Milwaukee

$55+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
janv. 26 — févr. 21
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Milwaukee with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Massachusetts to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Milwaukee (MKE). 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 janvier 21, 2025.

Round-trip from

$211
(Mytrip)

One-way from

$55
(Frontier)

Good round-trip deal

$297 or less

Good one-way deal

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

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 janvier 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.
sam. 3/82:52 pmBDL - MKE
1 stop9h 46mMultiple Airlines
lun. 3/105:40 pmMKE - BDL
1 stop16h 01mMultiple Airlines
Deal found 1/21$211
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.
mar. 2/187:00 amBDL - MKE
1 stop7h 14mDelta
mer. 2/195:21 pmMKE - BDL
1 stop5h 48mDelta
Deal found 1/21$257
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/1911:42 amBDL - MKE
1 stop6h 47mSun Country Air
dim. 6/226:30 pmMKE - BDL
1 stop15h 17mSun Country Air
Deal found 1/21$285
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.
sam. 3/86:05 amBDL - MKE
2 stops8h 34mUnited Airlines
lun. 3/101:25 pmMKE - BDL
2 stops9h 31mUnited Airlines
Deal found 1/21$287
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.
lun. 3/106:00 amALB - MKE
1 stop6h 37mDelta
jeu. 3/135:55 pmMKE - ALB
1 stop4h 05mDelta
Deal found 1/21$287
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/206:10 amBDL - MKE
1 stop5h 50mSouthwest
lun. 2/246:00 amMKE - BDL
2 stops11h 10mSouthwest
Deal found 1/21$297
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.
jeu. 4/175:25 amBOS - MKE
1 stop4h 13mDelta
dim. 4/206:00 amMKE - BOS
1 stop5h 24mDelta
Deal found 1/21$319
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.
ven. 3/79:20 amBOS - MKE
1 stop6h 39mUnited Airlines
mar. 3/117:00 amMKE - BOS
2 stops6h 11mUnited Airlines
Deal found 1/21$324
This Southwest deal was found by Cheapflights users on 1/19. 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.
sam. 2/86:00 amALB - MKE
2 stops10h 55mSouthwest
lun. 2/105:15 amMKE - ALB
1 stop6h 25mSouthwest
Deal found 1/19$327
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.
lun. 2/177:00 amBOS - MKE
1 stop5h 26mAmerican Airlines
jeu. 2/2011:56 amMKE - BOS
1 stop4h 27mAmerican Airlines
Deal found 1/21$338
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/256:00 amBOS - MKE
1 stop8h 14mFrontier
ven. 2/282:14 pmMKE - BOS
1 stop9h 30mFrontier
Deal found 1/20$340
This JetBlue Airways 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 8/81:01 pmBOS - MKE
Nonstop2h 30mJetBlue
dim. 8/103:30 pmMKE - BOS
Nonstop2h 15mJetBlue
Deal found 1/20$342

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 janvier 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

sam. 3/8

2:52 pm-11:38 pm

1 stop9h 46m

Milwaukee-Mitchell

lun. 3/10

5:40 pm-10:41 am

1 stop16h 01m

$211

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

mar. 2/18

7:00 am-1:14 pm

1 stop7h 14m

Milwaukee-Mitchell

mer. 2/19

5:21 pm-12:09 am

1 stop5h 48m

$257

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

jeu. 6/19

11:42 am-5:29 pm

1 stop6h 47m

Milwaukee-Mitchell

dim. 6/22

6:30 pm-10:47 am

1 stop15h 17m

$285

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

sam. 3/8

6:05 am-1:39 pm

2 stops8h 34m

Milwaukee-Mitchell

lun. 3/10

1:25 pm-11:56 pm

2 stops9h 31m

$287

AlbanyMilwaukee

ALB - MKE

ALBMKE

Albany Intl

lun. 3/10

1:50 pm-7:35 pm

1 stop6h 45m

Milwaukee-Mitchell

lun. 3/17

6:00 am-1:08 pm

1 stop6h 08m

$287

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

jeu. 2/20

6:10 am-11:00 am

1 stop5h 50m

Milwaukee-Mitchell

lun. 2/24

6:00 am-6:10 pm

2 stops11h 10m

$297

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

jeu. 4/17

5:25 am-8:38 am

1 stop4h 13m

Milwaukee-Mitchell

dim. 4/20

6:00 am-12:24 pm

1 stop5h 24m

$319

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

ven. 3/7

9:20 am-2:59 pm

1 stop6h 39m

Milwaukee-Mitchell

mar. 3/11

7:00 am-2:11 pm

2 stops6h 11m

$324

AlbanyMilwaukee

ALB - MKE

ALBMKE

Albany Intl

sam. 2/8

6:00 am-3:55 pm

2 stops10h 55m

Milwaukee-Mitchell

lun. 2/10

5:15 am-12:40 pm

1 stop6h 25m

$327

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

lun. 2/17

7:00 am-11:26 am

1 stop5h 26m

Milwaukee-Mitchell

jeu. 2/20

11:56 am-5:23 pm

1 stop4h 27m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 38 results
1
2
3
4

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 janvier 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.

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 janvier 21, 2025.
Read through reviews of airlines operating flights from Massachusetts to Milwaukee, such as Delta, United Airlines and Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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
4,662 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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
9,706 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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
8,521 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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
3,201 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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
8,985 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

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 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 Frontier. According to our data, you can fly for as low as $55. Users have also found prices from $100 and $104 on Spirit Airlines and American Airlines, respectively.

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

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

    The top 3 most reliable airlines when flying from Massachusetts to Milwaukee are Scandinavian Airlines (100%), Delta (90%) and Republic Airways (90%).

  • What are the cheapest flights from Massachusetts to Milwaukee?

    While on average a flight from Massachusetts to Milwaukee is generally $407, our data shows the cheapest flight currently is $108. When looking at the most popular route, (Boston Logan Intl - Milwaukee-Mitchell), you can expect to pay $192 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Milwaukee

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

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 janvier 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$171FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$141Average$300FlexibilityNo cancel feeOn-time62%
DeltaCheapest$163Average$389FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$176Average$293FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$186Average$279FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$226Average$396FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.