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Wisconsin

$64+ Cheap flights from Oregon to Wisconsin

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Oregon to Wisconsin

Keep the following information in mind while searching for Oregon to Wisconsin flight deals. Data was last updated September 15, 2025.

Round-trip from

$134
(Cheapflightsfares)

One-way from

$64
(Cheapflightsfares)

Popular in

March

Cheapest in

April

Average price

$431

Good round-trip deal

$128 or less
From Oregon to Wisconsin
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One-way flight from Oregon to Wisconsin
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Oregon to Wisconsin.
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Find flight deals from Oregon to Wisconsin

Cheapest flights from Oregon to Wisconsin
Explore the most affordable flight options available from Oregon to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/25:53 pmPDX - ATW
Nonstop3h 37mAllegiant Air
Sun 10/52:42 pmATW - PDX
Nonstop4h 21mAllegiant Air
Deal found 9/14$134
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/285:36 pmPDX - ATW
Nonstop3h 41mAllegiant Air
Sun 10/52:42 pmATW - PDX
Nonstop4h 21mAllegiant Air
Deal found 9/13$142
This Frontier deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/612:52 pmPDX - MSP
1 stop9h 22mFrontier
Sat 11/87:50 amMSP - PDX
1 stop6h 06mFrontier
Deal found 9/13$155
This Cheapflightsfares deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/165:53 pmPDX - ATW
Nonstop3h 37mAllegiant Air
Sun 10/192:42 pmATW - PDX
Nonstop4h 21mAllegiant Air
Deal found 9/13$160
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/73:14 pmPDX - MSP
1 stop6h 10mFrontier
Fri 12/126:45 amMSP - PDX
1 stop7h 12mFrontier
Deal found 9/13$163
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2312:43 pmPDX - MKE
1 stop28h 35mFrontier
Mon 10/278:04 pmMKE - PDX
1 stop17h 52mFrontier
Deal found 9/15$164
This CheapOair deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/26:05 amPDX - MSP
1 stop15h 51mFrontier
Fri 10/38:38 pmMSP - PDX
1 stop5h 34mFrontier
Deal found 9/13$165
This Cheapflightsfares deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/95:53 pmPDX - ATW
Nonstop3h 37mAllegiant Air
Sun 10/122:42 pmATW - PDX
Nonstop4h 21mAllegiant Air
Deal found 9/14$166
This Frontier deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/912:43 pmPDX - MSP
1 stop9h 10mFrontier
Wed 10/157:50 amMSP - PDX
1 stop5h 58mFrontier
Deal found 9/12$167
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:52 pmPDX - MKE
1 stop28h 27mFrontier
Mon 11/178:04 pmMKE - PDX
1 stop17h 52mFrontier
Deal found 9/14$167
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/285:36 pmPDX - ATW
Nonstop3h 41mAllegiant Air
Thu 10/22:42 pmATW - PDX
Nonstop4h 21mAllegiant Air
Deal found 9/13$167
This Sun Country Air deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:40 pmPDX - MSP
Nonstop3h 19mSun Country Air
Mon 10/203:54 pmMSP - PDX
Nonstop3h 40mSun Country Air
Deal found 9/14$168

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon to Wisconsin 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, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Oregon to Wisconsin that are best for you.

Fly from

Oregon

Fly to

Wisconsin

Route

Depart

Return

Price

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Thu 10/16

6:34 pm-11:53 pm

Nonstop3h 19m

Minneapolis St Paul

Sun 10/19

9:06 pm-10:46 pm

Nonstop3h 40m

$178

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 9/26

6:24 pm-11:47 pm

Nonstop3h 23m

Minneapolis St Paul

Sun 9/28

2:54 pm-4:34 pm

Nonstop3h 40m

$178

PortlandMadison

PDX - MSN

PDXMSN

Portland

Mon 9/29

6:05 am-7:14 pm

1 stop11h 09m

Madison Truax Field

Thu 10/2

7:59 pm-12:12 am

1 stop6h 13m

$187

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 12/5

7:16 am-12:43 pm

Nonstop3h 27m

Minneapolis St Paul

Wed 12/31

1:32 pm-3:26 pm

Nonstop3h 54m

$207

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Sat 11/1

7:10 am-12:35 pm

Nonstop3h 25m

Minneapolis St Paul

Mon 11/3

1:32 pm-3:16 pm

Nonstop3h 44m

$207

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 1/16

7:00 am-1:04 pm

Nonstop4h 04m

Chicago O'Hare Intl

Mon 1/19

7:45 am-1:46 pm

1 stop8h 01m

$207

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Thu 12/11

7:16 am-12:43 pm

Nonstop3h 27m

Minneapolis St Paul

Mon 12/15

1:39 pm-3:28 pm

Nonstop3h 49m

$217

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Tue 11/4

7:10 am-12:35 pm

Nonstop3h 25m

Minneapolis St Paul

Sat 11/8

2:48 pm-8:37 pm

1 stop7h 49m

$217

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Sat 12/6

5:35 am-2:27 pm

1 stop7h 52m

Milwaukee-Mitchell

Mon 12/8

7:31 pm-12:10 am

1 stop5h 39m

$218

BoiseMilwaukee

BOI - MKE

BOIMKE

Boise Air Term. Gowen Fld

Wed 10/29

6:28 am-3:00 pm

1 stop7h 32m

Milwaukee-Mitchell

Wed 11/5

3:56 pm-10:20 pm

1 stop7h 24m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 60 results
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Best time to book a flight from Oregon to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Oregon with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Oregon to Wisconsin

What is the cheapest month to book a flight from Oregon to Wisconsin?

Currently, February is the cheapest month in which you can book a flight from Oregon to Wisconsin (average of $280). Flying from Oregon to Wisconsin in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OR to WI?

Find hourly flight availability from Oregon to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oregon to Wisconsin as you normally would.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated September 15, 2025.
Read through reviews of airlines operating flights from Oregon to Wisconsin, such as Alaska Airlines, Southwest, and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,242 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,954 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,929 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Oregon to Wisconsin?

    Departing from Oregon to Wisconsin will take you 3h 19m. Airlines will cover a distance of 1422 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Oregon to Wisconsin one-way?

    To fly one-way, consider booking your trip with Allegiant Air, which is currently one of the cheapest options available, starting at $64. Sun Country Air flights start at $89 while deals on Southwest start at $100 one-way.

  • Can I find deals for flights from Oregon to Wisconsin that include hotel bookings?

    Yes. In addition to deals on Oregon to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to Wisconsin.

  • Can I find deals for business class flights from Oregon to Wisconsin?

    Yes. Cheapflights offers flight deals from Oregon to Wisconsin by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oregon to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Oregon to Wisconsin (average of $280). Flying from Oregon to Wisconsin in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Oregon to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Oregon to Wisconsin

Discover the top 7 airlines that operate flights from Oregon to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$278FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$125Average$176FlexibilityNo cancel feeOn-time88%
DeltaCheapest$176Average$555FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$242Average$480FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$258Average$513FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$590FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$278Average$508FlexibilityNo cancel feeOn-time75%

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