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Wisconsin

$60+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$118
(Delta)

One-way from

$60
(Flysmarter)

Popular in

September

Cheapest in

November

Average price

$421
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 October 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 October 30, 2025.

This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 12/44:05 pmBOS - ORD
Nonstop2h 57mDelta
Sun 12/77:10 amORD - BOS
Nonstop2h 26mDelta
Deal found 10/29$118
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 11/1710:40 amBOS - ORD
Nonstop3h 00mUnited Airlines
Thu 2/197:30 amORD - BOS
Nonstop2h 19mUnited Airlines
Deal found 10/28$122
This Orbitz deal was found by Cheapflights users on 10/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1511:43 amBOS - ORD
1 stop12h 46mMultiple Airlines
Tue 11/183:26 pmORD - BOS
1 stop7h 33mMultiple Airlines
Deal found 10/28$123
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Thu 12/411:28 amBOS - ORD
1 stop6h 59mFrontier
Thu 12/1111:44 amORD - BOS
1 stop21h 38mFrontier
Deal found 10/29$124
This Priceline deal was found by Cheapflights users on 10/28. 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.
Thu 12/411:28 amBOS - ORD
1 stop6h 59mMultiple Airlines
Tue 12/93:26 pmORD - BOS
1 stop7h 30mMultiple Airlines
Deal found 10/28$125
This JetBlue deal was found by Cheapflights users on 10/28. 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 11/157:10 amBOS - ORD
Nonstop3h 05mJetBlue
Mon 11/176:55 pmORD - BOS
Nonstop2h 32mJetBlue
Deal found 10/28$127
This Frontier deal was found by Cheapflights users on 10/30. 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 12/411:28 amBOS - ORD
1 stop6h 59mFrontier
Sun 12/76:00 amORD - BOS
1 stop5h 02mFrontier
Deal found 10/30$128
This JetBlue deal was found by Cheapflights users on 10/29. 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.
Thu 11/138:30 amBOS - ORD
Nonstop3h 05mJetBlue
Sat 11/1510:00 amORD - BOS
Nonstop2h 20mJetBlue
Deal found 10/29$130
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/244:15 pmBOS - ORD
Nonstop3h 04mUnited Airlines
Wed 12/311:55 pmORD - BOS
Nonstop2h 22mUnited Airlines
Deal found 10/29$131
This United Airlines deal was found by Cheapflights users on 10/28. 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 11/53:10 pmBOS - ORD
Nonstop3h 00mUnited Airlines
Sun 12/77:30 amORD - BOS
Nonstop2h 19mUnited Airlines
Deal found 10/28$132
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Fri 11/1411:42 amBOS - MSP
Nonstop3h 18mMultiple Airlines
Mon 11/171:05 pmMSP - BOS
2 stops33h 54mMultiple Airlines
Deal found 10/28$196
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 11/711:42 amBOS - MSP
Nonstop3h 18mSun Country Air
Sat 11/86:54 amMSP - BOS
Nonstop2h 47mSun Country Air
Deal found 10/28$197

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 October 30, 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

Fri 12/12

7:52 pm-9:47 pm

Nonstop2h 55m

Chicago O'Hare Intl

Mon 12/15

7:10 am-10:36 am

Nonstop2h 26m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 11/20

9:40 am-11:43 am

Nonstop3h 03m

Chicago O'Hare Intl

Thu 12/4

8:38 pm-12:06 am

Nonstop2h 28m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 12/16

4:05 pm-6:02 pm

Nonstop2h 57m

Chicago O'Hare Intl

Sun 1/18

7:05 am-10:40 am

Nonstop2h 35m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

7:30 am-9:33 am

Nonstop3h 03m

Chicago O'Hare Intl

Sun 12/7

7:10 am-10:36 am

Nonstop2h 26m

$129

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 11/16

7:30 am-9:35 am

Nonstop3h 05m

Chicago O'Hare Intl

Mon 11/17

3:50 pm-7:14 pm

Nonstop2h 24m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/3

3:40 pm-9:52 pm

1 stop7h 12m

Chicago O'Hare Intl

Wed 12/10

11:25 am-2:49 pm

Nonstop2h 24m

$140

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 11/15

7:10 am-9:15 am

Nonstop3h 05m

Chicago O'Hare Intl

Mon 11/17

6:45 am-3:00 pm

1 stop7h 15m

$140

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 11/13

3:37 pm-8:52 pm

1 stop6h 15m

Chicago O'Hare Intl

Sun 11/16

11:20 am-2:44 pm

Nonstop2h 24m

$140

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 11/14

7:25 am-9:25 am

Nonstop3h 00m

Chicago O'Hare Intl

Sun 11/16

9:25 pm-12:45 am

Nonstop2h 20m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/31

7:45 am-9:49 am

Nonstop3h 04m

Chicago O'Hare Intl

Sat 1/3

7:45 am-11:08 am

Nonstop2h 23m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 October 30, 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 October 30, 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
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

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
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

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
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

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
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

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
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

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 2h 55m. Delta provides one of the quickest options available for as low as $127. There are 864 mi between Maine and Wisconsin. Generally, flights for this route are nonstop.

  • 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 JetBlue ($64), United Airlines ($64), and Sun Country Air ($97).

  • 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

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$210Average$392FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$455FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$498FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$311Average$417FlexibilityNo cancel feeOn-time63%

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