Wisconsin

$60+ Cheap flights from Portland (PDX) to Wisconsin

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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
4月 4 — 4月 111
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Cheap flight deals from Portland to Wisconsin

Cheapest flights from Portland to Wisconsin
Explore the most affordable flight options available from Portland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3月 5, 2026.

This Booking.com deal was found by Cheapflights users on 3/2. 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.
水 6/246:28 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
月 6/299:05 pm
MSP
-
PDX
Nonstop3h 38m
Sun Country Air
Deal found 3/2$213
This Sun Country Air deal was found by Cheapflights users on 3/2. 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.
水 6/176:28 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
日 6/219:05 pm
MSP
-
PDX
Nonstop3h 38m
Sun Country Air
Deal found 3/2$214
This Priceline deal was found by Cheapflights users on 3/4. 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.
水 6/2412:23 pm
PDX
-
MSP
1 stop9h 40m
Multiple Airlines
月 6/299:05 pm
MSP
-
PDX
Nonstop3h 38m
Multiple Airlines
Deal found 3/4$215
This Southwest deal was found by Cheapflights users on 3/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
土 4/1111:55 pm
PDX
-
MSP
1 stop7h 10m
Southwest
土 4/1812:50 pm
MSP
-
PDX
1 stop9h 35m
Southwest
Deal found 3/2$217
This CheapOair deal was found by Cheapflights users on 3/3. 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.
土 6/66:28 pm
PDX
-
MSP
Nonstop3h 15m
Multiple Airlines
水 6/106:55 am
MSP
-
PDX
1 stop6h 18m
Multiple Airlines
Deal found 3/3$218
This Kiwi.com deal was found by Cheapflights users on 3/5. 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.
水 4/1512:28 pm
PDX
-
ORD
1 stop19h 22m
Frontier
火 4/2110:45 am
ORD
-
PDX
2 stops27h 07m
Frontier
Deal found 3/5$218
This United Airlines deal was found by Cheapflights users on 3/2. 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.
月 4/611:59 pm
PDX
-
MSP
1 stop6h 51m
United Airlines
金 4/105:15 pm
MSP
-
PDX
1 stop8h 44m
United Airlines
Deal found 3/2$219
This Kiwi.com deal was found by Cheapflights users on 3/4. 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.
水 4/1512:28 pm
PDX
-
ORD
1 stop19h 22m
Frontier
土 4/185:50 am
ORD
-
PDX
2 stops30h 30m
Frontier
Deal found 3/4$219
This Priceline deal was found by Cheapflights users on 2/28. 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.
火 5/191:48 pm
PDX
-
MSP
1 stop8h 10m
Frontier
火 5/266:55 am
MSP
-
PDX
1 stop6h 18m
Frontier
Deal found 2/28$220
This Trip.com deal was found by Cheapflights users on 3/3. 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.
土 4/1812:27 pm
PDX
-
ORD
1 stop19h 18m
Multiple Airlines
土 4/256:00 am
ORD
-
PDX
1 stop6h 56m
Multiple Airlines
Deal found 3/3$220
This Frontier deal was found by Cheapflights users on 3/3. 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.
土 6/63:12 pm
PDX
-
MSP
1 stop6h 51m
Frontier
水 6/106:55 am
MSP
-
PDX
1 stop6h 18m
Frontier
Deal found 3/3$221
This Kiwi.com deal was found by Cheapflights users on 2/28. 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.
木 4/1611:48 am
PDX
-
ORD
2 stops35h 04m
Frontier
日 4/1910:50 am
ORD
-
PDX
1 stop26h 13m
Frontier
Deal found 2/28$221

Find flight deals from Portland to Wisconsin

Keep the following information in mind while searching for Portland to Wisconsin flight deals. Data was last updated 3月 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$214
(Sun Country Air)

One-way from

$60
(Trip.com)

