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$70+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
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 febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(Mytrip)

One-way from

$70
(Mytrip)

Popular in

December

Cheapest in

March

Average price

$331

Good round-trip deal

$285 or less

Good one-way deal

$163 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
Search Deals
One-way flight from Massachusetts to Milwaukee-Mitchell
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Highest demand for flights based on searches. 16% potential increase in price ($68 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 February 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 febrero 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/612:02 pmBDL - MKE
1 stop25h 17mFrontier
lun. 3/101:19 pmMKE - BDL
1 stop20h 43mFrontier
Deal found 2/19$160
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/410:45 amBDL - MKE
1 stop29h 15mSpirit Airlines
dom. 4/64:41 pmMKE - BDL
1 stop16h 09mSpirit Airlines
Deal found 2/19$198
This Gotogate deal was found by Cheapflights users on 2/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/512:07 pmBDL - MKE
1 stop25h 00mMultiple Airlines
dom. 7/206:30 pmMKE - BDL
1 stop15h 17mMultiple Airlines
Deal found 2/19$221
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/55:32 pmBDL - MKE
1 stop4h 30mAmerican Airlines
jue. 3/66:24 pmMKE - BDL
1 stop5h 17mAmerican Airlines
Deal found 2/19$257
This Sun Country Air deal was found by Cheapflights users on 2/19. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/1711:42 amBDL - MKE
1 stop6h 47mSun Country Air
dom. 7/206:30 pmMKE - BDL
1 stop15h 17mSun Country Air
Deal found 2/19$265
This FlightHub deal was found by Cheapflights users on 2/20. 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.
dom. 4/279:31 pmBOS - MKE
1 stop19h 15mSpirit Airlines
vie. 5/24:41 pmMKE - BOS
1 stop15h 19mSpirit Airlines
Deal found 2/20$271
This Southwest deal was found by Cheapflights users on 2/20. 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.
dom. 4/275:45 amBOS - MKE
1 stop4h 40mSouthwest
mié. 4/304:35 pmMKE - BOS
1 stop4h 55mSouthwest
Deal found 2/20$272
This Southwest deal was found by Cheapflights users on 2/20. 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.
mié. 5/73:45 pmBDL - MKE
1 stop5h 55mSouthwest
lun. 5/125:15 pmMKE - BDL
1 stop4h 45mSouthwest
Deal found 2/20$277
This Mytrip deal was found by Cheapflights users on 2/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/282:45 pmBOS - MKE
1 stop10h 14mMultiple Airlines
dom. 3/26:47 pmMKE - BOS
2 stops17h 00mMultiple Airlines
Deal found 2/18$278
This Frontier deal was found by Cheapflights users on 2/18. 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.
lun. 2/246:00 amBOS - MKE
1 stop8h 14mFrontier
jue. 2/2712:57 pmMKE - BOS
1 stop10h 47mFrontier
Deal found 2/18$279
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/17:46 amBOS - MKE
1 stop5h 46mAmerican Airlines
dom. 3/26:47 amMKE - BOS
1 stop7h 32mAmerican Airlines
Deal found 2/19$282
This United Airlines deal was found by Cheapflights users on 2/20. 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.
mar. 4/292:00 pmBOS - MKE
1 stop5h 38mUnited Airlines
mié. 5/72:22 pmMKE - BOS
1 stop4h 26mUnited Airlines
Deal found 2/20$283

Find flights from Massachusetts to Milwaukee within your budget

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 febrero 20, 2025.

Fly from

Massachusetts

Fly to

Milwaukee

Route

Depart

Return

Price

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

jue. 3/6

12:02 pm-12:19 pm

1 stop25h 17m

Milwaukee-Mitchell

lun. 3/10

1:19 pm-11:02 am

1 stop20h 43m

$160

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

vie. 4/4

10:45 am-3:00 pm

1 stop29h 15m

Milwaukee-Mitchell

dom. 4/6

4:41 pm-9:50 am

1 stop16h 09m

$198

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

mié. 3/5

12:07 pm-12:07 pm

1 stop25h 00m

Milwaukee-Mitchell

dom. 7/20

6:30 pm-10:47 am

1 stop15h 17m

$221

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

mié. 3/5

5:32 pm-9:02 pm

1 stop4h 30m

Milwaukee-Mitchell

jue. 3/6

6:24 pm-12:41 am

1 stop5h 17m

$257

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

jue. 7/17

11:42 am-5:29 pm

1 stop6h 47m

Milwaukee-Mitchell

dom. 7/20

6:30 pm-10:47 am

1 stop15h 17m

$265

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

dom. 4/27

9:31 pm-3:46 pm

1 stop19h 15m

Milwaukee-Mitchell

vie. 5/2

4:41 pm-9:00 am

1 stop15h 19m

$271

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

dom. 4/27

5:45 am-9:25 am

1 stop4h 40m

Milwaukee-Mitchell

mié. 4/30

4:35 pm-10:30 pm

1 stop4h 55m

$272

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

mié. 5/7

3:45 pm-8:40 pm

1 stop5h 55m

Milwaukee-Mitchell

lun. 5/12

5:15 pm-11:00 pm

1 stop4h 45m

$277

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

vie. 3/7

1:56 pm-4:39 pm

1 stop27h 43m

Milwaukee-Mitchell

dom. 3/9

2:00 pm-11:20 am

2 stops20h 20m

$279

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

lun. 3/10

7:00 am-11:27 am

1 stop5h 27m

Milwaukee-Mitchell

dom. 3/16

1:21 pm-8:46 pm

1 stop6h 25m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 36 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.

Travel insights for flights from Massachusetts to Milwaukee

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

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 febrero 20, 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 febrero 20, 2025.
Read through reviews of airlines operating flights from Massachusetts to Milwaukee, such as Southwest, Alaska Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $70. Users have also found prices from $75 and $84 on Frontier and Delta, 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 (97%), Republic Airways (97%) and Korean Air (92%).

  • 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 $93. When looking at the most popular route, (Boston Logan Intl - Milwaukee-Mitchell), you can expect to pay $133 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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$171FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$152Average$307FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$175Average$291FlexibilityNo cancel feeOn-time71%
DeltaCheapest$176Average$396FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$186Average$287FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$226Average$395FlexibilityNo cancel feeOn-time63%
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