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Cheap flights from Oregon to Milwaukee from $156

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 10/27. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Oregon to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:00 am - 7:50 pmPDX  Portland-MKE Milwaukee-Mitchell
11h 50m1 stop Phoenix Sky Harbor Intl
Southwest Logo
6:20 pm - 11:20 pmMKE  Milwaukee-Mitchell-PDX Portland
7h 00m1 stop Phoenix Sky Harbor Intl
$269Southwest
Sat, Sep 5 - Fri, Sep 11
Southwest Logo
6:00 am - 7:50 pmPDX  Portland-MKE Milwaukee-Mitchell
11h 50m1 stop Phoenix Sky Harbor Intl
Southwest Logo
5:45 am - 7:15 pmMKE  Milwaukee-Mitchell-PDX Portland
15h 30m2 stops Chicago Midway Phoenix Sky Harbor Intl
$280Southwest
Sat, Sep 5 - Fri, Sep 11
Delta Logo
1:06 pm - 9:41 pmBOI  Boise Air Term. Gowen Fld-MKE Milwaukee-Mitchell
7h 35m1 stop Salt Lake City
Delta Logo
6:30 am - 1:42 pmMKE  Milwaukee-Mitchell-BOI Boise Air Term. Gowen Fld
8h 12m1 stop Minneapolis St Paul
$311Delta
Tue, Sep 1 - Thu, Sep 3
American Airlines Logo
11:08 pm - 8:01 amPDX  Portland-MKE Milwaukee-Mitchell
6h 53m1 stop Chicago O'Hare Intl
American Airlines Logo
12:22 pm - 7:20 pmMKE  Milwaukee-Mitchell-PDX Portland
8h 58m1 stop Dallas/Fort Worth
$311American Airlines
Thu, Sep 17 - Mon, Sep 21
American Airlines Logo
11:08 pm - 8:01 amPDX  Portland-MKE Milwaukee-Mitchell
6h 53m1 stop Chicago O'Hare Intl
American Airlines Logo
5:43 pm - 11:23 pmMKE  Milwaukee-Mitchell-PDX Portland
7h 40m1 stop Dallas/Fort Worth
$311American Airlines
Thu, Sep 10 - Mon, Sep 14
Delta Logo
12:25 am - 9:18 amPDX  Portland-MKE Milwaukee-Mitchell
6h 53m1 stop Minneapolis St Paul
Delta Logo
2:55 pm - 9:47 pmMKE  Milwaukee-Mitchell-PDX Portland
8h 52m1 stop Atlanta Hartsfield-Jackson
$314Delta
Thu, Sep 10 - Wed, Sep 16
United Airlines Logo
2:27 pm - 10:36 pmPDX  Portland-MKE Milwaukee-Mitchell
6h 09m1 stop Chicago O'Hare Intl
United Airlines Logo
2:40 pm - 9:07 pmMKE  Milwaukee-Mitchell-PDX Portland
8h 27m1 stop Denver Intl
$337United Airlines
Wed, Sep 9 - Wed, Sep 23
United Airlines Logo
7:03 am - 5:09 pmPDX  Portland-MKE Milwaukee-Mitchell
8h 06m1 stop Houston George Bush Intcntl
United Airlines Logo
2:20 pm - 7:18 pmMKE  Milwaukee-Mitchell-PDX Portland
6h 58m1 stop Chicago O'Hare Intl
$337United Airlines
Sat, Sep 12 - Tue, Sep 22
Alaska Airlines Logo
8:00 am - 4:19 pmRDM  Bend/Redmond-MKE Milwaukee-Mitchell
6h 19m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
5:17 pm - 11:50 pmMKE  Milwaukee-Mitchell-RDM Bend/Redmond
8h 33m1 stop Seattle/Tacoma Intl
$399Alaska Airlines
Tue, Oct 27 - Sat, Oct 31
Alaska Airlines Logo
1:59 pm - 11:59 pmPDX  Portland-MKE Milwaukee-Mitchell
8h 00m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
3:03 pm - 7:50 pmMKE  Milwaukee-Mitchell-PDX Portland
6h 47m1 stop Seattle/Tacoma Intl
$423Alaska Airlines
Tue, Sep 1 - Wed, Sep 9

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Delta flights from Oregon to Milwaukee

Our best Delta deals on Oregon to Milwaukee flight tickets
Delta
Oct 31
BOI5:30 amBoise Air Term. Gowen Fld
7h 39m
1 stop
MKE2:09 pmMilwaukee-Mitchell
Nov 5
MKE8:12 amMilwaukee-Mitchell
5h 23m
1 stop
BOI12:35 pmBoise Air Term. Gowen Fld
$268
Delta
Sep 1
BOI1:06 pmBoise Air Term. Gowen Fld
7h 35m
1 stop
MKE9:41 pmMilwaukee-Mitchell
Sep 3
MKE6:30 amMilwaukee-Mitchell
8h 12m
1 stop
BOI1:42 pmBoise Air Term. Gowen Fld
$311
Delta
Sep 10
PDX12:25 amPortland
6h 53m
1 stop
MKE9:18 amMilwaukee-Mitchell
Sep 16
MKE2:55 pmMilwaukee-Mitchell
8h 52m
1 stop
PDX9:47 pmPortland
$314

