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Cheap flights from Milwaukee to Massachusetts from $74

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 3/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Milwaukee to Massachusetts

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
4:34 pm - 7:49 pm
MKE
-
BOS
2h 15mnonstop
JetBlue Logo
2:44 pm - 4:14 pm
BOS
-
MKE
2h 30mnonstop
$207JetBlue
Wed, Apr 29 - Sat, May 9
Frontier Logo
5:30 pm - 1:13 am
MKE
-
BOS
6h 43m
1 stop
Frontier Logo
11:45 am - 6:42 pm
BOS
-
MKE
7h 57m
1 stop
$223Frontier
Mon, Mar 2 - Thu, Mar 5
American Airlines Logo
12:10 pm - 6:00 pm
MKE
-
BOS
4h 50m
1 stop
American Airlines Logo
7:00 am - 11:40 am
BOS
-
MKE
5h 40m
1 stop
$227American Airlines
Thu, Mar 5 - Wed, Mar 11
Southwest Logo
3:45 pm - 9:45 pm
MKE
-
BOS
5h 00m
1 stop
Southwest Logo
1:20 pm - 9:10 pm
BOS
-
MKE
8h 50m
2 stops
$232Southwest
Tue, Mar 3 - Wed, Mar 4
Southwest Logo
5:50 am - 3:55 pm
MKE
-
BOS
9h 05m
2 stops
Southwest Logo
9:15 am - 10:50 pm
BOS
-
MKE
14h 35m
2 stops
$243Southwest
Wed, May 13 - Tue, May 19
American Airlines Logo
6:00 am - 1:03 pm
MKE
-
BOS
6h 03m
1 stop
American Airlines Logo
6:52 am - 11:56 am
BOS
-
MKE
6h 04m
1 stop
$247American Airlines
Sun, Mar 1 - Thu, Mar 5
Delta Logo
1:30 pm - 4:54 pm
MKE
-
BOS
2h 24mnonstop
Delta Logo
9:00 am - 10:44 am
BOS
-
MKE
2h 44mnonstop
$257Delta
Sat, May 2 - Sat, May 9
Delta Logo
5:33 pm - 11:59 pm
MKE
-
BDL
5h 26m
1 stop
Delta Logo
8:00 am - 1:44 pm
BDL
-
MKE
6h 44m
1 stop
$263Delta
Tue, May 5 - Tue, May 12
United Airlines Logo
6:49 am - 2:18 pm
MKE
-
BDL
6h 29m
1 stop
United Airlines Logo
6:05 am - 2:27 pm
BDL
-
MKE
9h 22m
2 stops
$338United Airlines
Tue, May 5 - Tue, May 12
United Airlines Logo
7:18 pm - 12:30 am
MKE
-
ALB
4h 12m
1 stop
United Airlines Logo
6:00 am - 10:30 am
ALB
-
MKE
5h 30m
1 stop
$367United Airlines
Thu, Mar 19 - Sun, Mar 22

JetBlue flights from Milwaukee to Massachusetts

Our best JetBlue deals on Milwaukee to Massachusetts flight tickets
JetBlue
Apr 29
MKE4:34 pmMilwaukee-Mitchell
2h 15m
BOS7:49 pmBoston Logan Intl
May 9
BOS2:44 pmBoston Logan Intl
2h 30m
MKE4:14 pmMilwaukee-Mitchell
$207
JetBlue
May 1
MKE4:34 pmMilwaukee-Mitchell
2h 15m
BOS7:49 pmBoston Logan Intl
May 4
BOS2:09 pmBoston Logan Intl
2h 30m
MKE3:39 pmMilwaukee-Mitchell
$287
JetBlue
Apr 30
MKE4:34 pmMilwaukee-Mitchell
2h 15m
BOS7:49 pmBoston Logan Intl
May 14
BOS2:09 pmBoston Logan Intl
2h 30m
MKE3:39 pmMilwaukee-Mitchell
$297

