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Maine

$69+ 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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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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 July 31, 2025.

Round-trip from

$137
(JetBlue)

One-way from

$69
(Delta)

Popular in

December

Cheapest in

April

Average price

$379
From Wisconsin to Maine
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One-way flight from Wisconsin to Maine
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Highest demand for flights based on searches. 18% potential increase in price ($85 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 31, 2025.

This JetBlue deal was found by Cheapflights users on 7/29. 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.
Fri 9/197:50 pmORD - BOS
Nonstop2h 35mJetBlue
Mon 9/227:00 amBOS - ORD
Nonstop2h 56mJetBlue
Deal found 7/29$137
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/146:05 amORD - BOS
Nonstop2h 27mAmerican Airlines
Sun 9/215:00 amBOS - ORD
Nonstop2h 51mAmerican Airlines
Deal found 7/31$138
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Sun 8/316:30 amORD - BOS
Nonstop2h 26mUnited Airlines
Wed 9/39:43 amBOS - ORD
Nonstop2h 50mUnited Airlines
Deal found 7/29$139
This Booking.com deal was found by Cheapflights users on 7/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/198:12 pmORD - BOS
1 stop14h 06mSpirit Airlines
Tue 8/266:05 amBOS - ORD
1 stop14h 02mSpirit Airlines
Deal found 7/30$145
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/41:50 pmORD - BOS
1 stop7h 25mSouthwest
Wed 9/105:40 amBOS - ORD
1 stop7h 10mSouthwest
Deal found 7/29$146
This Delta deal was found by Cheapflights users on 7/31. 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.
Thu 9/410:15 amORD - BOS
Nonstop2h 33mDelta
Wed 9/107:55 pmBOS - ORD
Nonstop3h 01mDelta
Deal found 7/31$147
This JetBlue deal was found by Cheapflights users on 7/30. 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.
Sat 8/305:38 pmMKE - BOS
Nonstop2h 12mJetBlue
Sat 9/62:15 pmBOS - MKE
Nonstop2h 28mJetBlue
Deal found 7/30$157
This CheapOair deal was found by Cheapflights users on 7/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/208:12 pmORD - BOS
1 stop14h 06mMultiple Airlines
Sun 8/249:20 amBOS - ORD
1 stop10h 21mMultiple Airlines
Deal found 7/30$171
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/196:00 amMKE - BOS
1 stop4h 30mAmerican Airlines
Wed 8/206:21 pmBOS - MKE
1 stop5h 43mAmerican Airlines
Deal found 7/30$176
This Cheapflightsfares deal was found by Cheapflights users on 7/30. 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.
Mon 8/118:06 amMSP - PWM
Nonstop2h 39mSun Country Air
Fri 8/1512:46 pmPWM - MSP
Nonstop3h 08mSun Country Air
Deal found 7/30$185
This FlightHub deal was found by Cheapflights users on 7/31. 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.
Fri 8/225:34 pmMKE - BOS
1 stop4h 00mSpirit Airlines
Sat 8/3010:34 amBOS - MKE
1 stop13h 32mSpirit Airlines
Deal found 7/31$194
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 9/117:15 pmMKE - BOS
1 stop4h 30mUnited Airlines
Fri 9/126:16 pmBOS - MKE
1 stop5h 25mUnited Airlines
Deal found 7/30$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 July 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

Fri 9/19

7:50 pm-11:25 pm

Nonstop2h 35m

Boston Logan Intl

Mon 9/22

7:00 am-8:56 am

Nonstop2h 56m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sun 9/14

6:05 am-9:32 am

Nonstop2h 27m

Boston Logan Intl

Sun 9/21

5:00 am-6:51 am

Nonstop2h 51m

$138

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sun 8/31

6:30 am-9:56 am

Nonstop2h 26m

Boston Logan Intl

Wed 9/3

9:43 am-11:33 am

Nonstop2h 50m

$139

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 8/19

8:12 pm-11:18 am

1 stop14h 06m

Boston Logan Intl

Tue 8/26

6:05 am-7:07 pm

1 stop14h 02m

$145

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 9/4

1:50 pm-10:15 pm

1 stop7h 25m

Boston Logan Intl

Sat 9/6

2:50 pm-10:00 pm

1 stop8h 10m

$146

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 9/4

10:15 am-1:48 pm

Nonstop2h 33m

Boston Logan Intl

Sat 9/6

7:20 am-9:15 am

Nonstop2h 55m

$147

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 8/30

5:38 pm-8:50 pm

Nonstop2h 12m

Boston Logan Intl

Sat 9/6

2:15 pm-3:43 pm

Nonstop2h 28m

$157

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 8/20

8:12 pm-11:18 am

1 stop14h 06m

Boston Logan Intl

Sun 8/24

9:20 am-6:41 pm

1 stop10h 21m

$171

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 8/19

6:00 am-11:30 am

1 stop4h 30m

Boston Logan Intl

Wed 8/20

6:21 pm-11:04 pm

1 stop5h 43m

$176

MinneapolisPortland

MSP - PWM

MSPPWM

Minneapolis St Paul

Mon 8/11

8:06 am-11:45 am

Nonstop2h 39m

Portland

Fri 8/15

12:46 pm-2:54 pm

Nonstop3h 08m

$185

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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, 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 July is currently the most expensive (average of $394). 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 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 July 31, 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
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,914 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 Delta. According to our data, you can fly for as low as $69. Users have also found prices from $75 and $78 on Spirit Airlines and Sun Country Air, 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 July is currently the most expensive (average of $394). 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 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$246Average$389FlexibilityNo cancel feeOn-time63%
DeltaCheapest$248Average$429FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$461FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$267Average$523FlexibilityNo cancel feeOn-time69%

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