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Wisconsin

$68+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$129
(Delta)

One-way from

$68
(Southwest)

Popular in

September

Cheapest in

November

Average price

$391
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 ($134 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 January 2026
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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 January 8, 2026.

This Delta deal was found by Cheapflights users on 1/5. 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 2/175:00 pmBOS - ORD
1 stop6h 05mDelta
Tue 2/247:00 amORD - BOS
1 stop7h 15mDelta
Deal found 1/5$125
This Delta deal was found by Cheapflights users on 1/5. 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 1/307:30 amBOS - ORD
Nonstop3h 11mDelta
Sat 1/312:00 pmORD - BOS
Nonstop2h 29mDelta
Deal found 1/5$126
This Delta deal was found by Cheapflights users on 1/5. 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.
Mon 2/94:58 pmBOS - ORD
1 stop5h 07mDelta
Tue 2/179:35 amORD - BOS
1 stop5h 45mDelta
Deal found 1/5$127
This JetBlue deal was found by Cheapflights users on 1/5. 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 1/173:35 pmBOS - ORD
Nonstop3h 08mJetBlue
Tue 1/207:40 amORD - BOS
Nonstop2h 25mJetBlue
Deal found 1/5$128
This Delta deal was found by Cheapflights users on 1/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/71:30 pmBOS - ORD
1 stop6h 51mDelta
Mon 2/95:35 pmORD - BOS
1 stop5h 16mDelta
Deal found 1/7$129
This Rumbo deal was found by Cheapflights users on 1/6. 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.
Thu 1/291:40 pmBOS - ORD
1 stop6h 56mJetBlue
Mon 2/28:55 amORD - BOS
Nonstop2h 26mJetBlue
Deal found 1/6$130
This Delta deal was found by Cheapflights users on 1/8. 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 1/294:10 pmBOS - ORD
Nonstop3h 09mDelta
Mon 2/25:35 pmORD - BOS
1 stop5h 16mDelta
Deal found 1/8$131
This United Airlines deal was found by Cheapflights users on 1/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1212:45 pmBOS - ORD
Nonstop3h 04mUnited Airlines
Wed 1/1411:05 amORD - BOS
Nonstop2h 25mUnited Airlines
Deal found 1/7$133
This Southwest deal was found by Cheapflights users on 1/7. 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.
Mon 1/269:35 amBOS - ORD
2 stops13h 15mSouthwest
Tue 1/271:45 pmORD - BOS
1 stop7h 00mSouthwest
Deal found 1/7$134
This United Airlines deal was found by Cheapflights users on 1/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/179:40 amBOS - ORD
Nonstop3h 06mUnited Airlines
Wed 2/1811:05 amORD - BOS
Nonstop2h 25mUnited Airlines
Deal found 1/7$135
This Southwest deal was found by Cheapflights users on 1/7. 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.
Thu 2/125:20 amBOS - ORD
1 stop7h 55mSouthwest
Mon 2/165:15 pmORD - BOS
2 stops14h 05mSouthwest
Deal found 1/7$136
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/63:43 pmBOS - MKE
1 stop19h 34mMultiple Airlines
Tue 2/104:42 pmMKE - BOS
1 stop20h 56mMultiple Airlines
Deal found 1/6$143

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 January 8, 2026.
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 2/23

6:45 pm-11:56 pm

1 stop6h 11m

Chicago O'Hare Intl

Tue 2/24

2:25 pm-5:51 pm

Nonstop2h 26m

$125

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 2/19

9:00 am-1:20 pm

1 stop5h 20m

Chicago O'Hare Intl

Sat 2/28

7:05 am-10:37 am

Nonstop2h 32m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 1/29

4:10 pm-6:19 pm

Nonstop3h 09m

Chicago O'Hare Intl

Mon 2/2

10:35 am-3:53 pm

1 stop4h 18m

$131

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 3/1

7:00 am-9:10 am

Nonstop3h 10m

Chicago O'Hare Intl

Tue 3/3

10:00 am-1:20 pm

Nonstop2h 20m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 2/8

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Tue 2/10

7:45 am-11:10 am

Nonstop2h 25m

$134

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 2/23

6:45 pm-11:56 pm

1 stop6h 11m

Chicago O'Hare Intl

Wed 2/25

10:35 am-3:53 pm

1 stop4h 18m

$135

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 2/16

9:45 pm-12:15 pm

2 stops15h 30m

Chicago O'Hare Intl

Wed 2/25

1:45 pm-9:45 pm

1 stop7h 00m

$136

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 1/20

4:49 pm-6:49 pm

Nonstop3h 00m

Chicago O'Hare Intl

Fri 1/23

7:30 am-10:52 am

Nonstop2h 22m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 1/14

1:50 pm-3:57 pm

Nonstop3h 07m

Chicago O'Hare Intl

Thu 1/15

7:05 am-10:40 am

Nonstop2h 35m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 1/13

7:55 pm-10:01 pm

Nonstop3h 06m

Chicago O'Hare Intl

Thu 1/15

7:05 am-10:40 am

Nonstop2h 35m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

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, December is the cheapest month in which you can book a flight from Maine to Wisconsin (average of $239). Flying from Maine to Wisconsin in January is currently the most expensive (average of $288). 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.

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 January 8, 2026.
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
4,248 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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
8,025 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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
9,139 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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
11,095 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

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 10m. Delta 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, December is the cheapest month in which you can book a flight from Maine to Wisconsin (average of $239). Flying from Maine to Wisconsin in January is currently the most expensive (average of $288). 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$258Average$404FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$258Average$490FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$258Average$470FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$311Average$396FlexibilityNo cancel feeOn-time63%

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