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Wisconsin

$63+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
ene. 7 — ene. 141
mié. 1/7
mié. 1/14
1 adult, Economy
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Cheap 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 diciembre 8, 2025.

This Rumbo deal was found by Cheapflights users on 12/6. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/138:30 amBOS - ORD
Nonstop3h 05mJetBlue
dom. 12/148:38 pmORD - BOS
Nonstop2h 28mJetBlue
Deal found 12/6$123
This JetBlue deal was found by Cheapflights users on 12/6. 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.
lun. 12/155:29 pmBOS - ORD
Nonstop3h 14mJetBlue
mié. 12/1711:25 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 12/6$127
This JetBlue deal was found by Cheapflights users on 12/6. 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.
sáb. 12/138:30 amBOS - ORD
Nonstop3h 05mJetBlue
lun. 12/158:38 pmORD - BOS
Nonstop2h 28mJetBlue
Deal found 12/6$132
This American Airlines deal was found by Cheapflights users on 12/6. 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.
vie. 12/124:05 pmBOS - ORD
Nonstop3h 21mAmerican Airlines
lun. 12/156:10 amORD - BOS
Nonstop2h 25mAmerican Airlines
Deal found 12/6$133
This JetBlue deal was found by Cheapflights users on 12/6. 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.
mar. 12/98:30 amBOS - ORD
Nonstop3h 05mJetBlue
jue. 12/187:41 pmORD - BOS
Nonstop2h 29mJetBlue
Deal found 12/6$137
This JetBlue deal was found by Cheapflights users on 12/6. 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.
lun. 12/158:30 amBOS - ORD
Nonstop3h 05mJetBlue
mar. 12/1611:25 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 12/6$142
This Priceline deal was found by Cheapflights users on 12/7. 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.
lun. 12/155:29 pmBOS - ORD
Nonstop3h 14mMultiple Airlines
lun. 1/124:49 pmORD - BOS
1 stop7h 30mMultiple Airlines
Deal found 12/7$145
This Priceline deal was found by Cheapflights users on 12/6. 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.
mar. 12/98:30 amBOS - ORD
Nonstop3h 05mMultiple Airlines
mié. 1/146:05 amORD - BOS
1 stop7h 33mMultiple Airlines
Deal found 12/6$149
This American Airlines deal was found by Cheapflights users on 12/6. 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. 12/177:00 amBOS - ORD
Nonstop3h 32mAmerican Airlines
sáb. 12/207:16 pmORD - BOS
Nonstop2h 28mAmerican Airlines
Deal found 12/6$152
This Sun Country Air deal was found by Cheapflights users on 12/7. 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.
jue. 12/2510:19 amBOS - MSP
Nonstop3h 11mSun Country Air
jue. 12/257:12 pmMSP - BOS
Nonstop2h 54mSun Country Air
Deal found 12/7$218
This Southwest deal was found by Cheapflights users on 12/7. 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.
mié. 12/315:35 pmBOS - MKE
1 stop5h 10mSouthwest
lun. 1/55:10 pmMKE - BOS
1 stop5h 05mSouthwest
Deal found 12/7$242
This Cheapflightsfares deal was found by Cheapflights users on 12/7. 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.
jue. 12/1111:42 amBOS - MSP
Nonstop3h 18mSun Country Air
lun. 12/156:54 amMSP - BOS
Nonstop2h 47mSun Country Air
Deal found 12/7$247

Find flight deals from Maine to Wisconsin

Keep the following information in mind while searching for Maine to Wisconsin flight deals. Data was last updated diciembre 8, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$124
(Kiwi.com)

One-way from

$63
(Flysmarter)

Popular in

September

Cheapest in

November

Average price

$558
Provider with most accurate pricing for Portland-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Milwaukee-Mitchell flights.
Search Deals
From Maine to Wisconsin
Search Deals
One-way flight from Maine to Wisconsin
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($137 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 diciembre 8, 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

mar. 1/20

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

dom. 1/25

7:45 am-11:10 am

Nonstop2h 25m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 1/20

11:30 am-1:39 pm

Nonstop3h 09m

Chicago O'Hare Intl

mié. 1/28

2:25 pm-5:54 pm

Nonstop2h 29m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mié. 1/14

4:16 pm-6:16 pm

Nonstop3h 00m

Chicago O'Hare Intl

dom. 1/18

11:05 am-2:29 pm

Nonstop2h 24m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 1/20

8:25 pm-10:29 pm

Nonstop3h 04m

Chicago O'Hare Intl

jue. 1/29

10:40 am-2:13 pm

Nonstop2h 33m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

sáb. 1/17

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

sáb. 1/24

7:45 am-11:10 am

Nonstop2h 25m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

sáb. 1/17

5:15 pm-7:26 pm

Nonstop3h 11m

Chicago O'Hare Intl

sáb. 1/24

7:05 am-10:40 am

Nonstop2h 35m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 1/20

8:25 pm-10:29 pm

Nonstop3h 04m

Chicago O'Hare Intl

sáb. 1/31

2:00 pm-5:29 pm

Nonstop2h 29m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 1/6

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

lun. 1/12

6:45 am-10:03 am

Nonstop2h 18m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

vie. 1/23

8:25 pm-10:29 pm

Nonstop3h 04m

Chicago O'Hare Intl

sáb. 1/31

7:05 am-10:40 am

Nonstop2h 35m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

mar. 1/13

1:50 pm-3:57 pm

Nonstop3h 07m

Chicago O'Hare Intl

jue. 1/15

11:00 am-2:28 pm

Nonstop2h 28m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/7

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 diciembre 8, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 52% 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 diciembre 8, 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
4,254 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,011 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,089 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,045 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 08m. JetBlue provides one of the quickest options available for as low as $132. 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 Delta ($128), United Airlines ($134), and American Airlines ($135).

  • 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 diciembre 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$258Average$398FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$258Average$492FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$258Average$469FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$311Average$396FlexibilityNo cancel feeOn-time63%

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