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Massachusetts

$89+ Cheap flights from Milwaukee (MKE) to Massachusetts

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 7/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Milwaukee to Massachusetts

Keep the following information in mind while searching for Milwaukee to Massachusetts flight deals. Data was last updated June 12, 2025.

Round-trip from

$157
(JetBlue)

One-way from

$89
(JetBlue)

Popular in

December

Cheapest in

May

Average price

$297

Good round-trip deal

$196 or less

Good one-way deal

$113 or less
From Milwaukee-Mitchell to Massachusetts
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One-way flight from Milwaukee-Mitchell to Massachusetts
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Highest demand for flights based on searches. 12% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Milwaukee-Mitchell to Massachusetts.
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Price to beat on a one-way flight from Milwaukee-Mitchell to Massachusetts.
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Find flight deals from Milwaukee to Massachusetts

Cheapest flights from Milwaukee to Massachusetts
Explore the most affordable flight options available from Milwaukee to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This JetBlue deal was found by Cheapflights users on 6/11. 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.
Sat 7/124:33 pmMKE - BOS
Nonstop2h 12mJetBlue
Wed 7/161:40 pmBOS - MKE
Nonstop2h 28mJetBlue
Deal found 6/11$157
This Southwest deal was found by Cheapflights users on 6/10. 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 7/225:25 pmMKE - BOS
1 stop5h 30mSouthwest
Sat 7/265:50 amBOS - MKE
1 stop4h 50mSouthwest
Deal found 6/10$177
This FlightHub deal was found by Cheapflights users on 6/12. 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.
Mon 6/309:01 amMKE - BOS
1 stop13h 18mSpirit Airlines
Thu 7/39:40 pmBOS - MKE
1 stop11h 26mSpirit Airlines
Deal found 6/12$195
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Tue 7/85:57 pmMKE - BOS
1 stop5h 17mAmerican Airlines
Tue 7/158:30 amBOS - MKE
1 stop6h 47mAmerican Airlines
Deal found 6/12$212
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/119:45 amMKE - BDL
1 stop12h 12mSpirit Airlines
Mon 7/146:20 amBDL - MKE
1 stop3h 30mSpirit Airlines
Deal found 6/10$227
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/87:50 pmMKE - BOS
Nonstop2h 24mDelta
Tue 7/159:05 amBOS - MKE
Nonstop2h 41mDelta
Deal found 6/10$227
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Fri 7/45:15 amMKE - BOS
1 stop4h 39mUnited Airlines
Sun 7/66:05 amBOS - MKE
1 stop5h 52mUnited Airlines
Deal found 6/11$232
This Sun Country Air deal was found by Cheapflights users on 6/11. 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.
Thu 7/106:30 pmMKE - BDL
1 stop15h 11mSun Country Air
Mon 7/1411:04 amBDL - MKE
1 stop7h 43mSun Country Air
Deal found 6/11$245
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/176:35 pmMKE - BDL
1 stop15h 48mMultiple Airlines
Mon 7/216:20 amBDL - MKE
1 stop3h 30mMultiple Airlines
Deal found 6/10$248
This Delta deal was found by Cheapflights users on 6/11. 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 8/286:00 amMKE - ALB
1 stop6h 28mDelta
Tue 9/25:50 amALB - MKE
1 stop5h 19mDelta
Deal found 6/11$257
This Delta deal was found by Cheapflights users on 6/11. 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 8/74:56 pmMKE - BDL
1 stop5h 52mDelta
Mon 8/117:04 pmBDL - MKE
1 stop5h 45mDelta
Deal found 6/11$271
This Southwest deal was found by Cheapflights users on 6/10. 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 9/1612:15 pmMKE - BDL
2 stops8h 45mSouthwest
Sat 9/203:45 pmBDL - MKE
1 stop6h 25mSouthwest
Deal found 6/10$289

Cheapflights Fare Finder

Customize your flight search to find flights from Milwaukee to Massachusetts 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 June 12, 2025.
Use the filters below to find and compare flights from Milwaukee to Massachusetts that are best for you.

