Boston

$77+ Cheap flights from Wisconsin to Boston (BOS)

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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Mar 8 — Mar 151
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Cheap flight deals from Wisconsin to Boston

Keep the following information in mind while searching for Wisconsin to Boston flight deals. Data was last updated March 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$150
(Mytrip)

One-way from

$77
(Expedia)

Popular in

December

Cheapest in

April

Average price

$339

Good round-trip deal

$237 or less

Good one-way deal

$155 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Boston Logan Intl flights.
From Wisconsin to Boston Logan Intl
One-way flight from Wisconsin to Boston Logan Intl
Highest demand for flights based on searches. 11% potential increase in price ($40 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in March 2025
Price to beat on a round-trip flight from Wisconsin to Boston Logan Intl.
Price to beat on a one-way flight from Wisconsin to Boston Logan Intl.

Find flight deals from Wisconsin to Boston

Cheapest flights from Wisconsin to Boston
Explore the most affordable flight options available from Wisconsin to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 3, 2025.

This Mytrip deal was found by Cheapflights users on 3/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/167:47 pmORD - BOS
2 stops18h 08mSpirit Airlines
Wed 4/237:52 pmBOS - ORD
2 stops30h 06mSpirit Airlines
Deal found 3/3$150
This American Airlines deal was found by Cheapflights users on 3/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/28:36 pmORD - BOS
Nonstop2h 30mAmerican Airlines
Tue 4/85:00 amBOS - ORD
Nonstop3h 00mAmerican Airlines
Deal found 3/3$156
This United Airlines deal was found by Cheapflights users on 3/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/117:10 amORD - BOS
Nonstop2h 28mUnited Airlines
Sun 4/136:00 amBOS - ORD
Nonstop2h 57mUnited Airlines
Deal found 3/2$157
This Frontier deal was found by Cheapflights users on 3/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1911:00 amORD - BOS
1 stop12h 25mFrontier
Mon 3/245:10 amBOS - ORD
1 stop12h 42mFrontier
Deal found 3/1$160
This Delta deal was found by Cheapflights users on 3/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/17:00 amORD - BOS
Nonstop2h 26mDelta
Tue 5/68:10 pmBOS - ORD
Nonstop2h 56mDelta
Deal found 3/2$167
This Booking.com deal was found by Cheapflights users on 3/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/110:40 amORD - BOS
1 stop10h 12mMultiple Airlines
Sun 4/66:00 amBOS - ORD
1 stop27h 44mMultiple Airlines
Deal found 3/2$172
This JetBlue deal was found by Cheapflights users on 3/1. 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.
Wed 6/46:20 amORD - BOS
1 stop4h 22mJetBlue
Mon 6/96:00 amBOS - ORD
Nonstop3h 01mJetBlue
Deal found 3/1$177
This CheapOair deal was found by Cheapflights users on 3/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/176:00 amMSP - BOS
1 stop13h 14mSpirit Airlines
Tue 4/227:00 pmBOS - MSP
1 stop19h 40mSpirit Airlines
Deal found 3/2$180
This FlightHub deal was found by Cheapflights users on 3/2. 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.
Fri 4/118:00 amMSP - BOS
Nonstop2h 49mMultiple Airlines
Mon 4/149:05 pmBOS - MSP
1 stop17h 35mMultiple Airlines
Deal found 3/2$181
This Southwest deal was found by Cheapflights users on 3/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/185:15 pmMKE - BOS
1 stop4h 45mSouthwest
Tue 3/255:00 amBOS - MKE
1 stop7h 55mSouthwest
Deal found 3/2$197
This Mytrip deal was found by Cheapflights users on 3/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/145:34 pmMKE - BOS
1 stop15h 25mSpirit Airlines
Mon 3/1710:25 pmBOS - MKE
3 stops35h 44mSpirit Airlines
Deal found 3/1$198
This Delta deal was found by Cheapflights users on 3/3. 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 4/14:20 pmMKE - BOS
Nonstop2h 20mDelta
Tue 4/83:25 pmBOS - MKE
Nonstop2h 46mDelta
Deal found 3/3$199

Find flights from Wisconsin to Boston within your budget

Customize your flight search to find flights from Wisconsin to Boston 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 March 3, 2025.

