Wisconsin

$55+ Cheap flights from Massachusetts 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
ene. 26 — feb. 21
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Cheap flight deals from Massachusetts to Wisconsin

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Wisconsin (USWI). 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 enero 21, 2025.

Round-trip from

$147
(Mytrip)

One-way from

$55
(Frontier)

Good round-trip deal

$297 or less

Good one-way deal

$268 or less
From Massachusetts to Wisconsin
One-way flight from Massachusetts to Wisconsin
Price to beat on a round-trip flight from Massachusetts to Wisconsin.
Price to beat on a one-way flight from Massachusetts to Wisconsin.

Find flight deals from Massachusetts to Wisconsin

Cheapest flights from Massachusetts to Wisconsin
Explore the most affordable flight options available from Massachusetts to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.

This Mytrip deal was found by Cheapflights users on 1/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/1010:21 pmBOS - ORD
2 stops16h 18mSpirit Airlines
mié. 3/126:45 amORD - BOS
1 stop8h 25mSpirit Airlines
Deal found 1/21$147
This Trip.com deal was found by Cheapflights users on 1/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/76:00 amBOS - ORD
1 stop15h 57mFrontier
lun. 2/104:41 pmORD - BOS
1 stop6h 58mFrontier
Deal found 1/21$148
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/105:10 amBOS - ORD
1 stop12h 21mMultiple Airlines
lun. 3/176:45 amORD - BOS
1 stop8h 25mMultiple Airlines
Deal found 1/21$149
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/218:20 pmBOS - ORD
Nonstop2h 59mDelta
mié. 2/267:10 amORD - BOS
Nonstop2h 33mDelta
Deal found 1/21$157
This CheapOair deal was found by Cheapflights users on 1/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/251:31 pmBDL - MSP
1 stop21h 08mFrontier
mar. 3/410:39 amMSP - BDL
1 stop23h 28mFrontier
Deal found 1/21$160
This JetBlue deal was found by Cheapflights users on 1/21. 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.
lun. 2/2410:00 amBOS - ORD
Nonstop3h 00mJetBlue
sáb. 3/112:38 pmORD - BOS
Nonstop2h 20mJetBlue
Deal found 1/21$167
This FlightHub deal was found by Cheapflights users on 1/20. 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.
vie. 7/2511:42 amBDL - MSP
Nonstop3h 02mSun Country Air
dom. 7/277:12 amMSP - BDL
Nonstop2h 35mSun Country Air
Deal found 1/20$168
This United Airlines deal was found by Cheapflights users on 1/21. 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.
lun. 3/104:17 pmBOS - ORD
1 stop6h 43mUnited Airlines
mié. 3/1211:15 amORD - BOS
Nonstop2h 19mUnited Airlines
Deal found 1/21$183
This Cheapflightsfares deal was found by Cheapflights users on 1/21. 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.
jue. 4/1011:38 amBOS - MSP
Nonstop3h 13mSun Country Air
dom. 4/136:54 amMSP - BOS
Nonstop2h 48mSun Country Air
Deal found 1/21$185
This Mytrip deal was found by Cheapflights users on 1/20. 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.
vie. 2/216:00 amBOS - MSP
2 stops19h 09mSpirit Airlines
lun. 2/246:00 amMSP - BOS
2 stops26h 13mSpirit Airlines
Deal found 1/20$186
This FlightHub deal was found by Cheapflights users on 1/20. 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.
jue. 5/1511:39 amBOS - MSP
Nonstop3h 13mMultiple Airlines
dom. 5/185:30 amMSP - BOS
1 stop13h 46mMultiple Airlines
Deal found 1/20$187
This American Airlines deal was found by Cheapflights users on 1/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/135:20 amBOS - ORD
Nonstop3h 01mAmerican Airlines
dom. 2/168:05 amORD - BOS
Nonstop2h 14mAmerican Airlines
Deal found 1/21$189