Delta flights from Milwaukee to Massachusetts

Our best Delta deals on Milwaukee to Massachusetts flight tickets
Delta
May 2
MKE1:30 pmMilwaukee-Mitchell
2h 24m
BOS4:54 pmBoston Logan Intl
May 9
BOS9:00 amBoston Logan Intl
2h 44m
MKE10:44 amMilwaukee-Mitchell
$257
Delta
May 5
MKE5:33 pmMilwaukee-Mitchell
5h 26m
1 stop
BDL11:59 pmHartford Bradley Intl
May 12
BDL8:00 amHartford Bradley Intl
6h 44m
1 stop
MKE1:44 pmMilwaukee-Mitchell
$263
Delta
May 7
MKE7:35 pmMilwaukee-Mitchell
2h 19m
BOS10:54 pmBoston Logan Intl
May 10
BOS9:00 amBoston Logan Intl
2h 44m
MKE10:44 amMilwaukee-Mitchell
$293

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 January 29, 2026.
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

Wed 4/29

4:34 pm-7:49 pm

Nonstop2h 15m

Boston Logan Intl

Sat 5/9

2:44 pm-4:14 pm

Nonstop2h 30m

$207

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 3/2

5:30 pm-1:13 am

1 stop6h 43m

Boston Logan Intl

Thu 3/5

11:45 am-6:42 pm

1 stop7h 57m

$223

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 3/5

12:10 pm-6:00 pm

1 stop4h 50m

Boston Logan Intl

Wed 3/11

7:00 am-11:40 am

1 stop5h 40m

$227

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 3/3

3:45 pm-9:45 pm

1 stop5h 00m

Boston Logan Intl

Wed 3/4

1:20 pm-9:10 pm

2 stops8h 50m

$232

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 5/13

5:50 am-3:55 pm

2 stops9h 05m

Boston Logan Intl

Tue 5/19

9:15 am-10:50 pm

2 stops14h 35m

$243

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sun 3/1

6:00 am-1:03 pm

1 stop6h 03m

Boston Logan Intl

Thu 3/5

6:52 am-11:56 am

1 stop6h 04m

$247

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 5/2

1:30 pm-4:54 pm

Nonstop2h 24m

Boston Logan Intl

Sat 5/9

9:00 am-10:44 am

Nonstop2h 44m

$257

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Tue 5/5

5:33 pm-11:59 pm

1 stop5h 26m

Hartford Bradley Intl

Tue 5/12

8:00 am-1:44 pm

1 stop6h 44m

$263

MilwaukeeHartford

MKE - BDL

MKEBDL

Milwaukee-Mitchell

Tue 5/5

6:49 am-2:18 pm

1 stop6h 29m

Hartford Bradley Intl

Tue 5/12

6:05 am-2:27 pm

2 stops9h 22m

$338

MilwaukeeAlbany

MKE - ALB

MKEALB

Milwaukee-Mitchell

Thu 3/19

7:18 pm-12:30 am

1 stop4h 12m

Albany Intl

Sun 3/22

6:00 am-10:30 am

1 stop5h 30m

$367

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, September 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 $248. If you aren’t able to travel to Massachusetts during the month of September, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $249.

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 $298. 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 $472.

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 $254. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $483 on average. Flights to Massachusetts from Milwaukee at noon 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 $332 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 $217 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?

You could potentially save up to 36% on your flight if you consider stops on a Milwaukee to Massachusetts flight.

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

$208

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Massachusetts

140 airports
The best one-way flight to Massachusetts from Milwaukee in the past 72 hours is $208. The best round-trip flight deal from Milwaukee to Massachusetts found on momondo in the last 72 hours is $298.
The fastest flight from Milwaukee to Massachusetts takes 2h 15m
Direct flights go from Milwaukee to Massachusetts every day.
There are 140 airports in Massachusetts. From Milwaukee there are direct flights to Boston Logan Intl (BOS).
Search flight deals

  • 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 $95Free CancellationRating
7.2
2,891 reviews
Search JetBlue flights
DeltaPriceFrom $108Free CancellationRating
7.9
8,127 reviews
Search Delta flights
SouthwestPriceFrom $176Free CancellationRating
8.0
4,267 reviews
Search Southwest flights
American AirlinesPriceFrom $176Free CancellationRating
7.2
11,206 reviews
Search American Airlines flights
United AirlinesPriceFrom $186Free CancellationRating
7.4
9,215 reviews
Search United Airlines 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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