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Cheap flights from Madison to Massachusetts from $126

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 1/14. 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

Enter your travel dates to find the best prices.
United Airlines Logo
3:49 pm - 9:38 pm
MSN
-
BOS
4h 49m1 stop
United Airlines Logo
7:21 pm - 11:44 pm
BOS
-
MSN
5h 23m1 stop
$251United Airlines
Sat, Jan 17 - Sat, Jan 24
United Airlines Logo
10:45 am - 6:57 pm
MSN
-
BOS
7h 12m2 stops
United Airlines Logo
7:28 pm - 11:44 pm
BOS
-
MSN
5h 16m1 stop
$256United Airlines
Sat, Jan 17 - Wed, Jan 21
American Airlines Logo
6:43 pm - 12:09 am
MSN
-
BOS
4h 26m1 stop
American Airlines Logo
7:00 pm - 11:46 pm
BOS
-
MSN
5h 46m1 stop
$262American Airlines
Wed, Mar 4 - Sat, Mar 7
Delta Logo
6:30 am - 2:05 pm
MSN
-
BOS
6h 35m1 stop
Delta Logo
5:25 am - 9:09 am
BOS
-
MSN
4h 44m1 stop
$265Delta
Wed, Jan 21 - Sun, Jan 25
American Airlines Logo
11:23 am - 1:15 pm
MSN
-
ORH
24h 52m2 stops
American Airlines Logo
1:40 pm - 10:10 am
ORH
-
MSN
21h 30m2 stops
$267American Airlines
Wed, Feb 18 - Sat, Feb 21
Delta Logo
6:28 pm - 11:10 pm
MSN
-
ALB
3h 42m1 stop
Delta Logo
5:07 pm - 9:06 pm
ALB
-
MSN
4h 59m1 stop
$269Delta
Fri, Mar 13 - Tue, Mar 17
United Airlines Logo
6:30 am - 12:46 pm
MSN
-
BOS
5h 16m1 stop
United Airlines Logo
9:30 am - 2:10 pm
BOS
-
MSN
5h 40m1 stop
$269United Airlines
Sun, Jan 18 - Sun, Jan 25
United Airlines Logo
6:30 am - 2:12 pm
MSN
-
BOS
6h 42m2 stops
United Airlines Logo
7:45 am - 11:53 am
BOS
-
MSN
5h 08m1 stop
$270United Airlines
Thu, Feb 12 - Wed, Feb 18
Multiple Airlines Logo
6:16 pm - 2:38 pm
MSN
-
BOS
19h 22m1 stop
Multiple Airlines Logo
5:34 am - 9:08 am
BOS
-
MSN
28h 34m2 stops
$272Multiple Airlines
Wed, Jan 28 - Tue, Feb 3
Delta Logo
5:50 pm - 11:26 pm
MSN
-
BOS
4h 36m1 stop
Delta Logo
3:00 pm - 7:23 pm
BOS
-
MSN
5h 23m1 stop
$273Delta
Sat, Mar 7 - Tue, Mar 10

Delta flights from Madison to Massachusetts

Our best Delta deals on Madison to Massachusetts flight tickets
Delta
Jan 17
MSN6:30 amMadison Truax Field
6h 38m
1 stop
BOS2:08 pmBoston Logan Intl
Jan 24
BOS5:50 amBoston Logan Intl
5h 20m
1 stop
MSN10:10 amMadison Truax Field
$251
Find similar
Delta
Jan 21
MSN6:30 amMadison Truax Field
6h 35m
1 stop
BOS2:05 pmBoston Logan Intl
Jan 25
BOS5:25 amBoston Logan Intl
4h 44m
1 stop
MSN9:09 amMadison Truax Field
$265
Find similar
Delta
Mar 13
MSN6:28 pmMadison Truax Field
3h 42m
1 stop
ALB11:10 pmAlbany Intl
Mar 17
ALB5:07 pmAlbany Intl
4h 59m
1 stop
MSN9:06 pmMadison Truax Field
$269
Find similar

