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$60+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
dic. 23 — dic. 301
lun. 12/23
lun. 12/30
1 adult, Economy
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Cheap flight deals from Portland to Wisconsin

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Wisconsin (USWI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 18, 2024.

Round-trip from

$138
(Frontier)

One-way from

$60
(Mytrip)
From Portland to Wisconsin
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One-way flight from Portland to Wisconsin
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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 diciembre 18, 2024.

This American Airlines deal was found by Cheapflights users on 12/17. 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.
mar. 12/315:39 amPWM - ORD
1 stop6h 22mAmerican Airlines
sáb. 1/45:02 amORD - PWM
1 stop6h 20mAmerican Airlines
Deal found 12/17$238
This American Airlines deal was found by Cheapflights users on 12/17. 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.
jue. 12/265:39 amPWM - MSN
1 stop5h 44mAmerican Airlines
jue. 1/24:55 pmMSN - PWM
1 stop5h 06mAmerican Airlines
Deal found 12/17$328
This United deal was found by Cheapflights users on 12/17. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/317:16 pmPWM - ORD
1 stop5h 09mUnited Airlines
sáb. 1/46:10 pmORD - PWM
Nonstop2h 32mUnited Airlines
Deal found 12/17$334
This Southwest deal was found by Cheapflights users on 12/16. 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.
mar. 12/316:00 amPWM - ORD
2 stops13h 10mSouthwest
vie. 1/33:10 pmORD - PWM
1 stop7h 45mSouthwest
Deal found 12/16$338
This Delta deal was found by Cheapflights users on 12/17. 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.
mar. 12/315:05 amPWM - ORD
1 stop5h 16mDelta
vie. 1/310:05 amORD - PWM
2 stops12h 09mDelta
Deal found 12/17$358
This Delta deal was found by Cheapflights users on 12/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/317:00 amPWM - GRB
2 stops7h 25mDelta
mié. 1/812:08 pmGRB - PWM
2 stops10h 43mDelta
Deal found 12/18$448
This American Airlines deal was found by Cheapflights users on 12/16. 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.
lun. 12/305:39 amPWM - MSP
1 stop8h 26mAmerican Airlines
jue. 1/25:15 amMSP - PWM
1 stop6h 10mAmerican Airlines
Deal found 12/16$468
This Southwest deal was found by Cheapflights users on 12/16. 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.
lun. 12/305:30 amPWM - MSP
2 stops11h 25mSouthwest
jue. 1/26:35 amMSP - PWM
1 stop5h 55mSouthwest
Deal found 12/16$533
This Mytrip deal was found by Cheapflights users on 12/16. 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.
lun. 12/305:56 pmPWM - MSP
2 stops19h 31mMultiple Airlines
jue. 1/25:00 amMSP - PWM
2 stops10h 35mMultiple Airlines
Deal found 12/16$536
This United Airlines deal was found by Cheapflights users on 12/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/317:16 pmPWM - ATW
2 stops17h 34mUnited Airlines
mié. 1/88:25 amATW - PWM
1 stop5h 17mUnited Airlines
Deal found 12/18$563
This United Airlines deal was found by Cheapflights users on 12/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/317:16 pmPWM - GRB
2 stops24h 44mUnited Airlines
mié. 1/88:30 amGRB - PWM
1 stop5h 12mUnited Airlines
Deal found 12/18$578
This Delta deal was found by Cheapflights users on 12/17. 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.
vie. 12/276:05 amPWM - MSP
1 stop6h 50mDelta
vie. 1/34:20 pmMSP - PWM
1 stop6h 50mDelta
Deal found 12/17$588

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 diciembre 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandMilwaukee

PWM - MKE

PWMMKE

Portland

vie. 1/17

9:02 pm-9:54 am

1 stop13h 52m

Milwaukee-Mitchell

lun. 1/20

10:54 am-8:12 pm

1 stop8h 18m

$138

PortlandChicago

PWM - ORD

PWMORD

Portland

mié. 1/8

6:00 am-10:44 am

1 stop5h 44m

Chicago O'Hare Intl

jue. 1/9

2:15 pm-10:30 pm

1 stop7h 15m

$228

PortlandChicago

PWM - ORD

PWMORD

Portland

vie. 1/31

5:44 am-10:51 am

1 stop6h 07m

Chicago O'Hare Intl

dom. 2/2

6:00 am-1:54 pm

1 stop6h 54m

$229

PortlandChicago

PWM - ORD

PWMORD

Portland

sáb. 1/18

6:00 am-1:28 pm

2 stops8h 28m

Chicago O'Hare Intl

mar. 1/21

10:30 am-4:06 pm

1 stop4h 36m

$233

PortlandMadison

PWM - MSN

PWMMSN

Portland

vie. 1/31

6:05 pm-11:43 pm

1 stop6h 38m

Madison Truax Field

mar. 2/4

6:30 am-2:42 pm

1 stop7h 12m

$258

PortlandMadison

PWM - MSN

PWMMSN

Portland

vie. 1/31

2:24 pm-9:10 pm

1 stop7h 46m

Madison Truax Field

mar. 2/4

11:40 am-10:30 pm

2 stops9h 50m

$263

PortlandMadison

PWM - MSN

PWMMSN

Portland

vie. 1/31

4:46 pm-10:39 pm

2 stops6h 53m

Madison Truax Field

mar. 2/4

10:59 am-11:57 pm

2 stops11h 58m

$268

PortlandMinneapolis

PWM - MSP

PWMMSP

Portland

mié. 1/15

4:50 pm-11:59 pm

1 stop8h 09m

Minneapolis St Paul

mié. 1/22

3:33 pm-11:57 pm

1 stop7h 24m

$276

PortlandChicago

PWM - ORD

PWMORD

Portland

mié. 1/8

12:00 pm-8:49 pm

1 stop9h 49m

Chicago O'Hare Intl

dom. 1/12

6:06 pm-11:26 am

1 stop16h 20m

$292

PortlandChicago

PWM - ORD

PWMORD

Portland

dom. 1/26

4:20 pm-9:30 pm

1 stop6h 10m

Chicago O'Hare Intl

vie. 1/31

11:25 am-10:15 pm

2 stops9h 50m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 47 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.

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 $360). 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 diciembre 18, 2024.

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 diciembre 18, 2024.
Read reviews from past customers who have flown American Airlines, Delta and United Airlines 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
4,848 reviews

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,279 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,055 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 ($60), JetBlue ($81), and American Airlines ($84).

  • 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 - Madison Truax Field.

  • 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 $360). 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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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 diciembre 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$206Average$364FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$405FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$268Average$376FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$284Average$573FlexibilityNo cancel feeOn-time69%
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