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$107+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Aug 17 — Aug 241
Mon 8/17
Mon 8/24
1 adult, Economy
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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 July 18, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 7/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:10 am
BOS
-
MKE
Nonstop2h 34m
JetBlue
Tue 8/259:36 am
MKE
-
BOS
Nonstop2h 13m
JetBlue
Deal found 7/13$195
This JetBlue deal was found by Cheapflights users on 7/13. 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.
Wed 9/308:45 am
BOS
-
MKE
Nonstop2h 50m
JetBlue
Sat 10/311:25 am
MKE
-
BOS
Nonstop2h 39m
JetBlue
Deal found 7/13$197
This Cheapflightsfares deal was found by Cheapflights users on 7/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:45 am
BOS
-
MKE
Nonstop2h 50m
JetBlue
Sat 9/1211:25 am
MKE
-
BOS
Nonstop2h 39m
JetBlue
Deal found 7/18$205
This Delta deal was found by Cheapflights users on 7/13. 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 9/24:20 pm
BOS
-
MKE
Nonstop2h 52m
Delta
Tue 9/85:47 pm
MKE
-
BOS
1 stop4h 30m
Delta
Deal found 7/13$207
This United Airlines deal was found by Cheapflights users on 7/13. 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 8/117:00 pm
BOS
-
MKE
1 stop5h 37m
United Airlines
Wed 8/1211:18 am
MKE
-
BOS
1 stop5h 18m
United Airlines
Deal found 7/13$212
This Cheapflightsfares deal was found by Cheapflights users on 7/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:10 am
BOS
-
MKE
Nonstop2h 35m
JetBlue
Tue 8/119:36 am
MKE
-
BOS
Nonstop2h 13m
JetBlue
Deal found 7/16$215
This Delta deal was found by Cheapflights users on 7/13. 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 9/306:00 am
BOS
-
MKE
1 stop7h 43m
Delta
Sat 10/31:19 pm
MKE
-
BOS
1 stop5h 04m
Delta
Deal found 7/13$217
This Priceline deal was found by Cheapflights users on 7/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:05 am
BOS
-
MKE
1 stop9h 10m
Multiple Airlines
Sat 9/2611:25 am
MKE
-
BOS
Nonstop2h 39m
Multiple Airlines
Deal found 7/15$219
This Cheapflightsfares deal was found by Cheapflights users on 7/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:10 am
BOS
-
MKE
Nonstop2h 34m
JetBlue
Wed 8/129:36 am
MKE
-
BOS
Nonstop2h 13m
JetBlue
Deal found 7/13$222
This Expedia deal was found by Cheapflights users on 7/17. 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 9/2411:05 am
BOS
-
MKE
1 stop9h 10m
Multiple Airlines
Sat 9/2611:25 am
MKE
-
BOS
Nonstop2h 39m
Multiple Airlines
Deal found 7/17$224
This Super.com deal was found by Cheapflights users on 7/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:10 am
BOS
-
MKE
Nonstop2h 34m
JetBlue
Sat 8/299:36 am
MKE
-
BOS
Nonstop2h 13m
JetBlue
Deal found 7/17$225
This Delta deal was found by Cheapflights users on 7/16. 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 8/186:00 pm
BOS
-
MKE
1 stop5h 30m
Delta
Tue 8/2510:50 am
MKE
-
BOS
1 stop5h 44m
Delta
Deal found 7/16$227

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 July 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$195
(Cheapflightsfares)

One-way from

$107
(Cheapflightsfares)

Popular in

November

Cheapest in

September

Average price

$276

Good round-trip deal

$232 or less

Good one-way deal

$113 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. 13% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 July 18, 2026.
Use the filters below to find and compare flights from Massachusetts to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 10/1

