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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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
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 August 21, 2025.

Round-trip from

$147
(JetBlue)

One-way from

$89
(Delta)

Popular in

December

Cheapest in

August

Average price

$254

Good round-trip deal

$187 or less

Good one-way deal

$123 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. 13% potential increase in price ($50 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 August 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 August 21, 2025.

This JetBlue deal was found by Cheapflights users on 8/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/14:38 pmMKE - BOS
Nonstop2h 39mJetBlue
Tue 10/72:05 pmBOS - MKE
Nonstop2h 28mJetBlue
Deal found 8/18$147
This JetBlue deal was found by Cheapflights users on 8/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/214:29 pmMKE - BOS
Nonstop2h 21mJetBlue
Sat 10/252:10 pmBOS - MKE
Nonstop2h 28mJetBlue
Deal found 8/21$157
This Priceline deal was found by Cheapflights users on 8/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/14:38 pmMKE - BOS
Nonstop2h 39mJetBlue
Sat 10/42:15 pmBOS - MKE
Nonstop2h 28mJetBlue
Deal found 8/19$162
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/166:00 amMKE - BOS
1 stop5h 48mUnited Airlines
Tue 9/236:10 amBOS - MKE
1 stop5h 03mUnited Airlines
Deal found 8/19$167
This JetBlue deal was found by Cheapflights users on 8/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/154:29 pmMKE - BOS
Nonstop2h 21mJetBlue
Wed 10/222:05 pmBOS - MKE
Nonstop2h 28mJetBlue
Deal found 8/21$172
This JetBlue deal was found by Cheapflights users on 8/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/214:29 pmMKE - BOS
Nonstop2h 21mJetBlue
Wed 10/222:05 pmBOS - MKE
Nonstop2h 28mJetBlue
Deal found 8/21$177
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/31:13 pmMKE - BOS
1 stop5h 32mDelta
Mon 9/84:25 pmBOS - MKE
Nonstop2h 49mDelta
Deal found 8/20$182
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/51:13 pmMKE - BOS
1 stop5h 32mDelta
Mon 9/84:25 pmBOS - MKE
Nonstop2h 49mDelta
Deal found 8/19$187
This Delta deal was found by Cheapflights users on 8/21. 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.
Thu 9/47:30 amMKE - BOS
1 stop7h 30mDelta
Tue 9/94:00 pmBOS - MKE
1 stop6h 19mDelta
Deal found 8/21$192
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/145:00 amMKE - BOS
1 stop5h 01mUnited Airlines
Tue 9/164:27 pmBOS - MKE
1 stop7h 14mUnited Airlines
Deal found 8/19$199
This Southwest deal was found by Cheapflights users on 8/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:20 amMKE - BOS
1 stop8h 35mSouthwest
Sat 10/255:05 amBOS - MKE
1 stop7h 20mSouthwest
Deal found 8/18$202
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/219:39 amMKE - ALB
1 stop5h 26mDelta
Tue 10/286:03 amALB - MKE
1 stop8h 06mDelta
Deal found 8/19$257

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 August 21, 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

Tue 10/7

4:29 pm-7:50 pm

Nonstop2h 21m

Boston Logan Intl

Sat 10/25

2:10 pm-3:38 pm

Nonstop2h 28m

$147

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 10/1

4:38 pm-8:17 pm

Nonstop2h 39m

Boston Logan Intl

Tue 10/7

2:05 pm-3:33 pm

Nonstop2h 28m

$147

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 10/21

4:29 pm-7:50 pm

Nonstop2h 21m

Boston Logan Intl

Sat 10/25

2:10 pm-3:38 pm

Nonstop2h 28m

$147

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 10/14

7:57 pm-11:19 pm

Nonstop2h 22m

Boston Logan Intl

Wed 10/22

5:29 pm-7:16 pm

Nonstop2h 47m

$157

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 10/20

4:29 pm-7:50 pm

Nonstop2h 21m

Boston Logan Intl

Sat 10/25

2:10 pm-3:38 pm

Nonstop2h 28m

$162

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 9/24

4:37 pm-11:53 pm

1 stop6h 16m

Boston Logan Intl

Sat 9/27

7:00 am-1:20 pm

1 stop7h 20m

$167

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 9/13

3:55 pm-9:30 pm

1 stop4h 35m

Boston Logan Intl

Tue 9/16

7:35 am-11:30 am

1 stop4h 55m

$167

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 10/29

12:20 pm-5:45 pm

1 stop4h 25m

Boston Logan Intl

Sat 11/1

6:30 am-3:40 pm

1 stop10h 10m

$167

MilwaukeeAlbany

MKE - ALB

MKEALB

Milwaukee-Mitchell

Tue 12/16

5:00 pm-11:08 pm

1 stop5h 08m

Albany Intl

Tue 1/6

5:30 am-10:19 am

1 stop5h 49m

$257

MilwaukeeAlbany

MKE - ALB

MKEALB

Milwaukee-Mitchell

Wed 10/22

12:06 pm-6:10 pm

1 stop5h 04m

Albany Intl

Tue 10/28

6:03 am-11:01 am

1 stop5h 58m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 57 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 July is currently the most expensive (average of $311). 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 August 21, 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.

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 August 21, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Milwaukee to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,930 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,916 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How popular is this Milwaukee to Massachusetts flight route?

    This flight path from Milwaukee-Mitchell to Massachusetts was viewed by 6 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 Milwaukee to Massachusetts?

    Airlines like JetBlue, Delta, and Southwest fly from Milwaukee to Massachusetts in about 2h 21m. The time it takes to get you to your destination can typically vary by up to 5h 34m. The distance from Milwaukee to Massachusetts is about 857 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 United Airlines. Other airlines that offer cheap prices include Delta from $89 and Southwest from $89 one-way.

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

    While some choose either Milwaukee-Mitchell - Hartford Bradley Intl or Milwaukee-Mitchell - Albany 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 WestJet (87%), Air France (83%) or Scandinavian Airlines (77%) 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 $289, our data shows the cheapest flight currently is $78. When looking at the most popular route, (Milwaukee-Mitchell - Boston Logan Intl), you can expect to pay $147 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 July is currently the most expensive (average of $311). 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.

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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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$128Average$282FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$164Average$267FlexibilityNo cancel feeOn-time65%
DeltaCheapest$173Average$384FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$176Average$283FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$268FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$186Average$295FlexibilityNo cancel feeOn-time63%

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