Massachusetts

$60+ Cheap flights from Wisconsin to Massachusetts

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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Dec 23 — Dec 301
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Cheap flight deals from Wisconsin to Massachusetts

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Massachusetts (USMA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Round-trip from

$113
(Kiwi.com)

One-way from

$60
(Frontier)
From Wisconsin to Massachusetts
One-way flight from Wisconsin to Massachusetts

Find flight deals from Wisconsin to Massachusetts

Cheapest flights from Wisconsin to Massachusetts
Explore the most affordable flight options available from Wisconsin to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This American Airlines deal was found by Cheapflights users on 12/17. 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 12/257:25 amORD - BOS
Nonstop2h 34mAmerican Airlines
Tue 1/76:00 amBOS - ORD
Nonstop3h 08mAmerican Airlines
Deal found 12/17$173
This Frontier deal was found by Cheapflights users on 12/17. 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 12/2510:22 pmORD - BOS
1 stop8h 11mFrontier
Tue 1/76:00 amBOS - ORD
1 stop8h 34mFrontier
Deal found 12/17$178
This Frontier deal was found by Cheapflights users on 12/18. 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.
Tue 12/3111:27 amMSP - BOS
1 stop12h 12mFrontier
Fri 1/35:45 amBOS - MSP
1 stop13h 40mFrontier
Deal found 12/18$188
This Booking.com deal was found by Cheapflights users on 12/17. 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 12/3111:27 amMSP - BOS
1 stop12h 12mMultiple Airlines
Thu 1/22:27 pmBOS - MSP
1 stop10h 12mMultiple Airlines
Deal found 12/17$190
This JetBlue deal was found by Cheapflights users on 12/17. 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 12/258:42 amORD - BOS
Nonstop2h 29mJetBlue
Thu 1/26:00 amBOS - ORD
Nonstop3h 07mJetBlue
Deal found 12/17$194
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/241:24 pmORD - BOS
1 stop6h 56mMultiple Airlines
Mon 1/611:55 amBOS - ORD
1 stop12h 02mMultiple Airlines
Deal found 12/17$225
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/259:30 pmORD - BOS
Nonstop2h 24mUnited Airlines
Wed 1/15:45 amBOS - ORD
1 stop5h 10mUnited Airlines
Deal found 12/17$228
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Tue 12/245:00 amMSP - BOS
1 stop13h 35mSpirit Airlines
Tue 12/316:21 pmBOS - MSP
1 stop18h 56mSpirit Airlines
Deal found 12/17$234
This Delta deal was found by Cheapflights users on 12/18. 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 12/245:57 pmORD - BOS
1 stop5h 53mDelta
Wed 1/83:30 pmBOS - ORD
Nonstop3h 06mDelta
Deal found 12/18$238
This CheapOair deal was found by Cheapflights users on 12/18. 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.
Wed 12/187:00 amORD - BOS
1 stop9h 26mSpirit Airlines
Tue 1/212:06 pmBOS - ORD
1 stop23h 51mSpirit Airlines
Deal found 12/18$249
This Mytrip deal was found by Cheapflights users on 12/17. 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.
Sat 12/286:54 amMSP - BOS
Nonstop2h 57mSun Country Air
Thu 1/911:46 amBOS - MSP
Nonstop3h 08mSun Country Air
Deal found 12/17$253
This CheapOair deal was found by Cheapflights users on 12/17. 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.
Mon 12/235:00 amMKE - BOS
1 stop27h 29mSpirit Airlines
Thu 1/236:00 amBOS - MKE
1 stop11h 22mSpirit Airlines
Deal found 12/17$290

Find flights from Wisconsin to Massachusetts within your budget

Customize your flight search to find flights from Wisconsin to Massachusetts 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 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Mon 1/6

10:59 am-12:44 am

1 stop12h 45m

Boston Logan Intl

Wed 1/8

1:05 pm-7:51 pm

1 stop7h 46m

$113

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 1/9

5:02 pm-12:30 am

1 stop6h 28m

Boston Logan Intl

Mon 1/13

11:37 am-10:23 pm

1 stop11h 46m

$114

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 2/1

10:29 am-9:44 pm

1 stop10h 15m

Boston Logan Intl

Wed 2/5

6:25 am-4:10 pm

1 stop10h 45m

$144

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 1/9

2:35 pm-6:10 pm

Nonstop2h 35m

Boston Logan Intl

Mon 1/13

7:15 am-9:25 am

Nonstop3h 10m

$157

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 1/16

7:00 am-10:15 am

Nonstop2h 15m

Boston Logan Intl

Sun 1/19

11:28 am-3:44 pm

1 stop5h 16m

$166

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Thu 1/23

5:27 pm-5:05 pm

1 stop22h 38m

Hartford Bradley Intl

Mon 1/27

11:30 am-9:54 am

1 stop23h 24m

$166

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

Fri 1/10

10:23 am-12:30 am

1 stop13h 07m

Boston Logan Intl

Sat 1/11

6:00 am-9:57 am

1 stop28h 57m

$168

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

Sat 2/1

6:00 am-8:26 am

1 stop25h 26m

Boston Logan Intl

Wed 2/5

6:00 am-9:24 am

1 stop28h 24m

$171

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

Fri 5/16

2:17 pm-8:35 am

1 stop17h 18m

Boston Logan Intl

Mon 5/19

6:00 am-1:17 pm

1 stop8h 17m

$172

MinneapolisBoston

MSP - BOS

MSPBOS

Minneapolis St Paul

Thu 1/30

6:54 am-10:50 am

Nonstop2h 56m

Boston Logan Intl

Sun 2/2

11:50 am-1:58 pm

Nonstop3h 08m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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

Have a flexible travel schedule? Discover the best time to fly to Massachusetts 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 Massachusetts

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

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

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Massachusetts (average of $218). Flying from Wisconsin to Massachusetts 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 MA?

Find hourly flight availability from Wisconsin to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

When flying from Wisconsin to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Massachusetts by month

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

In terms of precipitation, rainfall in Massachusetts 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 Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

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

If weather is an important factor for your trip to Massachusetts, 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 Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated December 18, 2024.
Get a feel of what it's like to fly with Frontier, JetBlue and American Airlines from Wisconsin to Massachusetts by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,848 reviews
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,552 reviews
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,604 reviews
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
3,279 reviews
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
9,059 reviews
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Wisconsin to Massachusetts one-way?

    $60 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on JetBlue and Spirit Airlines, with prices starting from $79 and $80, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Massachusetts (average of $218). Flying from Wisconsin to Massachusetts 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

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Alternative routes for Wisconsin to Massachusetts

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

Top 6 airlines flying from Wisconsin to Massachusetts

Discover the top 6 airlines that operate flights from Wisconsin to Massachusetts. 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 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$34Average$267FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$137Average$288FlexibilityNo cancel feeOn-time62%
DeltaCheapest$154Average$428FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$176Average$441FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$176Average$460FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$211Average$378FlexibilityNo cancel feeOn-time63%
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