Popular in

February

Cheapest in

January

Average price

$522
Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.
Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.
From Portland to Wisconsin
One-way flight from Portland to Wisconsin
Highest demand for flights based on searches. 10% potential increase in price ($50 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in March 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Wisconsin 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 3月 5, 2026.
Use the filters below to find and compare flights from Portland to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

水 6/17

6:28 pm-11:43 pm

Nonstop3h 15m

Minneapolis St Paul

日 6/21

9:05 pm-10:43 pm

Nonstop3h 38m

$214

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

金 5/1

4:15 pm-11:40 pm

1 stop5h 25m

Minneapolis St Paul

日 5/10

5:30 am-9:38 am

1 stop6h 08m

$219

PortlandAppleton

PDX - ATW

PDXATW

Portland

水 4/15

11:40 pm-1:00 pm

2 stops11h 20m

Appleton Intl

水 4/22

6:31 pm-11:57 pm

1 stop7h 26m

$256

PortlandChicago

PDX - ORD

PDXORD

Portland

木 4/16

2:30 pm-8:34 pm

Nonstop4h 04m

Chicago O'Hare Intl

火 4/21

6:25 am-12:25 pm

1 stop8h 00m

$259

PortlandChicago

PDX - ORD

PDXORD

Portland

月 4/6

3:30 pm-1:28 am

1 stop7h 58m

Chicago O'Hare Intl

土 4/11

8:00 pm-10:34 pm

Nonstop4h 34m

$266

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

水 5/13

5:00 am-1:31 pm

1 stop6h 31m

Milwaukee-Mitchell

水 5/13

5:56 pm-11:55 pm

1 stop7h 59m

$272

PortlandAppleton

PDX - ATW

PDXATW

Portland

水 4/15

7:32 pm-10:31 am

2 stops12h 59m

Appleton Intl

土 4/25

12:05 pm-5:32 pm

1 stop7h 27m

$276

PortlandAppleton

PDX - ATW

PDXATW

Portland

土 4/18

6:15 am-3:38 pm

1 stop7h 23m

Appleton Intl

土 4/25

7:00 am-5:32 pm

2 stops12h 32m

$276

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

水 4/15

2:35 pm-11:10 pm

1 stop6h 35m

Milwaukee-Mitchell

水 4/22

4:05 pm-11:10 pm

1 stop9h 05m

$277

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

水 4/15

5:00 am-2:27 pm

1 stop7h 27m

Milwaukee-Mitchell

土 4/18

3:52 pm-10:58 pm

1 stop9h 06m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Portland to Wisconsin

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

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

Currently, October is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $79). Flying from Portland to Wisconsin in November is currently the most expensive (average of $281). 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.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated 3月 5, 2026.
See what other customers who have flown with Southwest, Delta, and United Airlines from Portland to Wisconsin have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

KOA - HNL

pretty smooth and fast service ever, that flight is very helpful each and everyone for price and also fright for free..

Related info for your journey

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

    Most people fly from Portland (PDX) if they book a flight from Portland to Wisconsin. Portland is conveniently located just 6.0 mi from Portland’s city center.

  • How long is the flight from Portland to Wisconsin?

    Airlines like Sun Country Air, United Airlines, and American Airlines fly from Portland to Wisconsin in about 3h 15m. The time it takes to get you to your destination can typically vary by up to 8h 05m. The distance from Portland to Wisconsin is about 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 Portland to Wisconsin one-way?

    One-way options have recently been found by users for as low as $64 on Allegiant Air. Other airlines that offer cheap prices include American Airlines from $114 and United Airlines from $118 one-way.

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

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $79). Flying from Portland to Wisconsin in November is currently the most expensive (average of $281). 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

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Alternative routes for Portland to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Portland to Wisconsin

Discover the top 7 airlines that operate flights from Portland to Wisconsin. 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 3月 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$71Average$160FlexibilityNo cancel feeOn-time88%
DeltaCheapest$88Average$477FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$149Average$258FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$209Average$478FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$488FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$307Average$403FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$339Average$514FlexibilityNo cancel feeOn-time63%

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