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Cheap flights from Massachusetts to Milwaukee from $72

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Milwaukee departing on 2/27. 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 Massachusetts to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 5:25 pm
BOS
-
MKE
12h 25m
1 stop
Frontier Logo
5:30 pm - 1:13 am
MKE
-
BOS
6h 43m
1 stop
$189Frontier
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
6:00 am - 5:25 pm
BOS
-
MKE
12h 25m
1 stop
Frontier Logo
5:30 pm - 1:13 am
MKE
-
BOS
6h 43m
1 stop
$199Frontier
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
11:16 am - 11:08 am
BOS
-
MKE
24h 52m
1 stop
Frontier Logo
12:03 pm - 10:21 am
MKE
-
BOS
21h 18m
1 stop
$206Frontier
Wed, Apr 29 - Sun, May 3
JetBlue Logo
2:09 pm - 3:39 pm
BOS
-
MKE
2h 30mnonstop
JetBlue Logo
4:34 pm - 7:49 pm
MKE
-
BOS
2h 15mnonstop
$207JetBlue
Wed, May 13 - Tue, May 19
Frontier Logo
11:16 am - 11:08 am
BOS
-
MKE
24h 52m
1 stop
Frontier Logo
12:03 pm - 10:21 am
MKE
-
BOS
21h 18m
1 stop
$226Frontier
Wed, Apr 29 - Sun, May 3
American Airlines Logo
5:30 pm - 11:55 pm
BOS
-
MKE
7h 25m
1 stop
American Airlines Logo
5:00 am - 10:46 am
MKE
-
BOS
4h 46m
1 stop
$227American Airlines
Sat, Feb 21 - Sat, Feb 28
Multiple Airlines Logo
6:00 am - 4:13 pm
BOS
-
MKE
11h 13m
1 stop
Multiple Airlines Logo
4:34 pm - 7:49 pm
MKE
-
BOS
2h 15mnonstop
$231Multiple Airlines
Mon, Apr 27 - Wed, Apr 29
Southwest Logo
5:25 pm - 10:05 pm
BOS
-
MKE
5h 40m
1 stop
Southwest Logo
5:50 am - 2:35 pm
MKE
-
BOS
7h 45m
2 stops
$232Southwest
Tue, Mar 10 - Wed, Mar 11
Southwest Logo
3:15 pm - 11:05 pm
BOS
-
MKE
8h 50m
2 stops
Southwest Logo
5:50 am - 2:35 pm
MKE
-
BOS
7h 45m
2 stops
$237Southwest
Tue, Mar 10 - Wed, Mar 11
Multiple Airlines Logo
2:09 pm - 3:39 pm
BOS
-
MKE
2h 30mnonstop
Multiple Airlines Logo
12:03 pm - 10:21 am
MKE
-
BOS
21h 18m
1 stop
$240Multiple Airlines
Wed, Apr 29 - Sun, May 3

JetBlue flights from Massachusetts to Milwaukee

Our best JetBlue deals on Massachusetts to Milwaukee flight tickets
JetBlue
May 13
BOS2:09 pmBoston Logan Intl
2h 30m
MKE3:39 pmMilwaukee-Mitchell
May 19
MKE4:34 pmMilwaukee-Mitchell
2h 15m
BOS7:49 pmBoston Logan Intl
$207
JetBlue
Jun 5
BOS2:09 pmBoston Logan Intl
2h 30m
MKE3:39 pmMilwaukee-Mitchell
Jun 8
MKE4:34 pmMilwaukee-Mitchell
2h 15m
BOS7:49 pmBoston Logan Intl
$327

American Airlines flights from Massachusetts to Milwaukee

Our best American Airlines deals on Massachusetts to Milwaukee flight tickets
American Airlines
Feb 21
BOS5:30 pmBoston Logan Intl
7h 25m
1 stop
MKE11:55 pmMilwaukee-Mitchell
Feb 28
MKE5:00 amMilwaukee-Mitchell
4h 46m
1 stop
BOS10:46 amBoston Logan Intl
$227
American Airlines
Feb 22
BOS5:49 amBoston Logan Intl
5h 12m
1 stop
MKE10:01 amMilwaukee-Mitchell
Feb 24
MKE12:10 pmMilwaukee-Mitchell
5h 54m
1 stop
BOS7:04 pmBoston Logan Intl
$247
American Airlines
May 23
BOS10:45 amBoston Logan Intl
7h 36m
1 stop
MKE5:21 pmMilwaukee-Mitchell
Jun 2
MKE6:29 pmMilwaukee-Mitchell
5h 05m
1 stop
BOS12:34 amBoston Logan Intl
$263

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to Milwaukee 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 Massachusetts to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 2/27

