HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$62+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Boston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 12, 2025.

Round-trip from

$121
(Kiwi.com)

One-way from

$62
(JetBlue)

Popular in

December

Cheapest in

May

Average price

$297

Good round-trip deal

$196 or less

Good one-way deal

$113 or less
From Wisconsin to Boston Logan Intl
Search Deals
One-way flight from Wisconsin to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals
Price to beat on a round-trip flight from Wisconsin to Boston Logan Intl.
Search Deals
Price to beat on a one-way flight from Wisconsin to Boston Logan Intl.
Search Deals

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 June 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/85:05 amORD - BOS
1 stop9h 32mSpirit Airlines
Wed 7/98:39 pmBOS - ORD
1 stop13h 16mSpirit Airlines
Deal found 6/11$121
This American Airlines deal was found by Cheapflights users on 6/11. 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 8/98:25 pmORD - BOS
Nonstop2h 34mAmerican Airlines
Tue 8/125:29 amBOS - ORD
Nonstop2h 56mAmerican Airlines
Deal found 6/11$125
This JetBlue deal was found by Cheapflights users on 6/9. 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.
Fri 9/266:50 pmORD - BOS
Nonstop2h 33mJetBlue
Sun 9/287:00 amBOS - ORD
Nonstop2h 57mJetBlue
Deal found 6/9$131
This Southwest deal was found by Cheapflights users on 6/12. 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.
Sun 9/217:30 amORD - BOS
1 stop9h 25mSouthwest
Wed 9/245:20 amBOS - ORD
1 stop8h 25mSouthwest
Deal found 6/12$142
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/229:15 pmORD - BOS
Nonstop2h 30mUnited Airlines
Sun 8/247:45 amBOS - ORD
Nonstop2h 56mUnited Airlines
Deal found 6/10$149
This JetBlue deal was found by Cheapflights users on 6/11. 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 7/124:33 pmMKE - BOS
Nonstop2h 12mJetBlue
Wed 7/161:40 pmBOS - MKE
Nonstop2h 28mJetBlue
Deal found 6/11$157
This Trip.com deal was found by Cheapflights users on 6/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:20 pmORD - BOS
Nonstop2h 39mMultiple Airlines
Wed 7/98:39 pmBOS - ORD
1 stop13h 16mMultiple Airlines
Deal found 6/12$163
This Delta deal was found by Cheapflights users on 6/11. 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.
Fri 7/187:10 pmORD - BOS
Nonstop2h 40mDelta
Tue 7/227:20 amBOS - ORD
Nonstop2h 58mDelta
Deal found 6/11$173
This Southwest deal was found by Cheapflights users on 6/10. 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 7/225:25 pmMKE - BOS
1 stop5h 30mSouthwest
Sat 7/265:50 amBOS - MKE
1 stop4h 50mSouthwest
Deal found 6/10$177
This FlightHub deal was found by Cheapflights users on 6/12. 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.
Mon 6/309:01 amMKE - BOS
1 stop13h 18mSpirit Airlines
Thu 7/39:40 pmBOS - MKE
1 stop11h 26mSpirit Airlines
Deal found 6/12$195
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/85:57 pmMKE - BOS
1 stop5h 17mAmerican Airlines
Tue 7/158:30 amBOS - MKE
1 stop6h 47mAmerican Airlines
Deal found 6/12$212
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/118:06 amMSP - BOS
1 stop23h 31mMultiple Airlines
Wed 7/1611:38 amBOS - MSP
Nonstop3h 10mMultiple Airlines
Deal found 6/10$217

Cheapflights Fare Finder

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 June 12, 2025.
Use the filters below to find and compare flights from Wisconsin to Boston that are best for you.

