HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Wisconsin

$63+ Cheap flights from Boston (BOS) 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Boston to Wisconsin with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Boston to Wisconsin

Cheapest flights from Boston to Wisconsin
Explore the most affordable flight options available from Boston to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 26, 2025.

This American Airlines deal was found by Cheapflights users on 11/25. 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.
Tue 12/167:01 pmBOS - ORD
Nonstop3h 13mAmerican Airlines
Wed 12/178:40 pmORD - BOS
Nonstop2h 33mAmerican Airlines
Deal found 11/25$117
This JetBlue deal was found by Cheapflights users on 11/23. 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 12/138:30 amBOS - ORD
Nonstop3h 05mJetBlue
Wed 12/1711:25 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 11/23$122
This United Airlines deal was found by Cheapflights users on 11/25. 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.
Tue 12/166:00 amBOS - ORD
Nonstop3h 00mUnited Airlines
Thu 12/1811:20 amORD - BOS
Nonstop2h 24mUnited Airlines
Deal found 11/25$124
This United Airlines deal was found by Cheapflights users on 11/24. 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.
Wed 12/312:50 pmBOS - ORD
Nonstop3h 00mUnited Airlines
Thu 12/47:30 amORD - BOS
Nonstop2h 19mUnited Airlines
Deal found 11/24$127
This American Airlines deal was found by Cheapflights users on 11/25. 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 12/62:44 pmBOS - ORD
Nonstop3h 15mAmerican Airlines
Mon 12/85:12 pmORD - BOS
Nonstop2h 21mAmerican Airlines
Deal found 11/25$128
This Trip.com deal was found by Cheapflights users on 11/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/55:29 pmBOS - ORD
Nonstop3h 14mJetBlue
Sun 12/78:38 pmORD - BOS
Nonstop2h 28mJetBlue
Deal found 11/25$129
This JetBlue deal was found by Cheapflights users on 11/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:29 pmBOS - ORD
Nonstop3h 14mJetBlue
Mon 1/126:45 amORD - BOS
Nonstop2h 18mJetBlue
Deal found 11/25$132
This Delta deal was found by Cheapflights users on 11/23. 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 12/174:05 pmBOS - ORD
Nonstop2h 57mDelta
Thu 12/1810:35 amORD - BOS
Nonstop2h 24mDelta
Deal found 11/23$137
This JetBlue deal was found by Cheapflights users on 11/23. 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.
Sun 12/145:29 pmBOS - ORD
Nonstop3h 14mJetBlue
Tue 12/1611:25 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 11/23$142
This Trip.com deal was found by Cheapflights users on 11/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/98:30 amBOS - ORD
Nonstop3h 05mJetBlue
Tue 12/167:00 amORD - BOS
1 stop7h 14mJetBlue
Deal found 11/25$151
This Kiwi.com deal was found by Cheapflights users on 11/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:45 amBOS - MSP
Nonstop3h 11mSun Country Air
Fri 1/26:54 amMSP - BOS
Nonstop2h 57mSun Country Air
Deal found 11/25$194
This Cheapflightsfares deal was found by Cheapflights users on 11/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:42 amBOS - MSP
Nonstop3h 18mSun Country Air
Sun 12/76:54 amMSP - BOS
Nonstop2h 47mSun Country Air
Deal found 11/25$197

Cheap flight deals from Boston to Wisconsin

Keep the following information in mind while searching for Boston to Wisconsin flight deals. Data was last updated November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$117
(United Airlines)

One-way from

$63
(eDestinos)

Popular in

November

Cheapest in

September

Average price

$493

Good round-trip deal

$387 or less

Good one-way deal

$228 or less
Provider with most accurate pricing for Boston Logan Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Milwaukee-Mitchell flights.
Search Deals
From Boston Logan Intl to Wisconsin
Search Deals
One-way flight from Boston Logan Intl to Wisconsin
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($62 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Wisconsin.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Wisconsin.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston 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 November 26, 2025.
Use the filters below to find and compare flights from Boston to Wisconsin that are best for you.

Fly from

Boston

Fly to

Wisconsin

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 12/9

9:40 am-11:40 am

Nonstop3h 00m

Chicago O'Hare Intl

Tue 12/9

6:17 pm-9:45 pm

Nonstop2h 28m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 1/8

7:55 pm-10:01 pm

Nonstop3h 06m

Chicago O'Hare Intl

Sat 1/17

7:05 am-10:40 am

Nonstop2h 35m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/3

8:30 am-10:35 am

Nonstop3h 05m

Chicago O'Hare Intl

Sun 12/7

8:38 pm-12:06 am

Nonstop2h 28m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/3

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Wed 12/10

11:00 am-2:20 pm

Nonstop2h 20m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 1/14

7:30 am-9:41 am

Nonstop3h 11m

Chicago O'Hare Intl

Tue 1/20

7:05 am-10:40 am

Nonstop2h 35m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/11

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Sun 12/14

7:30 am-10:49 am

Nonstop2h 19m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

10:40 am-12:40 pm

Nonstop3h 00m

Chicago O'Hare Intl

Sun 12/7

7:30 am-10:49 am

Nonstop2h 19m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 12/6

9:40 am-11:40 am

Nonstop3h 00m

Chicago O'Hare Intl

Mon 12/8

7:30 am-10:49 am

Nonstop2h 19m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 2/5

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Mon 2/9

7:45 am-11:10 am

Nonstop2h 25m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/17

4:05 pm-6:02 pm

Nonstop2h 57m

Chicago O'Hare Intl

Fri 12/19

7:10 am-10:36 am

Nonstop2h 26m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Boston to Wisconsin

