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Portland

$82+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
abr. 30 — may. 71
mié. 4/30
mié. 5/7
1 adult, Economy
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Cheap flight deals from Wisconsin to Portland

Keep the following information in mind while searching for Wisconsin to Portland flight deals. Data was last updated abril 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$239
(Delta)

One-way from

$82
(JetBlue)

Popular in

December

Cheapest in

February

Average price

$398
Provider with most accurate pricing for Milwaukee-Mitchell-Portland flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Portland flights.
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From Wisconsin to Portland
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One-way flight from Wisconsin to Portland
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Highest demand for flights based on searches. 16% potential increase in price ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 abril 25, 2025.

This Sun Country Air deal was found by Cheapflights users on 4/24. 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.
lun. 8/117:54 amMSP - PWM
Nonstop2h 41mSun Country Air
vie. 8/1512:32 pmPWM - MSP
Nonstop3h 08mSun Country Air
Deal found 4/24$238
This Delta deal was found by Cheapflights users on 4/25. 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.
lun. 6/306:55 amMSP - PWM
Nonstop2h 44mDelta
mar. 7/811:59 amPWM - MSP
Nonstop3h 11mDelta
Deal found 4/25$239
This American Airlines deal was found by Cheapflights users on 4/24. 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.
sáb. 5/241:51 pmMSP - PWM
1 stop8h 15mAmerican Airlines
sáb. 5/317:35 amPWM - MSP
1 stop6h 26mAmerican Airlines
Deal found 4/24$248
This American Airlines deal was found by Cheapflights users on 4/25. 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.
sáb. 8/93:33 pmORD - PWM
1 stop7h 07mAmerican Airlines
sáb. 8/166:05 amPWM - ORD
1 stop7h 14mAmerican Airlines
Deal found 4/25$251
This Delta deal was found by Cheapflights users on 4/25. 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.
jue. 5/295:24 pmMSN - PWM
1 stop5h 35mDelta
mar. 6/35:30 pmPWM - MSN
1 stop6h 15mDelta
Deal found 4/25$258
This American Airlines deal was found by Cheapflights users on 4/25. 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.
mié. 10/14:14 pmATW - PWM
1 stop5h 23mAmerican Airlines
sáb. 10/47:59 amPWM - ATW
1 stop7h 23mAmerican Airlines
Deal found 4/25$259
This American Airlines deal was found by Cheapflights users on 4/25. 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.
sáb. 9/136:52 amMSN - PWM
1 stop9h 38mAmerican Airlines
sáb. 9/208:03 amPWM - MSN
1 stop4h 48mAmerican Airlines
Deal found 4/25$259
This United Airlines deal was found by Cheapflights users on 4/24. 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.
mié. 6/256:25 pmORD - PWM
Nonstop2h 31mUnited Airlines
sáb. 7/56:10 amPWM - ORD
Nonstop2h 55mUnited Airlines
Deal found 4/24$263
This JetBlue deal was found by Cheapflights users on 4/25. 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.
jue. 5/296:15 amORD - PWM
1 stop7h 25mJetBlue
dom. 6/17:12 amPWM - ORD
1 stop8h 52mJetBlue
Deal found 4/25$265
This Delta deal was found by Cheapflights users on 4/25. 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. 6/34:56 pmMKE - PWM
1 stop6h 03mDelta
mar. 8/56:00 amPWM - MKE
1 stop6h 57mDelta
Deal found 4/25$271
This Delta deal was found by Cheapflights users on 4/24. 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.
sáb. 5/241:45 pmORD - PWM
2 stops9h 14mDelta
dom. 5/255:30 amPWM - ORD
2 stops12h 34mDelta
Deal found 4/24$273
This Booking.com deal was found by Cheapflights users on 4/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/305:14 pmORD - PWM
1 stop21h 48mMultiple Airlines
dom. 6/812:40 pmPWM - ORD
1 stop5h 47mMultiple Airlines
Deal found 4/24$280

Cheapflights Fare Finder

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 abril 25, 2025.
Use the filters below to find and compare flights from Wisconsin to Portland that are best for you.

Fly from

Wisconsin

Fly to

Portland

Route

Depart

Return

Price

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

lun. 6/30

6:55 am-10:39 am

Nonstop2h 44m

Portland

vie. 7/4

11:44 am-1:45 pm

Nonstop3h 01m

$239

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

sáb. 5/24

1:51 pm-11:06 pm

1 stop8h 15m

Portland

sáb. 5/31

7:35 am-1:01 pm

1 stop6h 26m

$248

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

dom. 6/15

7:54 am-11:35 am

Nonstop2h 41m

Portland

jue. 6/19

12:34 pm-2:42 pm

Nonstop3h 08m

$253

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

vie. 7/4

4:50 pm-8:12 pm

Nonstop2h 22m

Portland

mar. 7/8

6:01 pm-11:57 pm

1 stop6h 56m

$255

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

jue. 5/29

5:24 pm-11:59 pm

1 stop5h 35m

Portland

mar. 6/3

5:30 pm-10:45 pm

1 stop6h 15m

$258

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

jue. 5/8

5:53 pm-9:16 pm

Nonstop2h 23m

Portland

dom. 5/11

6:13 am-8:05 am

Nonstop2h 52m

$259

AppletonPortland

ATW - PWM

ATWPWM

Appleton Intl

mié. 10/1

4:14 pm-10:37 pm

1 stop5h 23m

Portland

sáb. 10/4

7:59 am-2:22 pm

1 stop7h 23m

$259

MadisonPortland

MSN - PWM

MSNPWM

Madison Truax Field

sáb. 9/13

6:52 am-5:30 pm

1 stop9h 38m

Portland

sáb. 9/20

8:03 am-11:51 am

1 stop4h 48m

$259

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

jue. 5/29

6:15 am-2:40 pm

1 stop7h 25m

Portland

dom. 6/1

7:12 am-3:04 pm

1 stop8h 52m

$265

MilwaukeePortland

MKE - PWM

MKEPWM

Milwaukee-Mitchell

mar. 6/3

4:56 pm-11:59 pm

1 stop6h 03m

Portland

mar. 8/5

6:00 am-11:57 am

1 stop6h 57m

$271

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 48 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.

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to Portland

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 May is currently the most expensive (average of $416). 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.

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 abril 25, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Wisconsin to Portland. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,289 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,289 reviews
Southwest
8.0
Very good
4,289 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,920 reviews
Southwest
8.0
Very good
4,289 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,685 reviews
Southwest
8.0
Very good
4,289 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,289 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,289 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 JetBlue. According to our data, you can fly for as low as $82. Users have also found prices from $89 and $90 on Sun Country Air 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 May is currently the most expensive (average of $416). 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

Traveling to a place near Wisconsin?

Book flights to Wisconsin if you plan to visit one of these locations
North Conway
Bath
Brunswick
Auburn
Conway
Lewiston

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Alternative routes for Wisconsin to Portland

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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 abril 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$151Average$167FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$222Average$426FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$246Average$396FlexibilityNo cancel feeOn-time63%
DeltaCheapest$251Average$459FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$260Average$492FlexibilityNo cancel feeOn-time69%

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