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Wisconsin

$58+ 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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
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 October 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(Alaska Airlines)

One-way from

$58
(Kiwi.com)

Popular in

March

Cheapest in

April

Average price

$494

Good round-trip deal

$83 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 Portland to Wisconsin
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One-way flight from Portland to Wisconsin
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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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 October 2025
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Price to beat on a round-trip 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 October 27, 2025.

This Alaska Airlines deal was found by Cheapflights users on 10/25. 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 11/207:10 amPDX - MSP
Nonstop3h 25mAlaska Airlines
Sun 11/231:34 pmMSP - PDX
Nonstop3h 47mAlaska Airlines
Deal found 10/25$177
This Sun Country Air deal was found by Cheapflights users on 10/25. 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.
Fri 12/1911:59 pmPDX - MSP
Nonstop3h 22mSun Country Air
Wed 12/313:12 pmMSP - PDX
Nonstop3h 50mSun Country Air
Deal found 10/25$178
This Priceline deal was found by Cheapflights users on 10/25. 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.
Mon 11/103:26 pmPDX - MSP
1 stop6h 48mMultiple Airlines
Mon 11/173:42 pmMSP - PDX
Nonstop3h 48mMultiple Airlines
Deal found 10/25$179
This Priceline deal was found by Cheapflights users on 10/25. 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.
Fri 11/73:26 pmPDX - MSP
1 stop6h 48mFrontier
Mon 11/106:00 amMSP - PDX
1 stop7h 56mFrontier
Deal found 10/25$182
This Expedia deal was found by Cheapflights users on 10/25. 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 12/412:51 pmPDX - MSP
1 stop9h 11mMultiple Airlines
Mon 12/81:39 pmMSP - PDX
Nonstop3h 49mMultiple Airlines
Deal found 10/25$184
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:15 pmPDX - MSP
1 stop6h 38mAmerican Airlines
Wed 12/106:04 amMSP - PDX
1 stop8h 55mAmerican Airlines
Deal found 10/26$187
This Priceline deal was found by Cheapflights users on 10/25. 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.
Sat 11/1512:52 pmPDX - MSP
1 stop8h 06mMultiple Airlines
Tue 11/253:30 pmMSP - PDX
Nonstop3h 48mMultiple Airlines
Deal found 10/25$189
This Priceline deal was found by Cheapflights users on 10/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/143:26 pmPDX - MSP
1 stop6h 48mMultiple Airlines
Sun 11/164:00 pmMSP - PDX
Nonstop3h 48mMultiple Airlines
Deal found 10/26$191
This Cheapflightsfares deal was found by Cheapflights users on 10/25. 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.
Sat 12/277:08 pmPDX - MSP
Nonstop3h 22mSun Country Air
Sun 1/43:48 pmMSP - PDX
Nonstop3h 50mSun Country Air
Deal found 10/25$193
This Frontier deal was found by Cheapflights users on 10/25. 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.
Sat 11/112:52 pmPDX - MSP
1 stop8h 06mFrontier
Mon 11/36:00 amMSP - PDX
1 stop7h 56mFrontier
Deal found 10/25$194
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/412:51 pmPDX - MSP
1 stop9h 11mFrontier
Wed 12/107:00 amMSP - PDX
2 stops35h 37mFrontier
Deal found 10/26$196
This Alaska Airlines deal was found by Cheapflights users on 10/26. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/151:38 pmPDX - MSP
1 stop8h 26mAlaska Airlines
Tue 11/251:34 pmMSP - PDX
Nonstop3h 47mAlaska Airlines
Deal found 10/26$197

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 October 27, 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

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 12/19

11:59 pm-5:21 am

Nonstop3h 22m

Minneapolis St Paul

Wed 12/31

3:12 pm-5:02 pm

Nonstop3h 50m

$178

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Sun 12/21

6:50 pm-12:12 am

Nonstop3h 22m

Minneapolis St Paul

Wed 12/24

3:36 pm-5:26 pm

Nonstop3h 50m

$193

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 11/21

6:18 pm-11:36 pm

Nonstop3h 18m

Minneapolis St Paul

Tue 12/2

9:40 am-11:35 am

Nonstop3h 55m

$193

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 1/20

7:05 am-1:10 pm

Nonstop4h 05m

Chicago O'Hare Intl

Thu 2/5

2:06 pm-4:48 pm

Nonstop4h 42m

$227

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 12/10

7:04 am-1:09 pm

Nonstop4h 05m

Chicago O'Hare Intl

Mon 12/15

8:00 am-1:50 pm

1 stop7h 50m

$237

PortlandChicago

PDX - ORD

PDXORD

Portland

Sun 1/25

7:05 am-1:10 pm

Nonstop4h 05m

Chicago O'Hare Intl

Mon 1/26

2:06 pm-4:48 pm

Nonstop4h 42m

$237

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Wed 12/3

12:32 am-5:49 am

Nonstop3h 17m

Minneapolis St Paul

Mon 12/8

6:58 pm-8:52 pm

Nonstop3h 54m

$239

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 12/5

6:15 am-11:33 am

Nonstop3h 18m

Minneapolis St Paul

Mon 12/8

3:56 pm-5:43 pm

Nonstop3h 47m

$239

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Thu 12/4

6:15 am-11:33 am

Nonstop3h 18m

Minneapolis St Paul

Wed 12/10

11:00 am-12:54 pm

Nonstop3h 54m

$240

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Tue 11/25

6:18 pm-11:36 pm

Nonstop3h 18m

Minneapolis St Paul

Tue 12/2

9:40 am-11:35 am

Nonstop3h 55m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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, August is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $82). Flying from Portland to Wisconsin in February is currently the most expensive (average of $287). 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 October 27, 2025.

It’s optimal to fly from Portland to Wisconsin in the afternoon. By choosing this option you can save up to 51% on the cost of your flight, compared to a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Portland to Wisconsin. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their Portland 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 October 27, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines 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.
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,996 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,999 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,031 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Allegiant Air
7.2
Good
695 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Portland to Wisconsin?

    Airlines like Sun Country Air, Alaska Airlines, and Delta fly from Portland to Wisconsin in about 3h 17m. The time it takes to get you to your destination is usually consistent. The distance from Portland to Wisconsin is about 1422 mi. Most flights are nonstop.

  • 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 $89 on Sun Country Air. Other airlines that offer cheap prices include United Airlines from $109 and American Airlines from $126 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, August is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $82). Flying from Portland to Wisconsin in February is currently the most expensive (average of $287). 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 7 airlines flying from Portland to Wisconsin

Discover the top 7 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$89Average$170FlexibilityNo cancel feeOn-time88%
FrontierCheapest$128Average$259FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$503FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$258Average$520FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$283Average$477FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$328Average$583FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$357Average$523FlexibilityNo cancel feeOn-time63%

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