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Wisconsin

$69+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$137
(Delta)

One-way from

$69
(JetBlue)

Popular in

December

Cheapest in

August

Average price

$296

Good round-trip deal

$224 or less

Good one-way deal

$113 or less
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. 16% potential increase in price ($65 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 July 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 July 3, 2025.

This Delta deal was found by Cheapflights users on 7/3. 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 7/237:20 amBOS - ORD
Nonstop2h 58mDelta
Mon 7/287:00 amORD - BOS
Nonstop2h 31mDelta
Deal found 7/3$137
This FlightHub deal was found by Cheapflights users on 7/2. 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 7/306:15 amBOS - ORD
1 stop10h 16mSpirit Airlines
Wed 8/65:05 amORD - BOS
1 stop13h 29mSpirit Airlines
Deal found 7/2$138
This American Airlines deal was found by Cheapflights users on 7/2. 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 7/152:55 pmBOS - ORD
Nonstop3h 07mAmerican Airlines
Thu 7/178:30 pmORD - BOS
Nonstop2h 44mAmerican Airlines
Deal found 7/2$139
This United Airlines deal was found by Cheapflights users on 7/1. 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 7/157:04 pmBOS - ORD
1 stop5h 37mUnited Airlines
Tue 7/223:48 pmORD - BOS
Nonstop2h 30mUnited Airlines
Deal found 7/1$143
This Priceline deal was found by Cheapflights users on 7/3. 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.
Thu 7/176:00 amBOS - ORD
1 stop9h 04mFrontier
Sat 7/1912:20 pmORD - BOS
1 stop11h 19mFrontier
Deal found 7/3$144
This Priceline deal was found by Cheapflights users on 7/3. 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.
Sun 8/249:20 amBOS - ORD
1 stop10h 21mMultiple Airlines
Wed 8/2711:36 amORD - BOS
1 stop11h 13mMultiple Airlines
Deal found 7/3$145
This JetBlue deal was found by Cheapflights users on 7/1. 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 10/42:10 pmBOS - MKE
Nonstop2h 28mJetBlue
Tue 10/74:29 pmMKE - BOS
Nonstop2h 21mJetBlue
Deal found 7/1$157
This Southwest deal was found by Cheapflights users on 7/3. 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.
Tue 7/155:45 amBOS - ORD
1 stop7h 05mSouthwest
Sat 7/191:30 pmORD - BOS
1 stop6h 35mSouthwest
Deal found 7/3$157
This American Airlines deal was found by Cheapflights users on 7/2. 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 8/137:00 amBOS - MKE
1 stop7h 24mAmerican Airlines
Wed 8/208:10 amMKE - BOS
1 stop6h 54mAmerican Airlines
Deal found 7/2$178
This Southwest deal was found by Cheapflights users on 6/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/195:40 amBOS - MKE
2 stops6h 50mSouthwest
Thu 8/215:25 pmMKE - BOS
1 stop4h 35mSouthwest
Deal found 6/30$182
This JetBlue deal was found by Cheapflights users on 7/3. 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 7/267:00 amBOS - ORD
Nonstop2h 55mJetBlue
Tue 7/298:40 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 7/3$182
This Delta deal was found by Cheapflights users on 7/3. 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 7/229:05 amBOS - MKE
Nonstop2h 41mDelta
Tue 7/297:50 pmMKE - BOS
Nonstop2h 24mDelta
Deal found 7/3$207

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 July 3, 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

Wed 7/23

7:20 am-9:18 am

Nonstop2h 58m

Chicago O'Hare Intl

Mon 7/28

7:00 am-10:31 am

Nonstop2h 31m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 7/30

8:39 pm-8:55 am

1 stop13h 16m

Chicago O'Hare Intl

Tue 8/5

5:05 am-7:34 pm

1 stop13h 29m

$138

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 7/15

2:55 pm-5:02 pm

Nonstop3h 07m

Chicago O'Hare Intl

Thu 7/17

8:30 pm-12:14 am

Nonstop2h 44m

$139

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 7/15

7:04 pm-11:41 pm

1 stop5h 37m

Chicago O'Hare Intl

Tue 7/22

3:48 pm-7:18 pm

Nonstop2h 30m

$143

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 7/17

6:00 am-2:04 pm

1 stop9h 04m

Chicago O'Hare Intl

Sat 7/19

12:20 pm-12:39 am

1 stop11h 19m

$144

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 8/24

9:20 am-6:41 pm

1 stop10h 21m

Chicago O'Hare Intl

Wed 8/27

11:36 am-11:49 pm

1 stop11h 13m

$145

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 7/15

5:45 am-11:50 am

1 stop7h 05m

Chicago O'Hare Intl

Sat 7/19

1:30 pm-9:05 pm

1 stop6h 35m

$157

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Sat 9/6

2:45 pm-4:13 pm

Nonstop2h 28m

Milwaukee-Mitchell

Mon 9/8

4:29 pm-7:50 pm

Nonstop2h 21m

$167

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 8/13

7:00 am-1:24 pm

1 stop7h 24m

Milwaukee-Mitchell

Wed 8/20

8:10 am-4:04 pm

1 stop6h 54m

$178

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 8/19

5:40 am-11:30 am

2 stops6h 50m

Milwaukee-Mitchell

Thu 8/21

5:25 pm-11:00 pm

1 stop4h 35m

$182

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

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 July 3, 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.

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 July 3, 2025.
Read through reviews of airlines operating flights from Boston to Wisconsin, such as Alaska Airlines, Southwest, and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

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
4,266 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

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
7,982 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

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
8,861 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

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
2,916 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

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 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?

    $69 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Spirit Airlines and Frontier, with prices starting from $70 and $73, 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 Air France (100%), WestJet (100%) and Virgin Atlantic (81%).

  • What are the cheapest flights from Boston to Wisconsin?

    Looking for the cheapest flight from Boston to Wisconsin? While on average our users pay $279, our data indicates the cheapest price to be $78. The most popular route (Boston Logan Intl - Chicago O'Hare Intl), is priced around $130.

  • 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$175FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$135Average$297FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$186Average$329FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$186Average$491FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$186Average$449FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$526FlexibilityNo cancel feeOn-timeN/A

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