Fly from

Wisconsin

Fly to

Boston

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 4/16

7:47 pm-2:55 pm

2 stops18h 08m

Boston Logan Intl

Wed 4/23

7:52 pm-12:58 am

2 stops30h 06m

$150

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 4/2

8:36 pm-12:06 am

Nonstop2h 30m

Boston Logan Intl

Tue 4/8

5:00 am-7:00 am

Nonstop3h 00m

$156

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 4/11

7:10 am-10:38 am

Nonstop2h 28m

Boston Logan Intl

Sun 4/13

6:00 am-7:57 am

Nonstop2h 57m

$157

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 3/19

11:00 am-12:25 am

1 stop12h 25m

Boston Logan Intl

Mon 3/24

5:10 am-4:52 pm

1 stop12h 42m

$160

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 5/1

6:20 am-2:14 pm

1 stop6h 54m

Boston Logan Intl

Tue 5/6

4:25 pm-6:32 pm

Nonstop3h 07m

$167

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 4/1

10:40 am-9:52 pm

1 stop10h 12m

Boston Logan Intl

Sun 4/6

6:00 am-8:44 am

1 stop27h 44m

$172

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

Thu 4/17

6:00 am-8:14 pm

1 stop13h 14m

Boston Logan Intl

Mon 4/21

9:05 pm-1:40 pm

1 stop17h 35m

$180

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

Fri 4/11

8:00 am-11:49 am

Nonstop2h 49m

Boston Logan Intl

Mon 4/14

9:05 pm-1:40 pm

1 stop17h 35m

$181

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 3/18

6:55 pm-10:17 pm

Nonstop2h 22m

Boston Logan Intl

Fri 3/21

8:15 pm-10:15 pm

Nonstop3h 00m

$188

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 3/18

5:15 pm-11:00 pm

1 stop4h 45m

Boston Logan Intl

Tue 3/25

5:00 am-11:55 am

1 stop7h 55m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/3

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to Boston

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

Travel insights for flights from Wisconsin to Boston

Get recent, data-driven insights about flights from Wisconsin to Boston including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Boston (average of $218). Flying from Wisconsin to Boston in July is currently the most expensive (average of $311). 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 WI to BOS?

Find hourly flight availability from Wisconsin to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wisconsin to Boston as you normally would.

Rainfall in Boston by month

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

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

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

If weather is an important factor for your trip to Boston, 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 30.2 F).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated March 3, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Wisconsin to Boston have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

8.0
Very good

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Boarding

8.2

Entertainment

7.6

Comfort

8.1

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Boston. 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 into for flights to Boston from Wisconsin?

    Located just 2.6 mi from the city center, Boston Logan Intl (BOS) is the airport most travelers will use when flying to Boston from Wisconsin.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $77. However, be on the lookout for offers from JetBlue and Frontier, as they are both options that can get you from Wisconsin to Boston for a low price.

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

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

    No one likes to see their flight delayed. When booking a flight from Wisconsin to Boston consider choosing KLM (100%), Delta (94%) or Republic Airways (94%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Wisconsin to Boston?

    On average you can expect to pay $876 for a flight from Wisconsin to Boston. The cheapest flight overall is $113 while the most popular route, (Chicago O'Hare Intl - Boston Logan Intl) is currently priced at $96.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Boston (average of $218). Flying from Wisconsin to Boston in July is currently the most expensive (average of $311). 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

Traveling to a place near Wisconsin?

Book flights to Wisconsin if you plan to visit one of these locations
Warwick
Marlborough
Waltham
Brockton
Cambridge
Framingham
Somerville
Chestnut Hill
Seekonk
Randolph
Lowell
West Yarmouth
Woburn
Saco
Sturbridge
Salem
Seabrook
Burlington
Brookline
Fall River

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Wisconsin to Boston

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Wisconsin to Boston

Discover the top 6 airlines that operate flights from Wisconsin to Boston. 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 March 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$34Average$267FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$154Average$294FlexibilityNo cancel feeOn-time62%
DeltaCheapest$161Average$449FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$176Average$462FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$452FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$211Average$389FlexibilityNo cancel feeOn-time63%
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