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Cheap flights from Massachusetts to Milwaukee from $99

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 7/7. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Massachusetts to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:49 am - 5:17 pm
BOS
-
MKE
7h 28m
1 stop
American Airlines Logo
12:52 pm - 9:10 pm
MKE
-
BOS
7h 18m
1 stop
$196American Airlines
Wed, Jul 22 - Wed, Jul 29
United Airlines Logo
7:19 am - 12:48 pm
BOS
-
MKE
6h 29m
1 stop
United Airlines Logo
7:23 pm - 1:14 am
MKE
-
BOS
4h 51m
1 stop
$197United Airlines
Wed, Jul 8 - Wed, Jul 15
JetBlue Logo
8:45 am - 10:35 am
BOS
-
MKE
2h 50mnonstop
JetBlue Logo
11:25 am - 3:04 pm
MKE
-
BOS
2h 39mnonstop
$199JetBlue
Wed, Sep 9 - Sat, Sep 12
JetBlue Logo
8:45 am - 10:35 am
BOS
-
MKE
2h 50mnonstop
JetBlue Logo
11:25 am - 3:04 pm
MKE
-
BOS
2h 39mnonstop
$202JetBlue
Wed, Sep 9 - Sat, Sep 12
Frontier Logo
12:27 pm - 7:58 am
BDL
-
MKE
20h 31m
1 stop
Frontier Logo
8:43 am - 11:32 am
MKE
-
BDL
25h 49m
1 stop
$250Frontier
Wed, Jul 8 - Tue, Jul 14
Frontier Logo
12:27 pm - 7:58 am
BDL
-
MKE
20h 31m
1 stop
Frontier Logo
8:43 am - 10:36 am
MKE
-
BDL
24h 53m
1 stop
$253Frontier
Wed, Jul 29 - Thu, Aug 13
Delta Logo
5:50 am - 10:07 am
ALB
-
MKE
5h 17m
1 stop
Delta Logo
5:47 pm - 10:59 pm
MKE
-
ALB
4h 12m
1 stop
$314Delta
Thu, Sep 10 - Tue, Sep 15
Southwest Logo
6:05 pm - 9:25 pm
ALB
-
MKE
4h 20m
1 stop
Southwest Logo
8:20 am - 3:35 pm
MKE
-
ALB
6h 15m
2 stops
$319Southwest
Thu, Aug 20 - Tue, Aug 25
Southwest Logo
3:10 pm - 8:15 pm
ALB
-
MKE
6h 05m
2 stops
Southwest Logo
10:30 am - 9:00 pm
MKE
-
ALB
9h 30m
2 stops
$324Southwest
Thu, Aug 20 - Tue, Aug 25
Delta Logo
12:25 pm - 5:14 pm
ALB
-
MKE
5h 49m
1 stop
Delta Logo
5:54 pm - 11:17 pm
MKE
-
ALB
4h 23m
1 stop
$345Delta
Wed, Aug 12 - Fri, Aug 14

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American Airlines flights from Massachusetts to Milwaukee

Our best American Airlines deals on Massachusetts to Milwaukee flight tickets
American Airlines
Jul 22
BOS10:49 amBoston Logan Intl
7h 28m
1 stop
MKE5:17 pmMilwaukee-Mitchell
Jul 29
MKE12:52 pmMilwaukee-Mitchell
7h 18m
1 stop
BOS9:10 pmBoston Logan Intl
$196
American Airlines
Jul 1
BOS3:10 pmBoston Logan Intl
6h 55m
1 stop
MKE9:05 pmMilwaukee-Mitchell
Jul 4
MKE5:02 amMilwaukee-Mitchell
4h 26m
1 stop
BOS10:28 amBoston Logan Intl
$197
American Airlines
Jul 29
BOS10:49 amBoston Logan Intl
7h 28m
1 stop
MKE5:17 pmMilwaukee-Mitchell
Aug 4
MKE6:03 pmMilwaukee-Mitchell
4h 46m
1 stop
BOS11:49 pmBoston Logan Intl
$207

