Wisconsin

$138+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Jul 10 — Jul 171
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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 June 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/1310:23 am
PDX
-
ATW
Nonstop3h 44m
Allegiant Air
Fri 7/177:30 am
ATW
-
PDX
Nonstop4h 03m
Allegiant Air
Deal found 6/9$205
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Fri 7/1010:23 am
PDX
-
ATW
Nonstop3h 44m
Allegiant Air
Fri 7/177:30 am
ATW
-
PDX
Nonstop4h 03m
Allegiant Air
Deal found 6/9$242
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/310:23 am
PDX
-
ATW
Nonstop3h 44m
Allegiant Air
Fri 7/177:30 am
ATW
-
PDX
Nonstop4h 03m
Allegiant Air
Deal found 6/7$250
This Cheapflightsfares deal was found by Cheapflights users on 6/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1611:59 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
Sun 7/199:05 pm
MSP
-
PDX
Nonstop3h 38m
Sun Country Air
Deal found 6/7$267
This CheapOair deal was found by Cheapflights users on 6/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:15 pm
PDX
-
MSP
Nonstop3h 17m
Multiple Airlines
Sun 9/2710:58 am
MSP
-
PDX
1 stop7h 37m
Multiple Airlines
Deal found 6/5$271
This Super.com deal was found by Cheapflights users on 6/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:30 pm
PDX
-
MSP
Nonstop3h 17m
Sun Country Air
Mon 8/313:05 pm
MSP
-
PDX
Nonstop3h 37m
Sun Country Air
Deal found 6/6$276
This Cheapflightsfares deal was found by Cheapflights users on 6/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/911:59 pm
PDX
-
MSP
Nonstop3h 15m
Sun Country Air
Sun 7/199:05 pm
MSP
-
PDX
Nonstop3h 38m
Sun Country Air
Deal found 6/7$277
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Fri 7/310:23 am
PDX
-
ATW
Nonstop3h 44m
Allegiant Air
Fri 7/107:30 am
ATW
-
PDX
Nonstop4h 03m
Allegiant Air
Deal found 6/9$277
This Sun Country Air deal was found by Cheapflights users on 6/7. 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.
Sun 8/2311:59 pm
PDX
-
MSP
Nonstop3h 17m
Sun Country Air
Mon 8/313:05 pm
MSP
-
PDX
Nonstop3h 37m
Sun Country Air
Deal found 6/7$278
This Travelocity deal was found by Cheapflights users on 6/6. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:22 pm
PDX
-
MSP
1 stop28h 13m
Multiple Airlines
Mon 9/143:40 pm
MSP
-
PDX
Nonstop3h 37m
Multiple Airlines
Deal found 6/6$279
This Mytrip deal was found by Cheapflights users on 6/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/911:59 pm
PDX
-
MSP
Nonstop3h 15m
Multiple Airlines
Thu 7/2310:15 pm
MSP
-
PDX
1 stop20h 36m
Multiple Airlines
Deal found 6/6$280
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:34 am
PDX
-
ATW
Nonstop3h 44m
Allegiant Air
Mon 8/177:30 am
ATW
-
PDX
Nonstop4h 14m
Allegiant Air
Deal found 6/7$280

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 June 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$205
(Kiwi.com)

One-way from

$138
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$576

Good round-trip deal

$155 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. 10% potential increase in price ($55 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in June 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 June 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

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 10/14

11:55 am-9:09 pm

1 stop7h 14m

Milwaukee-Mitchell

Tue 10/20

5:50 pm-11:47 pm

1 stop7h 57m

$305

PortlandChicago

PDX - ORD

PDXORD

Portland

Sun 7/12

10:59 pm-5:00 am

Nonstop4h 01m

Chicago O'Hare Intl

Wed 7/15

7:20 am-9:45 am

Nonstop4h 25m

$326

PortlandMinneapolis

PDX - MSP

PDXMSP

Portland

Fri 9/4

11:30 pm-9:45 am

1 stop8h 15m

Minneapolis St Paul

Wed 9/9

6:45 pm-10:15 pm

1 stop5h 30m

$333

PortlandMadison

PDX - MSN

PDXMSN

Portland

Sun 9/20

12:20 am-8:22 am

1 stop6h 02m

Madison Truax Field

Sat 9/26

6:10 am-10:39 am

1 stop6h 29m

$335

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 7/1

10:59 pm-5:00 am

Nonstop4h 01m

Chicago O'Hare Intl

Wed 7/8

7:20 am-9:45 am

Nonstop4h 25m

$337

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 7/31

12:33 am-8:35 am

1 stop6h 02m

Chicago O'Hare Intl

Sat 8/8

3:00 pm-8:17 pm

1 stop7h 17m

$339

PortlandMadison

PDX - MSN

PDXMSN

Portland

Tue 9/8

12:40 am-8:20 am

1 stop5h 40m

Madison Truax Field

Sun 9/13

5:55 pm-11:34 pm

1 stop7h 39m

$340

PortlandMadison

PDX - MSN

PDXMSN

Portland

Wed 8/5

12:35 am-8:16 am

1 stop5h 41m

Madison Truax Field

Tue 8/11

12:10 pm-5:34 pm

1 stop7h 24m

$340

PortlandMilwaukee

PDX - MKE

PDXMKE

Portland

Wed 10/21

11:55 am-9:09 pm

1 stop7h 14m

Milwaukee-Mitchell

Sat 10/31

6:45 am-12:29 pm

1 stop7h 44m

$344

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 7/4

12:13 pm-6:19 pm

Nonstop4h 06m

Chicago O'Hare Intl

Fri 7/10

6:42 pm-12:22 am

1 stop7h 40m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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, August is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $61). Flying from Portland to Wisconsin in March is currently the most expensive (average of $304). 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 PDX to WI?

Find hourly flight availability from Portland to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 10, 2026.

When flying from Portland to Wisconsin, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from Portland to Wisconsin?

How far ahead should I book a flight from Portland to Wisconsin?

Booking 41 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland to Wisconsin. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 June 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.

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 Allegiant Air, Delta, and American Airlines fly from Portland to Wisconsin in about 3h 44m. The time it takes to get you to your destination can typically vary by up to 3h 34m. The distance from Portland to Wisconsin is about 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 Portland to Wisconsin one-way?

    One-way options have recently been found by users for as low as $70 on Allegiant Air. Other airlines that offer cheap prices include United Airlines from $118 and American Airlines from $138 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, August is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $61). Flying from Portland to Wisconsin in March is currently the most expensive (average of $304). 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 June 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$75Average$157FlexibilityNo cancel feeOn-time88%
DeltaCheapest$88Average$471FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$149Average$304FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$209Average$476FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$453FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$307Average$506FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$322Average$535FlexibilityNo cancel feeOn-time63%

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