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$90+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Aug 11 — Aug 181
Tue 8/11
Tue 8/18
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 12, 2026.

This United Airlines deal was found by Cheapflights users on 7/7. 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 8/46:00 am
BOS
-
MKE
1 stop4h 53m
United Airlines
Tue 8/1110:19 am
MKE
-
BOS
1 stop6h 17m
United Airlines
Deal found 7/7$179
This Southwest deal was found by Cheapflights users on 7/8. 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 8/245:25 am
BOS
-
MKE
1 stop5h 45m
Southwest
Tue 8/258:20 am
MKE
-
BOS
1 stop4h 40m
Southwest
Deal found 7/8$192
This Cheapflightsfares deal was found by Cheapflights users on 7/9. 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 7/9$195
This JetBlue deal was found by Cheapflights users on 7/8. 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 7/8$197
This Southwest deal was found by Cheapflights users on 7/8. 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 8/245:25 am
BOS
-
MKE
1 stop5h 45m
Southwest
Mon 8/317:00 am
MKE
-
BOS
2 stops6h 55m
Southwest
Deal found 7/8$198
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Wed 8/127:10 am
BOS
-
MKE
1 stop4h 52m
American Airlines
Fri 8/1411:32 am
MKE
-
BOS
1 stop6h 08m
American Airlines
Deal found 7/7$201
This Southwest deal was found by Cheapflights users on 7/9. 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.
Wed 8/267:30 am
BOS
-
MKE
1 stop4h 35m
Southwest
Fri 8/2812:30 pm
MKE
-
BOS
1 stop4h 20m
Southwest
Deal found 7/9$202
This Southwest deal was found by Cheapflights users on 7/10. 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.
Tue 8/255:25 am
BOS
-
MKE
2 stops6h 40m
Southwest
Tue 9/16:40 am
MKE
-
BOS
2 stops6h 20m
Southwest
Deal found 7/10$203
This Southwest deal was found by Cheapflights users on 7/9. 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 8/175:00 am
BOS
-
MKE
1 stop5h 35m
Southwest
Tue 8/184:25 pm
MKE
-
BOS
1 stop4h 50m
Southwest
Deal found 7/9$204
This Super.com deal was found by Cheapflights users on 7/8. 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.
Mon 8/247:10 am
BOS
-
MKE
Nonstop2h 34m
JetBlue
Tue 8/259:36 am
MKE
-
BOS
Nonstop2h 13m
JetBlue
Deal found 7/8$205
This Delta deal was found by Cheapflights users on 7/8. 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 9/99:15 am
BOS
-
MKE
Nonstop2h 40m
Delta
Tue 9/155:47 pm
MKE
-
BOS
1 stop4h 30m
Delta
Deal found 7/8$207
This Delta deal was found by Cheapflights users on 7/8. 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.
Thu 9/105:50 am
ALB
-
MKE
1 stop5h 17m
Delta
Tue 9/155:47 pm
MKE
-
ALB
1 stop4h 12m
Delta
Deal found 7/8$249

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 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$179
(United Airlines)

One-way from

$90
(United Airlines)

Popular in

November

Cheapest in

September

Average price

$274

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 ($13 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 12, 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

AlbanyMilwaukee

ALB - MKE

ALBMKE

Albany Intl

Thu 9/10

5:50 am-10:07 am

1 stop5h 17m

Milwaukee-Mitchell

Tue 9/15

5:47 pm-10:59 pm

1 stop4h 12m

$249

AlbanyMilwaukee

ALB - MKE

ALBMKE

Albany Intl

Sat 9/5

8:30 am-4:20 pm

2 stops8h 50m

Milwaukee-Mitchell

Sat 9/12

5:45 am-3:50 pm

2 stops9h 05m

$259

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Thu 8/20

5:30 am-8:55 am

1 stop4h 25m

Milwaukee-Mitchell

Mon 8/24

4:47 pm-11:51 pm

1 stop6h 04m

$263

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Sat 8/15

6:00 pm-11:37 pm

1 stop6h 37m

Milwaukee-Mitchell

Tue 8/18

5:00 am-2:50 pm

2 stops8h 50m

$264

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Mon 9/14

6:20 pm-9:25 pm

1 stop4h 05m

Milwaukee-Mitchell

Tue 9/15

7:40 am-2:20 pm

1 stop5h 40m

$264

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Mon 7/27

9:10 am-10:54 am

Nonstop2h 44m

Milwaukee-Mitchell

Wed 7/29

5:50 pm-11:31 pm

1 stop4h 41m

$272

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 8/28

12:40 pm-8:15 pm

2 stops8h 35m

Milwaukee-Mitchell

Mon 8/31

5:45 am-2:30 pm

2 stops7h 45m

$279

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 9/22

2:45 pm-9:25 pm

2 stops7h 40m

Milwaukee-Mitchell

Fri 9/25

2:00 pm-12:30 am

1 stop9h 30m

$285

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 7/24

4:00 pm-10:30 pm

1 stop7h 30m

Milwaukee-Mitchell

Tue 7/28

6:59 pm-10:26 pm

Nonstop2h 27m

$287

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 12/11

7:25 am-12:05 pm

1 stop5h 40m

Milwaukee-Mitchell

Mon 12/14

7:50 am-1:45 pm

1 stop4h 55m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/8

Showing 1-10 of 57 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, April is the cheapest month in which you can book a flight from Massachusetts to Milwaukee (average of $68). Flying from Massachusetts to Milwaukee in March is currently the most expensive (average of $207). 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 12, 2026.

It’s optimal to fly from Massachusetts to Milwaukee at noon. By choosing this option you can save up to 25% 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 12, 2026.

The most flights from USMA to MKE are scheduled on a Tuesday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 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 11, 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 5h 17m. The time it takes to get you to your destination can typically vary by up to 3h 33m. 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 $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 Republic Airways (88%), KLM (87%) and JetBlue (87%).

  • What are the cheapest flights from Massachusetts to Milwaukee?

    While on average a flight from Massachusetts to Milwaukee is generally $261, 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, April is the cheapest month in which you can book a flight from Massachusetts to Milwaukee (average of $68). Flying from Massachusetts to Milwaukee in March is currently the most expensive (average of $207). 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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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 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$104Average$249FlexibilityNo cancel feeOn-time62%
DeltaCheapest$120Average$349FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$176Average$372FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$186Average$284FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$206Average$303FlexibilityNo cancel feeOn-time71%

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