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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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$127
(United Airlines)

One-way from

$69
(JetBlue)

Popular in

December

Cheapest in

April

Average price

$343
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. 19% potential increase in price ($97 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This JetBlue deal was found by Cheapflights users on 9/15. 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.
Mon 9/297:50 pmORD - BOS
Nonstop2h 35mJetBlue
Sat 10/47:00 amBOS - ORD
Nonstop2h 56mJetBlue
Deal found 9/15$127
This JetBlue deal was found by Cheapflights users on 9/15. 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 10/19:51 amORD - BOS
Nonstop2h 29mJetBlue
Wed 10/14:40 pmBOS - ORD
Nonstop3h 15mJetBlue
Deal found 9/15$130
This JetBlue deal was found by Cheapflights users on 9/17. 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 9/249:51 amORD - BOS
Nonstop2h 29mJetBlue
Wed 10/157:09 amBOS - ORD
Nonstop3h 13mJetBlue
Deal found 9/17$132
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/79:25 pmORD - BOS
Nonstop2h 20mUnited Airlines
Mon 11/106:23 pmBOS - ORD
Nonstop3h 00mUnited Airlines
Deal found 9/16$133
This JetBlue deal was found by Cheapflights users on 9/17. 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.
Thu 11/611:20 amORD - BOS
Nonstop2h 24mJetBlue
Mon 11/108:30 amBOS - ORD
Nonstop3h 05mJetBlue
Deal found 9/17$135
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 10/86:00 amORD - BOS
1 stop6h 20mSpirit Airlines
Wed 10/156:16 amBOS - ORD
1 stop18h 29mSpirit Airlines
Deal found 9/15$136
This United Airlines deal was found by Cheapflights users on 9/15. 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 9/232:15 pmORD - BOS
Nonstop2h 31mUnited Airlines
Tue 9/3011:02 amBOS - ORD
Nonstop2h 50mUnited Airlines
Deal found 9/15$137
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/309:25 pmORD - BOS
Nonstop2h 20mUnited Airlines
Sat 11/16:26 pmBOS - ORD
Nonstop2h 59mUnited Airlines
Deal found 9/16$138
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Tue 10/286:00 amORD - BOS
1 stop6h 20mSpirit Airlines
Tue 10/283:00 pmBOS - ORD
1 stop11h 03mSpirit Airlines
Deal found 9/15$139
This Orbitz deal was found by Cheapflights users on 9/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:50 pmORD - BOS
1 stop12h 53mMultiple Airlines
Tue 10/73:00 pmBOS - ORD
1 stop9h 45mMultiple Airlines
Deal found 9/15$140
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sat 10/1811:55 amORD - BOS
1 stop11h 04mSpirit Airlines
Tue 10/283:00 pmBOS - ORD
1 stop11h 03mSpirit Airlines
Deal found 9/14$141
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Sat 10/1811:55 amORD - BOS
1 stop11h 04mSpirit Airlines
Tue 10/212:15 pmBOS - ORD
1 stop8h 18mSpirit Airlines
Deal found 9/16$142

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 September 17, 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 10/7

7:13 pm-10:46 pm

Nonstop2h 33m

Boston Logan Intl

Wed 10/15

7:09 am-9:22 am

Nonstop3h 13m

$135

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 10/25

12:40 pm-10:15 pm

2 stops8h 35m

Boston Logan Intl

Sun 10/26

5:00 am-12:45 pm

1 stop8h 45m

$148

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 10/18

10:08 am-1:37 pm

Nonstop2h 29m

Boston Logan Intl

Fri 10/24

4:05 pm-6:18 pm

Nonstop3h 13m

$153

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 11/6

9:25 pm-12:45 am

Nonstop2h 20m

Boston Logan Intl

Sat 11/15

6:00 am-10:45 am

1 stop5h 45m

$155

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 10/18

10:41 am-4:22 pm

1 stop4h 41m

Boston Logan Intl

Sat 10/25

6:00 am-7:56 am

Nonstop2h 56m

$155

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 10/4

6:00 am-11:53 am

1 stop4h 53m

Boston Logan Intl

Mon 10/6

8:47 pm-10:35 pm

Nonstop2h 48m

$155

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 11/19

11:20 am-2:44 pm

Nonstop2h 24m

Boston Logan Intl

Mon 11/24

4:28 pm-10:50 pm

1 stop7h 22m

$163

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 11/19

10:30 am-1:59 pm

Nonstop2h 29m

Boston Logan Intl

Mon 11/24

7:50 pm-9:50 pm

Nonstop3h 00m

$167

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 10/29

7:05 am-10:29 am

Nonstop2h 24m

Boston Logan Intl

Mon 11/3

7:30 pm-9:19 pm

Nonstop2h 49m

$167

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 10/7

10:08 am-1:37 pm

Nonstop2h 29m

Boston Logan Intl

Tue 10/14

7:00 am-12:22 pm

1 stop6h 22m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 September 17, 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
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Wisconsin to Maine?

    Airlines like JetBlue, Southwest, and United Airlines fly from Wisconsin to Maine in about 2h 20m. The time it takes to get you to your destination can typically vary by up to 6h 15m. The distance from Wisconsin to Maine is about 864 mi. This flight may include one or multiple stops.

  • 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 $69. Users have also found prices from $69 and $89 on Southwest and United 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

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$238Average$472FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$246Average$386FlexibilityNo cancel feeOn-time63%
DeltaCheapest$248Average$392FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$267Average$453FlexibilityNo cancel feeOn-time69%

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