Wisconsin

$64+ Cheap flights from Maine to Wisconsin

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 3/20. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Mar 31 — Apr 71
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Cheap flight deals from Maine to Wisconsin

Cheapest flights from Maine to Wisconsin
Explore the most affordable flight options available from Maine to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 1, 2026.

This Southwest deal was found by Cheapflights users on 2/27. 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.
Sat 5/99:00 am
BOS
-
ORD
1 stop7h 30m
Southwest
Mon 5/112:40 pm
ORD
-
BOS
1 stop7h 35m
Southwest
Deal found 2/27$128
This Priceline deal was found by Cheapflights users on 2/26. 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.
Tue 4/147:35 pm
BOS
-
ORD
Nonstop3h 04m
Multiple Airlines
Thu 4/164:28 pm
ORD
-
BOS
1 stop8h 03m
Multiple Airlines
Deal found 2/26$129
This American Airlines deal was found by Cheapflights users on 2/25. 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 4/116:48 pm
BOS
-
ORD
Nonstop3h 12m
American Airlines
Sat 4/188:56 pm
ORD
-
BOS
Nonstop2h 29m
American Airlines
Deal found 2/25$130
This Delta deal was found by Cheapflights users on 2/27. 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.
Wed 9/211:00 am
BOS
-
ORD
Nonstop2h 52m
Delta
Wed 9/910:10 am
ORD
-
BOS
Nonstop2h 30m
Delta
Deal found 2/27$131
This American Airlines deal was found by Cheapflights users on 2/25. 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 5/208:03 am
BOS
-
ORD
Nonstop3h 09m
American Airlines
Sun 5/246:00 am
ORD
-
BOS
Nonstop2h 29m
American Airlines
Deal found 2/25$132
This United Airlines deal was found by Cheapflights users on 2/25. 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 5/16:00 am
BOS
-
ORD
Nonstop3h 00m
United Airlines
Mon 5/47:55 pm
ORD
-
BOS
Nonstop2h 35m
United Airlines
Deal found 2/25$133
This Expedia deal was found by Cheapflights users on 2/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:42 pm
BOS
-
ORD
1 stop10h 57m
Multiple Airlines
Mon 5/46:00 am
ORD
-
BOS
Nonstop2h 15m
Multiple Airlines
Deal found 2/25$135
This American Airlines deal was found by Cheapflights users on 2/27. 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 3/1011:09 am
BOS
-
ORD
Nonstop3h 11m
American Airlines
Wed 3/257:18 am
ORD
-
BOS
Nonstop2h 28m
American Airlines
Deal found 2/27$136
This Delta deal was found by Cheapflights users on 2/27. 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 4/27:15 am
BOS
-
ORD
Nonstop3h 10m
Delta
Sun 4/56:15 am
ORD
-
BOS
Nonstop2h 25m
Delta
Deal found 2/27$137
This Priceline deal was found by Cheapflights users on 2/27. 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 4/86:05 am
BOS
-
ORD
Nonstop3h 03m
Multiple Airlines
Mon 4/134:34 pm
ORD
-
BOS
1 stop7h 52m
Multiple Airlines
Deal found 2/27$139
This Delta deal was found by Cheapflights users on 2/28. 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 8/259:00 am
BOS
-
MKE
Nonstop2h 44m
Delta
Wed 9/27:35 pm
MKE
-
BOS
Nonstop2h 19m
Delta
Deal found 2/28$187
This Cheapflightsfares deal was found by Cheapflights users on 2/27. 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.
Sat 5/236:00 am
BOS
-
MKE
Nonstop2h 36m
JetBlue
Tue 6/28:26 am
MKE
-
BOS
Nonstop2h 18m
JetBlue
Deal found 2/27$192

Find flight deals from Maine to Wisconsin

Keep the following information in mind while searching for Maine to Wisconsin flight deals. Data was last updated March 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$128
(Southwest)

One-way from

$64
(United Airlines)

Popular in

November

Cheapest in

September

Average price

$369
Provider with most accurate pricing for Boston Logan Intl-Milwaukee-Mitchell flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Milwaukee-Mitchell flights.
From Maine to Wisconsin
One-way flight from Maine to Wisconsin
Highest demand for flights based on searches. 14% potential increase in price ($56 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in March 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine to Wisconsin 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 1, 2026.
Use the filters below to find and compare flights from Maine to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 4/9

7:00 am-9:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Mon 4/13

7:30 am-11:01 am

Nonstop2h 31m

$142

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 4/14

7:35 pm-9:39 pm

Nonstop3h 04m

Chicago O'Hare Intl

Thu 4/16

8:31 am-2:18 pm

1 stop4h 47m

$171

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 3/4

12:35 pm-2:41 pm

Nonstop3h 06m

Chicago O'Hare Intl

Fri 3/6

2:35 pm-8:15 pm

1 stop4h 40m

$171

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 3/10

6:00 am-10:51 am

1 stop5h 51m

Chicago O'Hare Intl

Tue 3/10

6:05 pm-9:28 pm

Nonstop2h 23m

$171

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 3/11

8:20 pm-10:16 pm

Nonstop2h 56m

Chicago O'Hare Intl

Fri 3/13

7:00 am-10:25 am

Nonstop2h 25m

$181

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 3/25

4:50 pm-6:40 pm

Nonstop2h 50m

Milwaukee-Mitchell

Wed 4/1

12:27 pm-3:44 pm

Nonstop2h 17m

$207

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 3/26

9:55 am-11:44 am

Nonstop2h 49m

Milwaukee-Mitchell

Mon 3/30

7:25 pm-10:41 pm

Nonstop2h 16m

$207

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 4/17

7:55 am-10:00 am

Nonstop3h 05m

Chicago O'Hare Intl

Tue 4/21

7:59 pm-11:27 pm

Nonstop2h 28m

$207

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 6/2

8:15 am-12:48 pm

1 stop5h 33m

Milwaukee-Mitchell

Fri 6/5

7:00 pm-12:59 am

1 stop4h 59m

$217

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 5/28

6:00 am-7:58 am

Nonstop2h 58m

Chicago O'Hare Intl

Sun 5/31

6:15 am-9:39 am

Nonstop2h 24m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/28

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Maine to Wisconsin

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

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

Currently, March is the cheapest month in which you can book a flight from Maine to Wisconsin (average of $182). Flying from Maine to Wisconsin in January is currently the most expensive (average of $288). 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 Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated March 1, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Maine to Wisconsin by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.

Related info for your journey

Find useful and relevant information for your journey from Maine to Wisconsin. 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 Maine to Wisconsin?

    A quick flight from Maine to Wisconsin can take about 2h 56m. United Airlines provides one of the quickest options available for as low as $181. There are 864 mi between Maine and Wisconsin. Generally, flights for this route are nonstop.

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

    The cheapest airlines for a one-way flight from Maine to Wisconsin are Delta ($128), American Airlines ($135), and United Airlines ($148).

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Maine to Wisconsin (average of $182). Flying from Maine to Wisconsin in January is currently the most expensive (average of $288). 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 Maine to Wisconsin

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

Top 4 airlines flying from Maine to Wisconsin

Discover the top 4 airlines that operate flights from Maine to Wisconsin. 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 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$258Average$491FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$258Average$457FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$410FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$296Average$431FlexibilityNo cancel feeOn-time63%

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