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Wisconsin

$59+ Cheap flights from Maine 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
1 adult, Economy
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Cheap flight deals from Maine to Wisconsin

Keep the following information in mind while searching for Maine to Wisconsin flight deals. Data was last updated November 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$117
(JetBlue)

One-way from

$59
(American Airlines)

Popular in

September

Cheapest in

November

Average price

$312
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 Maine to Wisconsin
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One-way flight from Maine to Wisconsin
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Highest demand for flights based on searches. 22% potential increase in price ($137 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Maine to Wisconsin

Cheapest flights from Maine to Wisconsin
Explore the most affordable flight options available from Maine to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 17, 2025.

This JetBlue deal was found by Cheapflights users on 11/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/38:30 amBOS - ORD
Nonstop3h 05mJetBlue
Fri 12/58:38 pmORD - BOS
Nonstop2h 28mJetBlue
Deal found 11/16$117
This JetBlue deal was found by Cheapflights users on 11/15. 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 11/225:35 pmBOS - ORD
Nonstop3h 15mJetBlue
Mon 11/248:25 pmORD - BOS
Nonstop2h 32mJetBlue
Deal found 11/15$119
This American Airlines deal was found by Cheapflights users on 11/15. 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.
Tue 12/94:05 pmBOS - ORD
Nonstop3h 21mAmerican Airlines
Sat 12/138:40 pmORD - BOS
Nonstop2h 33mAmerican Airlines
Deal found 11/15$122
This Frontier deal was found by Cheapflights users on 11/15. 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.
Thu 12/1111:28 amBOS - ORD
1 stop11h 56mFrontier
Sun 12/146:00 amORD - BOS
1 stop5h 02mFrontier
Deal found 11/15$124
This United Airlines deal was found by Cheapflights users on 11/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:23 pmBOS - ORD
Nonstop3h 00mUnited Airlines
Sun 12/77:30 amORD - BOS
Nonstop2h 19mUnited Airlines
Deal found 11/16$127
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/711:28 amBOS - ORD
1 stop11h 56mFrontier
Wed 1/218:10 amORD - BOS
1 stop15h 53mFrontier
Deal found 11/15$128
This American Airlines deal was found by Cheapflights users on 11/15. 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 12/136:00 amBOS - ORD
Nonstop3h 17mAmerican Airlines
Sat 12/208:53 pmORD - BOS
Nonstop2h 27mAmerican Airlines
Deal found 11/15$129
This Priceline deal was found by Cheapflights users on 11/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1511:23 amBOS - ORD
1 stop7h 04mMultiple Airlines
Tue 12/163:26 pmORD - BOS
1 stop7h 30mMultiple Airlines
Deal found 11/15$130
This Kissandfly.com deal was found by Cheapflights users on 11/14. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/118:30 amBOS - ORD
Nonstop3h 05mJetBlue
Sun 12/149:19 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 11/14$132
This Delta deal was found by Cheapflights users on 11/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/97:52 pmBOS - ORD
Nonstop2h 55mDelta
Thu 12/187:10 amORD - BOS
Nonstop2h 26mDelta
Deal found 11/16$134
This JetBlue deal was found by Cheapflights users on 11/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/163:40 pmBOS - ORD
1 stop7h 12mJetBlue
Thu 12/257:41 pmORD - BOS
Nonstop2h 29mJetBlue
Deal found 11/16$135
This Cheapflightsfares deal was found by Cheapflights users on 11/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/511:42 amBOS - MSP
Nonstop3h 18mSun Country Air
Sun 12/76:54 amMSP - BOS
Nonstop2h 47mSun Country Air
Deal found 11/16$188

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine 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 November 17, 2025.
Use the filters below to find and compare flights from Maine to Wisconsin that are best for you.

Fly from

Maine

Fly to

Wisconsin

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 12/8

8:30 am-10:35 am

Nonstop3h 05m

Chicago O'Hare Intl

Thu 12/11

8:38 pm-12:06 am

Nonstop2h 28m

$117

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 12/15

5:29 pm-7:43 pm

Nonstop3h 14m

Chicago O'Hare Intl

Mon 12/22

7:41 pm-11:10 pm

Nonstop2h 29m

$117

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 12/16

8:30 am-10:35 am

Nonstop3h 05m

Chicago O'Hare Intl

Mon 12/22

7:41 pm-11:10 pm

Nonstop2h 29m

$117

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 2/2

3:35 pm-5:44 pm

Nonstop3h 09m

Chicago O'Hare Intl

Sat 2/7

7:45 am-11:10 am

Nonstop2h 25m

$117

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/3

8:30 am-10:35 am

Nonstop3h 05m

Chicago O'Hare Intl

Sat 12/6

11:25 am-2:49 pm

Nonstop2h 24m

$117

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/11

9:40 am-11:40 am

Nonstop3h 00m

Chicago O'Hare Intl

Tue 12/16

1:55 pm-5:15 pm

Nonstop2h 20m

$122

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/10

8:30 am-10:35 am

Nonstop3h 05m

Chicago O'Hare Intl

Thu 12/11

8:38 pm-12:06 am

Nonstop2h 28m

$122

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Mon 12/8

6:17 pm-9:45 pm

Nonstop2h 28m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 12/14

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Sun 12/14

6:17 pm-9:45 pm

Nonstop2h 28m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 1/7

12:15 pm-7:45 pm

1 stop8h 30m

Chicago O'Hare Intl

Sun 1/11

7:45 am-11:10 am

Nonstop2h 25m

$135

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

Showing 1-10 of 60 results
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Best time to book a flight from Maine to Wisconsin

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

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

Currently, March is the cheapest month in which you can book a flight from Maine to Wisconsin (average of $182). Flying from Maine to Wisconsin in May is currently the most expensive (average of $273). 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 ME to WI?

Find hourly flight availability from Maine 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 November 17, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 51% on flights from Maine to Wisconsin by exploring options for tickets in the evening.

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 November 17, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Maine to Wisconsin by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,008 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,014 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,048 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Maine to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Maine to Wisconsin?

    A quick flight from Maine to Wisconsin can take about 3h 05m. JetBlue provides one of the quickest options available for as low as $117. There are 864 mi between Maine and Wisconsin. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airlines for a one-way flight from Maine to Wisconsin are United Airlines ($64), Southwest ($69), and Sun Country Air ($99).

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Maine to Wisconsin (average of $182). Flying from Maine to Wisconsin in May is currently the most expensive (average of $273). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Maine to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Maine to Wisconsin

Discover the top 4 airlines that operate flights from Maine 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 November 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$210Average$399FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$458FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$498FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$311Average$417FlexibilityNo cancel feeOn-time63%

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