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$104+ Cheap flights from Wisconsin to Portland (PDX)

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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Wisconsin to Portland

Cheapest flights from Wisconsin to Portland
Explore the most affordable flight options available from Wisconsin to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/283:54 pmMSP - PDX
Nonstop3h 50mSun Country Air
Sun 1/46:43 pmPDX - MSP
Nonstop3h 22mSun Country Air
Deal found 12/22$258
This Frontier deal was found by Cheapflights users on 12/22. 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.
Thu 12/256:45 amMSP - PDX
1 stop6h 58mFrontier
Thu 1/112:47 pmPDX - MSP
1 stop9h 15mFrontier
Deal found 12/22$278
This Mytrip deal was found by Cheapflights users on 12/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:45 amMSP - PDX
1 stop6h 58mMultiple Airlines
Thu 1/16:20 pmPDX - MSP
Nonstop3h 22mMultiple Airlines
Deal found 12/22$301
This Priceline deal was found by Cheapflights users on 12/21. 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.
Thu 12/256:45 amMSP - PDX
1 stop6h 58mFrontier
Thu 12/2512:47 pmPDX - MSP
1 stop9h 15mFrontier
Deal found 12/21$304
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/243:36 pmMSP - PDX
Nonstop3h 50mSun Country Air
Wed 12/316:02 pmPDX - MSP
Nonstop3h 22mSun Country Air
Deal found 12/22$333
This Mytrip deal was found by Cheapflights users on 12/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:45 amMSP - PDX
1 stop6h 58mMultiple Airlines
Sun 12/286:44 pmPDX - MSP
Nonstop3h 22mMultiple Airlines
Deal found 12/22$341
This Frontier deal was found by Cheapflights users on 12/22. 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.
Thu 12/256:45 amMSP - PDX
1 stop6h 58mFrontier
Sun 1/412:47 pmPDX - MSP
1 stop9h 15mFrontier
Deal found 12/22$367
This Booking.com deal was found by Cheapflights users on 12/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:34 pmMSP - PDX
1 stop18h 09mMultiple Airlines
Fri 1/26:00 pmPDX - MSP
Nonstop3h 22mMultiple Airlines
Deal found 12/22$377
This Priceline deal was found by Cheapflights users on 12/22. 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.
Thu 12/256:45 amMSP - PDX
1 stop6h 58mFrontier
Sun 12/2812:47 pmPDX - MSP
1 stop9h 15mFrontier
Deal found 12/22$383
This Trip.com deal was found by Cheapflights users on 12/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:42 pmMSP - PDX
1 stop17h 01mFrontier
Thu 1/112:47 pmPDX - MSP
1 stop9h 15mFrontier
Deal found 12/22$397
This Mytrip deal was found by Cheapflights users on 12/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:45 amMSP - PDX
1 stop6h 58mMultiple Airlines
Sat 12/277:08 pmPDX - MSP
Nonstop3h 22mMultiple Airlines
Deal found 12/21$400
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 12/267:44 pmORD - PDX
1 stop24h 24mMultiple Airlines
Wed 12/317:00 amPDX - ORD
Nonstop4h 09mMultiple Airlines
Deal found 12/21$411

Find flight deals from Wisconsin to Portland

Keep the following information in mind while searching for Wisconsin to Portland flight deals. Data was last updated December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$159
(Alaska Airlines)

One-way from

$104
(United Airlines)

Popular in

March

Cheapest in

September

Average price

$446

Good round-trip deal

$318 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Portland flights.
Search Deals
From Wisconsin to Portland
Search Deals
One-way flight from Wisconsin to Portland
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Wisconsin to Portland.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Portland 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 December 23, 2025.
Use the filters below to find and compare flights from Wisconsin to Portland that are best for you.

Fly from

Wisconsin

Fly to

Portland

Route

Depart

Return

Price

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Fri 1/23

5:00 am-10:50 am

1 stop7h 50m

Portland

Sun 1/25

6:45 am-5:00 pm

1 stop8h 15m

$179

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Sat 3/21

5:12 pm-9:38 pm

1 stop6h 26m

Portland

Tue 3/24

10:45 am-4:16 pm

Nonstop3h 31m

$193

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Fri 2/27

6:29 am-10:46 am

1 stop6h 17m

Portland

Fri 3/6

3:52 pm-11:55 pm

1 stop6h 03m

$216

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Mon 1/19

7:12 am-2:46 pm

1 stop9h 34m

Portland

Mon 1/26

7:45 am-6:58 pm

1 stop9h 13m

$217

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Mon 1/19

7:12 am-2:46 pm

1 stop9h 34m

Portland

Sat 1/24

5:00 am-3:48 pm

2 stops8h 48m

$222

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 1/14

4:15 pm-6:56 pm

Nonstop4h 41m

Portland

Sat 1/17

1:24 pm-9:15 pm

1 stop5h 51m

$223

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 2/17

2:20 pm-6:48 pm

1 stop6h 28m

Portland

Thu 2/26

5:30 am-1:22 pm

1 stop5h 52m

$225

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Tue 2/3

7:00 am-12:38 pm

1 stop7h 38m

Portland

Mon 2/23

8:30 am-11:55 pm

1 stop13h 25m

$226

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 1/14

6:06 pm-10:46 pm

1 stop6h 40m

Portland

Sun 1/18

7:05 am-1:10 pm

Nonstop4h 05m

$227

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 1/14

9:10 am-11:57 am

Nonstop4h 47m

Portland

Sun 1/18

5:00 am-2:55 pm

1 stop7h 55m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

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

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

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

Currently, September is the cheapest month in which you can book a flight from Wisconsin to Portland (average of $128). Flying from Wisconsin to Portland in January 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 WI to PDX?

Find hourly flight availability from Wisconsin to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.

It’s optimal to fly from Wisconsin to Portland in the evening. By choosing this option you can save up to 54% on the cost of your flight, compared to a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Wisconsin to Portland. Price data was last updated on December 20, 2025.

Travelers seeking maximum savings on their Wisconsin to Portland flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Portland. 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 into for flights to Portland from Wisconsin?

    Portland (PDX) is the airport you will fly into if you book a flight from Wisconsin to Portland. It is only a 6.0 mi journey from Portland (PDX) to Portland’s city center.

  • How long is the flight from Wisconsin to Portland?

    Southwest, Alaska Airlines, and United Airlines can get you from Wisconsin to Portland in just under 6h 26m. Your travel time can differ by up to 3h 08m. Airlines will cover a distance of 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 Wisconsin to Portland one-way?

    For one-way options, check prices for Allegiant Air. According to our data, you can fly for as low as $64. Users have also found prices from $95 and $98 on Frontier and Alaska Airlines, respectively.

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

    While some choose either Minneapolis St Paul - Portland or Milwaukee-Mitchell - Portland, Chicago O'Hare Intl - Portland is the most popular route from Wisconsin to Portland.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to Portland (average of $128). Flying from Wisconsin to Portland in January 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Clackamas
Lincoln City
Longview
Lake Oswego
Beaverton
McMinnville
Hillsboro
Troutdale
Cannon Beach
Long Beach
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Tillamook
Pacific City
Gresham

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Wisconsin to Portland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Wisconsin to Portland

Discover the top 8 airlines that operate flights from Wisconsin to Portland. 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$275FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$128Average$213FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$228Average$463FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$269Average$441FlexibilityNo cancel feeOn-time71%
DeltaCheapest$271Average$457FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$276Average$435FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$278Average$287FlexibilityNo cancel feeOn-time85%
SouthwestCheapest$328Average$438FlexibilityNo cancel feeOn-time63%

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