HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Massachusetts 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 Milwaukee to Massachusetts

Keep the following information in mind while searching for Milwaukee to Massachusetts flight deals. Data was last updated April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$187
(JetBlue)

One-way from

$89
(FlightHub)

Popular in

March

Cheapest in

September

Average price

$322

Good round-trip deal

$219 or less

Good one-way deal

$113 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Boston Logan Intl flights.
Search Deals
From Milwaukee-Mitchell to Massachusetts
Search Deals
One-way flight from Milwaukee-Mitchell to Massachusetts
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals
Price to beat on a round-trip flight from Milwaukee-Mitchell to Massachusetts.
Search Deals
Price to beat on a one-way flight from Milwaukee-Mitchell to Massachusetts.
Search Deals

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 April 17, 2025.

This JetBlue deal was found by Cheapflights users on 4/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/144:43 pmMKE - BOS
Nonstop2h 16mJetBlue
Wed 5/212:08 pmBOS - MKE
Nonstop2h 40mJetBlue
Deal found 4/15$187
This Delta deal was found by Cheapflights users on 4/16. 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.
Fri 6/67:40 pmMKE - BOS
Nonstop2h 19mDelta
Tue 6/109:05 amBOS - MKE
Nonstop2h 37mDelta
Deal found 4/16$197
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/15:00 pmMKE - BDL
1 stop15h 27mSpirit Airlines
Mon 5/510:22 amBDL - MKE
1 stop26h 15mSpirit Airlines
Deal found 4/16$213
This American Airlines deal was found by Cheapflights users on 4/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2710:57 amMKE - BOS
1 stop6h 37mAmerican Airlines
Fri 9/55:00 amBOS - MKE
1 stop5h 34mAmerican Airlines
Deal found 4/16$223
This Southwest deal was found by Cheapflights users on 4/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/263:40 pmMKE - BOS
1 stop7h 15mSouthwest
Sat 7/55:30 amBOS - MKE
1 stop4h 50mSouthwest
Deal found 4/15$224
This Booking.com deal was found by Cheapflights users on 4/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/199:15 amMKE - BOS
1 stop12h 36mSpirit Airlines
Wed 5/215:45 amBOS - MKE
1 stop6h 42mSpirit Airlines
Deal found 4/16$225
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/105:00 amMKE - BOS
1 stop5h 06mUnited Airlines
Tue 9/166:00 amBOS - MKE
1 stop5h 13mUnited Airlines
Deal found 4/17$239
This American Airlines deal was found by Cheapflights users on 4/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/116:15 amMKE - ALB
1 stop4h 27mAmerican Airlines
Tue 5/204:23 pmALB - MKE
1 stop5h 47mAmerican Airlines
Deal found 4/16$256
This Delta deal was found by Cheapflights users on 4/16. 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.
Wed 8/277:00 amMKE - BDL
1 stop5h 59mDelta
Sun 8/315:48 amBDL - MKE
1 stop3h 48mDelta
Deal found 4/16$284
This Delta deal was found by Cheapflights users on 4/16. 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.
Fri 6/65:02 pmMKE - ALB
1 stop5h 17mDelta
Tue 6/107:08 pmALB - MKE
1 stop5h 50mDelta
Deal found 4/16$287
This Southwest deal was found by Cheapflights users on 4/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/305:15 pmMKE - BDL
1 stop4h 45mSouthwest
Sat 6/145:40 amBDL - MKE
1 stop4h 40mSouthwest
Deal found 4/16$297
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/66:35 pmMKE - ALB
1 stop4h 35mSouthwest
Tue 6/104:55 pmALB - MKE
2 stops7h 20mSouthwest
Deal found 4/17$307

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 April 17, 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

