Wisconsin

$55+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Apr 9 — Apr 161
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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 March 10, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 3/10. 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.
Fri 6/510:34 am
PDX
-
ATW
Nonstop3h 34m
Allegiant Air
Mon 6/87:30 am
ATW
-
PDX
Nonstop4h 14m
Allegiant Air
Deal found 3/10$148
This Sun Country Air deal was found by Cheapflights users on 3/7. 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 6/1211:59 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
Sat 6/203:50 pm
MSP
-
PDX
Nonstop3h 39m
Sun Country Air
Deal found 3/7$214
This Travelocity deal was found by Cheapflights users on 3/9. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:23 pm
PDX
-
MSP
1 stop21h 30m
Multiple Airlines
Mon 8/313:05 pm
MSP
-
PDX
Nonstop3h 42m
Multiple Airlines
Deal found 3/9$215
This Gotogate deal was found by Cheapflights users on 3/7. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:25 pm
PDX
-
MSP
Nonstop3h 21m
Multiple Airlines
Sat 4/257:50 am
MSP
-
PDX
1 stop5h 52m
Multiple Airlines
Deal found 3/7$216
This Trip.com deal was found by Cheapflights users on 3/6. 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 4/1812:27 pm
PDX
-
MSP
2 stops19h 12m
Multiple Airlines
Sun 4/263:48 pm
MSP
-
PDX
Nonstop3h 31m
Multiple Airlines
Deal found 3/6$217
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 4/1512:28 pm
PDX
-
ORD
1 stop19h 22m
Frontier
Thu 4/164:28 pm
ORD
-
PDX
2 stops20h 35m
Frontier
Deal found 3/6$217
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 7/2410:23 am
PDX
-
ATW
Nonstop3h 44m
Allegiant Air
Mon 7/277:30 am
ATW
-
PDX
Nonstop4h 03m
Allegiant Air
Deal found 3/6$219
This Frontier deal was found by Cheapflights users on 3/6. 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.
Tue 6/212:23 pm
PDX
-
MSP
1 stop9h 40m
Frontier
Thu 7/306:55 am
MSP
-
PDX
1 stop6h 18m
Frontier
Deal found 3/6$220
This Travelocity deal was found by Cheapflights users on 3/8. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/81:35 pm
PDX
-
ORD
1 stop8h 24m
Multiple Airlines
Wed 4/157:21 pm
ORD
-
PDX
1 stop18h 29m
Multiple Airlines
Deal found 3/8$220
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Thu 4/1611:48 am
PDX
-
MSP
1 stop7h 58m
Multiple Airlines
Sun 4/193:48 pm
MSP
-
PDX
Nonstop3h 31m
Multiple Airlines
Deal found 3/9$221
This Super.com deal was found by Cheapflights users on 3/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:27 pm
PDX
-
ORD
1 stop19h 18m
Frontier
Wed 4/227:21 pm
ORD
-
PDX
1 stop18h 29m
Frontier
Deal found 3/10$221
This Trip.com deal was found by Cheapflights users on 3/6. 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 4/2512:27 pm
PDX
-
MSP
1 stop9h 31m
Frontier
Fri 5/16:45 am
MSP
-
PDX
1 stop6h 18m
Frontier
Deal found 3/6$222

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 March 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$148
(Cheapflightsfares)

One-way from

$55
(Trip.com)

Popular in

February

Cheapest in

January

Average price

$567

Good round-trip deal

$319 or less
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. 8% potential increase in price ($43 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in March 2026
Price to beat on a round-trip flight from Portland to Wisconsin.

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 March 10, 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

Wed 6/17

6:28 pm-11:43 pm

Nonstop3h 15m

Minneapolis St Paul

Sun 6/21

9:05 pm-10:43 pm

Nonstop3h 38m

$214

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Thu 7/16

6:10 pm-11:25 pm

Nonstop3h 15m

Minneapolis St Paul

Wed 7/22

3:30 pm-5:09 pm

Nonstop3h 39m

$229

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 4/22

5:30 am-1:23 pm

1 stop5h 53m

Chicago O'Hare Intl

Wed 4/29

6:00 pm-11:56 pm

1 stop7h 56m

$265

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 5/9

2:41 pm-8:43 pm

Nonstop4h 02m

Chicago O'Hare Intl

Thu 5/14

8:00 pm-10:35 pm

Nonstop4h 35m

$269

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 4/7

1:55 pm-12:40 am

1 stop8h 45m

Chicago O'Hare Intl

Tue 4/14

3:53 pm-11:56 pm

2 stops10h 03m

$270

PortlandAppleton

PDX - ATW

PDXATW

Portland

Wed 4/15

2:30 pm-11:03 pm

1 stop6h 33m

Appleton Intl

Sat 4/18

12:34 pm-6:34 pm

1 stop8h 00m

$271

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 5/13

5:00 am-1:31 pm

1 stop6h 31m

Milwaukee-Mitchell

Wed 5/13

5:56 pm-11:55 pm

1 stop7h 59m

$272

PortlandGreen Bay

PDX - GRB

PDXGRB

Portland

Sat 5/2

3:16 pm-11:31 pm

1 stop6h 15m

Green Bay Austin-Straubel

Sat 5/9

7:30 am-4:59 pm

2 stops11h 29m

$276

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 4/22

12:45 pm-11:55 pm

2 stops9h 10m

Chicago O'Hare Intl

Wed 4/29

11:55 am-9:00 pm

2 stops11h 05m

$281

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 4/7

1:55 pm-12:40 am

1 stop8h 45m

Chicago O'Hare Intl

Thu 4/9

2:20 pm-8:59 pm

1 stop8h 39m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

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 March 10, 2026.
See what other customers who have flown with Southwest,Delta, andUnited 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.

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

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..

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

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..

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

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..

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

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..

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

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..

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

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, Delta, and United 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 2h 38m. 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 Delta from $114 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 March 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$71Average$160FlexibilityNo cancel feeOn-time88%
DeltaCheapest$88Average$481FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$149Average$258FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$209Average$478FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$484FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$307Average$403FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$339Average$506FlexibilityNo cancel feeOn-time63%

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