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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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Jul 12 — Jul 191
Sat 7/12
Sat 7/19
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 7, 2025.

Round-trip from

$137
(JetBlue)

One-way from

$69
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$296

Good round-trip deal

$206 or less

Good one-way deal

$148 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 7, 2025.

This Delta deal was found by Cheapflights users on 7/7. 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
Tue 7/2910:20 amORD - BOS
Nonstop2h 34mDelta
Deal found 7/7$137
This JetBlue deal was found by Cheapflights users on 7/7. 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 8/146:00 amBOS - ORD
Nonstop2h 55mJetBlue
Mon 8/188:40 amORD - BOS
Nonstop2h 24mJetBlue
Deal found 7/7$138
This Cheapflightsfares deal was found by Cheapflights users on 7/7. 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.
Wed 7/238:39 pmBOS - ORD
1 stop13h 16mSpirit Airlines
Tue 7/2910:00 amORD - BOS
1 stop8h 30mSpirit Airlines
Deal found 7/7$139
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Sun 8/175:28 amBOS - ORD
Nonstop2h 56mAmerican Airlines
Wed 8/207:00 amORD - BOS
Nonstop2h 24mAmerican Airlines
Deal found 7/7$142
This United Airlines deal was found by Cheapflights users on 7/6. 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
Wed 8/68:05 pmORD - BOS
Nonstop2h 27mUnited Airlines
Deal found 7/6$143
This Southwest deal was found by Cheapflights users on 7/6. 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 8/55:40 amBOS - ORD
2 stops13h 15mSouthwest
Tue 8/123:10 pmORD - BOS
1 stop6h 20mSouthwest
Deal found 7/6$144
This Southwest deal was found by Cheapflights users on 7/7. 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 8/55:40 amBOS - MKE
1 stop4h 40mSouthwest
Tue 8/124:30 pmMKE - BOS
1 stop4h 45mSouthwest
Deal found 7/7$145
This JetBlue deal was found by Cheapflights users on 7/6. 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 8/303:15 pmBOS - MKE
Nonstop2h 28mJetBlue
Sat 9/65:09 pmMKE - BOS
Nonstop2h 21mJetBlue
Deal found 7/6$157
This United Airlines deal was found by Cheapflights users on 7/6. 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 8/216:09 amBOS - MKE
1 stop5h 04mUnited Airlines
Tue 8/265:00 amMKE - BOS
1 stop5h 01mUnited Airlines
Deal found 7/6$177
This American Airlines deal was found by Cheapflights users on 7/7. 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 7/238:45 amBOS - MKE
1 stop5h 13mAmerican Airlines
Fri 7/252:22 pmMKE - BOS
1 stop5h 31mAmerican Airlines
Deal found 7/7$197
This FlightHub deal was found by Cheapflights users on 7/6. 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.
Thu 8/216:10 amBOS - MSP
1 stop9h 35mMultiple Airlines
Mon 8/256:54 amMSP - BOS
Nonstop2h 50mMultiple Airlines
Deal found 7/6$230
This FlightHub deal was found by Cheapflights users on 7/6. 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.
Thu 8/143:37 pmBOS - MKE
1 stop8h 29mSpirit Airlines
Mon 8/186:00 amMKE - BOS
1 stop6h 48mSpirit Airlines
Deal found 7/6$233

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 7, 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

3:16 pm-5:05 pm

Nonstop2h 49m

Chicago O'Hare Intl

Fri 7/25

9:32 pm-12:59 am

Nonstop2h 27m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 8/14

5:28 am-7:24 am

Nonstop2h 56m

Chicago O'Hare Intl

Mon 8/18

6:15 am-9:43 am

Nonstop2h 28m

$138

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 8/20

3:37 pm-10:22 pm

1 stop7h 45m

Chicago O'Hare Intl

Wed 8/27

11:36 am-11:49 pm

1 stop11h 13m

$140

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 8/5

5:40 am-11:50 am

1 stop7h 10m

Chicago O'Hare Intl

Fri 8/8

2:55 pm-10:35 pm

1 stop6h 40m

$141

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 8/5

5:40 am-9:20 am

1 stop4h 40m

Milwaukee-Mitchell

Tue 8/12

4:30 pm-10:15 pm

1 stop4h 45m

$145

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Sat 8/30

3:15 pm-4:43 pm

Nonstop2h 28m

Milwaukee-Mitchell

Sat 9/6

5:09 pm-8:30 pm

Nonstop2h 21m

$157

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 7/23

7:20 am-9:18 am

Nonstop2h 58m

Chicago O'Hare Intl

Sat 7/26

7:00 am-10:31 am

Nonstop2h 31m

$177

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 8/21

6:09 am-10:13 am

1 stop5h 04m

Milwaukee-Mitchell

Tue 8/26

5:00 am-11:01 am

1 stop5h 01m

$177

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 8/8

6:00 am-7:55 am

Nonstop2h 55m

Chicago O'Hare Intl

Tue 8/12

8:40 am-12:04 pm

Nonstop2h 24m

$182

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 7/23

8:45 am-12:58 pm

1 stop5h 13m

Milwaukee-Mitchell

Fri 7/25

2:22 pm-8:53 pm

1 stop5h 31m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/6

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 7, 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.

How much does it cost to fly round-trip from Boston to Wisconsin?

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 7, 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
4,257 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,257 reviews
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,963 reviews
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,846 reviews
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,910 reviews
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 United Airlines. You may also be able to find cheap deals on American Airlines and Spirit Airlines, with prices starting from $70 and $71, 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 $283, our data indicates the cheapest price to be $78. The most popular route (Boston Logan Intl - Chicago O'Hare Intl), is priced around $104.

  • 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.

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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 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$185FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$130Average$299FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$186Average$324FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$186Average$492FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$186Average$450FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$523FlexibilityNo cancel feeOn-timeN/A

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