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Cheap flights from Madison to Massachusetts from $100

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Massachusetts departing on 8/31. 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 Madison to Massachusetts

Cheap round-trip flights

American Airlines Logo
7:40 am - 1:34 pmMSN-BOS
4h 54m1 stop
American Airlines Logo
7:13 pm - 11:33 pmBOS-MSN
5h 20m1 stop
$244American Airlines
Find Deal
Fri, Oct 31 - Sun, Nov 2
American Airlines Logo
1:53 pm - 8:20 pmMSN-BDL
5h 27m1 stop
American Airlines Logo
3:53 pm - 9:10 pmBDL-MSN
6h 17m1 stop
$248American Airlines
Find Deal
Thu, Aug 28 - Wed, Sep 3
Delta Logo
5:40 am - 3:00 pmMSN-BDL
8h 20m1 stop
Delta Logo
6:38 pm - 10:58 pmBDL-MSN
5h 20m1 stop
$249Delta
Find Deal
Sat, Sep 20 - Fri, Sep 26
American Airlines Logo
4:34 pm - 11:58 pmMSN-ALB
6h 24m1 stop
American Airlines Logo
6:08 am - 9:56 amALB-MSN
4h 48m1 stop
$249American Airlines
Find Deal
Wed, Nov 5 - Wed, Nov 12
Delta Logo
4:54 pm - 11:19 pmMSN-BOS
5h 25m1 stop
Delta Logo
5:45 am - 11:41 amBOS-MSN
6h 56m1 stop
$251Delta
Find Deal
Sat, Sep 13 - Wed, Sep 17
United Airlines Logo
6:30 am - 12:16 pmMSN-ALB
4h 46m1 stop
United Airlines Logo
6:00 am - 1:49 pmALB-MSN
8h 49m2 stops
$254United Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
American Airlines Logo
5:08 pm - 10:47 pmMSN-BDL
4h 39m1 stop
American Airlines Logo
4:30 pm - 9:51 pmBDL-MSN
6h 21m1 stop
$254American Airlines
Find Deal
Sun, Aug 17 - Sat, Aug 23
United Airlines Logo
6:30 am - 2:13 pmMSN-BOS
6h 43m2 stops
United Airlines Logo
11:00 am - 3:02 pmBOS-MSN
5h 02m1 stop
$256United Airlines
Find Deal
Tue, Sep 9 - Tue, Sep 16
Delta Logo
6:00 am - 2:20 pmMSN-BOS
7h 20m1 stop
Delta Logo
5:15 am - 8:48 amBOS-MSN
4h 33m1 stop
$259Delta
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Thu, Sep 4 - Sun, Sep 7
United Airlines Logo
10:51 am - 6:55 pmMSN-BOS
7h 04m2 stops
United Airlines Logo
6:10 am - 9:45 amBOS-MSN
4h 35m1 stop
$264United Airlines
Find Deal
Fri, Sep 5 - Thu, Sep 11

American Airlines flights from Madison to Massachusetts

Our best American Airlines deals on Madison to Massachusetts flight tickets
American Airlines
Oct 31
MSN7:40 amMadison Truax Field
4h 54m
1 stop
BOS1:34 pmBoston Logan Intl
Nov 2
BOS7:13 pmBoston Logan Intl
5h 20m
1 stop
MSN11:33 pmMadison Truax Field
$244
Find similar
American Airlines
Aug 28
MSN1:53 pmMadison Truax Field
5h 27m
1 stop
BDL8:20 pmHartford Bradley Intl
Sep 3
BDL3:53 pmHartford Bradley Intl
6h 17m
1 stop
MSN9:10 pmMadison Truax Field
$248
Find similar
American Airlines
Nov 5
MSN4:34 pmMadison Truax Field
6h 24m
1 stop
ALB11:58 pmAlbany Intl
Nov 12
ALB6:08 amAlbany Intl
4h 48m
1 stop
MSN9:56 amMadison Truax Field
$249
Find similar

United Airlines flights from Madison to Massachusetts

Our best United Airlines deals on Madison to Massachusetts flight tickets
United Airlines
Aug 27
MSN6:30 amMadison Truax Field
4h 46m
1 stop
ALB12:16 pmAlbany Intl
Sep 3
ALB6:00 amAlbany Intl
8h 49m
2 stops
MSN1:49 pmMadison Truax Field
$254
Find similar
United Airlines
Sep 9
MSN6:30 amMadison Truax Field
6h 43m
2 stops
BOS2:13 pmBoston Logan Intl
Sep 16
BOS11:00 amBoston Logan Intl
5h 02m
1 stop
MSN3:02 pmMadison Truax Field
$256
Find similar
United Airlines
Sep 5
MSN10:51 amMadison Truax Field
7h 04m
2 stops
BOS6:55 pmBoston Logan Intl
Sep 11
BOS6:10 amBoston Logan Intl
4h 35m
1 stop
MSN9:45 amMadison Truax Field
$264
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Madison 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 July 31, 2025.
Use the filters below to find and compare flights from Madison to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 10/31

