HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$109+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Massachusetts (USMA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 21, 2024.

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 November 21, 2024.

This Frontier deal was found by Cheapflights users on 11/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/610:47 amMKE - BDL
1 stop22h 05mFrontier
Thu 12/1210:55 amBDL - MKE
1 stop23h 52mFrontier
Deal found 11/20$139
This Booking.com deal was found by Cheapflights users on 11/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/38:05 amMKE - BOS
1 stop13h 04mMultiple Airlines
Thu 12/56:00 amBOS - MKE
1 stop28h 47mMultiple Airlines
Deal found 11/20$219
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/610:47 amMKE - BDL
1 stop22h 05mMultiple Airlines
Sun 12/86:00 amBDL - MKE
1 stop16h 42mMultiple Airlines
Deal found 11/20$226
This Mytrip deal was found by Cheapflights users on 11/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/65:00 amMKE - BOS
2 stops13h 35mSpirit Airlines
Mon 12/98:30 pmBOS - MKE
2 stops26h 12mSpirit Airlines
Deal found 11/20$257
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/218:20 pmMKE - BOS
1 stop27h 19mFrontier
Tue 12/246:00 amBOS - MKE
1 stop14h 32mFrontier
Deal found 11/20$268
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/55:00 amMKE - BDL
1 stop16h 02mSpirit Airlines
Mon 12/96:00 amBDL - MKE
1 stop16h 42mSpirit Airlines
Deal found 11/20$299
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/156:02 amMKE - BDL
1 stop7h 05mUnited Airlines
Tue 12/176:00 amBDL - MKE
2 stops6h 52mUnited Airlines
Deal found 11/20$304
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/116:20 amMKE - BOS
1 stop7h 55mAmerican Airlines
Thu 12/126:47 amBOS - MKE
1 stop8h 36mAmerican Airlines
Deal found 11/20$325
This Delta deal was found by Cheapflights users on 11/19. 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 12/242:30 pmMKE - BOS
Nonstop2h 20mDelta
Mon 12/3010:35 amBOS - MKE
Nonstop2h 50mDelta
Deal found 11/19$349
This Sun Country Air deal was found by Cheapflights users on 11/20. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/206:27 pmMKE - BOS
1 stop27h 42mSun Country Air
Fri 12/276:45 amBOS - MKE
1 stop11h 44mSun Country Air
Deal found 11/20$355
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/215:46 pmMKE - BOS
1 stop6h 08mUnited Airlines
Tue 12/242:10 pmBOS - MKE
2 stops9h 20mUnited Airlines
Deal found 11/20$357
This Southwest deal was found by Cheapflights users on 11/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:35 amMKE - BOS
2 stops10h 05mSouthwest
Mon 12/301:55 pmBOS - MKE
2 stops10h 05mSouthwest
Deal found 11/19$362

Find flights from Milwaukee to Massachusetts within your budget

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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Fri 12/6

10:47 am-9:52 am

1 stop22h 05m

Hartford Bradley Intl

Thu 12/12

10:55 am-9:47 am

1 stop23h 52m

$139

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Thu 1/23

5:51 pm-5:05 pm

1 stop22h 14m

Hartford Bradley Intl

Mon 1/27

11:30 am-9:54 am

1 stop23h 24m

$216

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 5/8

6:35 pm-9:48 pm

Nonstop2h 13m

Boston Logan Intl

Sun 5/11

4:15 pm-5:50 pm

Nonstop2h 35m

$217

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 1/25

10:54 am-12:27 am

1 stop12h 33m

Boston Logan Intl

Tue 1/28

6:00 am-9:54 am

1 stop28h 54m

$218

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 12/3

8:05 am-10:09 pm

1 stop13h 04m

Boston Logan Intl

Thu 12/5

6:00 am-9:47 am

1 stop28h 47m

$219

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 1/23

5:51 pm-4:54 pm

1 stop22h 03m

Boston Logan Intl

Sun 1/26

11:31 am-4:56 pm

1 stop30h 25m

$245

MilwaukeeAlbany

MKE - ALB

MKEALB

Milwaukee-Mitchell

Tue 2/18

6:00 am-11:48 am

1 stop4h 48m

Albany Intl

Fri 2/21

7:00 am-11:07 am

1 stop5h 07m

$286

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Thu 12/5

5:00 am-10:02 pm

1 stop16h 02m

Hartford Bradley Intl

Mon 12/9

6:00 am-9:42 pm

1 stop16h 42m

$299

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Sun 12/15

6:02 am-2:07 pm

1 stop7h 05m

Hartford Bradley Intl

Tue 12/17

6:00 am-11:52 am

2 stops6h 52m

$304

MilwaukeeAlbany

MKE - ALB

MKEALB

Milwaukee-Mitchell

Thu 1/2

3:12 pm-11:53 pm

1 stop7h 41m

Albany Intl

Tue 1/7

5:45 am-10:13 am

1 stop5h 28m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 35 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.

Travel insights for flights from Milwaukee to Massachusetts

Get recent, data-driven insights about flights from Milwaukee to Massachusetts including ideal travel times, pricing trends, and more.

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 November 21, 2024.

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 November 21, 2024.
Read through reviews of airlines operating flights from Milwaukee to Massachusetts, such as Spirit Airlines, Sun Country Air and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,015 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,015 reviews
Southwest
8.1
Very good
5,015 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,458 reviews
Southwest
8.1
Very good
5,015 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,758 reviews
Southwest
8.1
Very good
5,015 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,396 reviews
Southwest
8.1
Very good
5,015 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,015 reviews

Entertainment

7.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 $109 on JetBlue. Other airlines that offer cheap prices include Spirit Airlines from $123 and Frontier from $130 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 Scandinavian Airlines (92%), KLM (90%) or Virgin Atlantic (85%) 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 $367, our data shows the cheapest flight currently is $216. When looking at the most popular route, (Milwaukee-Mitchell - Boston Logan Intl), you can expect to pay $153 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 Orlando flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Miami flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Las Vegas flights
Minneapolis to Las Vegas flights
O'Hare Intl to Newark flights
Minneapolis to Sky Harbor Intl flights
Minneapolis to Orlando flights
O'Hare Intl to Denver flights
O'Hare Intl to Seattle flights
O'Hare Intl to Tampa flights
Minneapolis to Newark flights
Minneapolis to LaGuardia flights
O'Hare Intl to Atlanta flights
O'Hare Intl to Boston flights
O'Hare Intl to San Francisco flights
Minneapolis to Fort Myers flights
Minneapolis to Miami flights
Minneapolis to Seattle flights
Minneapolis to John F Kennedy Intl flights
O'Hare Intl to Hobby flights
O'Hare Intl to Honolulu flights
O'Hare Intl to George Bush Intcntl flights
Minneapolis to Fort Lauderdale flights
O'Hare Intl to New Orleans flights
Minneapolis to Los Angeles flights
O'Hare Intl to San Diego flights
O'Hare Intl to Fort Myers flights
Minneapolis to Tampa flights
Minneapolis to Dallas/Fort Worth flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Burbank flights
O'Hare Intl to West Palm Beach flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Dulles Intl flights
Minneapolis to San Francisco flights
O'Hare Intl to Ontario flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Austin flights
Minneapolis to O'Hare Intl flights
Minneapolis to San Diego flights
Minneapolis to Hobby flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Nashville 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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$34Average$166FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$133Average$287FlexibilityNo cancel feeOn-time62%
DeltaCheapest$152Average$353FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$176Average$264FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$176Average$293FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$211Average$379FlexibilityNo 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.
View all available airlines