HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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

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 December 4, 2025.

This Delta deal was found by Cheapflights users on 12/2. 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 12/314:47 pmBDL - MKE
1 stop6h 56mDelta
Wed 1/76:15 amMKE - BDL
1 stop6h 30mDelta
Deal found 12/2$255
This United Airlines deal was found by Cheapflights users on 12/2. 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 12/316:00 amBDL - MKE
2 stops6h 27mUnited Airlines
Wed 1/73:20 pmMKE - BDL
1 stop5h 09mUnited Airlines
Deal found 12/2$271
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Sat 12/136:00 amBOS - MKE
1 stop7h 22mAmerican Airlines
Thu 1/812:51 pmMKE - BOS
1 stop5h 16mAmerican Airlines
Deal found 12/2$282
This Kiwi.com deal was found by Cheapflights users on 12/1. 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.
Tue 12/3010:56 amBOS - MKE
1 stop8h 30mMultiple Airlines
Tue 1/68:15 pmMKE - BOS
2 stops28h 04mMultiple Airlines
Deal found 12/1$290
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Sun 12/216:30 pmBOS - MKE
1 stop6h 28mAmerican Airlines
Tue 1/206:12 amMKE - BOS
1 stop5h 46mAmerican Airlines
Deal found 12/2$292
This Expedia deal was found by Cheapflights users on 12/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1812:29 pmBOS - MKE
1 stop7h 51mSpirit Airlines
Tue 12/308:15 pmMKE - BOS
1 stop12h 46mSpirit Airlines
Deal found 12/2$296
This Delta deal was found by Cheapflights users on 12/2. 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 12/305:30 amBDL - MKE
1 stop4h 19mDelta
Tue 1/63:59 pmMKE - BDL
1 stop6h 51mDelta
Deal found 12/2$302
This Southwest deal was found by Cheapflights users on 12/4. 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.
Mon 12/1512:20 pmBOS - MKE
2 stops10h 05mSouthwest
Thu 12/186:20 amMKE - BOS
1 stop4h 25mSouthwest
Deal found 12/4$307
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Sat 12/137:30 amBOS - MKE
1 stop5h 52mAmerican Airlines
Thu 1/16:02 amMKE - BOS
1 stop6h 01mAmerican Airlines
Deal found 12/2$318
This United Airlines deal was found by Cheapflights users on 12/2. 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.
Tue 12/305:04 pmBDL - MKE
1 stop5h 07mUnited Airlines
Tue 1/63:20 pmMKE - BDL
2 stops7h 24mUnited Airlines
Deal found 12/2$318
This Delta deal was found by Cheapflights users on 12/1. 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 12/3110:32 amBOS - MKE
Nonstop2h 52mDelta
Wed 1/77:15 amMKE - BOS
Nonstop2h 20mDelta
Deal found 12/1$319
This Mytrip deal was found by Cheapflights users on 12/3. 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 12/3112:29 pmBOS - MKE
1 stop7h 51mSpirit Airlines
Wed 1/78:15 pmMKE - BOS
2 stops20h 29mSpirit Airlines
Deal found 12/3$324

Find flight deals from Massachusetts to Milwaukee

Keep the following information in mind while searching for Massachusetts to Milwaukee flight deals. Data was last updated December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$197
(Delta)

One-way from

$70
(Southwest)

Popular in

November

Cheapest in

September

Average price

$434

Good round-trip deal

$378 or less

Good one-way deal

$228 or less
Provider with most accurate pricing for Boston Logan Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Milwaukee-Mitchell flights.
Search Deals
From Massachusetts to Milwaukee-Mitchell
Search Deals
One-way flight from Massachusetts to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Massachusetts to Milwaukee-Mitchell.
Search Deals
Price to beat on a one-way flight from Massachusetts to Milwaukee-Mitchell.
Search Deals

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 December 4, 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

