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Cheap flights from Milwaukee to Massachusetts from $63

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Massachusetts departing on 9/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Milwaukee to Massachusetts

Cheap round-trip flights

Southwest Logo
2:45 pm - 10:30 pmMKE-BOS
6h 45m1 stop
Southwest Logo
5:35 am - 9:40 amBOS-MKE
5h 05m1 stop
$126Southwest
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Tue, Sep 23 - Sat, Sep 27
Southwest Logo
2:05 pm - 10:15 pmMKE-BOS
7h 10m1 stop
Southwest Logo
5:35 am - 9:35 amBOS-MKE
5h 00m1 stop
$132Southwest
Find Deal
Sat, Oct 11 - Thu, Oct 16
JetBlue Logo
5:38 pm - 8:50 pmMKE-BOS
2h 12mnonstop
JetBlue Logo
2:15 pm - 3:43 pmBOS-MKE
2h 28mnonstop
$157JetBlue
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Sat, Aug 30 - Sat, Sep 6
JetBlue Logo
4:38 pm - 8:17 pmMKE-BOS
2h 39mnonstop
JetBlue Logo
2:05 pm - 3:33 pmBOS-MKE
2h 28mnonstop
$167JetBlue
Find Deal
Thu, Oct 2 - Tue, Oct 7
Delta Logo
6:55 pm - 10:18 pmMKE-BOS
2h 23mnonstop
Delta Logo
9:25 am - 11:05 amBOS-MKE
2h 40mnonstop
$172Delta
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Tue, Sep 2 - Thu, Sep 4
Delta Logo
7:55 pm - 11:19 pmMKE-BOS
2h 24mnonstop
Delta Logo
4:25 pm - 6:12 pmBOS-MKE
2h 47mnonstop
$187Delta
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Wed, Aug 20 - Wed, Aug 27
United Airlines Logo
3:49 pm - 9:49 pmMKE-BOS
5h 00m1 stop
United Airlines Logo
6:00 am - 10:18 amBOS-MKE
5h 18m1 stop
$216United Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16
American Airlines Logo
4:19 pm - 11:00 pmMKE-BOS
5h 41m1 stop
American Airlines Logo
7:30 am - 11:49 amBOS-MKE
5h 19m1 stop
$222American Airlines
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Fri, Oct 17 - Sat, Oct 25
American Airlines Logo
5:26 am - 12:22 pmMKE-BOS
5h 56m1 stop
American Airlines Logo
5:00 am - 10:04 amBOS-MKE
6h 04m1 stop
$232American Airlines
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Thu, Oct 2 - Sun, Oct 5
United Airlines Logo
7:00 am - 2:01 pmMKE-BDL
6h 01m2 stops
United Airlines Logo
6:10 am - 10:13 amBDL-MKE
5h 03m1 stop
$244United Airlines
Find Deal
Tue, Sep 2 - Tue, Sep 9

Southwest flights from Milwaukee to Massachusetts

Our best Southwest deals on Milwaukee to Massachusetts flight tickets
Southwest
Sep 23
MKE2:45 pmMilwaukee-Mitchell
6h 45m
1 stop
BOS10:30 pmBoston Logan Intl
Sep 27
BOS5:35 amBoston Logan Intl
5h 05m
1 stop
MKE9:40 amMilwaukee-Mitchell
$126
Find similar
Southwest
Oct 11
MKE2:05 pmMilwaukee-Mitchell
7h 10m
1 stop
BOS10:15 pmBoston Logan Intl
Oct 16
BOS5:35 amBoston Logan Intl
5h 00m
1 stop
MKE9:35 amMilwaukee-Mitchell
$132
Find similar
Southwest
Oct 7
MKE4:05 pmMilwaukee-Mitchell
5h 05m
1 stop
BOS10:10 pmBoston Logan Intl
Oct 9
BOS7:15 amBoston Logan Intl
9h 05m
1 stop
MKE3:20 pmMilwaukee-Mitchell
$138
Find similar

JetBlue flights from Milwaukee to Massachusetts

Our best JetBlue deals on Milwaukee to Massachusetts flight tickets
JetBlue
Aug 30
MKE5:38 pmMilwaukee-Mitchell
2h 12m
BOS8:50 pmBoston Logan Intl
Sep 6
BOS2:15 pmBoston Logan Intl
2h 28m
MKE3:43 pmMilwaukee-Mitchell
$157
Find similar
JetBlue
Oct 2
MKE4:38 pmMilwaukee-Mitchell
2h 39m
BOS8:17 pmBoston Logan Intl
Oct 7
BOS2:05 pmBoston Logan Intl
2h 28m
MKE3:33 pmMilwaukee-Mitchell
$167
Find similar
JetBlue
Aug 31
MKE4:03 pmMilwaukee-Mitchell
2h 12m
BOS7:15 pmBoston Logan Intl
Sep 7
BOS2:15 pmBoston Logan Intl
2h 28m
MKE3:43 pmMilwaukee-Mitchell
$177
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated August 5, 2025.
Use the filters below to find and compare flights from Milwaukee to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 9/23

