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$60+ 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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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 December 18, 2024.

Round-trip from

$166
(CheapOair)

One-way from

$60
(Frontier)
From Milwaukee-Mitchell to Massachusetts
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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 December 18, 2024.

This CheapOair deal was found by Cheapflights users on 12/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/235:00 amMKE - BOS
1 stop27h 29mSpirit Airlines
Thu 1/236:00 amBOS - MKE
1 stop11h 22mSpirit Airlines
Deal found 12/17$290
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/243:52 pmMKE - BDL
1 stop7h 19mDelta
Wed 12/256:00 amBDL - MKE
1 stop5h 29mDelta
Deal found 12/17$306
This CheapOair deal was found by Cheapflights users on 12/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/245:00 amMKE - BOS
1 stop29h 25mMultiple Airlines
Tue 1/76:00 amBOS - MKE
1 stop28h 47mMultiple Airlines
Deal found 12/18$341
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/255:09 pmMKE - ALB
1 stop5h 11mDelta
Mon 1/66:07 amALB - MKE
1 stop6h 58mDelta
Deal found 12/17$351
This CheapOair deal was found by Cheapflights users on 12/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/275:00 amMKE - BDL
1 stop16h 42mSpirit Airlines
Mon 1/66:00 amBDL - MKE
1 stop17h 45mSpirit Airlines
Deal found 12/17$399
This Southwest deal was found by Cheapflights users on 12/17. 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.
Sun 12/299:00 pmMKE - ALB
1 stop11h 40mSouthwest
Wed 1/83:40 pmALB - MKE
2 stops6h 50mSouthwest
Deal found 12/17$426
This Frontier deal was found by Cheapflights users on 12/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/218:20 pmMKE - BDL
1 stop13h 28mFrontier
Tue 12/2410:52 amBDL - MKE
1 stop9h 40mFrontier
Deal found 12/17$428
This CheapOair deal was found by Cheapflights users on 12/17. 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 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
Sat 12/286:00 amBOS - MKE
1 stop14h 30mFrontier
Deal found 12/17$433
This United deal was found by Cheapflights users on 12/17. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/255:00 amMKE - ALB
1 stop4h 31mUnited Airlines
Mon 1/67:35 pmALB - MKE
2 stops16h 49mUnited Airlines
Deal found 12/17$443
This CheapOair deal was found by Cheapflights users on 12/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/218:20 pmMKE - BDL
1 stop13h 28mMultiple Airlines
Fri 1/36:00 amBDL - MKE
1 stop17h 45mMultiple Airlines
Deal found 12/17$446
This Southwest deal was found by Cheapflights users on 12/18. 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.
Tue 12/247:20 amMKE - BOS
2 stops10h 55mSouthwest
Tue 1/75:50 pmBOS - MKE
1 stop5h 25mSouthwest
Deal found 12/18$472
This FlightHub deal was found by Cheapflights users on 12/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/265:40 pmMKE - BOS
1 stop16h 11mSun Country Air
Sun 12/2911:46 amBOS - MKE
1 stop6h 43mSun Country Air
Deal found 12/18$495

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Thu 1/23

5:27 pm-5:05 pm

1 stop22h 38m

Hartford Bradley Intl

Mon 1/27

11:30 am-9:54 am

1 stop23h 24m

$166

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 2/18

2:14 pm-12:44 am

1 stop9h 30m

Boston Logan Intl

Thu 2/20

10:44 am-5:37 pm

1 stop7h 53m

$255

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sun 2/23

6:32 pm-3:15 pm

2 stops19h 43m

Boston Logan Intl

Thu 2/27

5:30 am-5:37 pm

2 stops13h 07m

$267

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Thu 1/2

5:00 am-10:42 pm

1 stop16h 42m

Hartford Bradley Intl

Mon 1/6

6:00 am-10:45 pm

1 stop17h 45m

$280

MilwaukeeAlbany

MKE - ALB

MKEALB

Milwaukee-Mitchell

Wed 1/8

2:20 pm-10:22 pm

1 stop7h 02m

Albany Intl

Tue 1/14

6:06 am-12:05 pm

1 stop6h 59m

$286

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 2/27

12:57 pm-12:44 am

1 stop10h 47m

Boston Logan Intl

Sun 3/2

6:00 am-1:14 pm

1 stop8h 14m

$288

MilwaukeeAlbany

MKE - ALB

MKEALB

Milwaukee-Mitchell

Wed 1/8

3:53 pm-9:19 pm

1 stop4h 26m

Albany Intl

Tue 1/14

6:00 am-3:10 pm

2 stops10h 10m

$291

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Tue 1/7

3:15 pm-11:31 pm

1 stop7h 16m

Hartford Bradley Intl

Tue 1/14

2:24 pm-8:29 pm

1 stop7h 05m

$296

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 5/2

6:35 pm-9:48 pm

Nonstop2h 13m

Boston Logan Intl

Sun 5/11

4:15 pm-5:50 pm

Nonstop2h 35m

$297

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 4/4

6:30 pm-12:27 am

1 stop4h 57m

Boston Logan Intl

Tue 4/8

5:33 pm-9:00 pm

1 stop4h 27m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 37 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 December 18, 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 December 18, 2024.
Read through reviews of airlines operating flights from Milwaukee to Massachusetts, such as Spirit Airlines, Frontier and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,279 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,848 reviews

Entertainment

7.7

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $60 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $80 and American Airlines from $148 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 EL AL (94%), Qatar Airways (91%) or JetBlue (91%) 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 $411, our data shows the cheapest flight currently is $173. When looking at the most popular route, (Milwaukee-Mitchell - Boston Logan Intl), you can expect to pay $138 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$34Average$267FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$137Average$288FlexibilityNo cancel feeOn-time62%
DeltaCheapest$154Average$363FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$176Average$267FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$176Average$299FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$211Average$378FlexibilityNo cancel feeOn-time63%
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