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Wisconsin

$64+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap 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 December 23, 2025.

This JetBlue deal was found by Cheapflights users on 12/21. 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 12/294:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Thu 1/17:41 pmORD - BOS
Nonstop2h 29mJetBlue
Deal found 12/21$132
This JetBlue deal was found by Cheapflights users on 12/22. 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 12/254:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Sat 1/38:15 pmORD - BOS
Nonstop2h 29mJetBlue
Deal found 12/22$137
This United Airlines deal was found by Cheapflights users on 12/21. 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 12/314:15 pmBOS - ORD
Nonstop3h 04mUnited Airlines
Wed 1/71:55 pmORD - BOS
Nonstop2h 24mUnited Airlines
Deal found 12/21$157
This United Airlines deal was found by Cheapflights users on 12/21. 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 12/317:44 pmBOS - ORD
1 stop5h 00mUnited Airlines
Tue 1/66:05 pmORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 12/21$167
This United Airlines deal was found by Cheapflights users on 12/23. 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 12/297:32 pmBOS - ORD
1 stop5h 03mUnited Airlines
Mon 1/59:12 pmORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 12/23$187
This JetBlue deal was found by Cheapflights users on 12/22. 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.
Tue 12/304:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Fri 1/27:41 pmORD - BOS
Nonstop2h 29mJetBlue
Deal found 12/22$197
This JetBlue deal was found by Cheapflights users on 12/22. 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 12/254:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Fri 1/26:45 amORD - BOS
1 stop6h 27mJetBlue
Deal found 12/22$206
This United Airlines deal was found by Cheapflights users on 12/21. 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 12/306:01 amBOS - ORD
Nonstop3h 04mUnited Airlines
Thu 1/16:11 pmORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 12/21$210
This United Airlines deal was found by Cheapflights users on 12/21. 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 12/306:01 amBOS - ORD
Nonstop3h 04mUnited Airlines
Fri 1/23:53 pmORD - BOS
1 stop5h 55mUnited Airlines
Deal found 12/21$212
This JetBlue deal was found by Cheapflights users on 12/22. 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.
Wed 12/314:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Mon 1/57:41 pmORD - BOS
Nonstop2h 29mJetBlue
Deal found 12/22$217
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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.
Mon 12/296:45 amBOS - MSP
Nonstop3h 11mSun Country Air
Thu 1/86:24 amMSP - BOS
Nonstop2h 55mSun Country Air
Deal found 12/21$277
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/304:36 pmBOS - MKE
1 stop7h 24mAmerican Airlines
Tue 1/66:12 amMKE - BOS
1 stop5h 46mAmerican Airlines
Deal found 12/22$282

Find flight deals from Boston to Wisconsin

Keep the following information in mind while searching for Boston to Wisconsin flight deals. Data was last updated December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$125
(Kiwi.com)

One-way from

$64
(United Airlines)

Popular in

November

Cheapest in

September

Average price

$408

Good round-trip deal

$299 or less

Good one-way deal

$248 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. 13% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 23, 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

Mon 2/23

7:45 am-9:50 am

Nonstop3h 05m

Chicago O'Hare Intl

Fri 2/27

7:30 am-10:49 am

Nonstop2h 19m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 1/24

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Mon 2/2

8:29 am-11:54 am

Nonstop2h 25m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 1/25

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Fri 1/30

7:45 am-11:10 am

Nonstop2h 25m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 1/23

6:00 am-8:04 am

Nonstop3h 04m

Chicago O'Hare Intl

Mon 1/26

11:05 am-2:29 pm

Nonstop2h 24m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 3/20

7:55 am-10:05 am

Nonstop3h 10m

Chicago O'Hare Intl

Mon 3/23

6:22 pm-9:55 pm

Nonstop2h 33m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 6/4

8:00 am-9:44 am

Nonstop2h 44m

Chicago O'Hare Intl

Tue 6/9

7:10 am-10:33 am

Nonstop2h 23m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 3/25

7:55 am-10:05 am

Nonstop3h 10m

Chicago O'Hare Intl

Mon 3/30

6:22 pm-9:55 pm

Nonstop2h 33m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 2/26

7:00 am-9:10 am

Nonstop3h 10m

Chicago O'Hare Intl

Mon 3/2

10:00 am-1:23 pm

Nonstop2h 23m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 4/28

3:39 pm-5:31 pm

Nonstop2h 52m

Chicago O'Hare Intl

Sat 5/2

9:30 am-12:55 pm

Nonstop2h 25m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 1/27

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Fri 1/30

7:45 am-11:10 am

Nonstop2h 25m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

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, 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 December 23, 2025.

It’s optimal to fly from Boston to Wisconsin at noon. By choosing this option you can save up to 22% 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 December 23, 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
4,255 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,255 reviews
Southwest
8.0
Very good
4,255 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,015 reviews
Southwest
8.0
Very good
4,255 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,111 reviews
Southwest
8.0
Very good
4,255 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
8.0
Very good
4,255 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,898 reviews
Southwest
8.0
Very good
4,255 reviews

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 05m. Fly via United Airlines, JetBlue, or Southwest 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?

    $78 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 Southwest, with prices starting from $88 and $98, 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 (100%), EL AL (82%) and Korean Air (68%).

  • What are the cheapest flights from Boston to Wisconsin?

    Looking for the cheapest flight from Boston to Wisconsin? While on average our users pay $413, our data indicates the cheapest price to be $198. The most popular route (Boston Logan Intl - Chicago O'Hare Intl), is priced around $127.

  • 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

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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 5 airlines flying from Boston to Wisconsin

Discover the top 5 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$114Average$295FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$176Average$279FlexibilityNo cancel feeOn-time63%
DeltaCheapest$183Average$457FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$196Average$435FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$202Average$440FlexibilityNo cancel feeOn-time69%

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