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$54+ Cheap flights from Wisconsin to Portland, ME (PWM)

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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
Dec 24 — Dec 311
Tue 12/24
Tue 12/31
1 adult, Economy
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Cheap flight deals from Wisconsin to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Portland (PWM). 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 December 19, 2024.

Round-trip from

$166
(Gotogate)

One-way from

$54
(Mytrip)
From Wisconsin to Portland
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One-way flight from Wisconsin to Portland
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Find flight deals from Wisconsin to Portland

Cheapest flights from Wisconsin to Portland
Explore the most affordable flight options available from Wisconsin to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 19, 2024.

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.
Wed 12/255:57 pmORD - PWM
1 stop5h 13mDelta
Wed 1/15:05 amPWM - ORD
1 stop5h 16mDelta
Deal found 12/17$317
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/234:21 pmORD - PWM
1 stop7h 16mAmerican Airlines
Mon 12/305:39 amPWM - ORD
1 stop6h 22mAmerican Airlines
Deal found 12/18$358
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/255:45 amORD - PWM
1 stop5h 50mSouthwest
Wed 1/16:00 amPWM - ORD
2 stops13h 10mSouthwest
Deal found 12/17$373
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/245:45 amORD - PWM
1 stop28h 27mFrontier
Mon 12/3011:23 amPWM - ORD
1 stop26h 23mFrontier
Deal found 12/17$378
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2510:51 amORD - PWM
1 stop6h 33mUnited Airlines
Wed 1/17:30 amPWM - ORD
Nonstop3h 14mUnited Airlines
Deal found 12/17$394
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/306:15 pmMKE - PWM
1 stop5h 22mAmerican Airlines
Sun 1/55:39 amPWM - MKE
1 stop8h 32mAmerican Airlines
Deal found 12/18$566
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/225:27 amMSP - PWM
1 stop10h 08mMultiple Airlines
Fri 12/2712:01 pmPWM - MSP
1 stop12h 15mMultiple Airlines
Deal found 12/18$587
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2210:37 amMKE - PWM
1 stop7h 14mFrontier
Tue 12/248:01 pmPWM - MKE
1 stop18h 55mFrontier
Deal found 12/18$605
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.
Fri 12/274:20 pmMSP - PWM
1 stop6h 50mDelta
Mon 12/305:05 amPWM - MSP
1 stop5h 49mDelta
Deal found 12/17$618
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.
Thu 12/194:59 pmMSP - PWM
1 stop5h 21mUnited Airlines
Mon 1/67:16 pmPWM - MSP
2 stops21h 38mUnited Airlines
Deal found 12/18$633
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/286:30 pmMKE - PWM
1 stop4h 35mSouthwest
Thu 1/22:15 pmPWM - MKE
2 stops9h 45mSouthwest
Deal found 12/17$676
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/195:15 amMSP - PWM
1 stop6h 10mAmerican Airlines
Thu 12/265:39 amPWM - MSP
1 stop8h 26mAmerican Airlines
Deal found 12/18$678

Find flights from Wisconsin to Portland within your budget

Customize your flight search to find flights from Wisconsin to Portland 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 December 19, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

Mon 1/20

10:54 am-8:12 pm

1 stop8h 18m

Portland

Sun 1/26

7:06 pm-9:54 am

1 stop15h 48m

$166

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Thu 6/12

7:54 am-11:35 am

Nonstop2h 41m

Portland

Sun 6/15

12:32 pm-2:40 pm

Nonstop3h 08m

$190

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

Thu 1/9

5:15 pm-11:51 pm

1 stop5h 36m

Portland

Wed 1/15

5:25 pm-10:05 pm

1 stop5h 40m

$258

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sun 6/15

6:01 am-11:05 am

1 stop4h 04m

Portland

Sat 6/21

4:49 pm-8:56 pm

1 stop5h 07m

$297

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 1/15

4:08 pm-10:30 pm

1 stop5h 22m

Portland

Sun 1/26

6:00 am-10:44 am

1 stop5h 44m

$298

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sun 1/12

5:10 pm-11:10 pm

1 stop5h 00m

Portland

Mon 1/27

4:46 pm-9:15 pm

1 stop5h 29m

$303

Green BayPortland

GRB - PWM

GRBPWM

Green Bay Austin-Straubel

Thu 1/9

6:00 am-1:54 pm

2 stops6h 54m

Portland

Sat 1/11

7:10 am-4:10 pm

2 stops10h 00m

$303

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Thu 1/2

4:27 pm-11:21 am

1 stop17h 54m

Portland

Mon 7/21

12:32 pm-2:40 pm

Nonstop3h 08m

$312

Green BayPortland

GRB - PWM

GRBPWM

Green Bay Austin-Straubel

Thu 1/9

11:04 am-4:06 pm

1 stop4h 02m

Portland

Sat 1/11

4:46 pm-9:28 pm

1 stop5h 42m

$313

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 1/10

5:35 am-5:10 pm

2 stops10h 35m

Portland

Sun 1/12

5:23 pm-9:39 am

1 stop17h 16m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 51 results
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Best time to book a flight from Wisconsin to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Wisconsin 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 Wisconsin to Portland

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

What is the cheapest month to book a flight from Wisconsin to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Portland, Maine (average of $296). Flying from Wisconsin to Portland, Maine in April is currently the most expensive (average of $498). 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 WI to PWM?

Find hourly flight availability from Wisconsin to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 19, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wisconsin to Portland, Maine as you normally would.

Rainfall in Portland by month

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

In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.

Temperature in Portland by month

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

If weather is an important factor for your trip to Portland, Maine, 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 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated December 19, 2024.
Read reviews from past customers who have flown American Airlines, United Airlines and Southwest from Wisconsin to Portland. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,836 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

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
4,836 reviews
Southwest
8.1
Very good
4,836 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

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
8,600 reviews
Southwest
8.1
Very good
4,836 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

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
3,274 reviews
Southwest
8.1
Very good
4,836 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

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
9,048 reviews
Southwest
8.1
Very good
4,836 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

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
4,836 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

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 Wisconsin to Portland. 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 into for flights to Portland from Wisconsin?

    If you book a flight to Portland from Wisconsin, you will be flying to Portland, which is the city’s only airport. Portland (PWM) is located 2.9 mi from the center of Portland.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $54. Users have also found prices from $87 and $105 on JetBlue and American Airlines, respectively.

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

    The most popular route from Wisconsin to Portland, Maine is Chicago O'Hare Intl - Portland. You may also consider Minneapolis St Paul - Portland or Milwaukee-Mitchell - Portland.

  • Can I find deals for flights from Wisconsin to Portland that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Portland.

  • Can I find deals for business class flights from Wisconsin to Portland?

    Yes. Cheapflights offers flight deals from Wisconsin to Portland 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 Wisconsin to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Portland, Maine (average of $296). Flying from Wisconsin to Portland, Maine in April is currently the most expensive (average of $498). 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 Wisconsin to Portland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Wisconsin to Portland

Discover the top 5 airlines that operate flights from Wisconsin to Portland. 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 December 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$151Average$167FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$217Average$402FlexibilityNo cancel feeOn-time71%
DeltaCheapest$251Average$442FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$278Average$426FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$298Average$524FlexibilityNo cancel feeOn-time69%
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