Wisconsin

$99+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Jun 6 — Jun 131
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 May 7, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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 7/236:01 pm
BOI
-
MSP
Nonstop2h 41m
Sun Country Air
Sun 7/263:55 pm
MSP
-
BOI
Nonstop3h 05m
Sun Country Air
Deal found 5/5$217
This Cheapflightsfares deal was found by Cheapflights users on 5/4. 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 7/306:01 pm
BOI
-
MSP
Nonstop2h 41m
Sun Country Air
Sun 8/22:55 pm
MSP
-
BOI
Nonstop3h 05m
Sun Country Air
Deal found 5/4$227
This Cheapflightsfares deal was found by Cheapflights users on 5/3. 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.
Fri 6/2611:59 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
Mon 6/299:05 pm
MSP
-
PDX
Nonstop3h 38m
Sun Country Air
Deal found 5/3$237
This CheapOair deal was found by Cheapflights users on 5/6. 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 7/236:01 pm
BOI
-
MSP
Nonstop2h 41m
Multiple Airlines
Sat 8/110:15 pm
MSP
-
BOI
1 stop15h 14m
Multiple Airlines
Deal found 5/6$237
This Sun Country Air deal was found by Cheapflights users on 5/5. 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.
Thu 6/185:40 pm
BOI
-
MSP
Nonstop2h 41m
Sun Country Air
Sun 6/214:20 pm
MSP
-
BOI
Nonstop3h 05m
Sun Country Air
Deal found 5/5$238
This Priceline deal was found by Cheapflights users on 5/4. 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 7/301:25 pm
BOI
-
MSP
1 stop7h 02m
Multiple Airlines
Sun 8/22:55 pm
MSP
-
BOI
Nonstop3h 05m
Multiple Airlines
Deal found 5/4$239
This CheapOair deal was found by Cheapflights users on 5/5. 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.
Tue 6/25:46 pm
PDX
-
MSP
1 stop24h 58m
Frontier
Tue 6/910:15 pm
MSP
-
PDX
1 stop20h 20m
Frontier
Deal found 5/5$240
This CheapOair deal was found by Cheapflights users on 5/2. 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.
Tue 6/231:25 pm
BOI
-
MSP
1 stop7h 05m
Frontier
Mon 6/2910:18 am
MSP
-
BOI
1 stop27h 12m
Frontier
Deal found 5/2$241
This CheapOair deal was found by Cheapflights users on 5/3. 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.
Wed 6/245:20 pm
PDX
-
MSP
1 stop14h 03m
Multiple Airlines
Mon 6/299:05 pm
MSP
-
PDX
Nonstop3h 38m
Multiple Airlines
Deal found 5/3$243
This Expedia deal was found by Cheapflights users on 5/3. 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 7/3012:26 pm
PDX
-
MSP
1 stop7h 01m
Frontier
Sat 8/810:15 pm
MSP
-
PDX
1 stop20h 38m
Frontier
Deal found 5/3$244
This CheapOair deal was found by Cheapflights users on 5/6. 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 7/231:25 pm
BOI
-
MSP
1 stop18h 56m
Frontier
Sat 8/110:15 pm
MSP
-
BOI
1 stop15h 14m
Frontier
Deal found 5/6$244
This Mytrip deal was found by Cheapflights users on 5/5. 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.
Fri 6/2611:59 pm
PDX
-
MSP
Nonstop3h 15m
Multiple Airlines
Tue 6/3010:18 am
MSP
-
PDX
1 stop8h 17m
Multiple Airlines
Deal found 5/5$245

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 May 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(Cheapflightsfares)

One-way from

$99
(Kiwi.com)

Popular in

February

Cheapest in

January

Average price

$506

Good round-trip deal

$206 or less
Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.
Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.
From Oregon to Wisconsin
One-way flight from Oregon to Wisconsin
Highest demand for flights based on searches. 7% potential increase in price ($36 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in May 2026
Price to beat on a round-trip flight from Oregon to Wisconsin.

