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Cheap flights from Oregon to Milwaukee from $165

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 7/22. 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.
American Airlines Logo
11:55 am - 9:10 pm
PDX
-
MKE
7h 15m
1 stop
American Airlines Logo
12:22 pm - 7:01 pm
MKE
-
PDX
8h 39m
1 stop
$329American Airlines
Wed, Sep 9 - Tue, Sep 15
Delta Logo
9:39 pm - 9:08 am
PDX
-
MKE
9h 29m
1 stop
Delta Logo
5:00 pm - 10:02 pm
MKE
-
PDX
7h 02m
1 stop
$331Delta
Wed, Jun 3 - Sat, Jun 6
United Airlines Logo
5:00 am - 1:26 pm
PDX
-
MKE
6h 26m
1 stop
United Airlines Logo
5:50 pm - 10:52 pm
MKE
-
PDX
7h 02m
1 stop
$333United Airlines
Sat, Sep 26 - Mon, Sep 28
Southwest Logo
1:15 pm - 11:35 pm
PDX
-
MKE
8h 20m
1 stop
Southwest Logo
3:40 pm - 10:35 pm
MKE
-
PDX
8h 55m
2 stops
$334Southwest
Wed, Jul 22 - Tue, Jul 28
Southwest Logo
7:05 am - 9:25 pm
PDX
-
MKE
12h 20m
1 stop
Southwest Logo
4:20 pm - 11:05 pm
MKE
-
PDX
8h 45m
1 stop
$336Southwest
Wed, Aug 19 - Thu, Aug 27
United Airlines Logo
5:00 am - 1:29 pm
PDX
-
MKE
6h 29m
1 stop
United Airlines Logo
11:18 am - 3:56 pm
MKE
-
PDX
6h 38m
1 stop
$338United Airlines
Wed, Aug 19 - Mon, Aug 24
Alaska Airlines Logo
5:00 am - 3:44 pm
PDX
-
MKE
8h 44m
1 stop
Alaska Airlines Logo
4:40 pm - 9:28 pm
MKE
-
PDX
6h 48m
1 stop
$339Alaska Airlines
Tue, Jun 2 - Wed, Jun 3
Delta Logo
12:20 am - 8:40 am
PDX
-
MKE
6h 20m
1 stop
Delta Logo
6:59 pm - 11:25 pm
MKE
-
PDX
6h 26m
1 stop
$341Delta
Tue, Aug 18 - Mon, Aug 24
American Airlines Logo
1:34 pm - 11:34 pm
PDX
-
MKE
8h 00m
1 stop
American Airlines Logo
6:21 pm - 12:50 am
MKE
-
PDX
8h 29m
1 stop
$342American Airlines
Wed, Jun 3 - Sat, Jun 6
Alaska Airlines Logo
5:41 pm - 3:44 pm
MFR
-
MKE
20h 03m
1 stop
Alaska Airlines Logo
4:40 pm - 11:59 pm
MKE
-
MFR
9h 19m
1 stop
$379Alaska Airlines
Fri, May 29 - Tue, Jun 2

Delta flights from Oregon to Milwaukee

Our best Delta deals on Oregon to Milwaukee flight tickets
Delta
Jun 3
PDX9:39 pmPortland
9h 29m
1 stop
MKE9:08 amMilwaukee-Mitchell
Jun 6
MKE5:00 pmMilwaukee-Mitchell
7h 02m
1 stop
PDX10:02 pmPortland
$331
Delta
Aug 18
PDX12:20 amPortland
6h 20m
1 stop
MKE8:40 amMilwaukee-Mitchell
Aug 24
MKE6:59 pmMilwaukee-Mitchell
6h 26m
1 stop
PDX11:25 pmPortland
$341
Delta
Jun 7
PDX12:33 amPortland
6h 42m
1 stop
MKE9:15 amMilwaukee-Mitchell
Jun 15
MKE6:59 pmMilwaukee-Mitchell
6h 19m
1 stop
PDX11:18 pmPortland
$355

