Milwaukee-Mitchell

Mon 4/27

5:05 pm-11:52 am

1 stop20h 47m

$261

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Sat 4/18

5:00 am-2:28 pm

1 stop7h 28m

Milwaukee-Mitchell

Sat 4/25

4:13 pm-9:08 pm

1 stop6h 55m

$317

RedmondMilwaukee

RDM - MKE

RDMMKE

Bend/Redmond

Sat 5/2

6:00 am-2:43 pm

1 stop6h 43m

Milwaukee-Mitchell

Tue 5/5

7:00 am-12:58 pm

1 stop7h 58m

$317
Quickest round-trip

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Sat 4/18

5:45 am-2:14 pm

1 stop6h 29m

Milwaukee-Mitchell

Sat 4/25

7:00 am-12:52 pm

1 stop7h 52m

$317

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Tue 4/28

2:18 pm-11:57 pm

1 stop8h 39m

Milwaukee-Mitchell

Tue 5/5

8:00 am-2:26 pm

1 stop7h 26m

$317

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Thu 5/28

2:50 pm-10:30 pm

1 stop5h 40m

Milwaukee-Mitchell

Wed 6/3

2:40 pm-11:00 pm

1 stop10h 20m

$320

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Sat 4/18

5:00 am-2:28 pm

1 stop7h 28m

Milwaukee-Mitchell

Sat 4/25

12:13 pm-11:14 pm

2 stops13h 01m

$322

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Tue 4/28

11:35 pm-9:05 am

1 stop8h 30m

Milwaukee-Mitchell

Tue 5/5

3:53 pm-11:57 pm

2 stops9h 04m

$322

EugeneMilwaukee

EUG - MKE

EUGMKE

Eugene

Sat 4/18

6:00 am-8:10 pm

2 stops12h 10m

Milwaukee-Mitchell

Sat 4/25

5:25 pm-9:40 pm

1 stop6h 15m

$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 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 $324, are often lower during this time because this is during the off-season. The month of August is another great option to travel to Milwaukee, with average flight prices from Oregon averaging around $358.

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 $444 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 $253 on momondo.

Can stopping save me money on Oregon to Milwaukee flights?

You could potentially save up to 10% 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 57m

Direct flights

None
The fastest flight from Oregon to Milwaukee takes 4h 57m
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
8,319 reviews
Search Delta flights
American AirlinesPriceFrom $209Free CancellationRating
7.1
11,488 reviews
Search American Airlines flights
SouthwestPriceFrom $242Free CancellationRating
8.0
4,324 reviews
Search Southwest flights
Alaska AirlinesPriceFrom $278Free CancellationRating
7.9
12,098 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $278Free CancellationRating
7.4
9,462 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
Port Washington
West Bend
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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