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 May 7, 2026.
Use the filters below to find and compare flights from Oregon to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

BoiseMinneapolis

BOI - MSP

BOIMSP

Boise Air Term. Gowen Fld

Thu 7/30

6:01 pm-9:42 pm

Nonstop2h 41m

Minneapolis St Paul

Sun 8/2

2:55 pm-5:00 pm

Nonstop3h 05m

$228

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 6/5

3:10 pm-8:42 pm

Nonstop3h 32m

Minneapolis St Paul

Fri 6/12

9:37 pm-11:18 pm

Nonstop3h 41m

$249

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Sat 5/30

11:55 pm-9:05 am

1 stop7h 10m

Minneapolis St Paul

Fri 6/5

7:00 pm-1:20 am

2 stops8h 20m

$262

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 8/29

7:00 am-1:13 pm

Nonstop4h 13m

Chicago O'Hare Intl

Sat 8/29

5:45 pm-10:52 pm

1 stop7h 07m

$315

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 6/27

10:40 pm-4:45 am

Nonstop4h 05m

Chicago O'Hare Intl

Sat 7/4

5:00 am-9:48 am

1 stop6h 48m

$315

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 7/16

10:40 pm-4:45 am

Nonstop4h 05m

Chicago O'Hare Intl

Wed 7/22

7:00 am-9:34 am

Nonstop4h 34m

$316

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Tue 8/4

10:35 am-9:01 pm

1 stop9h 26m

Chicago O'Hare Intl

Tue 8/11

8:40 am-11:25 am

Nonstop3h 45m

$325

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 6/17

10:40 pm-4:45 am

Nonstop4h 05m

Chicago O'Hare Intl

Sat 6/27

4:30 pm-10:48 pm

1 stop8h 18m

$326

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 9/4

11:15 pm-5:14 am

Nonstop3h 59m

Chicago O'Hare Intl

Mon 9/7

7:00 am-9:29 am

Nonstop4h 29m

$327

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Tue 6/2

6:40 am-5:25 pm

1 stop8h 45m

Milwaukee-Mitchell

Tue 6/9

7:05 pm-12:05 am

1 stop7h 00m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Showing 1-10 of 60 resultsSorted by cheapest first
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

How far ahead should I book a flight from Oregon to Wisconsin?

Booking 75 days in advance of your planned departure date is, on average, the best time to get cheap flights from Oregon to Wisconsin. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, August is the cheapest month in which you can book a flight from Oregon to Wisconsin (average of $61). Flying from Oregon to Wisconsin in March is currently the most expensive (average of $304). 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.

How much does it cost to fly round-trip from Oregon to Wisconsin?

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 May 7, 2026.
Read through reviews of airlines operating flights from Oregon to Wisconsin, such as Alaska Airlines,Southwest, andDelta. 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.

Crew

8.5

Overall

7.9

Comfort

7.8

Food

7.1

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Crew

8.5

Overall

7.9

Comfort

7.8

Food

7.1

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Crew

8.5

Overall

7.9

Comfort

7.8

Food

7.1

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Crew

8.5

Overall

7.9

Comfort

7.8

Food

7.1

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Crew

8.5

Overall

7.9

Comfort

7.8

Food

7.1

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Crew

8.5

Overall

7.9

Comfort

7.8

Food

7.1

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

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 2h 41m. Airlines will cover a distance of 1138 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. United Airlines flights start at $118 while deals on American Airlines start at $138 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, August is the cheapest month in which you can book a flight from Oregon to Wisconsin (average of $61). Flying from Oregon to Wisconsin in March is currently the most expensive (average of $304). 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.

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 May 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$71Average$159FlexibilityNo cancel feeOn-time88%
DeltaCheapest$88Average$521FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$149Average$258FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$209Average$496FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$242Average$476FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$258Average$502FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$292Average$485FlexibilityNo 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.