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Wisconsin

$79+ Cheap flights from Portland, ME (PWM) 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 7/10. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap 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 12, 2025.

Round-trip from

$168
(Sun Country Air)

One-way from

$79
(Sun Country Air)

Popular in

May

Cheapest in

August

Average price

$487
From Portland to Wisconsin
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One-way flight from Portland to Wisconsin
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Highest demand for flights based on searches. 11% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find 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 12, 2025.

This Sun Country Air deal was found by Cheapflights users on 6/11. 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 6/2912:46 pmPWM - MSP
Nonstop3h 08mSun Country Air
Sun 7/68:00 amMSP - PWM
Nonstop2h 39mSun Country Air
Deal found 6/11$168
This Delta deal was found by Cheapflights users on 6/12. 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.
Thu 7/3111:40 amPWM - MSP
Nonstop3h 05mDelta
Tue 8/56:55 amMSP - PWM
Nonstop2h 40mDelta
Deal found 6/12$199
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/266:00 amPWM - ORD
Nonstop2h 57mAmerican Airlines
Mon 6/307:09 pmORD - PWM
Nonstop2h 38mAmerican Airlines
Deal found 6/11$219
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/110:05 amPWM - ORD
1 stop7h 47mUnited Airlines
Wed 7/96:30 pmORD - PWM
Nonstop2h 31mUnited Airlines
Deal found 6/10$229
This JetBlue deal was found by Cheapflights users on 6/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/22:19 pmPWM - ORD
1 stop9h 09mJetBlue
Tue 8/56:10 amORD - PWM
1 stop6h 13mJetBlue
Deal found 6/11$233
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/306:56 pmPWM - ORD
1 stop6h 03mDelta
Sat 7/127:00 amORD - PWM
1 stop16h 57mDelta
Deal found 6/10$235
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/15:30 amPWM - ORD
1 stop7h 20mSouthwest
Fri 7/111:50 pmORD - PWM
1 stop9h 15mSouthwest
Deal found 6/10$244
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:33 pmPWM - ATW
1 stop4h 19mDelta
Tue 9/95:34 amATW - PWM
1 stop5h 55mDelta
Deal found 6/10$245
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/165:57 pmPWM - MSP
1 stop7h 11mAmerican Airlines
Thu 8/215:36 pmMSP - PWM
1 stop5h 11mAmerican Airlines
Deal found 6/10$259
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/149:03 amPWM - MSN
1 stop8h 42mAmerican Airlines
Mon 8/182:34 pmMSN - PWM
1 stop7h 25mAmerican Airlines
Deal found 6/12$259
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/65:30 pmPWM - GRB
1 stop6h 52mDelta
Tue 9/912:06 pmGRB - PWM
2 stops10h 57mDelta
Deal found 6/10$265
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/215:57 pmPWM - MKE
1 stop7h 14mAmerican Airlines
Wed 8/276:00 amMKE - PWM
1 stop4h 34mAmerican Airlines
Deal found 6/11$271

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 12, 2025.
Use the filters below to find and compare flights from Portland to Wisconsin that are best for you.

Fly from

Portland

Fly to

Wisconsin

Route

Depart

Return

Price

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Sun 6/29

12:46 pm-2:54 pm

Nonstop3h 08m

Minneapolis St Paul

Sun 7/6

8:00 am-11:39 am

Nonstop2h 39m

$168

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Thu 7/31

11:40 am-1:45 pm

Nonstop3h 05m

Minneapolis St Paul

Tue 8/5

6:55 am-10:35 am

Nonstop2h 40m

$199

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 6/26

6:00 am-7:57 am

Nonstop2h 57m

Chicago O'Hare Intl

Mon 6/30

7:09 pm-10:47 pm

Nonstop2h 38m

$219

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 7/1

10:05 am-4:52 pm

1 stop7h 47m

Chicago O'Hare Intl

Wed 7/9

6:30 pm-10:01 pm

Nonstop2h 31m

$229

PortlandChicago

PWM - ORD

PWMORD

Portland

Sat 8/2

2:19 pm-10:28 pm

1 stop9h 09m

Chicago O'Hare Intl

Tue 8/5

6:10 am-1:23 pm

1 stop6h 13m

$233

PortlandChicago

PWM - ORD

PWMORD

Portland

Mon 6/30

6:56 pm-11:59 pm

1 stop6h 03m

Chicago O'Hare Intl

Sat 7/12

7:00 am-12:57 am

1 stop16h 57m

$235

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 7/1

5:30 am-11:50 am

1 stop7h 20m

Chicago O'Hare Intl

Fri 7/11

1:50 pm-12:05 am

1 stop9h 15m

$244

PortlandAppleton

PWM - ATW

PWMATW

Portland

Sat 9/6

6:33 pm-9:52 pm

1 stop4h 19m

Appleton Intl

Tue 9/9

5:34 am-12:29 pm

1 stop5h 55m

$245

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

Sat 8/16

5:57 pm-12:08 am

1 stop7h 11m

Minneapolis St Paul

Thu 8/21

5:36 pm-11:47 pm

1 stop5h 11m

$259

PortlandMadison

PWM - MSN

PWMMSN

Portland

Thu 8/14

9:03 am-4:45 pm

1 stop8h 42m

Madison Truax Field

Mon 8/18

2:34 pm-10:59 pm

1 stop7h 25m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 60 results
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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, Maine to Wisconsin?

Currently, February is the cheapest month in which you can book a flight from Portland, Maine to Wisconsin (average of $280). Flying from Portland, Maine to Wisconsin in June 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 PWM 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 12, 2025.

When flying from Portland, Maine 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.

Rainfall in Wisconsin by month

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

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

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

If weather is an important factor for your trip to Wisconsin, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 12, 2025.
Read reviews from past customers who have flown Breeze Airways, Southwest and Delta from Portland to Wisconsin. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,287 reviews
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,946 reviews
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,790 reviews
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,925 reviews
Breeze Airways
8.1
Very good
178 reviews

Overall

8.1

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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?

    Portland (PWM), located 2.9 mi from the city center, is the airport you fly out of when you book flights from Portland to Wisconsin.

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

    The cheapest airlines for a one-way flight from Portland, Maine to Wisconsin are Sun Country Air ($79), United Airlines ($90), and JetBlue ($97).

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

    The most popular flight routes from Portland, Maine to Wisconsin are Portland - Chicago O'Hare Intl, Portland - Minneapolis St Paul and Portland - Milwaukee-Mitchell.

  • 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, Maine to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Portland, Maine to Wisconsin (average of $280). Flying from Portland, Maine to Wisconsin in June 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

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Alternative routes for Portland to Wisconsin

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Top 4 airlines flying from Portland to Wisconsin

Discover the top 4 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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$206Average$367FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$396FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$268Average$376FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$283Average$474FlexibilityNo cancel feeOn-time69%

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