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Maine

$63+ Cheap flights from Wisconsin to Maine

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

Cheapest flights from Wisconsin to Maine
Explore the most affordable flight options available from Wisconsin to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/17. 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 12/246:11 pmORD - BOS
Nonstop2h 33mUnited Airlines
Thu 1/14:15 pmBOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/17$127
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/246:11 pmORD - BOS
Nonstop2h 33mUnited Airlines
Mon 1/56:23 pmBOS - ORD
Nonstop2h 59mUnited Airlines
Deal found 12/17$132
This JetBlue deal was found by Cheapflights users on 12/17. 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 12/278:15 pmORD - BOS
Nonstop2h 29mJetBlue
Sun 12/284:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Deal found 12/17$137
This JetBlue deal was found by Cheapflights users on 12/17. 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.
Sun 12/287:41 pmORD - BOS
Nonstop2h 29mJetBlue
Tue 12/304:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Deal found 12/17$147
This Priceline deal was found by Cheapflights users on 12/17. 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.
Wed 12/317:41 pmORD - BOS
Nonstop2h 29mJetBlue
Thu 1/14:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Deal found 12/17$157
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/219:12 pmORD - BOS
Nonstop2h 33mUnited Airlines
Thu 1/86:21 pmBOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/15$158
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/316:21 pmORD - BOS
1 stop4h 33mUnited Airlines
Thu 1/16:29 pmBOS - ORD
Nonstop3h 06mUnited Airlines
Deal found 12/17$162
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/316:21 pmORD - BOS
1 stop4h 33mUnited Airlines
Mon 1/56:23 pmBOS - ORD
Nonstop2h 59mUnited Airlines
Deal found 12/17$167
This Delta deal was found by Cheapflights users on 12/16. 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.
Fri 12/197:10 amORD - BOS
Nonstop2h 26mDelta
Tue 1/137:55 pmBOS - ORD
Nonstop3h 06mDelta
Deal found 12/16$177
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/246:11 pmORD - BOS
Nonstop2h 33mUnited Airlines
Wed 12/3112:20 pmBOS - ORD
Nonstop3h 03mUnited Airlines
Deal found 12/16$179
This JetBlue deal was found by Cheapflights users on 12/17. 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 12/278:15 pmORD - BOS
Nonstop2h 29mJetBlue
Wed 12/315:05 pmBOS - ORD
1 stop5h 59mJetBlue
Deal found 12/17$181
This Sun Country Air deal was found by Cheapflights users on 12/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:12 pmMSP - BOS
Nonstop2h 54mSun Country Air
Mon 12/296:45 amBOS - MSP
Nonstop3h 11mSun Country Air
Deal found 12/16$213

Find flight deals from Wisconsin to Maine

Keep the following information in mind while searching for Wisconsin to Maine flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$124
(Kiwi.com)

One-way from

$63
(Super.com)

Popular in

January

Cheapest in

September

Average price

$478
Provider with most accurate pricing for Milwaukee-Mitchell-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Boston Logan Intl flights.
Search Deals
From Wisconsin to Maine
Search Deals
One-way flight from Wisconsin to Maine
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($100 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($18 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 Wisconsin to Maine 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 December 18, 2025.
Use the filters below to find and compare flights from Wisconsin to Maine that are best for you.

Fly from

Wisconsin

Fly to

Maine

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 1/17

7:45 am-11:10 am

Nonstop2h 25m

Boston Logan Intl

Tue 1/20

3:35 pm-5:43 pm

Nonstop3h 08m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 1/17

5:15 am-4:28 pm

1 stop10h 13m

Boston Logan Intl

Tue 1/20

3:35 pm-5:43 pm

Nonstop3h 08m

$136

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 1/7

5:00 pm-8:21 pm

Nonstop2h 21m

Boston Logan Intl

Sun 1/11

7:55 pm-10:01 pm

Nonstop3h 06m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 1/9

7:30 am-10:52 am

Nonstop2h 22m

Boston Logan Intl

Sun 1/11

10:30 am-12:34 pm

Nonstop3h 04m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 4/18

6:26 pm-9:51 pm

Nonstop2h 25m

Boston Logan Intl

Wed 4/22

3:39 pm-5:31 pm

Nonstop2h 52m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 1/10

2:00 pm-5:29 pm

Nonstop2h 29m

Boston Logan Intl

Sun 1/11

7:55 pm-10:01 pm

Nonstop3h 06m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Mon 1/12

7:30 am-10:52 am

Nonstop2h 22m

Boston Logan Intl

Wed 1/14

4:16 pm-6:16 pm

Nonstop3h 00m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 1/7

7:45 am-11:10 am

Nonstop2h 25m

Boston Logan Intl

Wed 1/14

3:35 pm-5:43 pm

Nonstop3h 08m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 1/24

7:05 am-10:40 am

Nonstop2h 35m

Boston Logan Intl

Sun 1/25

7:30 am-9:41 am

Nonstop3h 11m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 5/15

8:21 pm-11:56 pm

Nonstop2h 35m

Boston Logan Intl

Sun 5/17

6:00 am-7:55 am

Nonstop2h 55m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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

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

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

Currently, March is the cheapest month in which you can book a flight from Wisconsin to Maine (average of $219). Flying from Wisconsin to Maine in November is currently the most expensive (average of $279). 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.

How much does it cost to fly round-trip from Wisconsin to Maine?

Reviews of airlines servicing Maine

Get insights into the airlines that provide service to Maine. 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 Maine. Reviews last updated December 18, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Wisconsin to Maine to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

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
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

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
8,005 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

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
9,091 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

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
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

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 Wisconsin to Maine. 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 Wisconsin to Maine?

    Airlines like JetBlue, Delta, and Sun Country Air fly from Wisconsin to Maine in about 2h 21m. The time it takes to get you to your destination is usually consistent. The distance from Wisconsin to Maine is about 864 mi. All flights are typically nonstop.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $86. Users have also found prices from $118 and $125 on Southwest and Delta, respectively.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Wisconsin to Maine (average of $219). Flying from Wisconsin to Maine in November is currently the most expensive (average of $279). 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 Wisconsin to Maine

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

Discover the top 4 airlines that operate flights from Wisconsin to Maine. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$238Average$468FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$246Average$387FlexibilityNo cancel feeOn-time63%
DeltaCheapest$251Average$369FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$267Average$442FlexibilityNo cancel feeOn-time69%

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