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

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

Currently, September is the cheapest month in which you can book a flight from Boston to Wisconsin (average of $98). Flying from Boston to Wisconsin in December is currently the most expensive (average of $258). 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.

What is the cheapest time of day to fly from BOS to WI?

Find hourly flight availability from Boston to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 26, 2025.

It’s optimal to fly from Boston to Wisconsin at noon. By choosing this option you can save up to 23% on the cost of your flight, compared to a flight in the evening.

What is the cheapest day to fly from Boston to Wisconsin?

Use this chart to determine the cheapest time to fly round-trip from Boston to Wisconsin. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Wisconsin flight should consider departing on Sunday mornings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 26, 2025.
Read through reviews of airlines operating flights from Boston to Wisconsin, such as Southwest, Delta, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,254 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

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
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

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
7.9
Good
8,003 reviews
Southwest
8.0
Very good
4,254 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

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
9,050 reviews
Southwest
8.0
Very good
4,254 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

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
11,038 reviews
Southwest
8.0
Very good
4,254 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

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
JetBlue
7.2
Good
2,905 reviews
Southwest
8.0
Very good
4,254 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

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 Boston to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Wisconsin?

    For a flight from Boston to Wisconsin, you will be flying from Logan Intl. Boston Logan Intl (BOS) is just 2.6 mi from the center of the city.

  • How long is the flight from Boston to Wisconsin?

    There are many flights that can get you from Boston to Wisconsin in 3h. Fly via United Airlines, Delta, or American Airlines to get the fastest option. Airlines will cover a distance of 864 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $64 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Sun Country Air and Southwest, with prices starting from $97 and $104, respectively.

  • What are the most popular routes from Boston to Wisconsin?

    While some choose either Boston Logan Intl - Minneapolis St Paul or Boston Logan Intl - Milwaukee-Mitchell, Boston Logan Intl - Chicago O'Hare Intl is the most popular route from Boston to Wisconsin.

  • What are the most reliable airlines from Boston to Wisconsin?

    The top 3 most reliable airlines when flying from Boston to Wisconsin are JetBlue (91%), EL AL (73%) and Delta (64%).

  • What are the cheapest flights from Boston to Wisconsin?

    Looking for the cheapest flight from Boston to Wisconsin? While on average our users pay $397, our data indicates the cheapest price to be $153. The most popular route (Boston Logan Intl - Chicago O'Hare Intl), is priced around $117.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Boston to Wisconsin (average of $98). Flying from Boston to Wisconsin in December is currently the most expensive (average of $258). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Boston to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Fort Lauderdale flights
Boston to Orlando flights
Boston to Miami flights
Boston to Las Vegas flights
Boston to Dallas/Fort Worth flights
Boston to Los Angeles flights
Boston to Atlanta flights
Boston to Denver flights
Boston to Sky Harbor Intl flights
Boston to Tampa flights
Hartford to Orlando flights
Boston to Seattle flights
Boston to LaGuardia flights
Boston to San Francisco flights
Boston to Fort Myers flights
Boston to Baltimore flights
Boston to Hobby flights
Boston to Reagan-National flights
Boston to Salt Lake City flights
Boston to Newark flights
Boston to O'Hare Intl flights
Boston to West Palm Beach flights
Boston to George Bush Intcntl flights
Boston to New Orleans flights
Boston to Dulles Intl flights
Boston to Sarasota flights
Boston to San Diego flights
Boston to John F Kennedy Intl flights
Hartford to Fort Lauderdale flights
Boston to Charlotte flights
Boston to Honolulu flights
Boston to Philadelphia flights
Hartford to Tampa flights
Boston to Nashville flights
Boston to Raleigh flights
Boston to Austin flights
Albany to Orlando flights
Boston to Charleston flights
Boston to Jacksonville flights
Boston to Indianapolis flights
Hartford to Atlanta flights
Boston to Key West flights
Hartford to Denver flights
Boston to Detroit flights
Boston to Savannah flights
Hartford to West Palm Beach flights
Hartford to Fort Myers flights
Boston to Ontario flights
Boston to Love Field flights
Boston to Midway flights

Top 6 airlines flying from Boston to Wisconsin

Discover the top 6 airlines that operate flights from Boston 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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$114Average$295FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$145Average$187FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$176Average$284FlexibilityNo cancel feeOn-time63%
DeltaCheapest$186Average$473FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$196Average$438FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$202Average$443FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.