Wed 5/14

4:43 pm-7:59 pm

Nonstop2h 16m

Boston Logan Intl

Tue 5/20

2:08 pm-3:48 pm

Nonstop2h 40m

$187

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 6/6

7:40 pm-10:59 pm

Nonstop2h 19m

Boston Logan Intl

Tue 6/10

9:05 am-10:42 am

Nonstop2h 37m

$197

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Thu 5/1

5:00 pm-9:27 am

1 stop15h 27m

Hartford Bradley Intl

Mon 5/5

10:22 am-11:37 am

1 stop26h 15m

$213

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 6/26

3:40 pm-11:55 pm

1 stop7h 15m

Boston Logan Intl

Sat 7/5

5:30 am-9:20 am

1 stop4h 50m

$224

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 5/19

9:15 am-10:51 pm

1 stop12h 36m

Boston Logan Intl

Wed 5/21

5:45 am-11:27 am

1 stop6h 42m

$225

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 5/8

11:32 am-7:24 pm

1 stop6h 52m

Boston Logan Intl

Mon 5/12

5:15 am-9:22 am

1 stop5h 07m

$247

MilwaukeeAlbany

MKE - ALB

MKEALB

Milwaukee-Mitchell

Sun 5/11

6:15 am-11:42 am

1 stop4h 27m

Albany Intl

Tue 5/20

4:23 pm-9:10 pm

1 stop5h 47m

$256

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 5/2

3:52 pm-9:57 pm

1 stop5h 05m

Boston Logan Intl

Tue 5/6

2:49 pm-8:37 pm

2 stops6h 48m

$277

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Wed 8/27

7:00 am-1:59 pm

1 stop5h 59m

Hartford Bradley Intl

Sun 8/31

5:48 am-8:36 am

1 stop3h 48m

$284

MilwaukeeAlbany

MKE - ALB

MKEALB

Milwaukee-Mitchell

Fri 6/6

5:02 pm-11:19 pm

1 stop5h 17m

Albany Intl

Tue 6/10

7:08 pm-11:58 pm

1 stop5h 50m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 36 results
1
2
3
4

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 April 17, 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 April 17, 2025.
Read through reviews of airlines operating flights from Milwaukee to Massachusetts, such as Southwest, Delta and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,926 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 Spirit Airlines. Other airlines that offer cheap prices include JetBlue from $104 and United Airlines from $109 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 Delta (89%), Republic Airways (89%) or KLM (87%) 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 $432, 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 $187 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.

See more FAQs

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 Milwaukee to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Las Vegas flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Seattle flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Miami flights
O'Hare Intl to Newark flights
O'Hare Intl to Orlando flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Boston flights
O'Hare Intl to Denver flights
O'Hare Intl to San Francisco flights
Minneapolis to Seattle flights
O'Hare Intl to Los Angeles flights
Minneapolis to Dallas/Fort Worth flights
Minneapolis to Las Vegas flights
Minneapolis to LaGuardia flights
O'Hare Intl to Tampa flights
Minneapolis to Denver flights
O'Hare Intl to Hobby flights
O'Hare Intl to San Diego flights
O'Hare Intl to New Orleans flights
Minneapolis to Sky Harbor Intl flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Austin flights
Minneapolis to Newark flights
Minneapolis to John F Kennedy Intl flights
O'Hare Intl to Honolulu flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Portland flights
O'Hare Intl to George Bush Intcntl flights
Minneapolis to Boston flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Charlotte flights
O'Hare Intl to Nashville flights
O'Hare Intl to Ontario flights
O'Hare Intl to Burbank flights
Minneapolis to Orlando flights
O'Hare Intl to Charleston flights
Minneapolis to O'Hare Intl flights
Minneapolis to Tampa flights
Milwaukee to Seattle flights
Milwaukee to John F Kennedy Intl flights
O'Hare Intl to Reagan-National flights
Milwaukee to LaGuardia flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Baltimore flights
Minneapolis to Los Angeles flights

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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$34Average$267FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$155Average$294FlexibilityNo cancel feeOn-time62%
DeltaCheapest$167Average$403FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$176Average$294FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$267FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$211Average$371FlexibilityNo cancel feeOn-time63%

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.