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Wisconsin

$59+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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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 April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$118
(American Airlines)

One-way from

$59
(JetBlue)

Popular in

December

Cheapest in

August

Average price

$339

Good round-trip deal

$219 or less

Good one-way deal

$138 or less
Provider with most accurate pricing for Boston Logan Intl-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Milwaukee-Mitchell flights.
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From Boston Logan Intl to Wisconsin
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One-way flight from Boston Logan Intl to Wisconsin
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Highest demand for flights based on searches. 14% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Boston Logan Intl to Wisconsin.
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Price to beat on a one-way flight from Boston Logan Intl to Wisconsin.
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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 April 24, 2025.

This American Airlines deal was found by Cheapflights users on 4/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/38:00 amBOS - ORD
Nonstop3h 07mAmerican Airlines
Mon 5/56:35 pmORD - BOS
Nonstop2h 32mAmerican Airlines
Deal found 4/23$118
This Priceline deal was found by Cheapflights users on 4/22. 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 6/43:49 pmBOS - ORD
1 stop8h 15mSpirit Airlines
Wed 6/115:05 amORD - BOS
1 stop8h 39mSpirit Airlines
Deal found 4/22$120
This United Airlines deal was found by Cheapflights users on 4/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/306:59 pmBOS - ORD
1 stop5h 38mUnited Airlines
Fri 7/46:00 amORD - BOS
Nonstop2h 26mUnited Airlines
Deal found 4/23$123
This Southwest deal was found by Cheapflights users on 4/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/76:45 amBOS - ORD
1 stop9h 15mSouthwest
Tue 6/104:00 pmORD - BOS
1 stop6h 55mSouthwest
Deal found 4/23$136
This JetBlue deal was found by Cheapflights users on 4/23. 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.
Wed 5/214:30 pmBOS - ORD
Nonstop3h 06mJetBlue
Sun 5/258:45 amORD - BOS
Nonstop2h 28mJetBlue
Deal found 4/23$148
This FlightHub deal was found by Cheapflights users on 4/22. 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.
Wed 5/143:49 pmBOS - ORD
1 stop8h 15mMultiple Airlines
Sat 5/174:15 pmORD - BOS
1 stop7h 29mMultiple Airlines
Deal found 4/22$153
This Delta deal was found by Cheapflights users on 4/23. 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.
Mon 7/147:00 amBOS - ORD
Nonstop2h 59mDelta
Tue 7/227:00 amORD - BOS
Nonstop2h 28mDelta
Deal found 4/23$177
This Delta deal was found by Cheapflights users on 4/23. 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 5/215:10 pmBOS - MKE
Nonstop2h 46mDelta
Wed 6/47:40 pmMKE - BOS
Nonstop2h 19mDelta
Deal found 4/23$187
This Mytrip deal was found by Cheapflights users on 4/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/156:00 amBOS - ORD
1 stop18h 32mFrontier
Sat 5/179:19 amORD - BOS
1 stop23h 05mFrontier
Deal found 4/23$192
This JetBlue deal was found by Cheapflights users on 4/22. 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 5/292:08 pmBOS - MKE
Nonstop2h 40mJetBlue
Fri 5/304:43 pmMKE - BOS
Nonstop2h 16mJetBlue
Deal found 4/22$207
This American Airlines deal was found by Cheapflights users on 4/22. 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 6/35:59 amBOS - MKE
1 stop6h 16mAmerican Airlines
Thu 6/54:19 pmMKE - BOS
1 stop5h 28mAmerican Airlines
Deal found 4/22$208
This United Airlines deal was found by Cheapflights users on 4/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/156:59 pmBOS - MKE
1 stop5h 30mUnited Airlines
Sat 8/237:00 amMKE - BOS
2 stops6h 13mUnited Airlines
Deal found 4/23$212

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 April 24, 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

Sat 5/3

8:00 am-10:07 am

Nonstop3h 07m

Chicago O'Hare Intl

Mon 5/5

6:35 pm-10:07 pm

Nonstop2h 32m

$118

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 6/4

3:49 pm-11:04 pm

1 stop8h 15m

Chicago O'Hare Intl

Wed 6/11

5:05 am-2:44 pm

1 stop8h 39m

$120

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 6/30

6:59 pm-11:37 pm

1 stop5h 38m

Chicago O'Hare Intl

Fri 7/4

6:00 am-9:26 am

Nonstop2h 26m

$123

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 6/7

6:45 am-3:00 pm

1 stop9h 15m

Chicago O'Hare Intl

Tue 6/10

4:00 pm-11:55 pm

1 stop6h 55m

$136

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 5/21

4:30 pm-6:36 pm

Nonstop3h 06m

Chicago O'Hare Intl

Sun 5/25

8:45 am-12:13 pm

Nonstop2h 28m

$148

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 5/14

3:49 pm-11:04 pm

1 stop8h 15m

Chicago O'Hare Intl

Sat 5/17

4:15 pm-12:44 am

1 stop7h 29m

$153

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 7/14

7:00 am-8:59 am

Nonstop2h 59m

Chicago O'Hare Intl

Sat 7/19

7:00 am-10:28 am

Nonstop2h 28m

$177

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 5/21

2:08 pm-3:48 pm

Nonstop2h 40m

Milwaukee-Mitchell

Wed 5/28

4:43 pm-7:59 pm

Nonstop2h 16m

$187

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 5/15

6:00 am-11:32 pm

1 stop18h 32m

Chicago O'Hare Intl

Sat 5/17

9:19 am-9:24 am

1 stop23h 05m

$192

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 5/13

9:05 am-10:48 am

Nonstop2h 43m

Milwaukee-Mitchell

Fri 5/16

7:40 pm-10:59 pm

Nonstop2h 19m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 60 results
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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, February is the cheapest month in which you can book a flight from Boston to Wisconsin (average of $280). Flying from Boston to Wisconsin in June is currently the most expensive (average of $376). 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 April 24, 2025.

When flying from Boston to Wisconsin, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Wisconsin, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 April 24, 2025.
To help decide which airline to fly from Boston to Wisconsin, see what other customers have to say about Alaska Airlines, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,685 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,924 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

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

    $59 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $60 and $64, 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 Scandinavian Airlines (94%), EL AL (93%) and Delta (90%).

  • What are the cheapest flights from Boston to Wisconsin?

    Looking for the cheapest flight from Boston to Wisconsin? While on average our users pay $296, our data indicates the cheapest price to be $103. The most popular route (Boston Logan Intl - Chicago O'Hare Intl), is priced around $115.

  • 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, February is the cheapest month in which you can book a flight from Boston to Wisconsin (average of $280). Flying from Boston to Wisconsin in June is currently the most expensive (average of $376). 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 Boston to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$172FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$154Average$316FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$176Average$460FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$186Average$458FlexibilityNo cancel feeOn-time69%
DeltaCheapest$204Average$546FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$226Average$377FlexibilityNo cancel feeOn-time63%

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