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$85+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PDX
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Wisconsin to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$135
(Booking.com)

One-way from

$85
(Mytrip)

Good round-trip deal

$276 or less
From Wisconsin to Portland
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One-way flight from Wisconsin to Portland
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Price to beat on a round-trip flight from Wisconsin to Portland.
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Find 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 January 21, 2025.

This Booking.com deal was found by Cheapflights users on 1/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/610:32 amMKE - PDX
1 stop16h 10mFrontier
Sat 3/86:32 amPDX - MKE
1 stop24h 00mFrontier
Deal found 1/20$135
This Frontier deal was found by Cheapflights users on 1/19. 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 4/247:37 pmMSN - PDX
1 stop7h 05mFrontier
Sun 4/276:20 amPDX - MSN
1 stop10h 27mFrontier
Deal found 1/19$150
This Trip.com deal was found by Cheapflights users on 1/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/36:00 amMSP - PDX
1 stop7h 01mFrontier
Wed 2/57:35 amPDX - MSP
1 stop13h 33mFrontier
Deal found 1/20$159
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/226:59 pmMSP - PDX
Nonstop3h 49mDelta
Thu 3/2712:59 amPDX - MSP
Nonstop3h 11mDelta
Deal found 1/20$169
This FlightHub deal was found by Cheapflights users on 1/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/13:54 pmMSP - PDX
Nonstop3h 37mMultiple Airlines
Mon 5/56:20 amPDX - MSP
1 stop16h 13mMultiple Airlines
Deal found 1/19$170
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Mon 6/239:06 pmMSP - PDX
Nonstop3h 40mSun Country Air
Wed 7/211:59 pmPDX - MSP
Nonstop3h 14mSun Country Air
Deal found 1/21$186
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/255:00 amORD - PDX
3 stops30h 21mSpirit Airlines
Sat 3/18:28 pmPDX - ORD
1 stop7h 39mSpirit Airlines
Deal found 1/20$205
This Booking.com deal was found by Cheapflights users on 1/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/86:45 amORD - PDX
1 stop19h 52mMultiple Airlines
Wed 4/97:20 amPDX - ORD
2 stops13h 01mMultiple Airlines
Deal found 1/20$207
This United Airlines deal was found by Cheapflights users on 1/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/215:50 amMSP - PDX
1 stop5h 50mUnited Airlines
Mon 8/255:45 amPDX - MSP
1 stop6h 39mUnited Airlines
Deal found 1/21$221
This Alaska Airlines deal was found by Cheapflights users on 1/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/254:05 pmORD - PDX
Nonstop4h 39mAlaska Airlines
Tue 3/117:00 amPDX - ORD
Nonstop4h 04mAlaska Airlines
Deal found 1/21$227
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2612:10 pmATW - PDX
1 stop7h 22mDelta
Tue 3/412:59 amPDX - ATW
1 stop8h 31mDelta
Deal found 1/20$229
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/44:00 pmMSN - PDX
1 stop7h 00mUnited Airlines
Wed 2/125:00 amPDX - MSN
1 stop6h 17mUnited Airlines
Deal found 1/20$229

Find flights from Wisconsin to Portland within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MilwaukeePortland

MKE - PDX

MKEPDX

Milwaukee-Mitchell

Thu 3/6

10:32 am-12:42 am

1 stop16h 10m

Portland

Sat 3/8

6:32 am-8:32 am

1 stop24h 00m

$135

MadisonPortland

MSN - PDX

MSNPDX

Madison Truax Field

Thu 4/24

7:37 pm-12:42 am

1 stop7h 05m

Portland

Sun 4/27

6:20 am-6:47 pm

1 stop10h 27m

$150

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Mon 2/3

6:00 am-11:01 am

1 stop7h 01m

Portland

Wed 2/5

7:35 am-11:08 pm

1 stop13h 33m

$159

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Sat 3/22

6:59 pm-8:48 pm

Nonstop3h 49m

Portland

Thu 3/27

12:59 am-6:10 am

Nonstop3h 11m

$169

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Thu 5/1

3:54 pm-5:31 pm

Nonstop3h 37m

Portland

Mon 5/5

6:20 am-12:33 am

1 stop16h 13m

$170

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Thu 6/12

9:06 pm-10:46 pm

Nonstop3h 40m

Portland

Mon 6/16

11:59 pm-5:13 am

Nonstop3h 14m

$187

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 2/25

5:00 am-9:21 am

3 stops30h 21m

Portland

Sat 3/1

8:28 pm-6:07 am

1 stop7h 39m

$205

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 4/8

6:45 am-12:37 am

1 stop19h 52m

Portland

Wed 4/9

7:20 am-10:21 pm

2 stops13h 01m

$207

MinneapolisPortland

MSP - PDX

MSPPDX

Minneapolis St Paul

Thu 3/20

5:24 am-9:54 am

1 stop6h 30m

Portland

Tue 3/25

1:39 pm-11:44 pm

2 stops8h 05m

$225

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 2/25

4:05 pm-6:44 pm

Nonstop4h 39m

Portland

Tue 3/11

7:00 am-1:04 pm

Nonstop4h 04m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

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.

Travel insights for flights from Wisconsin to Portland

Get recent, data-driven insights about flights from Wisconsin to Portland including ideal travel times, pricing trends, and more.

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

Currently, November is the cheapest month in which you can book a flight from Wisconsin to Portland (average of $277). Flying from Wisconsin to Portland in March is currently the most expensive (average of $376). 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 January 21, 2025.

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.

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Portland when rainfall is around 0.7 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated January 21, 2025.
Read through reviews of airlines operating flights from Wisconsin to Portland, such as American Airlines, United Airlines and Sun Country Air. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,984 reviews
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
801 reviews
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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.

  • What are the cheapest airlines to fly from Wisconsin to Portland one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $85. Users have also found prices from $98 and $100 on Sun Country Air and Spirit 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, November is the cheapest month in which you can book a flight from Wisconsin to Portland (average of $277). Flying from Wisconsin to Portland in March is currently the most expensive (average of $376). 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 Wisconsin?

Book flights to Wisconsin if you plan to visit one of these locations
Seaside
Lincoln City
Beaverton
Vancouver
McMinnville
Lake Oswego
Hillsboro
Gresham
Long Beach
Cannon Beach
Tigard
Hood River
Astoria
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Wilsonville
Silverton

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 9 airlines flying from Wisconsin to Portland

Discover the top 9 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$108Average$215FlexibilityNo cancel feeOn-time65%
FrontierCheapest$116Average$259FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$125Average$338FlexibilityNo cancel feeOn-time83%
Allegiant AirCheapest$125Average$216FlexibilityNo cancel feeOn-time88%
Alaska AirlinesCheapest$209Average$420FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$242Average$526FlexibilityNo cancel feeOn-time71%
DeltaCheapest$269Average$525FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$288Average$545FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$373Average$464FlexibilityNo cancel feeOn-time63%
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