AlbanyMilwaukee

ALB - MKE

ALBMKE

Albany Intl

Tue 1/6

2:30 pm-7:58 pm

1 stop6h 28m

Milwaukee-Mitchell

Wed 1/7

6:40 am-11:49 am

1 stop4h 09m

$197

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Tue 1/27

6:00 am-1:48 pm

1 stop8h 48m

Milwaukee-Mitchell

Sat 1/31

5:15 am-1:42 pm

1 stop7h 27m

$215

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Mon 2/9

3:02 pm-9:59 pm

2 stops7h 57m

Milwaukee-Mitchell

Wed 2/11

6:00 am-2:22 pm

1 stop7h 22m

$231

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Fri 1/9

7:00 am-7:01 pm

2 stops13h 01m

Milwaukee-Mitchell

Sun 1/11

7:40 pm-7:24 pm

1 stop22h 44m

$238

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Mon 3/2

5:20 am-11:30 am

2 stops7h 10m

Milwaukee-Mitchell

Tue 3/3

3:45 pm-9:45 pm

1 stop5h 00m

$248

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Wed 12/31

4:47 pm-10:43 pm

1 stop6h 56m

Milwaukee-Mitchell

Wed 1/7

6:15 am-1:45 pm

1 stop6h 30m

$255

AlbanyMilwaukee

ALB - MKE

ALBMKE

Albany Intl

Tue 1/6

4:20 pm-8:48 pm

1 stop5h 28m

Milwaukee-Mitchell

Wed 1/7

3:20 pm-9:22 pm

1 stop5h 02m

$267

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Wed 12/31

6:00 am-11:27 am

2 stops6h 27m

Milwaukee-Mitchell

Wed 1/7

3:20 pm-9:29 pm

1 stop5h 09m

$271

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Sat 1/24

5:30 am-5:00 pm

2 stops12h 30m

Milwaukee-Mitchell

Mon 1/26

5:40 am-4:10 pm

2 stops9h 30m

$272

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 2/5

6:35 am-11:30 am

1 stop5h 55m

Milwaukee-Mitchell

Sun 2/8

5:40 am-4:10 pm

2 stops9h 30m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/4

Showing 1-10 of 49 results
1
2
3
...
5

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, April is the cheapest month in which you can book a flight from Massachusetts to Milwaukee (average of $89). Flying from Massachusetts to Milwaukee in January is currently the most expensive (average of $121). 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 December 4, 2025.

It’s optimal to fly from Massachusetts to Milwaukee in the evening. By choosing this option you can save up to 47% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Massachusetts to Milwaukee?

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Milwaukee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Massachusetts to Milwaukee flight should consider departing on Monday mornings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 Delta, United Airlines, and Southwest fly from Massachusetts to Milwaukee in about 6h 28m. The time it takes to get you to your destination can typically vary by up to 1h 29m. The distance from Massachusetts to Milwaukee is about 713 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 JetBlue. According to our data, you can fly for as low as $78. Users have also found prices from $88 and $98 on American 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 JetBlue (92%), EL AL (79%) and Delta (69%).

  • What are the cheapest flights from Massachusetts to Milwaukee?

    While on average a flight from Massachusetts to Milwaukee is generally $434, our data shows the cheapest flight currently is $198. 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, April is the cheapest month in which you can book a flight from Massachusetts to Milwaukee (average of $89). Flying from Massachusetts to Milwaukee in January is currently the most expensive (average of $121). 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
Sheboygan
New Berlin
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.
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Seattle to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Denver to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Ontario to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Dallas/Fort Worth to Minneapolis flights
LaGuardia to Minneapolis flights
Boston to O'Hare Intl flights
Tampa to O'Hare Intl flights
Los Angeles to Minneapolis flights
Seattle to Minneapolis flights
San Francisco to Minneapolis flights
John F Kennedy Intl to Minneapolis flights
Santa Ana to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Love Field to O'Hare Intl flights
Sky Harbor Intl to Minneapolis flights
Reagan-National to Minneapolis flights
Raleigh to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Dulles Intl to Minneapolis flights
Austin to O'Hare Intl flights
San Diego to O'Hare Intl flights
Newark to Minneapolis flights
Cleveland to O'Hare Intl flights
Denver to Minneapolis flights
George Bush Intcntl to O'Hare Intl flights
Hobby to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Baltimore to Minneapolis flights
Orlando to O'Hare Intl flights
John F Kennedy Intl to Milwaukee flights
Miami to O'Hare Intl flights
Las Vegas to O'Hare Intl flights
Nashville to O'Hare Intl flights
Atlanta to Minneapolis flights
Portland to O'Hare Intl flights
Columbus to O'Hare Intl flights
Charlotte to Minneapolis flights
Detroit to O'Hare Intl flights

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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$115Average$296FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$145Average$187FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$176Average$280FlexibilityNo cancel feeOn-time63%
DeltaCheapest$184Average$374FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$196Average$305FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$202Average$337FlexibilityNo cancel feeOn-time69%

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.