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$74+ 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 6/19. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Jun 25 — Jul 21
Thu 6/25
Thu 7/2
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 May 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/21. 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 5/297:30 am
ATW
-
PDX
Nonstop4h 11m
Allegiant Air
Fri 6/510:34 am
PDX
-
ATW
Nonstop3h 34m
Allegiant Air
Deal found 5/21$146
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 5/297:30 am
ATW
-
PDX
Nonstop4h 11m
Allegiant Air
Mon 6/110:31 am
PDX
-
ATW
Nonstop3h 44m
Allegiant Air
Deal found 5/21$149
This Kiwi.com deal was found by Cheapflights users on 5/23. 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 6/17:30 am
ATW
-
PDX
Nonstop4h 11m
Allegiant Air
Fri 6/510:34 am
PDX
-
ATW
Nonstop3h 34m
Allegiant Air
Deal found 5/23$160
This Cheapflightsfares deal was found by Cheapflights users on 5/22. 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 6/57:30 am
ATW
-
PDX
Nonstop4h 14m
Allegiant Air
Mon 6/810:34 am
PDX
-
ATW
Nonstop3h 34m
Allegiant Air
Deal found 5/22$181
This Cheapflightsfares deal was found by Cheapflights users on 5/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/257:30 am
ATW
-
PDX
Nonstop4h 11m
Allegiant Air
Mon 6/110:31 am
PDX
-
ATW
Nonstop3h 44m
Allegiant Air
Deal found 5/21$184
This Kiwi.com deal was found by Cheapflights users on 5/23. 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.
Fri 5/297:30 am
ATW
-
PDX
Nonstop4h 11m
Allegiant Air
Mon 6/810:34 am
PDX
-
ATW
Nonstop3h 34m
Allegiant Air
Deal found 5/23$186
This Super.com deal was found by Cheapflights users on 5/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/299:05 pm
MSP
-
PDX
Nonstop3h 38m
Sun Country Air
Tue 7/76:28 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
Deal found 5/25$236
This Cheapflightsfares deal was found by Cheapflights users on 5/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/203:20 pm
MSP
-
PDX
Nonstop3h 37m
Sun Country Air
Fri 9/256:22 pm
PDX
-
MSP
Nonstop3h 17m
Sun Country Air
Deal found 5/24$237
This Sun Country Air deal was found by Cheapflights users on 5/25. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/203:20 pm
MSP
-
PDX
Nonstop3h 37m
Sun Country Air
Thu 9/246:15 pm
PDX
-
MSP
Nonstop3h 17m
Sun Country Air
Deal found 5/25$238
This Super.com deal was found by Cheapflights users on 5/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/229:05 pm
MSP
-
PDX
Nonstop3h 38m
Sun Country Air
Fri 6/2611:59 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
Deal found 5/22$246
This Cheapflightsfares deal was found by Cheapflights users on 5/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/269:05 pm
MSP
-
PDX
Nonstop3h 38m
Sun Country Air
Sun 7/511:59 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
Deal found 5/24$247
This Sun Country Air deal was found by Cheapflights users on 5/25. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/143:40 pm
MSP
-
PDX
Nonstop3h 37m
Sun Country Air
Thu 9/246:15 pm
PDX
-
MSP
Nonstop3h 17m
Sun Country Air
Deal found 5/25$248

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 May 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$181
(Cheapflightsfares)

One-way from

$74
(Kiwi.com)

Popular in

November

Cheapest in

September

Average price

$376

Good round-trip deal

$229 or less

Good one-way deal

$106 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. 2% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 26, 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

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Tue 7/21

3:50 pm-5:29 pm

Nonstop3h 39m

Portland

Thu 7/30

11:59 pm-5:14 am

Nonstop3h 15m

$268

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Sun 7/5

9:05 pm-10:43 pm

Nonstop3h 38m

Portland

Tue 7/14

6:28 pm-11:43 pm

Nonstop3h 15m

$298
Quickest round-trip

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Thu 7/23

9:45 am-11:22 am

Nonstop3h 37m

Portland

Wed 7/29

6:15 pm-11:30 pm

Nonstop3h 15m

$308

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 7/16

7:20 am-9:45 am

Nonstop4h 25m

Portland

Tue 7/21

10:59 pm-5:00 am

Nonstop4h 01m

$326

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 6/27

6:55 am-11:42 am

1 stop6h 47m

Portland

Fri 7/3

1:25 pm-11:18 pm

1 stop7h 53m

$330

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 6/25

6:59 am-9:33 am

Nonstop4h 34m

Portland

Tue 6/30

4:15 pm-12:44 am

1 stop6h 29m

$331

Eau ClairePortland

EAU - PDX

EAUPDX

Eau Claire

Fri 9/18

5:00 am-11:28 am

1 stop8h 28m

Portland

Fri 9/25

2:27 pm-10:52 pm

1 stop6h 25m

$334

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Tue 6/23

5:11 pm-12:50 am

1 stop9h 39m

Portland

Mon 6/29

12:40 am-10:38 am

1 stop7h 58m

$335

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 7/28

6:55 am-11:41 am

1 stop6h 46m

Portland

Wed 8/12

5:30 am-4:43 pm

1 stop9h 13m

$335

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Thu 7/2

2:45 pm-8:17 pm

1 stop7h 32m

Portland

Wed 7/8

3:00 pm-11:00 pm

1 stop6h 00m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/21

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, September is the cheapest month in which you can book a flight from Wisconsin to Portland (average of $72). Flying from Wisconsin to Portland in December is currently the most expensive (average of $283). 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 May 26, 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?

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?

    Sun Country Air, Alaska Airlines, and Delta can get you from Wisconsin to Portland in just under 3h 39m. 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 $97 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 Madison Truax Field - 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 $72). Flying from Wisconsin to Portland in December is currently the most expensive (average of $283). 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
Vancouver
Lincoln City
Longview
Lake Oswego
Hillsboro
Clackamas
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Wilsonville
Depoe Bay
Stevenson
Tillamook
Astoria
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 7 airlines flying from Wisconsin to Portland

Discover the top 7 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 May 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$128Average$230FlexibilityNo cancel feeOn-time88%
FrontierCheapest$214Average$300FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$236Average$425FlexibilityNo cancel feeOn-time71%
DeltaCheapest$250Average$440FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$266Average$437FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$276Average$435FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$319Average$441FlexibilityNo cancel feeOn-time63%

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