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Wisconsin

$68+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
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 November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$180
(Kiwi.com)

One-way from

$68
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$403

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. 2% potential increase in price ($11 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 November 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 November 26, 2025.

This Frontier deal was found by Cheapflights users on 11/25. 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.
Tue 12/3012:47 pmPDX - MSP
1 stop9h 06mFrontier
Thu 1/86:45 amMSP - PDX
1 stop6h 30mFrontier
Deal found 11/25$182
This Priceline deal was found by Cheapflights users on 11/25. 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 12/266:56 pmPDX - MSP
Nonstop3h 22mMultiple Airlines
Thu 1/16:45 amMSP - PDX
1 stop6h 58mMultiple Airlines
Deal found 11/25$186
This Alaska Airlines deal was found by Cheapflights users on 11/23. 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.
Mon 12/157:16 amPDX - MSP
Nonstop3h 27mAlaska Airlines
Tue 12/231:32 pmMSP - PDX
Nonstop3h 54mAlaska Airlines
Deal found 11/23$187
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1812:47 pmPDX - MSP
1 stop9h 15mFrontier
Wed 12/317:34 pmMSP - PDX
1 stop18h 09mFrontier
Deal found 11/25$191
This Kiwi.com deal was found by Cheapflights users on 11/26. 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.
Tue 12/3012:47 pmPDX - MSP
1 stop9h 06mFrontier
Sat 1/1010:40 amMSP - PDX
1 stop26h 35mFrontier
Deal found 11/26$193
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:47 pmPDX - MSP
1 stop9h 06mFrontier
Wed 1/710:40 amMSP - PDX
1 stop26h 35mFrontier
Deal found 11/25$195
This Kiwi.com deal was found by Cheapflights users on 11/26. 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.
Wed 12/315:10 amPDX - MSP
1 stop6h 42mAlaska Airlines
Wed 1/77:00 amMSP - PDX
1 stop8h 48mAlaska Airlines
Deal found 11/26$196
This Alaska Airlines deal was found by Cheapflights users on 11/25. 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.
Wed 12/313:59 pmPDX - MSP
1 stop6h 00mAlaska Airlines
Sat 1/107:00 amMSP - PDX
1 stop9h 00mAlaska Airlines
Deal found 11/25$197
This Alaska Airlines deal was found by Cheapflights users on 11/25. 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.
Sat 12/139:44 pmPDX - ORD
1 stop6h 37mAlaska Airlines
Wed 12/178:00 amORD - PDX
1 stop7h 50mAlaska Airlines
Deal found 11/25$243
This Alaska Airlines deal was found by Cheapflights users on 11/25. 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.
Wed 12/107:04 amPDX - ORD
Nonstop4h 05mAlaska Airlines
Mon 12/158:59 pmORD - PDX
1 stop14h 48mAlaska Airlines
Deal found 11/25$244
This Expedia deal was found by Cheapflights users on 11/25. 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.
Fri 12/1212:55 pmPDX - ORD
1 stop9h 17mMultiple Airlines
Thu 12/187:00 amORD - PDX
Nonstop4h 50mMultiple Airlines
Deal found 11/25$245
This Expedia deal was found by Cheapflights users on 11/25. 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.
Wed 12/107:44 pmPDX - ORD
1 stop8h 37mMultiple Airlines
Sun 12/147:00 amORD - PDX
1 stop6h 56mMultiple Airlines
Deal found 11/25$246

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 November 26, 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

Thu 1/1

7:15 am-12:36 pm

Nonstop3h 21m

Minneapolis St Paul

Tue 1/6

1:32 pm-3:26 pm

Nonstop3h 54m

$187

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 12/26

6:56 pm-12:18 am

Nonstop3h 22m

Minneapolis St Paul

Thu 1/1

3:30 pm-5:20 pm

Nonstop3h 50m

$223

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Mon 12/15

7:16 am-12:43 pm

Nonstop3h 27m

Minneapolis St Paul

Fri 12/19

1:32 pm-3:26 pm

Nonstop3h 54m

$237

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Wed 1/21

12:40 am-6:02 am

Nonstop3h 22m

Minneapolis St Paul

Sun 1/25

6:45 pm-8:32 pm

Nonstop3h 47m

$239

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Mon 12/15

6:15 am-11:33 am

Nonstop3h 18m

Minneapolis St Paul

Tue 12/16

3:56 pm-5:43 pm

Nonstop3h 47m

$239

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Wed 12/17

6:15 am-11:33 am

Nonstop3h 18m

Minneapolis St Paul

Wed 12/24

6:40 pm-8:34 pm

Nonstop3h 54m

$239

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Wed 12/31

6:15 am-11:33 am

Nonstop3h 18m

Minneapolis St Paul

Fri 1/9

6:26 pm-8:12 pm

Nonstop3h 46m

$239

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 1/2

7:15 am-12:36 pm

Nonstop3h 21m

Minneapolis St Paul

Sun 1/11

7:00 am-10:46 pm

1 stop17h 46m

$242

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Tue 12/30

7:15 am-12:36 pm

Nonstop3h 21m

Minneapolis St Paul

Tue 1/6

1:32 pm-3:26 pm

Nonstop3h 54m

$248

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Wed 12/31

7:15 am-12:36 pm

Nonstop3h 21m

Minneapolis St Paul

Mon 1/5

1:32 pm-3:26 pm

Nonstop3h 54m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

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, October is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $79). Flying from Portland to Wisconsin in February is currently the most expensive (average of $288). 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 November 26, 2025.

It’s optimal to fly from Portland to Wisconsin in the afternoon. By choosing this option you can save up to 57% 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 November 25, 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 November 26, 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
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

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
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

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
7,998 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

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
9,046 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

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
11,038 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

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
700 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

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 Alaska Airlines, Sun Country Air, and Delta fly from Portland to Wisconsin in about 3h 21m. 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 Frontier from $97 and Alaska Airlines from $98 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 - Appleton Intl 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, October is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $79). Flying from Portland to Wisconsin in February is currently the most expensive (average of $288). 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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$89Average$170FlexibilityNo cancel feeOn-time88%
FrontierCheapest$149Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$502FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$258Average$514FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$283Average$475FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$324Average$580FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$357Average$514FlexibilityNo cancel feeOn-time63%

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