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$89+ 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
ago. 26 — sep. 21
mar. 8/26
mar. 9/2
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 agosto 21, 2025.

Round-trip from

$156
(Bravofly)

One-way from

$89
(JetBlue)

Popular in

December

Cheapest in

September

Average price

$292

Good round-trip deal

$212 or less

Good one-way deal

$158 or less
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. 17% potential increase in price ($74 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 August 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 agosto 21, 2025.

This Bravofly deal was found by Cheapflights users on 8/19. 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/202:15 pmBOS - MKE
Nonstop2h 28mJetBlue
lun. 9/224:38 pmMKE - BOS
Nonstop2h 39mJetBlue
Deal found 8/19$156
This JetBlue deal was found by Cheapflights users on 8/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/12:15 pmBOS - MKE
Nonstop2h 28mJetBlue
mié. 10/84:29 pmMKE - BOS
Nonstop2h 21mJetBlue
Deal found 8/20$157
This United Airlines deal was found by Cheapflights users on 8/19. 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.
mar. 9/164:27 pmBOS - MKE
1 stop6h 29mUnited Airlines
mar. 9/2310:50 amMKE - BOS
1 stop4h 53mUnited Airlines
Deal found 8/19$167
This JetBlue deal was found by Cheapflights users on 8/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/12:15 pmBOS - MKE
Nonstop2h 28mJetBlue
lun. 10/64:29 pmMKE - BOS
Nonstop2h 21mJetBlue
Deal found 8/20$172
This JetBlue deal was found by Cheapflights users on 8/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/212:05 pmBOS - MKE
Nonstop2h 28mJetBlue
vie. 10/244:29 pmMKE - BOS
Nonstop2h 21mJetBlue
Deal found 8/18$177
This Southwest deal was found by Cheapflights users on 8/19. 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.
mar. 10/215:30 amBOS - MKE
1 stop5h 05mSouthwest
vie. 10/246:00 pmMKE - BOS
1 stop4h 55mSouthwest
Deal found 8/19$182
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/206:10 amBOS - MKE
1 stop6h 20mUnited Airlines
lun. 9/227:15 pmMKE - BOS
1 stop4h 30mUnited Airlines
Deal found 8/20$192
This Southwest deal was found by Cheapflights users on 8/19. 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.
jue. 10/25:00 amBOS - MKE
1 stop7h 00mSouthwest
dom. 10/56:45 amMKE - BOS
1 stop4h 25mSouthwest
Deal found 8/19$197
This Delta deal was found by Cheapflights users on 8/21. 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.
mié. 12/245:45 amALB - MKE
1 stop3h 59mDelta
mié. 12/315:09 pmMKE - ALB
1 stop4h 39mDelta
Deal found 8/21$257
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/284:15 pmALB - MKE
1 stop5h 55mSouthwest
mar. 11/46:00 amMKE - ALB
2 stops8h 30mSouthwest
Deal found 8/20$262
This Delta deal was found by Cheapflights users on 8/21. 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.
jue. 12/2512:50 pmALB - MKE
1 stop4h 22mDelta
mié. 12/315:09 pmMKE - ALB
1 stop4h 39mDelta
Deal found 8/21$266
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/255:45 amALB - MKE
1 stop3h 59mDelta
jue. 1/15:09 pmMKE - ALB
1 stop4h 39mDelta
Deal found 8/20$275

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 agosto 21, 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

sáb. 9/20

2:15 pm-3:43 pm

Nonstop2h 28m

Milwaukee-Mitchell

lun. 9/22

4:38 pm-8:17 pm

Nonstop2h 39m

$156

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

mié. 10/1

2:15 pm-3:43 pm

Nonstop2h 28m

Milwaukee-Mitchell

mar. 10/7

4:29 pm-7:50 pm

Nonstop2h 21m

$157

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

sáb. 10/4

2:15 pm-3:43 pm

Nonstop2h 28m

Milwaukee-Mitchell

mié. 10/8

4:29 pm-7:50 pm

Nonstop2h 21m

$157

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

mié. 10/1

2:15 pm-3:43 pm

Nonstop2h 28m

Milwaukee-Mitchell

mié. 10/8

4:29 pm-7:50 pm

Nonstop2h 21m

$157

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

sáb. 10/4

2:15 pm-3:43 pm

Nonstop2h 28m

Milwaukee-Mitchell

mar. 10/7

4:29 pm-7:50 pm

Nonstop2h 21m

$157

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

sáb. 10/4

6:00 am-10:36 am

1 stop5h 36m

Milwaukee-Mitchell

sáb. 10/4

7:15 pm-12:50 am

1 stop4h 35m

$162

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

mar. 10/21

2:05 pm-3:33 pm

Nonstop2h 28m

Milwaukee-Mitchell

vie. 10/24

4:29 pm-7:50 pm

Nonstop2h 21m

$162

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

sáb. 9/27

7:28 am-11:58 am

1 stop5h 30m

Milwaukee-Mitchell

mar. 9/30

4:37 pm-11:53 pm

1 stop6h 16m

$167

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

sáb. 9/20

7:10 am-1:35 pm

1 stop7h 25m

Milwaukee-Mitchell

mié. 9/24

2:45 pm-11:44 pm

1 stop7h 59m

$167

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

mar. 9/16

4:27 pm-9:56 pm

1 stop6h 29m

Milwaukee-Mitchell

mar. 9/23

10:50 am-4:43 pm

1 stop4h 53m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 57 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 agosto 21, 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.

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.

  • How long is the flight from Massachusetts to Milwaukee?

    Airlines like JetBlue, United Airlines, and Delta fly from Massachusetts to Milwaukee in about 2h 28m. The time it takes to get you to your destination can typically vary by up to 2h 46m. The distance from Massachusetts to Milwaukee is about 857 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $89. Users have also found prices from $89 and $89 on United Airlines and Southwest, 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 Delta (77%), Republic Airways (77%) and JetBlue (72%).

  • What are the cheapest flights from Massachusetts to Milwaukee?

    While on average a flight from Massachusetts to Milwaukee is generally $289, 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 $172 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Mequon
Oak Creek
Sheboygan
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 agosto 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$112Average$187FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$123Average$297FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$176Average$307FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$186Average$294FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$196Average$315FlexibilityNo cancel feeOn-time71%
DeltaCheapest$200Average$398FlexibilityNo cancel feeOn-timeN/A

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