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$61+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
fev 25 — mar 41
ter 2/25
ter 3/4
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 fevereiro 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$193
(FlightHub)

One-way from

$61
(Frontier)

Popular in

December

Cheapest in

July

Average price

$374
Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.
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From Portland to Wisconsin
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One-way flight from Portland to Wisconsin
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in February 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 fevereiro 20, 2025.

This FlightHub deal was found by Cheapflights users on 2/19. 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.
sex 7/2512:32 pmPWM - MSP
Nonstop3h 08mSun Country Air
dom 7/277:54 amMSP - PWM
Nonstop2h 41mSun Country Air
Deal found 2/19$193
This Frontier deal was found by Cheapflights users on 2/19. 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.
qui 2/2710:08 amPWM - MSP
1 stop24h 16mFrontier
qua 3/510:39 amMSP - PWM
1 stop21h 29mFrontier
Deal found 2/19$197
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 4/35:20 pmPWM - ORD
1 stop5h 56mAmerican Airlines
dom 4/66:16 amORD - PWM
1 stop4h 22mAmerican Airlines
Deal found 2/19$229
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 4/96:15 amPWM - ORD
1 stop5h 33mUnited Airlines
seg 4/147:30 amORD - PWM
Nonstop2h 32mUnited Airlines
Deal found 2/19$231
This Delta deal was found by Cheapflights users on 2/20. 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.
ter 4/16:15 amPWM - ORD
2 stops7h 26mDelta
sáb 4/51:26 pmORD - PWM
2 stops9h 33mDelta
Deal found 2/20$233
This Frontier deal was found by Cheapflights users on 2/19. 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.
sáb 3/110:23 amPWM - ORD
1 stop10h 16mFrontier
seg 3/35:10 amORD - PWM
1 stop13h 25mFrontier
Deal found 2/19$250
This JetBlue Airways deal was found by Cheapflights users on 2/20. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 6/33:20 pmPWM - ORD
1 stop8h 00mJetBlue
sáb 6/76:20 amORD - PWM
1 stop6h 00mJetBlue
Deal found 2/20$251
This Mytrip deal was found by Cheapflights users on 2/18. 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.
sex 5/26:16 pmPWM - ORD
2 stops30h 06mMultiple Airlines
dom 5/45:55 amORD - PWM
2 stops31h 12mMultiple Airlines
Deal found 2/18$267
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 4/3011:40 amPWM - MKE
1 stop5h 10mDelta
sáb 5/107:00 amMKE - PWM
1 stop6h 01mDelta
Deal found 2/19$297
This Sun Country Air deal was found by Cheapflights users on 2/19. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 7/3112:32 pmPWM - ORD
1 stop7h 39mSun Country Air
dom 8/38:10 pmORD - PWM
1 stop14h 25mSun Country Air
Deal found 2/19$300
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 4/76:18 pmPWM - MSP
3 stops29h 48mMultiple Airlines
qua 4/167:34 amMSP - PWM
1 stop9h 31mMultiple Airlines
Deal found 2/19$302
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 3/107:00 amPWM - MSN
2 stops11h 38mDelta
seg 3/176:20 pmMSN - PWM
1 stop3h 54mDelta
Deal found 2/19$329

Find flights from Portland to Wisconsin within your budget

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 fevereiro 20, 2025.

Fly from

Portland

Fly to

Wisconsin

Route

Depart

Return

Price

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

sex 7/25

12:32 pm-2:40 pm

Nonstop3h 08m

Minneapolis St Paul

dom 7/27

7:54 am-11:35 am

Nonstop2h 41m

$193

PortlandChicago

PWM - ORD

PWMORD

Portland

qui 4/3

5:20 pm-10:16 pm

1 stop5h 56m

Chicago O'Hare Intl

dom 4/6

6:16 am-11:38 am

1 stop4h 22m

$229

PortlandChicago

PWM - ORD

PWMORD

Portland

qua 4/9

6:15 am-10:48 am

1 stop5h 33m

Chicago O'Hare Intl

seg 4/14

7:30 am-11:02 am

Nonstop2h 32m

$231

PortlandChicago

PWM - ORD

PWMORD

Portland

ter 4/1

6:15 am-12:41 pm

2 stops7h 26m

Chicago O'Hare Intl

sáb 4/5

1:26 pm-11:59 pm

2 stops9h 33m

$233

PortlandChicago

PWM - ORD

PWMORD

Portland

sáb 3/1

10:23 am-7:39 pm

1 stop10h 16m

Chicago O'Hare Intl

seg 3/3

5:10 am-7:35 pm

1 stop13h 25m

$250

PortlandChicago

PWM - ORD

PWMORD

Portland

sex 5/2

6:16 pm-11:22 pm

2 stops30h 06m

Chicago O'Hare Intl

dom 5/4

5:55 am-2:07 pm

2 stops31h 12m

$267

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

qua 4/30

1:00 pm-5:49 pm

1 stop5h 49m

Milwaukee-Mitchell

seg 5/5

6:44 pm-11:09 pm

1 stop3h 25m

$297

PortlandChicago

PWM - ORD

PWMORD

Portland

qui 7/31

12:32 pm-7:11 pm

1 stop7h 39m

Chicago O'Hare Intl

dom 8/3

8:10 pm-11:35 am

1 stop14h 25m

$300

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

seg 4/7

6:18 pm-11:06 pm

3 stops29h 48m

Minneapolis St Paul

qua 4/16

7:34 am-6:05 pm

1 stop9h 31m

$302

PortlandChicago

PWM - ORD

PWMORD

Portland

qui 5/8

3:20 pm-10:20 pm

1 stop8h 00m

Chicago O'Hare Intl

dom 5/11

6:20 am-2:25 pm

1 stop7h 05m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 51 results
1
2
3
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6

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.

Travel insights for flights from Portland to Wisconsin

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

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 fevereiro 20, 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 fevereiro 20, 2025.
Read reviews from past customers who have flown Southwest, Delta and JetBlue from Portland to Wisconsin. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,413 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,413 reviews
Southwest
8.1
Very good
4,413 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,227 reviews
Southwest
8.1
Very good
4,413 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,071 reviews
Southwest
8.1
Very good
4,413 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,768 reviews
Southwest
8.1
Very good
4,413 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,413 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 Frontier ($61), JetBlue ($82), and American Airlines ($99).

  • 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 - Milwaukee-Mitchell and Portland - Minneapolis St Paul.

  • 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 fevereiro 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$206Average$378FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$423FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$268Average$376FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$283Average$511FlexibilityNo cancel feeOn-time69%
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