HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Wisconsin

$71+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oregon to Wisconsin with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 December 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Wed 12/243:59 pmPDX - ORD
2 stops20h 18mFrontier
Thu 1/152:30 pmORD - PDX
1 stop22h 34mFrontier
Deal found 12/14$246
This Frontier deal was found by Cheapflights users on 12/13. 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.
Sun 12/2112:38 pmBOI - ORD
1 stop10h 34mFrontier
Thu 1/17:00 amORD - BOI
1 stop5h 43mFrontier
Deal found 12/13$258
This Delta deal was found by Cheapflights users on 12/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:50 amBOI - ORD
1 stop6h 56mDelta
Mon 1/56:15 amORD - BOI
1 stop8h 47mDelta
Deal found 12/12$272
This United Airlines deal was found by Cheapflights users on 12/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:45 pmPDX - ORD
1 stop7h 14mUnited Airlines
Mon 1/59:08 amORD - PDX
Nonstop4h 50mUnited Airlines
Deal found 12/12$273
This Frontier deal was found by Cheapflights users on 12/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2312:47 pmPDX - ORD
1 stop9h 25mFrontier
Thu 1/1510:41 pmORD - PDX
1 stop13h 52mFrontier
Deal found 12/14$274
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2512:00 pmPDX - ATW
1 stop7h 03mDelta
Sat 1/104:20 pmATW - PDX
2 stops8h 34mDelta
Deal found 12/15$275
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:55 pmPDX - ORD
Nonstop4h 01mUnited Airlines
Sun 1/48:02 pmORD - PDX
Nonstop4h 41mUnited Airlines
Deal found 12/14$276
This Mytrip deal was found by Cheapflights users on 12/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:02 pmPDX - MSP
Nonstop3h 22mMultiple Airlines
Sun 1/46:45 amMSP - PDX
1 stop6h 58mMultiple Airlines
Deal found 12/13$280
This Priceline deal was found by Cheapflights users on 12/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1812:38 pmBOI - MSP
1 stop5h 01mFrontier
Sat 12/206:45 amMSP - BOI
1 stop6h 14mFrontier
Deal found 12/14$284
This Expedia deal was found by Cheapflights users on 12/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:00 pmPDX - ORD
Nonstop4h 02mMultiple Airlines
Sun 1/47:00 amORD - PDX
1 stop6h 43mMultiple Airlines
Deal found 12/14$285
This Frontier deal was found by Cheapflights users on 12/13. 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.
Sun 12/2112:38 pmBOI - ORD
1 stop10h 34mFrontier
Sun 1/47:00 amORD - BOI
1 stop5h 43mFrontier
Deal found 12/13$292
This Frontier deal was found by Cheapflights users on 12/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2512:47 pmPDX - ORD
1 stop9h 25mFrontier
Sun 1/47:00 amORD - PDX
1 stop6h 43mFrontier
Deal found 12/14$292

Find flight deals from Oregon to Wisconsin

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

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$140
(Kiwi.com)

One-way from

$71
(Trip.com)

Popular in

March

Cheapest in

January

Average price

$483

Good round-trip deal

$83 or less
Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.
Search Deals
From Oregon to Wisconsin
Search Deals
One-way flight from Oregon to Wisconsin
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Oregon to Wisconsin.
Search Deals

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 December 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

