Wisconsin

$64+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Feb 10 — Feb 171
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Wisconsin with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 11, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$197
(American Airlines)

One-way from

$64
(Trip.com)

Popular in

March

Cheapest in

January

Average price

$341
Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.
Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.
From Portland to Wisconsin
One-way flight from Portland to Wisconsin
High demand for flights, 0% potential price rise
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in January 2026

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 January 11, 2026.

This American Airlines deal was found by Cheapflights users on 1/10. 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.
Sat 2/1411:40 pmPDX - MSP
1 stop8h 17mAmerican Airlines
Sat 2/216:27 pmMSP - PDX
1 stop7h 50mAmerican Airlines
Deal found 1/10$197
This Southwest deal was found by Cheapflights users on 1/8. 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.
Thu 2/128:45 pmPDX - MSP
1 stop12h 10mSouthwest
Mon 2/166:50 amMSP - PDX
1 stop9h 40mSouthwest
Deal found 1/8$203
This Alaska Airlines deal was found by Cheapflights users on 1/8. 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 4/169:00 amPDX - MSP
1 stop12h 59mAlaska Airlines
Sun 4/193:01 pmMSP - PDX
Nonstop3h 49mAlaska Airlines
Deal found 1/8$207
This Expedia deal was found by Cheapflights users on 1/10. 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.
Mon 3/3012:52 pmPDX - MSP
1 stop6h 17mMultiple Airlines
Wed 4/15:12 pmMSP - PDX
1 stop6h 26mMultiple Airlines
Deal found 1/10$209
This CheapOair deal was found by Cheapflights users on 1/9. 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.
Fri 6/511:59 pmPDX - MSP
Nonstop3h 15mSun Country Air
Mon 6/83:20 pmMSP - PDX
Nonstop3h 39mSun Country Air
Deal found 1/9$211
This United Airlines deal was found by Cheapflights users on 1/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/194:00 pmPDX - MSP
1 stop5h 38mUnited Airlines
Fri 2/2011:19 amMSP - PDX
1 stop9h 30mUnited Airlines
Deal found 1/9$213
This Kiwi.com deal was found by Cheapflights users on 1/9. 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.
Mon 3/1612:04 pmPDX - MSP
1 stop9h 53mFrontier
Mon 3/2310:36 pmMSP - PDX
1 stop12h 22mFrontier
Deal found 1/9$216
This American Airlines deal was found by Cheapflights users on 1/9. 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.
Sun 2/810:15 pmPDX - MSP
1 stop10h 10mAmerican Airlines
Sun 2/155:00 amMSP - PDX
1 stop7h 58mAmerican Airlines
Deal found 1/9$217
This Delta deal was found by Cheapflights users on 1/9. 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.
Sat 2/71:39 pmPDX - ORD
1 stop6h 13mDelta
Sun 2/157:40 amORD - PDX
1 stop9h 31mDelta
Deal found 1/9$217
This Alaska Airlines deal was found by Cheapflights users on 1/8. 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 1/312:38 pmPDX - ORD
1 stop7h 12mAlaska Airlines
Thu 2/52:06 pmORD - PDX
Nonstop4h 42mAlaska Airlines
Deal found 1/8$218
This Frontier deal was found by Cheapflights users on 1/10. 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.
Mon 3/912:04 pmPDX - MSP
1 stop9h 53mFrontier
Thu 3/126:45 amMSP - PDX
1 stop6h 24mFrontier
Deal found 1/10$219
This Kiwi.com deal was found by Cheapflights users on 1/9. 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.
Sat 1/312:38 pmPDX - ORD
1 stop7h 12mAlaska Airlines
Sat 2/142:07 pmORD - PDX
Nonstop4h 43mAlaska Airlines
Deal found 1/9$219

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 January 11, 2026.
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

Tue 2/24

2:15 pm-9:40 pm

1 stop5h 25m

Minneapolis St Paul

Sat 2/28

5:25 pm-10:30 pm

1 stop7h 05m

$197

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Thu 4/16

1:35 pm-11:59 pm

1 stop8h 24m

Minneapolis St Paul

Tue 4/21

7:00 am-12:35 pm

1 stop7h 35m

$207

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 2/7

1:39 pm-9:52 pm

1 stop6h 13m

Chicago O'Hare Intl

Sun 2/15

7:40 am-3:11 pm

1 stop9h 31m

$217

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 2/10

7:00 am-1:05 pm

Nonstop4h 05m

Chicago O'Hare Intl

Tue 2/17

12:45 pm-3:27 pm

Nonstop4h 42m

$217

PortlandChicago

PDX - ORD

PDXORD

Portland

Mon 2/23

3:59 pm-11:52 pm

1 stop5h 53m

Chicago O'Hare Intl

Sun 3/1

6:45 pm-11:53 pm

1 stop7h 08m

$220

PortlandChicago

PDX - ORD

PDXORD

Portland

Sun 2/1

1:30 pm-11:53 pm

1 stop8h 23m

Chicago O'Hare Intl

Sun 2/15

7:40 am-3:11 pm

1 stop9h 31m

$220

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Thu 2/12

8:45 pm-10:55 am

1 stop12h 10m

Minneapolis St Paul

Mon 2/16

6:50 am-2:30 pm

1 stop9h 40m

$223

PortlandChicago

PDX - ORD

PDXORD

Portland

Sun 3/8

7:00 am-1:11 pm

Nonstop4h 11m

Chicago O'Hare Intl

Wed 3/11

2:07 pm-4:50 pm

Nonstop4h 43m

$227

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 2/7

7:00 am-1:05 pm

Nonstop4h 05m

Chicago O'Hare Intl

Sun 2/8

9:10 am-11:57 am

Nonstop4h 47m

$227

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 3/4

7:00 am-1:11 pm

Nonstop4h 11m

Chicago O'Hare Intl

Mon 3/9

2:07 pm-4:50 pm

Nonstop4h 43m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/9

Showing 1-10 of 60 results
1
2
3
...
6

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 November is currently the most expensive (average of $281). 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.

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 January 11, 2026.
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.

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 Southwest, Alaska Airlines, and Delta fly from Portland to Wisconsin in about 5h 25m. The time it takes to get you to your destination can typically vary by up to 2h 59m. 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 $64 on Allegiant Air. Other airlines that offer cheap prices include American Airlines from $114 and Delta from $114 one-way.

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

  • 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 November is currently the most expensive (average of $281). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.

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 January 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$83Average$169FlexibilityNo cancel feeOn-time88%
FrontierCheapest$149Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$503FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$476FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$503FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$304Average$414FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$341Average$510FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.