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$70+ Cheap flights from Portland (PDX) 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap flight deals from Portland to Wisconsin

Keep the following information in mind while searching for Portland to Wisconsin flight deals. Data was last updated July 29, 2025.

Round-trip from

$128
(Cheapflightsfares)

One-way from

$70
(Cheapflightsfares)

Popular in

December

Cheapest in

April

Average price

$506

Good round-trip deal

$128 or less

Good one-way deal

$99 or less
From Portland to Wisconsin
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One-way flight from Portland to Wisconsin
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High demand for flights, 2% 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 July 2025
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Price to beat on a round-trip flight from Portland to Wisconsin.
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Price to beat on a one-way flight from Portland to Wisconsin.
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Find flight deals from Portland to Wisconsin

Cheapest flights from Portland to Wisconsin
Explore the most affordable flight options available from Portland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/45:36 pmPDX - ATW
Nonstop3h 41mAllegiant Air
Sun 9/72:45 pmATW - PDX
Nonstop4h 01mAllegiant Air
Deal found 7/28$128
This Cheapflightsfares deal was found by Cheapflights users on 7/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/206:35 pmPDX - MSP
Nonstop3h 23mSun Country Air
Tue 8/263:54 pmMSP - PDX
Nonstop3h 42mSun Country Air
Deal found 7/28$175
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/87:00 amPDX - MSP
Nonstop3h 21mAlaska Airlines
Tue 10/141:17 pmMSP - PDX
Nonstop3h 42mAlaska Airlines
Deal found 7/28$197
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 9/198:04 pmPDX - ORD
1 stop6h 45mSpirit Airlines
Wed 10/16:00 amORD - PDX
1 stop7h 12mSpirit Airlines
Deal found 7/28$201
This Gotogate deal was found by Cheapflights users on 7/27. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/236:27 amPDX - MSP
1 stop5h 36mMultiple Airlines
Thu 8/283:48 pmMSP - PDX
Nonstop3h 42mMultiple Airlines
Deal found 7/27$203
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Wed 8/271:20 pmPDX - ORD
Nonstop3h 58mAmerican Airlines
Sat 8/307:00 amORD - PDX
Nonstop4h 24mAmerican Airlines
Deal found 7/27$203
This Hawaiian Airlines deal was found by Cheapflights users on 7/29. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/31:24 pmPDX - ORD
1 stop8h 39mHawaiian Airlines
Wed 9/102:07 pmORD - PDX
Nonstop4h 30mHawaiian Airlines
Deal found 7/29$207
This Hawaiian Airlines deal was found by Cheapflights users on 7/28. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/234:46 pmPDX - MSP
1 stop5h 15mHawaiian Airlines
Wed 9/246:05 amMSP - PDX
1 stop8h 22mHawaiian Airlines
Deal found 7/28$216
This CheapOair deal was found by Cheapflights users on 7/27. 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.
Sat 8/97:01 pmPDX - ORD
1 stop27h 31mMultiple Airlines
Tue 8/127:08 amORD - PDX
1 stop9h 07mMultiple Airlines
Deal found 7/27$216
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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.
Fri 8/2211:00 pmPDX - ORD
Nonstop4h 00mAlaska Airlines
Mon 8/257:00 amORD - PDX
Nonstop4h 25mAlaska Airlines
Deal found 7/29$217
This Frontier deal was found by Cheapflights users on 7/27. 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.
Wed 8/612:25 pmPDX - MSP
1 stop10h 00mFrontier
Tue 8/127:15 amMSP - PDX
1 stop6h 15mFrontier
Deal found 7/27$218
This Frontier deal was found by Cheapflights users on 7/29. 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 8/56:35 amPDX - MSN
1 stop9h 58mFrontier
Tue 8/127:18 pmMSN - PDX
1 stop6h 06mFrontier
Deal found 7/29$218

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland 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 July 29, 2025.
Use the filters below to find and compare flights from Portland to Wisconsin that are best for you.

Fly from

Portland

Fly to

Wisconsin

Route

Depart

Return

Price

PortlandAppleton

PDX - ATW

PDXATW

Portland

Thu 9/4

5:36 pm-11:17 pm

Nonstop3h 41m

Appleton Intl

Sun 9/7

2:45 pm-4:46 pm

Nonstop4h 01m

$128

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Wed 8/20

6:35 pm-11:58 pm

Nonstop3h 23m

Minneapolis St Paul

Tue 8/26

3:54 pm-5:36 pm

Nonstop3h 42m

$175

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 9/26

12:45 am-6:09 am

Nonstop3h 24m

Minneapolis St Paul

Wed 10/1

9:00 am-10:39 am

Nonstop3h 39m

$197

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 9/19

8:04 pm-4:49 am

1 stop6h 45m

Chicago O'Hare Intl

Wed 10/1

6:00 am-11:12 am

1 stop7h 12m

$201

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Sat 8/23

6:27 am-2:03 pm

1 stop5h 36m

Minneapolis St Paul

Thu 8/28

3:48 pm-5:30 pm

Nonstop3h 42m

$203

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 8/27

1:20 pm-7:18 pm

Nonstop3h 58m

Chicago O'Hare Intl

Sat 8/30

7:00 am-9:24 am

Nonstop4h 24m

$203

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 9/20

5:50 pm-12:04 am

Nonstop4h 14m

Chicago O'Hare Intl

Mon 9/22

7:00 am-9:25 am

Nonstop4h 25m

$207

PortlandChicago

PDX - ORD

PDXORD

Portland

Sun 9/21

10:55 pm-5:00 am

Nonstop4h 05m

Chicago O'Hare Intl

Mon 9/22

7:00 am-9:25 am

Nonstop4h 25m

$211

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Tue 9/9

2:32 pm-12:01 am

1 stop7h 29m

Minneapolis St Paul

Tue 9/16

6:05 am-12:27 pm

1 stop8h 22m

$216

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 8/9

7:01 pm-12:32 am

1 stop27h 31m

Chicago O'Hare Intl

Tue 8/12

7:08 am-2:15 pm

1 stop9h 07m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Portland 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 Portland to Wisconsin

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

Currently, February is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $280). Flying from Portland 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 PDX to WI?

Find hourly flight availability from Portland 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 July 29, 2025.

When flying from Portland to Wisconsin, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 29, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta from Portland to Wisconsin have to say. 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

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,977 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,605 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,899 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Related info for your journey

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

  • What airport do you fly from for flights from Portland to Wisconsin?

    Most people fly from Portland (PDX) if they book a flight from Portland to Wisconsin. Portland is conveniently located just 6.0 mi from Portland’s city center.

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

    One-way options have recently been found by users for as low as $70 on Allegiant Air. Other airlines that offer cheap prices include Delta from $99 and Sun Country Air from $102 one-way.

  • What are the most popular routes from Portland to Wisconsin?

    When deciding which route to take from Portland to Wisconsin consider Portland - Chicago O'Hare Intl, Portland - Minneapolis St Paul or Portland - Milwaukee-Mitchell as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland 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 Portland to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $280). Flying from Portland 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 Portland 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 Portland to Wisconsin

Discover the top 9 airlines that operate flights from Portland 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$236FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$124Average$194FlexibilityNo cancel feeOn-time88%
Sun Country AirCheapest$152Average$370FlexibilityNo cancel feeOn-time83%
Spirit AirlinesCheapest$172Average$347FlexibilityNo cancel feeOn-time65%
DeltaCheapest$193Average$513FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$480FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$541FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$305Average$565FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$361Average$514FlexibilityNo cancel feeOn-time63%

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