BoiseMinneapolis

BOI - MSP

BOIMSP

Boise Air Term. Gowen Fld

Thu 1/15

2:19 pm-11:57 pm

1 stop8h 38m

Minneapolis St Paul

Thu 1/22

3:36 pm-11:12 am

1 stop20h 36m

$167

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Tue 1/6

2:15 pm-9:40 pm

1 stop5h 25m

Minneapolis St Paul

Tue 1/13

6:15 pm-10:15 pm

1 stop6h 00m

$197

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Sun 2/22

6:45 am-3:05 pm

1 stop6h 20m

Minneapolis St Paul

Wed 2/25

11:35 am-3:40 pm

1 stop6h 05m

$207

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Wed 1/21

8:30 am-4:20 pm

1 stop5h 50m

Minneapolis St Paul

Thu 2/5

7:12 am-2:46 pm

1 stop9h 34m

$217

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 1/16

11:59 pm-10:23 am

1 stop8h 24m

Minneapolis St Paul

Sun 1/18

6:00 am-11:57 am

1 stop7h 57m

$217

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Wed 3/4

7:00 am-3:50 pm

1 stop6h 50m

Minneapolis St Paul

Mon 3/9

5:30 am-12:33 pm

2 stops9h 03m

$222

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Tue 1/6

3:45 pm-11:59 pm

1 stop7h 14m

Chicago O'Hare Intl

Fri 1/9

3:44 pm-11:42 pm

1 stop8h 58m

$228

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Thu 1/22

7:45 am-11:37 pm

1 stop14h 52m

Chicago O'Hare Intl

Thu 2/5

2:06 pm-8:04 pm

1 stop6h 58m

$228

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Sun 1/25

6:23 am-2:38 pm

1 stop7h 15m

Chicago O'Hare Intl

Wed 1/28

6:06 pm-11:59 pm

1 stop6h 53m

$228

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Wed 2/11

9:02 am-5:10 pm

1 stop7h 08m

Chicago O'Hare Intl

Tue 2/17

3:54 pm-10:40 pm

1 stop7h 46m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 60 results
1
2
3
...
6

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, October is the cheapest month in which you can book a flight from Oregon to Wisconsin (average of $79). Flying from Oregon to Wisconsin in November is currently the most expensive (average of $281). 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 December 15, 2025.

It’s typically best to fly out from Oregon to Wisconsin in the afternoon. Doing so could potentially save you 39% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Oregon to Wisconsin?

Use this chart to determine the cheapest time to fly round-trip from Oregon to Wisconsin. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Oregon to Wisconsin flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 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
11,451 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,451 reviews
Alaska Airlines
8.0
Very good
11,451 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Southwest
7.9
Good
4,250 reviews
Alaska Airlines
8.0
Very good
11,451 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,007 reviews
Alaska Airlines
8.0
Very good
11,451 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,092 reviews
Alaska Airlines
8.0
Very good
11,451 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
American Airlines
7.2
Good
11,052 reviews
Alaska Airlines
8.0
Very good
11,451 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Comfort

7.8

Overall

8.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

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 5h 25m. 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. American Airlines flights start at $114 while deals on Delta start at $114 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, October is the cheapest month in which you can book a flight from Oregon to Wisconsin (average of $79). Flying from Oregon to Wisconsin in November is currently the most expensive (average of $281). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oregon to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to Orlando flights
Newark to West Palm Beach flights
Dallas/Fort Worth to LaGuardia flights
Newark to Orlando flights
Los Angeles to Newark flights
Dallas/Fort Worth to Newark flights
Newark to Las Vegas flights
Newark to Los Angeles flights
John F Kennedy Intl to Dallas/Fort Worth flights
O'Hare Intl to Las Vegas flights
Seattle to Dallas/Fort Worth flights
Dallas/Fort Worth to Las Vegas flights
Seattle to Los Angeles flights
Boston to Fort Lauderdale flights
O'Hare Intl to John F Kennedy Intl flights
Minneapolis to Sky Harbor Intl flights
John F Kennedy Intl to West Palm Beach flights
Los Angeles to Seattle flights
Seattle to Las Vegas flights
San Francisco to John F Kennedy Intl flights
Newark to Dallas/Fort Worth flights
Atlanta to John F Kennedy Intl flights
Los Angeles to Honolulu flights
O'Hare Intl to Orlando flights
Boston to Miami flights
O'Hare Intl to Dallas/Fort Worth flights
Dulles Intl to Miami flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Tampa flights
LaGuardia to Orlando flights
San Francisco to Las Vegas flights
John F Kennedy Intl to San Francisco flights
Dallas/Fort Worth to Los Angeles flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Los Angeles flights
LaGuardia to West Palm Beach flights
Baltimore to Fort Lauderdale flights
Atlanta to LaGuardia flights
Dulles Intl to Orlando flights
Dallas/Fort Worth to Orlando flights

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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$83Average$169FlexibilityNo cancel feeOn-time88%
FrontierCheapest$149Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$584FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$503FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$242Average$471FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$258Average$547FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$278Average$516FlexibilityNo cancel feeOn-time75%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.