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$54+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
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 February 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:48 pm
MSP
-
PDX
Nonstop3h 31m
Multiple Airlines
Mon 4/2711:48 am
PDX
-
MSP
1 stop10h 10m
Multiple Airlines
Deal found 2/10$195
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 6/17:30 am
ATW
-
PDX
Nonstop4h 11m
Allegiant Air
Fri 6/1210:34 am
PDX
-
ATW
Nonstop3h 34m
Allegiant Air
Deal found 2/9$197
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/189:05 pm
MSP
-
PDX
Nonstop3h 38m
Sun Country Air
Sun 6/2811:59 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
Deal found 2/10$197
This Sun Country Air deal was found by Cheapflights users on 2/8. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/193:20 pm
MSP
-
PDX
Nonstop3h 39m
Sun Country Air
Fri 6/1911:59 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
Deal found 2/8$198
This Expedia deal was found by Cheapflights users on 2/10. 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.
Tue 5/58:15 am
MSP
-
PDX
1 stop6h 47m
Multiple Airlines
Sun 5/106:30 pm
PDX
-
MSP
Nonstop3h 21m
Multiple Airlines
Deal found 2/10$199
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/131:25 pm
MSP
-
PDX
1 stop25h 37m
Frontier
Wed 4/151:48 pm
PDX
-
MSP
1 stop8h 10m
Frontier
Deal found 2/10$201
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/87:30 am
ATW
-
PDX
Nonstop4h 14m
Allegiant Air
Fri 6/1210:34 am
PDX
-
ATW
Nonstop3h 34m
Allegiant Air
Deal found 2/8$203
This Priceline deal was found by Cheapflights users on 2/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:15 am
MSP
-
PDX
1 stop6h 47m
Multiple Airlines
Sun 4/268:00 am
PDX
-
MSP
Nonstop3h 21m
Multiple Airlines
Deal found 2/8$204
This Trip.com deal was found by Cheapflights users on 2/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/72:07 pm
ORD
-
PDX
Nonstop4h 43m
Hawaiian Airlines
Sat 3/143:52 pm
PDX
-
ORD
1 stop6h 04m
Hawaiian Airlines
Deal found 2/9$205
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/189:05 pm
MSP
-
PDX
Nonstop3h 38m
Sun Country Air
Thu 6/2511:59 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
Deal found 2/10$205
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Wed 3/412:45 pm
ORD
-
PDX
Nonstop4h 42m
United Airlines
Sun 3/811:59 pm
PDX
-
ORD
Nonstop3h 54m
United Airlines
Deal found 2/9$207
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:21 pm
MSP
-
PDX
2 stops15h 47m
Frontier
Tue 4/141:48 pm
PDX
-
MSP
1 stop8h 10m
Frontier
Deal found 2/10$207

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 February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$195
(Kiwi.com)

One-way from

$54
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$417

Good round-trip deal

$249 or less

Good one-way deal

$98 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. 1% potential increase in price ($6 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 February 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 February 11, 2026.
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

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 4/24

9:25 pm-11:58 pm

Nonstop4h 33m

Portland

Wed 4/29

11:59 pm-6:03 am

Nonstop4h 04m

$207

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 3/13

8:04 pm-10:45 pm

Nonstop4h 41m

Portland

Tue 3/17

11:59 pm-5:53 am

Nonstop3h 54m

$207

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 3/10

4:40 pm-7:14 pm

Nonstop4h 34m

Portland

Fri 3/13

11:59 pm-5:53 am

Nonstop3h 54m

$207

AppletonPortland

ATW - PDX

ATWPDX

Appleton Intl

Mon 5/25

7:30 am-9:41 am

Nonstop4h 11m

Portland

Fri 5/29

10:31 am-4:15 pm

Nonstop3h 44m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 5/9

12:30 pm-5:15 pm

1 stop6h 45m

Portland

Sat 5/16

5:17 am-1:33 pm

1 stop6h 16m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 3/11

2:07 pm-4:50 pm

Nonstop4h 43m

Portland

Sat 3/14

3:52 pm-11:56 pm

1 stop6h 04m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 4/11

7:25 am-1:09 pm

1 stop7h 44m

Portland

Tue 4/14

1:25 pm-9:18 pm

1 stop5h 53m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 4/23

8:48 pm-9:31 am

1 stop14h 43m

Portland

Sat 4/25

7:55 am-2:08 pm

Nonstop4h 13m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 4/1

2:20 pm-8:59 pm

1 stop8h 39m

Portland

Tue 4/7

1:55 pm-12:40 am

1 stop8h 45m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 4/17

9:05 am-11:41 am

Nonstop4h 36m

Portland

Mon 4/20

2:10 pm-8:14 pm

Nonstop4h 04m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

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 November 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.

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?

    United Airlines, Allegiant Air, and Delta can get you from Wisconsin to Portland in just under 4h 11m. Your travel time can differ by up to 2h 34m. Airlines will cover a distance of 1656 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 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 $128). Flying from Wisconsin to Portland in November 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
Hillsboro
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Beaverton
Depoe Bay
Stevenson
Wilsonville
Tillamook
Pacific City
Gresham

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 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 February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$128Average$209FlexibilityNo cancel feeOn-time88%
Hawaiian AirlinesCheapest$139Average$287FlexibilityNo cancel feeOn-time85%
FrontierCheapest$165Average$275FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$228Average$461FlexibilityNo cancel feeOn-time69%
DeltaCheapest$250Average$435FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$269Average$436FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$276Average$435FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$319Average$433FlexibilityNo cancel feeOn-time63%

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