Fly from

Milwaukee

Fly to

Massachusetts

Route

Depart

Return

Price

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 7/12

4:33 pm-7:45 pm

Nonstop2h 12m

Boston Logan Intl

Wed 7/16

1:40 pm-3:08 pm

Nonstop2h 28m

$157

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 7/22

5:25 pm-11:55 pm

1 stop5h 30m

Boston Logan Intl

Sat 7/26

5:50 am-9:40 am

1 stop4h 50m

$177

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 9/4

10:50 am-4:43 pm

1 stop4h 53m

Boston Logan Intl

Sun 9/7

7:10 am-10:58 am

1 stop4h 48m

$197

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 7/8

5:57 pm-12:14 am

1 stop5h 17m

Boston Logan Intl

Tue 7/15

7:00 am-1:07 pm

1 stop7h 07m

$212

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 6/23

9:01 am-11:19 pm

1 stop13h 18m

Boston Logan Intl

Thu 6/26

9:40 pm-8:06 am

1 stop11h 26m

$218

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 7/8

7:50 pm-11:14 pm

Nonstop2h 24m

Boston Logan Intl

Tue 7/15

9:05 am-10:46 am

Nonstop2h 41m

$227

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Fri 7/11

9:45 am-10:57 pm

1 stop12h 12m

Hartford Bradley Intl

Mon 7/14

6:20 am-8:50 am

1 stop3h 30m

$227

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Thu 7/10

6:30 pm-10:41 am

1 stop15h 11m

Hartford Bradley Intl

Mon 7/14

11:04 am-5:47 pm

1 stop7h 43m

$245

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Thu 7/17

6:35 pm-11:23 am

1 stop15h 48m

Hartford Bradley Intl

Mon 7/21

6:20 am-8:50 am

1 stop3h 30m

$248

MilwaukeeAlbany

MKE - ALB

MKEALB

Milwaukee-Mitchell

Thu 8/28

6:00 am-1:28 pm

1 stop6h 28m

Albany Intl

Tue 9/2

5:50 am-10:09 am

1 stop5h 19m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 43 results
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Best time to book a flight from Milwaukee to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Milwaukee 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 Milwaukee to Massachusetts

What is the cheapest month to book a flight from Milwaukee to Massachusetts?

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Massachusetts (average of $218). Flying from Milwaukee to Massachusetts in June is currently the most expensive (average of $306). 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 MKE to MA?

Find hourly flight availability from Milwaukee to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

When flying from Milwaukee to Massachusetts, 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 Massachusetts by month

Plan your trip to Massachusetts by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Massachusetts, 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 30.2 F).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated June 12, 2025.
Read through reviews of airlines operating flights from Milwaukee to Massachusetts, such as Alaska Airlines, Southwest and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,925 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Massachusetts. 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 from for flights from Milwaukee to Massachusetts?

    If you book a flight to Massachusetts from Milwaukee, you will be flying from 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 Milwaukee to Massachusetts one-way?

    One-way options have recently been found by users for as low as $89 on JetBlue. Other airlines that offer cheap prices include United Airlines from $94 and Spirit Airlines from $97 one-way.

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

    While some choose either Milwaukee-Mitchell - Albany Intl or Milwaukee-Mitchell - Hartford Bradley Intl, Milwaukee-Mitchell - Boston Logan Intl is the most popular route from Milwaukee to Massachusetts.

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

    No one likes to see their flight delayed. When booking a flight from Milwaukee to Massachusetts consider choosing JetBlue (77%), Scandinavian Airlines (76%) or Qatar Airways (76%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Milwaukee to Massachusetts?

    While on average a flight from Milwaukee to Massachusetts is generally $341, our data shows the cheapest flight currently is $88. When looking at the most popular route, (Milwaukee-Mitchell - Boston Logan Intl), you can expect to pay $157 for that flight.

  • Can I find deals for flights from Milwaukee to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Milwaukee to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to Massachusetts.

  • Can I find deals for business class flights from Milwaukee to Massachusetts?

    Yes. Cheapflights offers flight deals from Milwaukee to Massachusetts 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 Milwaukee to Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from Milwaukee to Massachusetts (average of $218). Flying from Milwaukee to Massachusetts in June is currently the most expensive (average of $306). 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

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Alternative routes for Milwaukee to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Milwaukee to Massachusetts

Discover the top 6 airlines that operate flights from Milwaukee to Massachusetts. 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$34Average$215FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$140Average$281FlexibilityNo cancel feeOn-time62%
DeltaCheapest$171Average$389FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$176Average$276FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$262FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$196Average$364FlexibilityNo cancel feeOn-time63%

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