9:15 am-10:55 am

Nonstop2h 40m

Milwaukee-Mitchell

Sun 10/4

6:00 am-2:24 pm

1 stop7h 24m

$227

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Mon 9/21

5:40 am-8:52 am

1 stop4h 12m

Milwaukee-Mitchell

Wed 9/23

5:47 pm-11:17 pm

1 stop4h 30m

$237

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 8/25

5:25 am-11:05 am

2 stops6h 40m

Milwaukee-Mitchell

Fri 8/28

5:00 pm-10:10 pm

1 stop4h 10m

$267

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 8/18

7:00 am-12:36 pm

1 stop6h 36m

Milwaukee-Mitchell

Tue 8/25

6:55 pm-10:22 pm

Nonstop2h 27m

$277

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Sat 8/15

5:30 am-8:45 am

1 stop4h 15m

Milwaukee-Mitchell

Mon 8/17

6:55 pm-10:22 pm

Nonstop2h 27m

$287

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 8/28

9:40 am-4:00 pm

1 stop7h 20m

Milwaukee-Mitchell

Mon 8/31

5:35 am-2:30 pm

2 stops7h 55m

$292

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 9/10

2:15 pm-8:15 pm

2 stops7h 00m

Milwaukee-Mitchell

Mon 9/14

5:45 am-2:30 pm

2 stops7h 45m

$292

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Sat 12/12

7:25 am-4:10 pm

2 stops9h 45m

Milwaukee-Mitchell

Mon 12/14

8:00 am-5:05 pm

2 stops8h 05m

$297

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Mon 8/10

9:10 am-10:51 am

Nonstop2h 41m

Milwaukee-Mitchell

Fri 8/14

6:55 pm-10:22 pm

Nonstop2h 27m

$302
Quickest round-trip

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 8/20

7:10 am-8:44 am

Nonstop2h 34m

Milwaukee-Mitchell

Sat 8/22

9:36 am-12:49 pm

Nonstop2h 13m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/13

Showing 1-10 of 60 resultsSorted by cheapest first
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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, July is the cheapest month in which you can book a flight from Massachusetts to Milwaukee (average of $272). Flying from Massachusetts to Milwaukee in November is currently the most expensive (average of $476). 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 July 18, 2026.

It’s optimal to fly from Massachusetts to Milwaukee at noon. By choosing this option you can save up to 26% on the cost of your flight, compared to a flight in the afternoon.

Weekly flight availability from Massachusetts to Milwaukee

Explore weekly flight availability from Massachusetts to Milwaukee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 18, 2026.

The most flights from USMA to MKE are scheduled on a Monday (8 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

How much does it cost to fly round-trip from Massachusetts to Milwaukee?

How far ahead should I book a flight from Massachusetts to Milwaukee?

The best time to book flights from Massachusetts to Milwaukee is 84 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 July 18, 2026.

Travelers seeking maximum savings on their Massachusetts to Milwaukee flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday 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 popular is this Massachusetts to Milwaukee flight route?

    This flight path from Massachusetts to Milwaukee-Mitchell was viewed by 1 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Massachusetts to Milwaukee?

    Airlines like Delta, Southwest, and United Airlines fly from Massachusetts to Milwaukee in about 2h 40m. The time it takes to get you to your destination can typically vary by up to 4h 27m. 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 JetBlue. According to our data, you can fly for as low as $88. Users have also found prices from $93 and $98 on American Airlines 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 JetBlue (93%), Republic Airways (86%) and KLM (84%).

  • What are the cheapest flights from Massachusetts to Milwaukee?

    While on average a flight from Massachusetts to Milwaukee is generally $258, 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 $205 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, July is the cheapest month in which you can book a flight from Massachusetts to Milwaukee (average of $272). Flying from Massachusetts to Milwaukee in November is currently the most expensive (average of $476). 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
Port Washington
New Berlin
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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Baltimore to Minneapolis flights
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Reagan-National to Minneapolis flights
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Top 5 airlines flying from Massachusetts to Milwaukee

Discover the top 5 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 July 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$113Average$251FlexibilityNo cancel feeOn-time62%
DeltaCheapest$125Average$358FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$186Average$395FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$196Average$303FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$290FlexibilityNo cancel feeOn-time63%

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