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Maine

$59+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$116
(Cheapflightsfares)

One-way from

$59
(JetBlue)

Popular in

December

Cheapest in

February

Average price

$386
Provider with most accurate pricing for Milwaukee-Mitchell-Portland flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Portland flights.
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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. 16% potential increase in price ($78 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 May 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 May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Thu 10/1610:48 amORD - BOS
Nonstop2h 26mSpirit Airlines
Tue 10/216:10 amBOS - ORD
1 stop12h 27mSpirit Airlines
Deal found 4/30$113
This JetBlue deal was found by Cheapflights users on 4/29. 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.
Wed 5/710:50 amORD - BOS
Nonstop2h 28mJetBlue
Sun 5/116:00 amBOS - ORD
Nonstop3h 00mJetBlue
Deal found 4/29$117
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 6/48:20 pmORD - BOS
Nonstop2h 24mAmerican Airlines
Wed 6/115:00 amBOS - ORD
Nonstop2h 54mAmerican Airlines
Deal found 4/30$118
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 6/37:53 pmORD - BOS
Nonstop2h 27mUnited Airlines
Tue 8/126:59 pmBOS - ORD
1 stop5h 38mUnited Airlines
Deal found 4/29$123
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/87:00 amORD - BOS
Nonstop2h 25mDelta
Tue 5/137:15 amBOS - ORD
Nonstop2h 54mDelta
Deal found 4/29$137
This Southwest deal was found by Cheapflights users on 4/29. 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.
Wed 5/281:50 pmORD - BOS
1 stop4h 20mSouthwest
Fri 5/305:00 amBOS - ORD
1 stop8h 45mSouthwest
Deal found 4/29$142
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/174:15 pmORD - BOS
1 stop7h 29mMultiple Airlines
Wed 5/213:49 pmBOS - ORD
1 stop8h 15mMultiple Airlines
Deal found 4/30$166
This JetBlue deal was found by Cheapflights users on 4/30. 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
Tue 6/32:08 pmBOS - MKE
Nonstop2h 40mJetBlue
Deal found 4/30$187
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 5/217:07 amMKE - BOS
1 stop5h 46mAmerican Airlines
Sat 5/316:36 pmBOS - MKE
1 stop6h 22mAmerican Airlines
Deal found 4/30$197
This Booking.com deal was found by Cheapflights users on 4/30. 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.
Fri 5/309:15 amMKE - BOS
1 stop12h 36mSpirit Airlines
Tue 6/35:45 amBOS - MKE
1 stop6h 42mSpirit Airlines
Deal found 4/30$202
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/127:35 pmMKE - BOS
Nonstop2h 27mDelta
Tue 8/199:00 amBOS - MKE
Nonstop2h 44mDelta
Deal found 4/30$207
This eDestinos deal was found by Cheapflights users on 4/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/28:34 amMSP - BOS
1 stop23h 40mMultiple Airlines
Tue 6/1011:38 amBOS - MSP
Nonstop3h 10mMultiple Airlines
Deal found 4/30$208

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 May 1, 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

Thu 10/16

10:48 am-2:14 pm

Nonstop2h 26m

Boston Logan Intl

Tue 10/21

6:10 am-5:37 pm

1 stop12h 27m

$113

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 5/10

4:20 pm-7:48 pm

Nonstop2h 28m

Boston Logan Intl

Tue 5/13

12:15 pm-2:12 pm

Nonstop2h 57m

$117

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 6/4

8:20 pm-11:44 pm

Nonstop2h 24m

Boston Logan Intl

Wed 6/11

5:00 am-6:54 am

Nonstop2h 54m

$118

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 5/31

7:00 am-10:25 am

Nonstop2h 25m

Boston Logan Intl

Mon 6/9

7:20 am-9:18 am

Nonstop2h 58m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 5/21

4:03 pm-12:17 am

1 stop7h 14m

Boston Logan Intl

Sun 5/25

6:00 am-8:00 am

Nonstop3h 00m

$140

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 5/28

1:50 pm-7:10 pm

1 stop4h 20m

Boston Logan Intl

Fri 5/30

5:00 am-12:45 pm

1 stop8h 45m

$142

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 5/17

4:15 pm-12:44 am

1 stop7h 29m

Boston Logan Intl

Wed 5/21

3:49 pm-11:04 pm

1 stop8h 15m

$166

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 5/30

4:43 pm-7:59 pm

Nonstop2h 16m

Boston Logan Intl

Tue 6/3

2:08 pm-3:48 pm

Nonstop2h 40m

$187

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 5/21

7:07 am-3:29 pm

1 stop7h 22m

Boston Logan Intl

Wed 8/13

6:19 pm-10:59 pm

1 stop5h 40m

$197

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 5/30

9:15 am-10:51 pm

1 stop12h 36m

Boston Logan Intl

Tue 6/3

5:45 am-11:27 am

1 stop6h 42m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 May is currently the most expensive (average of $405). 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 May 1, 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
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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
4,294 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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
2,922 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

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 $59. Users have also found prices from $60 and $68 on Spirit Airlines and Southwest, 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 $405). 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 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$151Average$167FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$222Average$414FlexibilityNo cancel feeOn-time71%
DeltaCheapest$243Average$437FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$246Average$396FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$260Average$549FlexibilityNo cancel feeOn-time69%

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