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Maine

$62+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$121
(Kiwi.com)

One-way from

$62
(JetBlue)

Popular in

December

Cheapest in

April

Average price

$426
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 ($87 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Tue 7/85:05 amORD - BOS
1 stop9h 32mSpirit Airlines
Wed 7/98:39 pmBOS - ORD
1 stop13h 16mSpirit Airlines
Deal found 6/11$121
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 8/98:25 pmORD - BOS
Nonstop2h 34mAmerican Airlines
Tue 8/125:29 amBOS - ORD
Nonstop2h 56mAmerican Airlines
Deal found 6/11$125
This JetBlue deal was found by Cheapflights users on 6/9. 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 9/266:50 pmORD - BOS
Nonstop2h 33mJetBlue
Sun 9/287:00 amBOS - ORD
Nonstop2h 57mJetBlue
Deal found 6/9$131
This Southwest deal was found by Cheapflights users on 6/12. 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.
Sun 9/217:30 amORD - BOS
1 stop9h 25mSouthwest
Wed 9/245:20 amBOS - ORD
1 stop8h 25mSouthwest
Deal found 6/12$142
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/229:15 pmORD - BOS
Nonstop2h 30mUnited Airlines
Sun 8/247:45 amBOS - ORD
Nonstop2h 56mUnited Airlines
Deal found 6/10$149
This JetBlue deal was found by Cheapflights users on 6/11. 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 7/124:33 pmMKE - BOS
Nonstop2h 12mJetBlue
Wed 7/161:40 pmBOS - MKE
Nonstop2h 28mJetBlue
Deal found 6/11$157
This Trip.com deal was found by Cheapflights users on 6/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:20 pmORD - BOS
Nonstop2h 39mMultiple Airlines
Wed 7/98:39 pmBOS - ORD
1 stop13h 16mMultiple Airlines
Deal found 6/12$163
This Delta deal was found by Cheapflights users on 6/11. 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 7/187:10 pmORD - BOS
Nonstop2h 40mDelta
Tue 7/227:20 amBOS - ORD
Nonstop2h 58mDelta
Deal found 6/11$173
This Southwest deal was found by Cheapflights users on 6/10. 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 7/225:25 pmMKE - BOS
1 stop5h 30mSouthwest
Sat 7/265:50 amBOS - MKE
1 stop4h 50mSouthwest
Deal found 6/10$177
This FlightHub deal was found by Cheapflights users on 6/12. 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 6/309:01 amMKE - BOS
1 stop13h 18mSpirit Airlines
Thu 7/39:40 pmBOS - MKE
1 stop11h 26mSpirit Airlines
Deal found 6/12$195
This Sun Country Air deal was found by Cheapflights users on 6/12. 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.
Sun 8/248:00 amMSP - PWM
Nonstop2h 46mSun Country Air
Thu 8/2812:54 pmPWM - MSP
Nonstop3h 06mSun Country Air
Deal found 6/12$208
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/85:57 pmMKE - BOS
1 stop5h 17mAmerican Airlines
Tue 7/158:30 amBOS - MKE
1 stop6h 47mAmerican Airlines
Deal found 6/12$212

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 June 12, 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 7/8

5:05 am-3:37 pm

1 stop9h 32m

Boston Logan Intl

Wed 7/9

8:39 pm-8:55 am

1 stop13h 16m

$121

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 8/9

8:25 pm-11:59 pm

Nonstop2h 34m

Boston Logan Intl

Tue 8/12

5:29 am-7:25 am

Nonstop2h 56m

$125

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 8/8

5:51 pm-9:26 pm

Nonstop2h 35m

Boston Logan Intl

Mon 8/11

6:00 am-7:55 am

Nonstop2h 55m

$131

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 7/10

7:45 pm-11:12 pm

Nonstop2h 27m

Boston Logan Intl

Mon 7/14

8:20 pm-10:12 pm

Nonstop2h 52m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 9/5

2:55 pm-10:35 pm

1 stop6h 40m

Boston Logan Intl

Mon 9/8

10:45 am-4:25 pm

1 stop6h 40m

$145

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 7/12

4:33 pm-7:45 pm

Nonstop2h 12m

Boston Logan Intl

Wed 7/16

1:40 pm-3:08 pm

Nonstop2h 28m

$157

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 7/8

6:20 pm-9:59 pm

Nonstop2h 39m

Boston Logan Intl

Wed 7/9

8:39 pm-8:55 am

1 stop13h 16m

$163

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 7/18

7:10 pm-10:50 pm

Nonstop2h 40m

Boston Logan Intl

Tue 7/22

7:20 am-9:18 am

Nonstop2h 58m

$173

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 7/22

5:25 pm-11:55 pm

1 stop5h 30m

Boston Logan Intl

Sat 7/26

5:50 am-9:40 am

1 stop4h 50m

$177

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 9/4

10:50 am-4:43 pm

1 stop4h 53m

Boston Logan Intl

Sun 9/7

7:10 am-10:58 am

1 stop4h 48m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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.

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 June 12, 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,925 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 JetBlue. According to our data, you can fly for as low as $62. Users have also found prices from $63 and $64 on United Airlines and American Airlines, 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

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 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$151Average$167FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$222Average$436FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$246Average$395FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$410FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$267Average$511FlexibilityNo cancel feeOn-time69%

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