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$71+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Aug 24 — Aug 311
Mon 8/24
Mon 8/31
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 July 25, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:30 am
ATW
-
PDX
Nonstop4h 14m
Multiple Airlines
Thu 9/31:47 pm
PDX
-
ATW
1 stop30h 41m
Multiple Airlines
Deal found 7/23$239
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 8/177:30 am
ATW
-
PDX
Nonstop4h 14m
Multiple Airlines
Fri 9/412:20 pm
PDX
-
ATW
1 stop8h 50m
Multiple Airlines
Deal found 7/24$250
This CheapOair deal was found by Cheapflights users on 7/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:54 pm
MSN
-
PDX
1 stop22h 41m
Frontier
Fri 10/2312:34 pm
PDX
-
MSN
1 stop28h 13m
Frontier
Deal found 7/23$267
This CheapOair deal was found by Cheapflights users on 7/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:54 pm
MSN
-
PDX
1 stop22h 41m
Frontier
Tue 10/135:35 pm
PDX
-
MSN
1 stop23h 12m
Frontier
Deal found 7/20$270
This CheapOair deal was found by Cheapflights users on 7/24. 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 10/27:42 pm
MSN
-
PDX
1 stop22h 53m
Frontier
Sun 10/43:22 pm
PDX
-
MSN
1 stop25h 25m
Frontier
Deal found 7/24$271
This CheapOair deal was found by Cheapflights users on 7/24. 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 10/27:42 pm
MSN
-
PDX
1 stop22h 53m
Frontier
Tue 10/205:35 pm
PDX
-
MSN
1 stop23h 12m
Frontier
Deal found 7/24$272
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:55 pm
MSP
-
PDX
Nonstop3h 37m
Multiple Airlines
Sat 8/2912:20 pm
PDX
-
MSP
1 stop6h 42m
Multiple Airlines
Deal found 7/23$274
This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:40 pm
MSP
-
PDX
Nonstop3h 37m
Sun Country Air
Mon 10/266:15 pm
PDX
-
MSP
Nonstop3h 17m
Sun Country Air
Deal found 7/22$275
This Trip.com deal was found by Cheapflights users on 7/23. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/149:45 am
MSP
-
PDX
Nonstop3h 39m
Multiple Airlines
Tue 8/185:56 pm
PDX
-
MSP
1 stop17h 10m
Multiple Airlines
Deal found 7/23$276
This Cheapflightsfares deal was found by Cheapflights users on 7/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:40 pm
MSP
-
PDX
Nonstop3h 37m
Sun Country Air
Mon 9/286:04 pm
PDX
-
MSP
Nonstop3h 17m
Sun Country Air
Deal found 7/20$277
This Expedia deal was found by Cheapflights users on 7/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1710:12 pm
MSP
-
PDX
1 stop20h 59m
Frontier
Thu 8/201:47 pm
PDX
-
MSP
1 stop27h 50m
Frontier
Deal found 7/22$278
This Travelocity deal was found by Cheapflights users on 7/22. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:35 pm
MSP
-
PDX
Nonstop3h 37m
Multiple Airlines
Sun 10/1112:34 pm
PDX
-
MSP
1 stop18h 24m
Multiple Airlines
Deal found 7/22$279

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 July 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(Kiwi.com)

One-way from

$71
(Super.com)

Popular in

July

Cheapest in

May

Average price

$572

Good round-trip deal

$264 or less

Good one-way deal

$127 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. 10% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Wisconsin to Portland.
Search Deals
Price to beat on a one-way 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 July 25, 2026.
Use the filters below to find and compare flights from Wisconsin to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Tue 9/22

2:47 pm-8:16 pm

1 stop7h 29m

Portland

Mon 9/28

12:25 am-8:22 am

1 stop5h 57m

$321

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 9/24

5:00 am-9:27 am

1 stop6h 27m

Portland

Thu 10/1

8:30 am-2:43 pm

Nonstop4h 13m

$327

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 8/27

2:18 pm-10:55 pm

1 stop10h 37m

Portland

Tue 9/1

11:48 am-11:59 pm

1 stop10h 11m

$327

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 9/1

4:25 pm-10:15 pm

2 stops7h 50m

Portland

Wed 9/9

6:35 am-4:40 pm

2 stops8h 05m

$337

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 9/25

7:40 pm-11:40 pm

1 stop6h 00m

Portland

Sat 10/3

1:42 pm-9:38 pm

1 stop5h 56m

$337

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Tue 10/20

12:34 pm-9:40 pm

1 stop11h 06m

Portland

Thu 10/29

1:38 pm-9:40 pm

1 stop6h 02m

$337

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Fri 8/14

2:06 pm-10:09 pm

1 stop10h 03m

Portland

Sun 8/23

12:35 am-10:20 am

1 stop7h 45m

$349

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Mon 9/14

4:19 pm-11:10 pm

1 stop8h 51m

Portland

Fri 9/18

12:25 am-10:17 am

1 stop7h 52m

$349

WausauPortland

CWA - PDX

CWAPDX

Wausau Central Wisconsin

Fri 9/25

4:20 pm-8:16 pm

1 stop5h 56m

Portland

Sat 10/3

6:00 am-3:40 pm

1 stop7h 40m

$349

DuluthPortland

DLH - PDX

DLHPDX

Duluth Intl

Thu 1/14

12:00 pm-4:24 pm

1 stop6h 24m

Portland

Tue 1/19

3:10 pm-10:48 pm

1 stop5h 38m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

Showing 1-10 of 60 resultsSorted by cheapest first
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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, October is the cheapest month in which you can book a flight from Wisconsin to Portland (average of $298). Flying from Wisconsin to Portland in November is currently the most expensive (average of $511). 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 July 25, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wisconsin to Portland as you normally would.

How much does it cost to fly round-trip from Wisconsin to Portland?

Airfare is below average for this route at the moment.
Wisconsin to Portland flights typically cost between $426 and $564 in September.
The cheapest round-trip price found within the last 5 days was $317 on American Airlines (Sep 12-Sep 16).

How far ahead should I book a flight from Wisconsin to Portland?

Booking 79 days in advance of your planned departure date is, on average, the best time to get cheap flights from Wisconsin to Portland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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?

    Delta, United Airlines, and Alaska Airlines can get you from Wisconsin to Portland in just under 6h 27m. Your travel time can differ by up to 4h 10m. Airlines will cover a distance of 1733 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 $98 and $111 on Alaska Airlines and Southwest, 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, October is the cheapest month in which you can book a flight from Wisconsin to Portland (average of $298). Flying from Wisconsin to Portland in November is currently the most expensive (average of $511). 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
Beaverton
Seaside
Lincoln City
Vancouver
Longview
Lake Oswego
Hillsboro
Kelso
Clackamas
Troutdale
Cannon Beach
Long Beach
McMinnville
The Dalles
Wilsonville
Depoe Bay
Stevenson
Tillamook
Astoria
Gresham

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Alternative routes for Wisconsin to Portland

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Top 6 airlines flying from Wisconsin to Portland

Discover the top 6 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 July 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$128Average$250FlexibilityNo cancel feeOn-time88%
DeltaCheapest$249Average$453FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$251Average$443FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$276Average$436FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$280Average$452FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$320Average$498FlexibilityNo cancel feeOn-time63%

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