United Airlines flights from Oregon to Milwaukee

Our best United Airlines deals on Oregon to Milwaukee flight tickets
United Airlines
Sep 26
PDX5:00 amPortland
6h 26m
1 stop
MKE1:26 pmMilwaukee-Mitchell
Sep 28
MKE5:50 pmMilwaukee-Mitchell
7h 02m
1 stop
PDX10:52 pmPortland
$333
United Airlines
Aug 19
PDX5:00 amPortland
6h 29m
1 stop
MKE1:29 pmMilwaukee-Mitchell
Aug 24
MKE11:18 amMilwaukee-Mitchell
6h 38m
1 stop
PDX3:56 pmPortland
$338
United Airlines
Sep 3
PDX10:45 amPortland
7h 06m
1 stop
MKE7:51 pmMilwaukee-Mitchell
Sep 7
MKE5:05 amMilwaukee-Mitchell
6h 24m
1 stop
PDX9:29 amPortland
$343

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 May 10, 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

Wed 9/9

11:55 am-9:10 pm

1 stop7h 15m

Milwaukee-Mitchell

Tue 9/15

12:22 pm-7:01 pm

1 stop8h 39m

$329

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 6/3

9:39 pm-9:08 am

1 stop9h 29m

Milwaukee-Mitchell

Sat 6/6

5:00 pm-10:02 pm

1 stop7h 02m

$331

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Sat 9/26

5:00 am-1:26 pm

1 stop6h 26m

Milwaukee-Mitchell

Mon 9/28

5:50 pm-10:52 pm

1 stop7h 02m

$333

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 7/22

1:15 pm-11:35 pm

1 stop8h 20m

Milwaukee-Mitchell

Tue 7/28

3:40 pm-10:35 pm

2 stops8h 55m

$334

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 8/19

7:05 am-9:25 pm

1 stop12h 20m

Milwaukee-Mitchell

Thu 8/27

4:20 pm-11:05 pm

1 stop8h 45m

$336

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 8/19

5:00 am-1:29 pm

1 stop6h 29m

Milwaukee-Mitchell

Mon 8/24

11:18 am-3:56 pm

1 stop6h 38m

$338

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 6/2

5:00 am-3:44 pm

1 stop8h 44m

Milwaukee-Mitchell

Wed 6/3

4:40 pm-9:28 pm

1 stop6h 48m

$339
Quickest round-trip

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 8/18

12:20 am-8:40 am

1 stop6h 20m

Milwaukee-Mitchell

Mon 8/24

6:59 pm-11:25 pm

1 stop6h 26m

$341

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 6/3

1:34 pm-11:34 pm

1 stop8h 00m

Milwaukee-Mitchell

Sat 6/6

6:21 pm-12:50 am

1 stop8h 29m

$342

MedfordMilwaukee

MFR - MKE

MFRMKE

Medford

Fri 5/29

5:41 pm-3:44 pm

1 stop20h 03m

Milwaukee-Mitchell

Tue 6/2

4:40 pm-11:59 pm

1 stop9h 19m

$379

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 August. Flight prices, which tend to average around $88, are often lower during this time because this is during the off-season. The month of December is another great option to travel to Milwaukee, with average flight prices from Oregon averaging around $93.

How far in advance should I book a flight from Oregon 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 $219 on momondo.

Can stopping save me money on Oregon to Milwaukee flights?

You could potentially save up to 12% 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 47m

Direct flights

None
The fastest flight from Oregon to Milwaukee takes 4h 47m
There are no direct flights from Oregon to Milwaukee. There are no popular flight routes from Oregon to Milwaukee.
Search flight deals

Frequently asked questions about flying from Oregon to Milwaukee

  • 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
8,454 reviews
Search Delta flights
American AirlinesPriceFrom $209Free CancellationRating
7.1
11,667 reviews
Search American Airlines flights
SouthwestPriceFrom $242Free CancellationRating
8.0
4,304 reviews
Search Southwest flights
United AirlinesPriceFrom $278Free CancellationRating
7.4
9,694 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $292Free CancellationRating
7.9
12,348 reviews
Search Alaska 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
West Bend
Port Washington
Kohler
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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