Find flights from Massachusetts to Wisconsin within your budget

Customize your flight search to find flights from Massachusetts 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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

lun. 3/10

10:21 pm-1:39 pm

2 stops16h 18m

Chicago O'Hare Intl

mié. 3/12

6:45 am-4:10 pm

1 stop8h 25m

$147

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

lun. 2/24

5:10 am-4:51 pm

1 stop12h 41m

Chicago O'Hare Intl

jue. 2/27

12:59 pm-11:54 am

1 stop21h 55m

$148

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

lun. 3/10

5:10 am-4:31 pm

1 stop12h 21m

Chicago O'Hare Intl

lun. 3/17

6:45 am-4:10 pm

1 stop8h 25m

$149

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

vie. 2/21

8:20 pm-10:19 pm

Nonstop2h 59m

Chicago O'Hare Intl

mar. 2/25

2:35 pm-6:06 pm

Nonstop2h 31m

$157

HartfordMinneapolis

BDL - MSP

BDLMSP

Hartford Bradley Intl

mar. 2/25

1:31 pm-9:39 am

1 stop21h 08m

Minneapolis St Paul

mar. 3/4

10:39 am-11:07 am

1 stop23h 28m

$160

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

lun. 2/24

10:00 am-12:00 pm

Nonstop3h 00m

Chicago O'Hare Intl

sáb. 3/1

12:38 pm-3:58 pm

Nonstop2h 20m

$167

HartfordMinneapolis

BDL - MSP

BDLMSP

Hartford Bradley Intl

dom. 7/20

11:42 am-1:44 pm

Nonstop3h 02m

Minneapolis St Paul

jue. 7/24

7:12 am-10:47 am

Nonstop2h 35m

$168

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

lun. 3/10

4:17 pm-10:00 pm

1 stop6h 43m

Chicago O'Hare Intl

mié. 3/12

11:15 am-2:34 pm

Nonstop2h 19m

$183

BostonMinneapolis

BOS - MSP

BOSMSP

Boston Logan Intl

jue. 4/10

11:38 am-1:51 pm

Nonstop3h 13m

Minneapolis St Paul

dom. 4/13

6:54 am-10:42 am

Nonstop2h 48m

$185

BostonMinneapolis

BOS - MSP

BOSMSP

Boston Logan Intl

vie. 2/21

6:00 am-12:09 am

2 stops19h 09m

Minneapolis St Paul

lun. 2/24

6:00 am-9:13 am

2 stops26h 13m

$186

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

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

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

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

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

Currently, February is the cheapest month in which you can book a flight from Massachusetts to Wisconsin (average of $280). Flying from Massachusetts 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 MA to WI?

Find hourly flight availability from Massachusetts 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 enero 21, 2025.

When flying from Massachusetts 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.

Rainfall in Wisconsin by month

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

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

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

If weather is an important factor for your trip to Wisconsin, 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 21.2 F).

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 enero 21, 2025.
See what other customers who have flown with American Airlines, Delta and Frontier from Massachusetts to Wisconsin have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

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
4,662 reviews
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

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
9,706 reviews
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

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
8,521 reviews
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

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.

7.5
Good
3,752 reviews
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

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
3,201 reviews
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

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 Massachusetts to Wisconsin. 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 Massachusetts to Wisconsin one-way?

    The cheapest airlines for a one-way flight from Massachusetts to Wisconsin are Frontier ($55), Spirit Airlines ($74), and Delta ($79).

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Massachusetts to Wisconsin (average of $280). Flying from Massachusetts 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.

See more FAQs

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Alternative routes for Massachusetts to Wisconsin

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

Top 6 airlines flying from Massachusetts to Wisconsin

Discover the top 6 airlines that operate flights from Massachusetts 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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$147FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$138Average$299FlexibilityNo cancel feeOn-time62%
DeltaCheapest$162Average$530FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$173Average$490FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$186Average$461FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$226Average$396FlexibilityNo cancel feeOn-time63%
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