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$79+ Cheap flights from Massachusetts to Milwaukee (MKE)

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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheap flight deals from Massachusetts to Milwaukee

Keep the following information in mind while searching for Massachusetts to Milwaukee flight deals. Data was last updated March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$187
(JetBlue)

One-way from

$79
(Mytrip)

Popular in

December

Cheapest in

August

Average price

$352

Good round-trip deal

$238 or less

Good one-way deal

$128 or less
Provider with most accurate pricing for Boston Logan Intl-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Milwaukee-Mitchell flights.
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From Massachusetts to Milwaukee-Mitchell
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One-way flight from Massachusetts to Milwaukee-Mitchell
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Highest demand for flights based on searches. 14% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Massachusetts to Milwaukee-Mitchell.
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Price to beat on a one-way flight from Massachusetts to Milwaukee-Mitchell.
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Find flight deals from Massachusetts to Milwaukee

Cheapest flights from Massachusetts to Milwaukee
Explore the most affordable flight options available from Massachusetts to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 31, 2025.

This JetBlue deal was found by Cheapflights users on 3/30. 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 5/132:08 pmBOS - MKE
Nonstop2h 40mJetBlue
Fri 5/164:43 pmMKE - BOS
Nonstop2h 16mJetBlue
Deal found 3/30$187
This Booking.com deal was found by Cheapflights users on 3/31. 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.
Thu 5/87:47 pmBOS - MKE
1 stop12h 56mSpirit Airlines
Mon 5/1212:22 pmMKE - BOS
1 stop10h 25mSpirit Airlines
Deal found 3/31$189
This Delta deal was found by Cheapflights users on 3/30. 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 4/294:18 pmBOS - MKE
Nonstop2h 48mDelta
Tue 5/611:47 amMKE - BOS
Nonstop2h 23mDelta
Deal found 3/30$198
This United Airlines deal was found by Cheapflights users on 3/31. 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 4/309:45 amBOS - MKE
2 stops7h 57mUnited Airlines
Sat 5/31:10 pmMKE - BOS
1 stop5h 38mUnited Airlines
Deal found 3/31$202
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/3011:19 amBOS - MKE
1 stop7h 47mAmerican Airlines
Thu 5/11:48 pmMKE - BOS
1 stop7h 18mAmerican Airlines
Deal found 3/31$207
This Frontier deal was found by Cheapflights users on 3/30. 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.
Mon 4/1410:25 amBOS - MKE
1 stop8h 55mFrontier
Fri 4/183:52 pmMKE - BOS
1 stop8h 07mFrontier
Deal found 3/30$218
This Mytrip deal was found by Cheapflights users on 3/31. 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 4/3010:22 amBDL - MKE
2 stops28h 18mSpirit Airlines
Wed 5/712:22 pmMKE - BDL
2 stops22h 00mSpirit Airlines
Deal found 3/31$239
This CheapOair deal was found by Cheapflights users on 3/31. 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.
Sun 4/612:08 pmBDL - MKE
1 stop7h 55mFrontier
Fri 4/114:02 pmMKE - BDL
1 stop25h 15mFrontier
Deal found 3/31$250
This Southwest deal was found by Cheapflights users on 3/30. 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.
Thu 7/315:35 amBOS - MKE
1 stop10h 20mSouthwest
Tue 8/57:00 amMKE - BOS
1 stop4h 15mSouthwest
Deal found 3/30$258
This Booking.com deal was found by Cheapflights users on 3/30. 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.
Thu 4/36:00 amBOS - MKE
1 stop14h 03mMultiple Airlines
Sat 4/511:49 amMKE - BOS
1 stop9h 39mMultiple Airlines
Deal found 3/30$261
This Booking.com deal was found by Cheapflights users on 3/30. 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.
Fri 6/2010:06 amBDL - MKE
1 stop8h 30mMultiple Airlines
Sun 6/226:17 pmMKE - BDL
1 stop15h 30mMultiple Airlines
Deal found 3/30$269
This Delta deal was found by Cheapflights users on 3/31. 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.
Wed 4/303:00 pmBDL - MKE
1 stop7h 46mDelta
Wed 5/712:07 pmMKE - BDL
1 stop5h 06mDelta
Deal found 3/31$271

Cheapflights Fare Finder

Customize your flight search to find flights from Massachusetts to Milwaukee 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 31, 2025.
Use the filters below to find and compare flights from Massachusetts to Milwaukee that are best for you.