6:00 am-5:25 pm

1 stop12h 25m

Milwaukee-Mitchell

Mon 3/2

5:30 pm-1:13 am

1 stop6h 43m

$189

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 2/27

6:00 am-5:25 pm

1 stop12h 25m

Milwaukee-Mitchell

Mon 3/2

5:30 pm-1:13 am

1 stop6h 43m

$199

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 4/29

11:16 am-11:08 am

1 stop24h 52m

Milwaukee-Mitchell

Sun 5/3

12:03 pm-10:21 am

1 stop21h 18m

$206

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 5/13

2:09 pm-3:39 pm

Nonstop2h 30m

Milwaukee-Mitchell

Tue 5/19

4:34 pm-7:49 pm

Nonstop2h 15m

$207

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 4/29

11:16 am-11:08 am

1 stop24h 52m

Milwaukee-Mitchell

Sun 5/3

12:03 pm-10:21 am

1 stop21h 18m

$226

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Sat 2/21

5:30 pm-11:55 pm

1 stop7h 25m

Milwaukee-Mitchell

Sat 2/28

5:00 am-10:46 am

1 stop4h 46m

$227

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Mon 4/27

6:00 am-4:13 pm

1 stop11h 13m

Milwaukee-Mitchell

Wed 4/29

4:34 pm-7:49 pm

Nonstop2h 15m

$231

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 3/10

5:25 pm-10:05 pm

1 stop5h 40m

Milwaukee-Mitchell

Wed 3/11

5:50 am-2:35 pm

2 stops7h 45m

$232

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 3/10

3:15 pm-11:05 pm

2 stops8h 50m

Milwaukee-Mitchell

Wed 3/11

5:50 am-2:35 pm

2 stops7h 45m

$237

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 4/29

2:09 pm-3:39 pm

Nonstop2h 30m

Milwaukee-Mitchell

Sun 5/3

12:03 pm-10:21 am

1 stop21h 18m

$240

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 Milwaukee from

How to get the cheapest flight ticket from Massachusetts to Milwaukee

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 Milwaukee?

The cheapest month to fly to Milwaukee from Massachusetts is in September. Flight prices, which tend to average around $239, are often lower during this time because this is during the off-season. The month of May is another great option to travel to Milwaukee, with average flight prices from Massachusetts averaging around $287.

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

According to our data, Wednesday is the cheapest day to fly to Milwaukee from Massachusetts. The lowest ticket price found for a Wednesday departure recently was $267. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Massachusetts to Milwaukee on a Monday will generally be more expensive and average around $407. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

At noon is the cheapest time of day to fly from Massachusetts to Milwaukee when you can find flight prices for as low as $289. Flying to Milwaukee at noon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $343 per ticket.

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

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

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

You are more likely to see cheaper flights to Milwaukee from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Milwaukee for around $332 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milwaukee from Massachusetts for as low as $246 on momondo.

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

There are 4 cabin classes available to choose from on Massachusetts to Milwaukee-Mitchell 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 Massachusetts to Milwaukee flights?

You could potentially save up to 32% on your flight if you consider stops on a Massachusetts to Milwaukee flight.

Cheap Massachusetts to Milwaukee flight deals and tips

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

Best Price Found

$228

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Milwaukee

1 airport
The best one-way flight to Milwaukee from Massachusetts in the past 72 hours is $228. The best round-trip flight deal from Massachusetts to Milwaukee found on momondo in the last 72 hours is $298.
The fastest flight from Massachusetts to Milwaukee takes 2h 30m
Direct flights go from Massachusetts to Milwaukee every day.
There is 1 airport in Milwaukee. From Massachusetts there are direct flights to Milwaukee-Mitchell (MKE).
Search flight deals

  • When did momondo last update prices for flights from Massachusetts to Milwaukee-Mitchell Airport?

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

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Milwaukee-Mitchell Airport.

  • What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?

    The necessary travel and health documents for your Milwaukee-Mitchell Airport 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 Massachusetts to Milwaukee?

Best airlines flying from Massachusetts to Milwaukee

Compare and see reviews for airlines that fly from Massachusetts to Milwaukee with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $98Free CancellationRating
7.2
2,891 reviews
Search JetBlue flights
United AirlinesPriceFrom $137Free CancellationRating
7.4
9,215 reviews
Search United Airlines flights
DeltaPriceFrom $137Free CancellationRating
7.9
8,127 reviews
Search Delta flights
SouthwestPriceFrom $176Free CancellationRating
8.0
4,267 reviews
Search Southwest flights
American AirlinesPriceFrom $196Free CancellationRating
7.2
11,206 reviews
Search American Airlines flights

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Waukesha
Wauwatosa
Oak Creek
Mequon
Glendale
Pewaukee
Kohler
West Bend
Port Washington
New Berlin
Grafton

Why use momondo?

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

Finding the right flight to Milwaukee from Massachusetts 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 Milwaukee quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Milwaukee from Massachusetts which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Massachusetts to Milwaukee flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Milwaukee from Massachusetts are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Milwaukee trip

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