Frontier flights from Massachusetts to Milwaukee

Our best Frontier deals on Massachusetts to Milwaukee flight tickets
Frontier
Sep 17
BOS11:05 amBoston Logan Intl
9h 10m
1 stop
MKE7:15 pmMilwaukee-Mitchell
Sep 20
MKE8:10 pmMilwaukee-Mitchell
12h 59m
1 stop
BOS10:09 amBoston Logan Intl
$240
Frontier
Jul 8
BDL12:27 pmHartford Bradley Intl
20h 31m
1 stop
MKE7:58 amMilwaukee-Mitchell
Jul 14
MKE8:43 amMilwaukee-Mitchell
25h 49m
1 stop
BDL11:32 amHartford Bradley Intl
$250
Frontier
Jul 29
BDL12:27 pmHartford Bradley Intl
20h 31m
1 stop
MKE7:58 amMilwaukee-Mitchell
Aug 13
MKE8:43 amMilwaukee-Mitchell
24h 53m
1 stop
BDL10:36 amHartford Bradley Intl
$253

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 June 21, 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

Cheapest round-trip

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 7/22

10:49 am-5:17 pm

1 stop7h 28m

Milwaukee-Mitchell

Wed 7/29

12:52 pm-9:10 pm

1 stop7h 18m

$196

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 7/8

7:19 am-12:48 pm

1 stop6h 29m

Milwaukee-Mitchell

Wed 7/15

7:23 pm-1:14 am

1 stop4h 51m

$197
Quickest round-trip

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 9/9

8:45 am-10:35 am

Nonstop2h 50m

Milwaukee-Mitchell

Sat 9/12

11:25 am-3:04 pm

Nonstop2h 39m

$199

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 9/9

8:45 am-10:35 am

Nonstop2h 50m

Milwaukee-Mitchell

Sat 9/12

11:25 am-3:04 pm

Nonstop2h 39m

$202

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Wed 7/8

12:27 pm-7:58 am

1 stop20h 31m

Milwaukee-Mitchell

Tue 7/14

8:43 am-11:32 am

1 stop25h 49m

$250

HartfordMilwaukee

BDL - MKE

BDLMKE

Hartford Bradley Intl

Wed 7/29

12:27 pm-7:58 am

1 stop20h 31m

Milwaukee-Mitchell

Thu 8/13

8:43 am-10:36 am

1 stop24h 53m

$253

AlbanyMilwaukee

ALB - MKE

ALBMKE

Albany Intl

Thu 9/10

5:50 am-10:07 am

1 stop5h 17m

Milwaukee-Mitchell

Tue 9/15

5:47 pm-10:59 pm

1 stop4h 12m

$314

AlbanyMilwaukee

ALB - MKE

ALBMKE

Albany Intl

Thu 8/20

6:05 pm-9:25 pm

1 stop4h 20m

Milwaukee-Mitchell

Tue 8/25

8:20 am-3:35 pm

2 stops6h 15m

$319

AlbanyMilwaukee

ALB - MKE

ALBMKE

Albany Intl

Thu 8/20

3:10 pm-8:15 pm

2 stops6h 05m

Milwaukee-Mitchell

Tue 8/25

10:30 am-9:00 pm

2 stops9h 30m

$324

AlbanyMilwaukee

ALB - MKE

ALBMKE

Albany Intl

Wed 8/12

12:25 pm-5:14 pm

1 stop5h 49m

Milwaukee-Mitchell

Fri 8/14

5:54 pm-11:17 pm

1 stop4h 23m

$345

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 April. Flight prices, which tend to average around $68, are often lower during this time because this is during the off-season. The month of October is another great option to travel to Milwaukee, with average flight prices from Massachusetts averaging around $88.

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

According to our data, Tuesday is the cheapest day to fly to Milwaukee from Massachusetts. The lowest ticket price found for a Tuesday departure recently was $257. 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 $432. 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 $287. Flying to Milwaukee at noon is an ideal time because this is during off-peak travel hours. In the afternoon 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 from Massachusetts 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 $241 on momondo.

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

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

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

$128

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Milwaukee

1 airport
The best one-way flight to Milwaukee from Massachusetts in the past 72 hours is $128. The best round-trip flight deal from Massachusetts to Milwaukee found on momondo in the last 72 hours is $179.
The fastest flight from Massachusetts to Milwaukee takes 2h 35m
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

Frequently asked questions about flying from Massachusetts to Milwaukee

  • 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 $103Free CancellationRating
7.1
2,991 reviews
Search JetBlue flights
DeltaPriceFrom $127Free CancellationRating
7.8
8,423 reviews
Search Delta flights
SouthwestPriceFrom $176Free CancellationRating
7.9
4,242 reviews
Search Southwest flights
United AirlinesPriceFrom $176Free CancellationRating
7.4
9,870 reviews
Search United Airlines flights
American AirlinesPriceFrom $206Free CancellationRating
7.1
11,726 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
West Bend
Pewaukee
Port Washington
Kohler
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.

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