2:45 pm-10:30 pm

1 stop6h 45m

Boston Logan Intl

Sat 9/27

5:35 am-9:40 am

1 stop5h 05m

$126

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 10/11

2:05 pm-10:15 pm

1 stop7h 10m

Boston Logan Intl

Thu 10/16

5:35 am-9:35 am

1 stop5h 00m

$132

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 8/30

5:38 pm-8:50 pm

Nonstop2h 12m

Boston Logan Intl

Sat 9/6

2:15 pm-3:43 pm

Nonstop2h 28m

$157

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 10/2

4:38 pm-8:17 pm

Nonstop2h 39m

Boston Logan Intl

Tue 10/7

2:05 pm-3:33 pm

Nonstop2h 28m

$167

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 9/2

6:55 pm-10:18 pm

Nonstop2h 23m

Boston Logan Intl

Thu 9/4

9:25 am-11:05 am

Nonstop2h 40m

$172

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 8/20

7:55 pm-11:19 pm

Nonstop2h 24m

Boston Logan Intl

Wed 8/27

4:25 pm-6:12 pm

Nonstop2h 47m

$187

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 11/14

3:49 pm-9:49 pm

1 stop5h 00m

Boston Logan Intl

Sun 11/16

6:00 am-10:18 am

1 stop5h 18m

$216

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 10/17

4:19 pm-11:00 pm

1 stop5h 41m

Boston Logan Intl

Sat 10/25

7:30 am-11:49 am

1 stop5h 19m

$222

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 10/2

5:26 am-12:22 pm

1 stop5h 56m

Boston Logan Intl

Sun 10/5

5:00 am-10:04 am

1 stop6h 04m

$232

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Tue 9/2

7:00 am-2:01 pm

2 stops6h 01m

Hartford Bradley Intl

Tue 9/9

6:10 am-10:13 am

1 stop5h 03m

$244

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Massachusetts from

How to get the cheapest flight ticket from Milwaukee to Massachusetts

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Massachusetts?

In general, May is the cheapest month to fly from Milwaukee to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $258. If you aren’t able to travel to Massachusetts during the month of May, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $267.

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Saturday is the cheapest day to fly to Massachusetts from Milwaukee. The lowest ticket price found for a Saturday departure recently was $301. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Milwaukee because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $475.

What is the cheapest time of day to depart on your flight to Massachusetts?

Our data shows that the cheapest Milwaukee to Massachusetts flights are usually those with departure times in the evening. Our users have found flights to Massachusetts in the evening for as low as $259. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $439 on average. Flights to Massachusetts from Milwaukee in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Milwaukee-Mitchell to Massachusetts flight route?

Fly from Milwaukee-Mitchell to Boston Logan Intl for the best Milwaukee-Mitchell - Massachusetts flight prices

How far in advance should I book a flight to Massachusetts?

You are more likely to see cheaper flights to Massachusetts from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $318 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Milwaukee for as low as $244 on momondo.

What cabin class options are available on Milwaukee-Mitchell to Massachusetts flights?

There are 4 cabin classes available to choose from on Milwaukee-Mitchell to Massachusetts flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Milwaukee to Massachusetts flights?

No. A direct flight is the cheapest option for a flight between Milwaukee to Massachusetts.

Cheap Milwaukee to Massachusetts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Massachusetts

Best Price Found

$63

Fastest flight time

2h 12m

Direct flights

Every day

Airports in Massachusetts

4 airports
The best one-way flight to Massachusetts from Milwaukee in the past 72 hours is $63. The best round-trip flight deal from Milwaukee to Massachusetts found on momondo in the last 72 hours is $126.
The fastest flight from Milwaukee to Massachusetts takes 2h 12m
Direct flights go from Milwaukee to Massachusetts every day.
There are 4 airports near Massachusetts: West Tisbury Martha's Vineyard (MVY), Boston Logan Intl (BOS), Albany Intl (ALB), Hartford Bradley Intl (BDL)
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  • When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Massachusetts?

    Prices for flights from Milwaukee-Mitchell Airport to Massachusetts are refreshed on a daily basis.

  • How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Massachusetts?

  • How old do you have to be to fly from Milwaukee-Mitchell Airport to Massachusetts?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Massachusetts.

  • What documentation or ID do you need to fly to Massachusetts?

    The necessary travel and health documents for your Massachusetts trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Milwaukee to Massachusetts?

Best airlines flying from Milwaukee to Massachusetts

Compare and see reviews for airlines that fly from Milwaukee to Massachusetts with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $131Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $164Free CancellationRating
6.3
8,051 reviews
Search Spirit Airlines flights
DeltaPriceFrom $165Free CancellationRating
8.0
7,985 reviews
Search Delta flights
United AirlinesPriceFrom $176Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
American AirlinesPriceFrom $176Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $186Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to Massachusetts?

Finding the right flight to Massachusetts from Milwaukee is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Massachusetts quick and easy, saving you time and money.

Can I find flights from Milwaukee to Massachusetts with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Milwaukee to Massachusetts flights to just show those with flexible booking policies.

How can momondo help me find flights from Milwaukee to Massachusetts?

Once you have performed a search for Milwaukee to Massachusetts flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Milwaukee to Massachusetts right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Massachusetts from Milwaukee. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Massachusetts trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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