Fly from

Wisconsin

Fly to

Boston

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 7/8

5:05 am-3:37 pm

1 stop9h 32m

Boston Logan Intl

Wed 7/9

8:39 pm-8:55 am

1 stop13h 16m

$121

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 8/9

8:25 pm-11:59 pm

Nonstop2h 34m

Boston Logan Intl

Tue 8/12

5:29 am-7:25 am

Nonstop2h 56m

$125

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 8/8

5:51 pm-9:26 pm

Nonstop2h 35m

Boston Logan Intl

Mon 8/11

6:00 am-7:55 am

Nonstop2h 55m

$131

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 7/10

7:45 pm-11:12 pm

Nonstop2h 27m

Boston Logan Intl

Mon 7/14

8:20 pm-10:12 pm

Nonstop2h 52m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 9/5

2:55 pm-10:35 pm

1 stop6h 40m

Boston Logan Intl

Mon 9/8

10:45 am-4:25 pm

1 stop6h 40m

$145

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 7/12

4:33 pm-7:45 pm

Nonstop2h 12m

Boston Logan Intl

Wed 7/16

1:40 pm-3:08 pm

Nonstop2h 28m

$157

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 7/8

6:20 pm-9:59 pm

Nonstop2h 39m

Boston Logan Intl

Wed 7/9

8:39 pm-8:55 am

1 stop13h 16m

$163

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 7/18

7:10 pm-10:50 pm

Nonstop2h 40m

Boston Logan Intl

Tue 7/22

7:20 am-9:18 am

Nonstop2h 58m

$173

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 7/22

5:25 pm-11:55 pm

1 stop5h 30m

Boston Logan Intl

Sat 7/26

5:50 am-9:40 am

1 stop4h 50m

$177

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 9/4

10:50 am-4:43 pm

1 stop4h 53m

Boston Logan Intl

Sun 9/7

7:10 am-10:58 am

1 stop4h 48m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 60 results
1
2
3
...
6

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.

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to Boston

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 June is currently the most expensive (average of $306). 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 June 12, 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 June 12, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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
2,925 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

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 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 JetBlue, with whom users have recently found tickets for as low as $62. However, be on the lookout for offers from United Airlines and American Airlines, 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?

    Most travelers choose Chicago O'Hare Intl - Boston Logan Intl, Minneapolis St Paul - Boston Logan Intl or Milwaukee-Mitchell - Boston Logan Intl when deciding on the best route 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 JetBlue (77%), Scandinavian Airlines (76%) or Qatar Airways (76%) 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 $341 for a flight from Wisconsin to Boston. The cheapest flight overall is $88 while the most popular route, (Chicago O'Hare Intl - Boston Logan Intl) is currently priced at $119.

  • 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 June is currently the most expensive (average of $306). 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
Cambridge
Medford
Watertown
Warwick
Waltham
Framingham
Seabrook
Cranston
Randolph
Chestnut Hill
Lowell
Chelsea
Marlborough
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Boston

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to Boston flights
O'Hare Intl to Boston flights
Reagan-National to Boston flights
Dallas/Fort Worth to Boston flights
Baltimore to Boston flights
San Francisco to Boston flights
Seattle to Boston flights
Newark to Boston flights
Hobby to Boston flights
Raleigh to Boston flights
Dulles Intl to Boston flights
Denver to Boston flights
Atlanta to Boston flights
LaGuardia to Boston flights
Philadelphia to Boston flights
Fort Lauderdale to Boston flights
George Bush Intcntl to Boston flights
Charlotte to Boston flights
John F Kennedy Intl to Boston flights
Minneapolis to Boston flights
Orlando to Boston flights
Tampa to Boston flights
Cincinnati to Boston flights
Miami to Boston flights
Pittsburgh to Boston flights
Cleveland to Boston flights
San Diego to Boston flights
Sky Harbor Intl to Boston flights
Austin to Boston flights
Ontario to Boston flights
Columbus to Boston flights
West Palm Beach to Boston flights
Salt Lake City to Boston flights
Detroit to Boston flights
Kansas City to Boston flights
Love Field to Boston flights
Portland to Boston flights
Indianapolis to Boston flights
Burbank to Boston flights
St. Louis to Boston flights
LaGuardia to Nantucket flights
John F Kennedy Intl to Nantucket flights
Milwaukee to Boston flights
Nashville to Boston flights
Orlando to Hartford flights
LaGuardia to West Tisbury flights
Charleston to Boston flights
Jacksonville to Boston flights
Midway to Boston flights
Santa Ana to Boston flights

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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$34Average$215FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$140Average$281FlexibilityNo cancel feeOn-time62%
DeltaCheapest$171Average$426FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$176Average$415FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$430FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$196Average$364FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.