United Airlines flights from Madison to Massachusetts

Our best United Airlines deals on Madison to Massachusetts flight tickets
United Airlines
Jan 28
MSN6:30 amMadison Truax Field
6h 47m
2 stops
BOS2:17 pmBoston Logan Intl
Feb 3
BOS4:49 pmBoston Logan Intl
5h 16m
1 stop
MSN9:05 pmMadison Truax Field
$256
Find similar
United Airlines
Jan 18
MSN6:30 amMadison Truax Field
5h 16m
1 stop
BOS12:46 pmBoston Logan Intl
Jan 25
BOS6:00 amBoston Logan Intl
6h 51m
1 stop
MSN11:51 amMadison Truax Field
$269
Find similar
United Airlines
Feb 12
MSN6:30 amMadison Truax Field
6h 42m
2 stops
BOS2:12 pmBoston Logan Intl
Feb 18
BOS7:45 amBoston Logan Intl
5h 08m
1 stop
MSN11:53 amMadison Truax Field
$270
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 December 21, 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

Sat 1/17

3:49 pm-9:38 pm

1 stop4h 49m

Boston Logan Intl

Sat 1/24

7:21 pm-11:44 pm

1 stop5h 23m

$251

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 1/17

10:45 am-6:57 pm

2 stops7h 12m

Boston Logan Intl

Wed 1/21

7:28 pm-11:44 pm

1 stop5h 16m

$256

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 3/4

6:43 pm-12:09 am

1 stop4h 26m

Boston Logan Intl

Sat 3/7

7:00 pm-11:46 pm

1 stop5h 46m

$262

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 1/21

6:30 am-2:05 pm

1 stop6h 35m

Boston Logan Intl

Sun 1/25

5:25 am-9:09 am

1 stop4h 44m

$265

MadisonWorcester

MSN - ORH

MSNORH

Madison Truax Field

Wed 2/18

11:23 am-1:15 pm

2 stops24h 52m

Worcester

Sat 2/21

1:40 pm-10:10 am

2 stops21h 30m

$267

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Fri 3/13

6:28 pm-11:10 pm

1 stop3h 42m

Albany Intl

Tue 3/17

5:07 pm-9:06 pm

1 stop4h 59m

$269

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sun 1/18

6:30 am-12:46 pm

1 stop5h 16m

Boston Logan Intl

Sun 1/25

9:30 am-2:10 pm

1 stop5h 40m

$269

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 2/12

6:30 am-2:12 pm

2 stops6h 42m

Boston Logan Intl

Wed 2/18

7:45 am-11:53 am

1 stop5h 08m

$270

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 1/28

6:16 pm-2:38 pm

1 stop19h 22m

Boston Logan Intl

Tue 2/3

5:34 am-9:08 am

2 stops28h 34m

$272

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 3/7

5:50 pm-11:26 pm

1 stop4h 36m

Boston Logan Intl

Tue 3/10

3:00 pm-7:23 pm

1 stop5h 23m

$273

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 $318. 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 $318.

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 Madison. The lowest ticket price found for a Saturday departure recently was $425. 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, Friday 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 $471.

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 at noon. Our users have found flights to Massachusetts at noon for as low as $422. 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 $416 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 $325 on momondo.

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

There is only 1 cabin class 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.

Can stopping save me money on Madison to Massachusetts flights?

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

Cheap Madison to Massachusetts flight deals and tips

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

Fastest flight time

3h 42m

Direct flights

None
The fastest flight from Madison to Massachusetts takes 3h 42m
There are no direct flights from Madison to Massachusetts. There are no popular flight routes from Madison to Massachusetts.
Search flight deals

  • 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
DeltaPriceFrom $250Free CancellationRating
7.9
8,021 reviews
Search Delta flights
American AirlinesPriceFrom $252Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
United AirlinesPriceFrom $254Free CancellationRating
7.4
9,099 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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