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$62+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$200
(Booking.com)

One-way from

$62
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$286

Good round-trip deal

$276 or less

Good one-way deal

$173 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Boston Logan Intl flights.
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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. 11% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/44:05 pmMKE - BDL
1 stop16h 45mSpirit Airlines
Mon 4/710:45 amBDL - MKE
1 stop23h 54mSpirit Airlines
Deal found 2/19$145
This Frontier deal was found by Cheapflights users on 2/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/131:19 pmMKE - BOS
1 stop10h 15mFrontier
Mon 3/1710:11 amBOS - MKE
1 stop8h 19mFrontier
Deal found 2/19$200
This FlightHub deal was found by Cheapflights users on 2/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/135:00 pmMKE - BOS
1 stop16h 22mSpirit Airlines
Wed 4/1611:27 amBOS - MKE
1 stop29h 38mSpirit Airlines
Deal found 2/19$201
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/36:47 pmMKE - BDL
1 stop14h 35mMultiple Airlines
Tue 3/44:00 pmBDL - MKE
2 stops25h 39mMultiple Airlines
Deal found 2/19$205
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Fri 2/286:00 amMKE - BOS
1 stop5h 28mAmerican Airlines
Sun 3/26:00 amBOS - MKE
1 stop7h 34mAmerican Airlines
Deal found 2/20$222
This Booking.com deal was found by Cheapflights users on 2/20. 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.
Thu 4/37:53 pmMKE - BOS
1 stop27h 54mMultiple Airlines
Sun 4/65:15 amBOS - MKE
1 stop8h 14mMultiple Airlines
Deal found 2/20$226
This Delta deal was found by Cheapflights users on 2/19. 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 4/154:35 pmMKE - BOS
Nonstop2h 25mDelta
Tue 5/135:05 pmBOS - MKE
Nonstop2h 48mDelta
Deal found 2/19$233
This JetBlue deal was found by Cheapflights users on 2/18. 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.
Fri 7/43:30 pmMKE - BOS
Nonstop2h 15mJetBlue
Tue 7/81:01 pmBOS - MKE
Nonstop2h 30mJetBlue
Deal found 2/18$242
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/66:47 amMKE - BDL
1 stop5h 09mAmerican Airlines
Mon 3/106:01 pmBDL - MKE
1 stop4h 19mAmerican Airlines
Deal found 2/19$257
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Fri 4/42:25 pmMKE - BOS
1 stop6h 24mUnited Airlines
Sat 4/127:43 amBOS - MKE
1 stop5h 14mUnited Airlines
Deal found 2/20$258
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/125:15 pmMKE - BDL
1 stop4h 45mSouthwest
Tue 5/131:25 pmBDL - MKE
1 stop5h 45mSouthwest
Deal found 2/20$277
This Delta deal was found by Cheapflights users on 2/19. 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 3/186:34 pmMKE - ALB
1 stop3h 44mDelta
Fri 3/211:50 pmALB - MKE
1 stop6h 45mDelta
Deal found 2/19$287

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 2,558,603 searches. Data last updated February 20, 2025.

Fly from

Milwaukee

Fly to

Massachusetts

Route

Depart

Return

Price

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Fri 4/4

4:05 pm-9:50 am

1 stop16h 45m

Hartford Bradley Intl

Mon 4/7

10:45 am-9:39 am

1 stop23h 54m

$145

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 3/13

1:19 pm-12:34 am

1 stop10h 15m

Boston Logan Intl

Mon 3/17

10:11 am-5:30 pm

1 stop8h 19m

$200

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sun 4/13

5:00 pm-10:22 am

1 stop16h 22m

Boston Logan Intl

Wed 4/16

11:27 am-4:05 pm

1 stop29h 38m

$201

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Mon 3/3

6:47 pm-10:22 am

1 stop14h 35m

Hartford Bradley Intl

Tue 3/4

4:00 pm-4:39 pm

2 stops25h 39m

$205

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 4/21

4:35 pm-8:00 pm

Nonstop2h 25m

Boston Logan Intl

Wed 5/7

9:00 am-10:48 am

Nonstop2h 48m

$213

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 4/7

6:14 pm-12:30 am

1 stop5h 16m

Boston Logan Intl

Sat 4/12

6:00 am-12:27 pm

1 stop7h 27m

$217

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 4/3

7:53 pm-12:47 am

1 stop27h 54m

Boston Logan Intl

Sun 4/6

5:15 am-12:29 pm

1 stop8h 14m

$226

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 4/15

6:30 am-2:30 pm

1 stop7h 00m

Boston Logan Intl

Tue 5/13

3:00 pm-10:05 pm

2 stops8h 05m

$247

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Thu 3/6

6:47 am-12:56 pm

1 stop5h 09m

Hartford Bradley Intl

Mon 3/10

6:01 pm-9:20 pm

1 stop4h 19m

$257

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 4/4

2:25 pm-11:45 pm

2 stops8h 20m

Boston Logan Intl

Wed 4/9

7:43 am-11:57 am

1 stop5h 14m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 36 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.

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 February 20, 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 February 20, 2025.
Read through reviews of airlines operating flights from Milwaukee to Massachusetts, such as Southwest, Alaska Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $62 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $78 and Delta from $84 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 Korean Air (94%), Virgin Atlantic (94%) or KLM (92%) 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 $430, our data shows the cheapest flight currently is $113. When looking at the most popular route, (Milwaukee-Mitchell - Boston Logan Intl), you can expect to pay $154 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$34Average$267FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$151Average$291FlexibilityNo cancel feeOn-time62%
DeltaCheapest$161Average$387FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$176Average$295FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$275FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$211Average$378FlexibilityNo cancel feeOn-time63%
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