Maine

$74+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
Apr 5 — Apr 121
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Maine with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Wisconsin to Maine

Keep the following information in mind while searching for Wisconsin to Maine flight deals. Data was last updated March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$116
(Southwest)

One-way from

$74
(United Airlines)

Popular in

December

Cheapest in

February

Average price

$363
Provider with most accurate pricing for Milwaukee-Mitchell-Portland flight deals.
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Portland flights.
From Wisconsin to Maine
One-way flight from Wisconsin to Maine
Highest demand for flights based on searches. 14% potential increase in price ($66 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in March 2025

Find 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 March 31, 2025.

This Southwest deal was found by Cheapflights users on 3/31. 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.
Tue 5/61:50 pmORD - BOS
1 stop4h 20mSouthwest
Fri 5/96:25 amBOS - ORD
1 stop8h 40mSouthwest
Deal found 3/31$116
This Delta deal was found by Cheapflights users on 3/31. 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 10/187:00 amORD - BOS
Nonstop2h 30mDelta
Sat 10/258:10 pmBOS - ORD
Nonstop2h 52mDelta
Deal found 3/31$117
This FlightHub deal was found by Cheapflights users on 3/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/16:00 amORD - BOS
1 stop10h 34mSpirit Airlines
Tue 10/76:10 amBOS - ORD
1 stop12h 27mSpirit Airlines
Deal found 3/31$118
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/128:05 pmORD - BOS
Nonstop2h 27mUnited Airlines
Sat 8/167:44 amBOS - ORD
Nonstop2h 55mUnited Airlines
Deal found 3/30$124
This JetBlue deal was found by Cheapflights users on 3/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/97:31 pmORD - BOS
Nonstop2h 29mJetBlue
Tue 5/136:00 amBOS - ORD
Nonstop3h 00mJetBlue
Deal found 3/30$132
This American Airlines deal was found by Cheapflights users on 3/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/221:10 pmORD - BOS
Nonstop2h 25mAmerican Airlines
Fri 4/256:10 amBOS - ORD
Nonstop3h 08mAmerican Airlines
Deal found 3/29$138
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/257:54 amMSP - PWM
Nonstop2h 41mSun Country Air
Thu 5/2912:47 pmPWM - MSP
Nonstop3h 13mSun Country Air
Deal found 3/30$164
This JetBlue deal was found by Cheapflights users on 3/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/304:43 pmMKE - BOS
Nonstop2h 16mJetBlue
Sat 6/73:13 pmBOS - MKE
Nonstop2h 41mJetBlue
Deal found 3/30$177
This FlightHub deal was found by Cheapflights users on 3/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1212:22 pmMKE - BOS
1 stop10h 25mSpirit Airlines
Tue 5/135:45 amBOS - MKE
1 stop6h 42mSpirit Airlines
Deal found 3/31$180
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/98:06 amMSP - BOS
Nonstop2h 49mSun Country Air
Sun 5/118:30 amBOS - MSP
Nonstop3h 13mSun Country Air
Deal found 3/30$195
This FlightHub deal was found by Cheapflights users on 3/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/157:48 pmMSP - BOS
Nonstop2h 43mMultiple Airlines
Wed 6/259:58 amBOS - MSP
1 stop7h 49mMultiple Airlines
Deal found 3/30$196
This United Airlines deal was found by Cheapflights users on 3/29. 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.
Fri 5/305:50 pmMKE - BOS
1 stop6h 09mUnited Airlines
Wed 6/46:00 amBOS - MKE
1 stop5h 22mUnited Airlines
Deal found 3/29$197

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 March 31, 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

Tue 5/6

1:50 pm-7:10 pm

1 stop4h 20m

Boston Logan Intl

Fri 5/9

6:25 am-2:05 pm

1 stop8h 40m

$116

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 4/11

8:29 pm-11:58 pm

Nonstop2h 29m

Boston Logan Intl

Tue 4/15

5:15 pm-7:27 pm

Nonstop3h 12m

$117

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 8/12

8:05 pm-11:32 pm

Nonstop2h 27m

Boston Logan Intl

Sat 8/16

7:44 am-9:39 am

Nonstop2h 55m

$124

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 5/31

7:00 am-10:25 am

Nonstop2h 25m

Boston Logan Intl

Sat 6/7

11:25 am-1:14 pm

Nonstop2h 49m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 4/22

1:10 pm-4:35 pm

Nonstop2h 25m

Boston Logan Intl

Fri 4/25

6:10 am-8:18 am

Nonstop3h 08m

$138

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 4/29

7:47 pm-10:22 am

1 stop13h 35m

Boston Logan Intl

Wed 4/30

11:27 am-12:20 am

1 stop13h 53m

$139

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Sun 5/25

7:54 am-11:35 am

Nonstop2h 41m

Portland

Thu 5/29

12:47 pm-3:00 pm

Nonstop3h 13m

$164

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 5/30

4:43 pm-7:59 pm

Nonstop2h 16m

Boston Logan Intl

Sat 6/7

3:13 pm-4:54 pm

Nonstop2h 41m

$177

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 5/12

12:22 pm-11:47 pm

1 stop10h 25m

Boston Logan Intl

Tue 5/13

5:45 am-11:27 am

1 stop6h 42m

$180

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

Fri 5/9

8:06 am-11:55 am

Nonstop2h 49m

Boston Logan Intl

Sun 5/11

8:30 am-10:43 am

Nonstop3h 13m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 60 results
1
2
3
...
6

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, January is the cheapest month in which you can book a flight from Wisconsin to Maine (average of $296). Flying from Wisconsin to Maine in May is currently the most expensive (average of $416). 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.

Rainfall in Maine by month

Plan your trip to Maine by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Maine when rainfall is around 2.9 in.

Temperature in Maine by month

Plan your trip to Maine by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 March 31, 2025.
Read through reviews of airlines operating flights from Wisconsin to Maine, such as Alaska Airlines, Southwest and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
8.0
Very good

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $74. Users have also found prices from $75 and $79 on Spirit Airlines 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, January is the cheapest month in which you can book a flight from Wisconsin to Maine (average of $296). Flying from Wisconsin to Maine in May is currently the most expensive (average of $416). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Maine

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Wisconsin to Maine

Discover the top 5 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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$151Average$167FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$217Average$429FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$246Average$406FlexibilityNo cancel feeOn-time63%
DeltaCheapest$247Average$418FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$260Average$565FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.