Fly from

Massachusetts

Fly to

Milwaukee

Route

Depart

Return

Price

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 5/13

2:08 pm-3:48 pm

Nonstop2h 40m

Milwaukee-Mitchell

Fri 5/16

4:43 pm-7:59 pm

Nonstop2h 16m

$187

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 5/8

7:47 pm-7:43 am

1 stop12h 56m

Milwaukee-Mitchell

Mon 5/12

12:22 pm-11:47 pm

1 stop10h 25m

$189

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 4/30

9:30 am-1:47 pm

1 stop5h 17m

Milwaukee-Mitchell

Sat 5/3

1:10 pm-7:48 pm

1 stop5h 38m

$197

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 4/29

4:18 pm-6:06 pm

Nonstop2h 48m

Milwaukee-Mitchell

Tue 5/6

11:47 am-3:10 pm

Nonstop2h 23m

$198

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 4/30

11:19 am-6:06 pm

1 stop7h 47m

Milwaukee-Mitchell

Thu 5/1

1:48 pm-10:06 pm

1 stop7h 18m

$207

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Mon 4/14

10:25 am-6:20 pm

1 stop8h 55m

Milwaukee-Mitchell

Fri 4/18

3:52 pm-12:59 am

1 stop8h 07m

$218

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Wed 4/30

10:22 am-1:40 pm

2 stops28h 18m

Milwaukee-Mitchell

Wed 5/7

12:22 pm-11:22 am

2 stops22h 00m

$239

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 7/31

5:35 am-2:55 pm

1 stop10h 20m

Milwaukee-Mitchell

Tue 8/5

7:00 am-12:15 pm

1 stop4h 15m

$258

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Fri 6/20

10:06 am-5:36 pm

1 stop8h 30m

Milwaukee-Mitchell

Sun 6/22

6:17 pm-10:47 am

1 stop15h 30m

$269

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Wed 4/30

3:00 pm-9:46 pm

1 stop7h 46m

Milwaukee-Mitchell

Wed 5/7

12:07 pm-6:13 pm

1 stop5h 06m

$271

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 40 results
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Best time to book a flight from Massachusetts to Milwaukee

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

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to Milwaukee

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

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

Find hourly flight availability from Massachusetts to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 31, 2025.

When flying from Massachusetts to Milwaukee, 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 Milwaukee by month

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

In terms of precipitation, rainfall in Milwaukee 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 Milwaukee when rainfall is around 1.4 in.

Temperature in Milwaukee by month

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

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

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated March 31, 2025.
Read through reviews of airlines operating flights from Massachusetts to Milwaukee, such as Southwest, Delta and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,899 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,614 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,276 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Milwaukee. 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 Milwaukee from Massachusetts?

    If you book a flight to Milwaukee from Massachusetts, you will be flying to Milwaukee-Mitchell, which is the city’s only airport. Milwaukee-Mitchell (MKE) is located 6.4 mi from the center of Milwaukee.

  • What are the cheapest airlines to fly from Massachusetts to Milwaukee one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $79. Users have also found prices from $99 and $104 on Delta and United Airlines, respectively.

  • What are the most popular routes from Massachusetts to Milwaukee?

    The most popular flight routes from Massachusetts to Milwaukee are Boston Logan Intl - Milwaukee-Mitchell, Hartford Bradley Intl - Milwaukee-Mitchell and Albany Intl - Milwaukee-Mitchell.

  • What are the most reliable airlines from Massachusetts to Milwaukee?

    The top 3 most reliable airlines when flying from Massachusetts to Milwaukee are EL AL (100%), Delta (94%) and Republic Airways (94%).

  • What are the cheapest flights from Massachusetts to Milwaukee?

    While on average a flight from Massachusetts to Milwaukee is generally $280, our data shows the cheapest flight currently is $88. When looking at the most popular route, (Boston Logan Intl - Milwaukee-Mitchell), you can expect to pay $177 for that flight.

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

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

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

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

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

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

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

Traveling to a place near Massachusetts?

Book flights to Massachusetts if you plan to visit one of these locations
Mequon
Pewaukee
Sheboygan
Oak Creek
Wauwatosa

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Alternative routes for Massachusetts to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Massachusetts to Milwaukee

Discover the top 6 airlines that operate flights from Massachusetts to Milwaukee. 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 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$172FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$160Average$319FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$176Average$287FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$186Average$292FlexibilityNo cancel feeOn-time69%
DeltaCheapest$194Average$407FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$247Average$388FlexibilityNo cancel feeOn-time63%
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