Wisconsin

$70+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Feb 28 — Mar 71
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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 January 29, 2026.

This CheapOair deal was found by Cheapflights users on 1/27. 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 4/912:03 pm
BOI
-
MSP
1 stop4h 50m
Frontier
Sat 4/116:21 pm
MSP
-
BOI
1 stop17h 47m
Frontier
Deal found 1/27$191
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/2211:56 am
BOI
-
MSP
1 stop20h 09m
Frontier
Sat 2/287:15 am
MSP
-
BOI
1 stop28h 56m
Frontier
Deal found 1/27$197
This Booking.com deal was found by Cheapflights users on 1/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:55 pm
BOI
-
MSP
Nonstop2h 41m
Sun Country Air
Sun 8/22:55 pm
MSP
-
BOI
Nonstop3h 05m
Sun Country Air
Deal found 1/27$198
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 3/512:38 pm
BOI
-
ORD
1 stop9h 36m
Frontier
Wed 3/118:55 pm
ORD
-
BOI
2 stops15h 25m
Frontier
Deal found 1/26$210
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Fri 2/2711:56 am
BOI
-
MSP
1 stop11h 01m
Frontier
Fri 3/66:50 pm
MSP
-
BOI
2 stops40h 30m
Frontier
Deal found 1/28$213
This Expedia deal was found by Cheapflights users on 1/27. 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 2/2612:38 pm
BOI
-
ORD
1 stop23h 47m
Multiple Airlines
Thu 3/53:54 pm
ORD
-
BOI
1 stop7h 46m
Multiple Airlines
Deal found 1/27$214
This Alaska Airlines deal was found by Cheapflights users on 1/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2610:45 am
PDX
-
MSP
Nonstop3h 31m
Alaska Airlines
Wed 4/13:01 pm
MSP
-
PDX
Nonstop3h 49m
Alaska Airlines
Deal found 1/27$217
This Alaska Airlines deal was found by Cheapflights users on 1/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
PDX
-
ORD
Nonstop4h 11m
Alaska Airlines
Mon 3/93:07 pm
ORD
-
PDX
1 stop10h 50m
Alaska Airlines
Deal found 1/27$217
This CheapOair deal was found by Cheapflights users on 1/28. 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 4/306:30 pm
PDX
-
MSP
Nonstop3h 21m
Multiple Airlines
Wed 5/68:15 am
MSP
-
PDX
1 stop6h 47m
Multiple Airlines
Deal found 1/28$218
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1311:59 pm
PDX
-
ORD
Nonstop3h 57m
American Airlines
Fri 3/209:44 pm
ORD
-
PDX
Nonstop4h 31m
American Airlines
Deal found 1/27$219
This Frontier deal was found by Cheapflights users on 1/27. 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 2/1912:36 pm
BOI
-
MSP
1 stop10h 21m
Frontier
Sun 2/226:45 am
MSP
-
BOI
1 stop5h 26m
Frontier
Deal found 1/27$219
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Fri 3/612:04 pm
PDX
-
ORD
1 stop10h 53m
Frontier
Mon 3/98:55 pm
ORD
-
PDX
2 stops38h 03m
Frontier
Deal found 1/28$221

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$191
(CheapOair)

One-way from

$70
(Trip.com)

Popular in

March

Cheapest in

January

Average price

$341
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. 2% potential increase in price ($12 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in January 2026

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 January 29, 2026.
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 4/9

12:03 pm-5:53 pm

1 stop4h 50m

Minneapolis St Paul

Sat 4/11

6:21 pm-11:08 am

1 stop17h 47m

$211

BoiseMinneapolis

BOI - MSP

BOIMSP

Boise Air Term. Gowen Fld

Fri 2/27

11:56 am-11:57 pm

1 stop11h 01m

Minneapolis St Paul

Fri 3/6

6:50 pm-10:20 am

2 stops40h 30m

$213

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Thu 3/26

10:45 am-4:16 pm

Nonstop3h 31m

Minneapolis St Paul

Wed 4/1

3:01 pm-4:50 pm

Nonstop3h 49m

$217

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Thu 2/26

6:45 am-3:05 pm

1 stop6h 20m

Minneapolis St Paul

Sun 3/1

7:50 pm-12:05 am

1 stop6h 15m

$217

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 3/6

11:59 pm-5:53 am

Nonstop3h 54m

Chicago O'Hare Intl

Mon 3/9

8:04 pm-10:45 pm

Nonstop4h 41m

$217

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 3/18

11:15 pm-9:10 am

1 stop7h 55m

Chicago O'Hare Intl

Wed 3/25

7:10 pm-11:54 pm

1 stop6h 44m

$217

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 4/14

1:35 pm-11:59 pm

1 stop8h 24m

Chicago O'Hare Intl

Sat 4/18

4:10 pm-11:59 pm

1 stop9h 49m

$217

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 2/14

1:40 pm-11:26 pm

1 stop7h 46m

Chicago O'Hare Intl

Wed 2/18

9:10 am-11:55 am

Nonstop4h 45m

$224

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 3/3

12:40 am-8:40 am

1 stop6h 00m

Chicago O'Hare Intl

Sun 3/8

7:10 pm-11:54 pm

1 stop6h 44m

$227

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 2/20

3:59 pm-11:52 pm

1 stop5h 53m

Chicago O'Hare Intl

Tue 3/3

6:45 pm-11:53 pm

1 stop7h 08m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

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, 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.

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 January 29, 2026.
Read through reviews of airlines operating flights from Oregon to Wisconsin, such as Southwest, Delta, and United Airlines. 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.

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 31m. 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

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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.

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$71Average$160FlexibilityNo cancel feeOn-time88%
DeltaCheapest$88Average$570FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$149Average$258FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$209Average$502FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$242Average$472FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$258Average$535FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$278Average$459FlexibilityNo cancel feeOn-time75%

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