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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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
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 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$178
(Alaska Airlines)

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 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:26 pmPDX - MSP
2 stops26h 36mFrontier
Thu 12/186:45 amMSP - PDX
1 stop6h 58mFrontier
Deal found 11/19$186
This Alaska Airlines deal was found by Cheapflights users on 11/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/101:34 pmPDX - MSP
1 stop8h 25mAlaska Airlines
Wed 12/171:39 pmMSP - PDX
Nonstop3h 49mAlaska Airlines
Deal found 11/19$187
This Alaska Airlines deal was found by Cheapflights users on 11/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/101:34 pmPDX - MSP
1 stop8h 25mAlaska Airlines
Fri 12/121:39 pmMSP - PDX
Nonstop3h 49mAlaska Airlines
Deal found 11/19$189
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1112:51 pmPDX - MSP
1 stop9h 11mMultiple Airlines
Thu 12/183:36 pmMSP - PDX
Nonstop3h 50mMultiple Airlines
Deal found 11/19$190
This Alaska Airlines deal was found by Cheapflights users on 11/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1110:40 amPDX - MSP
1 stop11h 19mAlaska Airlines
Fri 12/191:32 pmMSP - PDX
Nonstop3h 54mAlaska Airlines
Deal found 11/19$193
This Alaska Airlines deal was found by Cheapflights users on 11/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:16 amPDX - MSP
Nonstop3h 27mAlaska Airlines
Thu 12/181:32 pmMSP - PDX
Nonstop3h 54mAlaska Airlines
Deal found 11/20$197
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Fri 12/1210:15 pmPDX - MSP
1 stop9h 03mAmerican Airlines
Fri 12/198:20 pmMSP - PDX
1 stop7h 18mAmerican Airlines
Deal found 11/19$198
This Alaska Airlines deal was found by Cheapflights users on 11/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:16 amPDX - MSP
Nonstop3h 27mAlaska Airlines
Thu 12/181:32 pmMSP - PDX
Nonstop3h 54mAlaska Airlines
Deal found 11/19$199
This Alaska Airlines deal was found by Cheapflights users on 11/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:16 amPDX - MSP
Nonstop3h 27mAlaska Airlines
Fri 12/122:55 pmMSP - PDX
1 stop20h 37mAlaska Airlines
Deal found 11/19$202
This Frontier deal was found by Cheapflights users on 11/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/712:51 pmPDX - MSP
1 stop9h 11mFrontier
Sun 12/147:00 amMSP - PDX
1 stop6h 56mFrontier
Deal found 11/19$205
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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.
Fri 12/196:14 pmPDX - MSP
Nonstop3h 22mSun Country Air
Mon 12/223:24 pmMSP - PDX
Nonstop3h 50mSun Country Air
Deal found 11/19$207
This Alaska Airlines deal was found by Cheapflights users on 11/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:16 amPDX - MSP
Nonstop3h 27mAlaska Airlines
Wed 12/171:39 pmMSP - PDX
Nonstop3h 49mAlaska Airlines
Deal found 11/19$208

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 20, 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 12/12

10:40 am-11:59 pm

1 stop11h 19m

Minneapolis St Paul

Sun 12/14

1:39 pm-3:28 pm

Nonstop3h 49m

$207

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Thu 2/19

11:59 pm-8:55 am

1 stop6h 56m

Minneapolis St Paul

Mon 2/23

5:40 pm-10:59 pm

1 stop7h 19m

$217

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 12/19

6:14 pm-11:36 pm

Nonstop3h 22m

Minneapolis St Paul

Sun 12/21

4:00 pm-5:50 pm

Nonstop3h 50m

$228

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Sun 12/14

1:34 pm-11:59 pm

1 stop8h 25m

Minneapolis St Paul

Thu 12/18

1:32 pm-3:26 pm

Nonstop3h 54m

$229

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Sun 12/14

1:34 pm-11:59 pm

1 stop8h 25m

Minneapolis St Paul

Fri 12/19

1:32 pm-3:26 pm

Nonstop3h 54m

$229

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Thu 1/8

1:53 pm-7:15 pm

Nonstop3h 22m

Minneapolis St Paul

Sat 1/17

11:00 am-12:46 pm

Nonstop3h 46m

$239

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Mon 1/12

6:00 am-11:24 am

Nonstop3h 24m

Minneapolis St Paul

Fri 1/16

6:26 pm-8:12 pm

Nonstop3h 46m

$239

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Wed 2/18

12:40 am-6:02 am

Nonstop3h 22m

Minneapolis St Paul

Mon 2/23

3:50 pm-5:35 pm

Nonstop3h 45m

$239

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Thu 2/5

12:40 am-6:02 am

Nonstop3h 22m

Minneapolis St Paul

Sun 2/8

6:45 pm-8:32 pm

Nonstop3h 47m

$239

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Wed 1/21

12:40 am-6:02 am

Nonstop3h 22m

Minneapolis St Paul

Mon 1/26

3:50 pm-5:35 pm

Nonstop3h 45m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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 20, 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 2, 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.

How much does it cost to fly round-trip from Portland 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 November 20, 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
4,251 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
8,002 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
9,028 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
11,047 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
700 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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 Alaska Airlines, United Airlines, and Sun Country Air fly from Portland to Wisconsin in about 3h 22m. The time it takes to get you to your destination can typically vary by up to 7h 57m. The distance from Portland to Wisconsin is about 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 Portland to Wisconsin one-way?

    One-way options have recently been found by users for as low as $89 on Alaska Airlines. Other airlines that offer cheap prices include Sun Country Air from $89 and Southwest from $99 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, 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 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$89Average$170FlexibilityNo cancel feeOn-time88%
FrontierCheapest$148Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$507FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$254Average$476FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$517FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$328Average$582FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$357Average$515FlexibilityNo cancel feeOn-time63%

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