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$65+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Feb 26 — Mar 51
Wed 2/26
Wed 3/5
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 February 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$118
(Frontier)

One-way from

$65
(FlightHub)

Popular in

March

Cheapest in

January

Average price

$412

Good round-trip deal

$793 or less

Good one-way deal

$193 or less
Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.
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From Oregon to Wisconsin
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One-way flight from Oregon to Wisconsin
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Oregon to Wisconsin.
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Price to beat on a one-way 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 February 21, 2025.

This Frontier deal was found by Cheapflights users on 2/20. 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 6/312:36 pmBOI - MSP
1 stop11h 04mFrontier
Tue 6/176:00 amMSP - BOI
1 stop6h 47mFrontier
Deal found 2/20$118
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 5/234:58 pmPDX - MSP
1 stop5h 42mFrontier
Tue 5/278:33 pmMSP - PDX
1 stop6h 07mFrontier
Deal found 2/20$167
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 5/166:30 pmPDX - MSP
Nonstop3h 29mSun Country Air
Mon 5/198:24 amMSP - PDX
Nonstop3h 37mSun Country Air
Deal found 2/20$175
This Booking.com deal was found by Cheapflights users on 2/20. 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.
Tue 6/36:20 amPDX - MSP
1 stop16h 20mMultiple Airlines
Fri 6/69:06 pmMSP - PDX
Nonstop3h 40mMultiple Airlines
Deal found 2/20$176
This Delta deal was found by Cheapflights users on 2/20. 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.
Tue 4/225:00 amEUG - ORD
1 stop6h 19mDelta
Tue 4/297:50 amORD - EUG
1 stop9h 25mDelta
Deal found 2/20$183
This Delta deal was found by Cheapflights users on 2/20. 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.
Sun 4/204:40 pmBOI - ORD
1 stop6h 19mDelta
Sat 5/37:45 amORD - BOI
1 stop7h 45mDelta
Deal found 2/20$206
This Delta deal was found by Cheapflights users on 2/20. 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 4/37:29 pmPDX - MSP
1 stop8h 34mDelta
Sat 4/56:59 pmMSP - PDX
Nonstop3h 40mDelta
Deal found 2/20$210
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
Wed 5/72:35 pmPDX - MKE
1 stop12h 54mSpirit Airlines
Tue 5/136:40 amMKE - PDX
1 stop8h 50mSpirit Airlines
Deal found 2/19$211
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 4/1411:52 pmPDX - MSP
1 stop8h 26mAmerican Airlines
Sat 4/1910:42 amMSP - PDX
1 stop10h 01mAmerican Airlines
Deal found 2/20$213
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/183:00 pmPDX - MSP
1 stop6h 10mSouthwest
Mon 4/214:40 pmMSP - PDX
2 stops8h 50mSouthwest
Deal found 2/20$222
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Tue 3/111:31 pmBOI - ORD
1 stop16h 11mSpirit Airlines
Sun 3/167:47 amORD - BOI
1 stop29h 45mSpirit Airlines
Deal found 2/19$222
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Tue 4/2211:59 pmPDX - MSN
1 stop8h 39mAmerican Airlines
Tue 4/293:22 pmMSN - PDX
1 stop9h 40mAmerican Airlines
Deal found 2/19$229

Find flights from Oregon to Wisconsin within your budget

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 February 21, 2025.

Fly from

Oregon

Fly to

Wisconsin

Route

Depart

Return

Price

BoiseMinneapolis

BOI - MSP

BOIMSP

Boise Air Term. Gowen Fld

Tue 6/3

12:36 pm-12:40 am

1 stop11h 04m

Minneapolis St Paul

Tue 6/17

6:00 am-11:47 am

1 stop6h 47m

$118

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Tue 2/25

6:32 am-10:59 am

1 stop26h 27m

Minneapolis St Paul

Fri 2/28

12:53 pm-12:37 am

1 stop13h 44m

$169

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 5/16

6:30 pm-11:59 pm

Nonstop3h 29m

Minneapolis St Paul

Mon 5/19

8:24 am-10:01 am

Nonstop3h 37m

$175

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 4/18

6:40 am-11:31 pm

1 stop14h 51m

Minneapolis St Paul

Mon 4/21

3:54 pm-5:31 pm

Nonstop3h 37m

$176

EugeneChicago

EUG - ORD

EUGORD

Eugene

Tue 4/22

5:00 am-1:19 pm

1 stop6h 19m

Chicago O'Hare Intl

Tue 4/29

7:50 am-3:15 pm

1 stop9h 25m

$183

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Wed 4/2

12:59 am-6:14 am

Nonstop3h 15m

Minneapolis St Paul

Mon 4/7

6:59 pm-8:39 pm

Nonstop3h 40m

$187

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Sun 4/20

4:40 pm-11:59 pm

1 stop6h 19m

Chicago O'Hare Intl

Sat 5/3

7:45 am-2:30 pm

1 stop7h 45m

$206

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 5/7

2:35 pm-5:29 am

1 stop12h 54m

Milwaukee-Mitchell

Tue 5/13

6:40 am-1:30 pm

1 stop8h 50m

$211

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Mon 4/14

11:52 pm-10:18 am

1 stop8h 26m

Minneapolis St Paul

Sat 4/19

10:42 am-6:43 pm

1 stop10h 01m

$213

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 4/18

3:00 pm-11:10 pm

1 stop6h 10m

Minneapolis St Paul

Mon 4/21

4:40 pm-11:30 pm

2 stops8h 50m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Oregon to Wisconsin

Get recent, data-driven insights about flights from Oregon to Wisconsin including ideal travel times, pricing trends, and more.

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 February 21, 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.

Rainfall in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Wisconsin, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 February 21, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from Oregon to Wisconsin. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,401 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,401 reviews
Southwest
8.1
Very good
4,401 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,401 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,401 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,315 reviews
Southwest
8.1
Very good
4,401 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,401 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $65. Frontier flights start at $76 while deals on Sun Country Air start at $88 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 9 airlines flying from Oregon to Wisconsin

Discover the top 9 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 February 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$86Average$250FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$111Average$206FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$143Average$279FlexibilityNo cancel feeOn-time65%
DeltaCheapest$225Average$543FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$250Average$355FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$288Average$535FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$295Average$593FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$306Average$620FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$361Average$499FlexibilityNo cancel feeOn-time63%
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