American Airlines flights from Oregon to Milwaukee

Our best American Airlines deals on Oregon to Milwaukee flight tickets
American Airlines
Oct 31
BOI6:17 amBoise Air Term. Gowen Fld
9h 40m
2 stops
MKE4:57 pmMilwaukee-Mitchell
Nov 5
MKE7:40 amMilwaukee-Mitchell
6h 02m
1 stop
BOI12:42 pmBoise Air Term. Gowen Fld
$273
American Airlines
Sep 10
PDX11:08 pmPortland
6h 53m
1 stop
MKE8:01 amMilwaukee-Mitchell
Sep 14
MKE5:43 pmMilwaukee-Mitchell
7h 40m
1 stop
PDX11:23 pmPortland
$311
American Airlines
Oct 21
PDX5:20 amPortland
9h 37m
1 stop
MKE4:57 pmMilwaukee-Mitchell
Oct 31
MKE7:45 amMilwaukee-Mitchell
6h 37m
1 stop
PDX12:22 pmPortland
$347

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 August 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 Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Sat 9/5

6:00 am-7:50 pm

1 stop11h 50m

Milwaukee-Mitchell

Fri 9/11

6:20 pm-11:20 pm

1 stop7h 00m

$269

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Sat 9/5

6:00 am-7:50 pm

1 stop11h 50m

Milwaukee-Mitchell

Fri 9/11

5:45 am-7:15 pm

2 stops15h 30m

$280

BoiseMilwaukee

BOI Boise Air Term. Gowen Fld - MKE Milwaukee-Mitchell

BOIMKE

Boise Air Term. Gowen Fld

Tue 9/1

1:06 pm-9:41 pm

1 stop7h 35m

Milwaukee-Mitchell

Thu 9/3

6:30 am-1:42 pm

1 stop8h 12m

$311

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Thu 9/17

11:08 pm-8:01 am

1 stop6h 53m

Milwaukee-Mitchell

Mon 9/21

12:22 pm-7:20 pm

1 stop8h 58m

$311
Quickest round-trip

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Thu 9/10

11:08 pm-8:01 am

1 stop6h 53m

Milwaukee-Mitchell

Mon 9/14

5:43 pm-11:23 pm

1 stop7h 40m

$311

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Thu 9/10

12:25 am-9:18 am

1 stop6h 53m

Milwaukee-Mitchell

Wed 9/16

2:55 pm-9:47 pm

1 stop8h 52m

$314

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Wed 9/9

2:27 pm-10:36 pm

1 stop6h 09m

Milwaukee-Mitchell

Wed 9/23

2:40 pm-9:07 pm

1 stop8h 27m

$337

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Sat 9/12

7:03 am-5:09 pm

1 stop8h 06m

Milwaukee-Mitchell

Tue 9/22

2:20 pm-7:18 pm

1 stop6h 58m

$337

RedmondMilwaukee

RDM Bend/Redmond - MKE Milwaukee-Mitchell

RDMMKE

Bend/Redmond

Tue 10/27

8:00 am-4:19 pm

1 stop6h 19m

Milwaukee-Mitchell

Sat 10/31

5:17 pm-11:50 pm

1 stop8h 33m

$399

PortlandMilwaukee

PDX Portland - MKE Milwaukee-Mitchell

PDXMKE

Portland

Tue 9/1

1:59 pm-11:59 pm

1 stop8h 00m

Milwaukee-Mitchell

Wed 9/9

3:03 pm-7:50 pm

1 stop6h 47m

$423

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 $301, 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 $378.

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 $468 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 $126 on momondo.

Can stopping save me money on Oregon to Milwaukee flights?

You could potentially save up to 18% 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 53m

Direct flights

None
The fastest flight from Oregon to Milwaukee takes 4h 53m
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
American AirlinesPriceFrom $209Free CancellationRating
7.1
11,897 reviews
Search American Airlines flights
DeltaPriceFrom $211Free CancellationRating
7.8
8,499 reviews
Search Delta flights
Alaska AirlinesPriceFrom $264Free CancellationRating
7.9
12,794 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $278Free CancellationRating
7.4
10,100 reviews
Search United Airlines flights
SouthwestPriceFrom $322Free CancellationRating
8.0
4,218 reviews
Search Southwest 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
West Bend
Port Washington
Pewaukee
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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