7:40 am-1:34 pm

1 stop4h 54m

Boston Logan Intl

Sun 11/2

7:13 pm-11:33 pm

1 stop5h 20m

$244

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Thu 8/28

1:53 pm-8:20 pm

1 stop5h 27m

Hartford Bradley Intl

Wed 9/3

3:53 pm-9:10 pm

1 stop6h 17m

$248

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Sat 9/20

5:40 am-3:00 pm

1 stop8h 20m

Hartford Bradley Intl

Fri 9/26

6:38 pm-10:58 pm

1 stop5h 20m

$249

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Wed 11/5

4:34 pm-11:58 pm

1 stop6h 24m

Albany Intl

Wed 11/12

6:08 am-9:56 am

1 stop4h 48m

$249

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 9/13

4:54 pm-11:19 pm

1 stop5h 25m

Boston Logan Intl

Wed 9/17

5:45 am-11:41 am

1 stop6h 56m

$251

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Wed 8/27

6:30 am-12:16 pm

1 stop4h 46m

Albany Intl

Wed 9/3

6:00 am-1:49 pm

2 stops8h 49m

$254

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Sun 8/17

5:08 pm-10:47 pm

1 stop4h 39m

Hartford Bradley Intl

Sat 8/23

4:30 pm-9:51 pm

1 stop6h 21m

$254

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Tue 9/9

6:30 am-2:13 pm

2 stops6h 43m

Boston Logan Intl

Tue 9/16

11:00 am-3:02 pm

1 stop5h 02m

$256

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 9/4

6:00 am-2:20 pm

1 stop7h 20m

Boston Logan Intl

Sun 9/7

5:15 am-8:48 am

1 stop4h 33m

$259

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 9/5

10:51 am-6:55 pm

2 stops7h 04m

Boston Logan Intl

Thu 9/11

6:10 am-9:45 am

1 stop4h 35m

$264

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 Madison 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, August is the cheapest month to fly from Madison to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $336. If you aren’t able to travel to Massachusetts during the month of August, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $348.

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

According to our data, Wednesday is the cheapest day to fly to Massachusetts from Madison. The lowest ticket price found for a Wednesday departure recently was $376. 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, Thursday is the most expensive day to depart from Madison because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $587.

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

Our data shows that the cheapest Madison to Massachusetts flights are usually those with departure times in the afternoon. Our users have found flights to Massachusetts in the afternoon for as low as $376. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $516 on average. Flights to Massachusetts from Madison in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Madison Truax Field to Massachusetts flight route?

Fly from Madison Truax Field to Boston Logan Intl for the best Madison Truax Field - 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 Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $438 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Madison for as low as $306 on momondo.

What cabin class options are available on Madison Truax Field to Massachusetts flights?

There are 1 cabin classes available to choose from on Madison Truax Field to Massachusetts flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Madison to Massachusetts flight deals and tips

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

Best Price Found

$100

Fastest flight time

2h 25m

Direct flights

Mon and Sat

Airports in Massachusetts

5 airports
The best one-way flight to Massachusetts from Madison in the past 72 hours is $100. The best round-trip flight deal from Madison to Massachusetts found on momondo in the last 72 hours is $244.
The fastest flight from Madison to Massachusetts takes 2h 25m
Direct flights go from Madison to Massachusetts on Monday and Saturday. Airlines offering direct flights are: Delta and American Airlines.
There are 5 airports near Massachusetts: Worcester (ORH), Boston Logan Intl (BOS), Albany Intl (ALB), Nantucket Memorial (ACK), Hartford Bradley Intl (BDL)
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  • When did momondo last update prices for flights from Madison Truax Field Airport to Massachusetts?

    Prices for flights from Madison Truax Field Airport to Massachusetts were last updated today.

  • How many operators does momondo search for flights from Madison Truax Field Airport to Massachusetts?

  • How old do you have to be to fly from Madison Truax Field Airport to Massachusetts?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Madison Truax Field 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 Madison to Massachusetts?

Best airlines flying from Madison to Massachusetts

Compare and see reviews for airlines that fly from Madison to Massachusetts with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $254Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $255Free CancellationRating
8.0
7,981 reviews
Search Delta flights
United AirlinesPriceFrom $297Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights

Why use momondo?

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

Finding the right flight to Massachusetts from Madison 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 Madison to Massachusetts with flexible booking policies on momondo?

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

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

Once all potential Madison to Massachusetts 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 Madison to Massachusetts right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Madison to Massachusetts flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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