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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 11/24. 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

Delta Logo
5:15 pm - 11:57 pmMSN-ALB
5h 42m1 stop
Delta Logo
6:08 am - 8:40 amALB-MSN
3h 32m1 stop
$249Delta
Find Deal
Tue, Oct 7 - Sun, Oct 12
Delta Logo
5:14 pm - 11:46 pmMSN-BDL
5h 32m1 stop
Delta Logo
6:05 am - 10:10 amBDL-MSN
5h 05m1 stop
$249Delta
Find Deal
Sun, Nov 23 - Fri, Nov 28
United Airlines Logo
2:46 pm - 9:23 pmMSN-ALB
5h 37m1 stop
United Airlines Logo
6:00 am - 1:50 pmALB-MSN
8h 50m2 stops
$254United Airlines
Find Deal
Wed, Oct 15 - Tue, Oct 21
Delta Logo
1:19 pm - 8:01 pmMSN-BOS
5h 42m1 stop
Delta Logo
3:00 pm - 9:39 pmBOS-MSN
7h 39m1 stop
$255Delta
Find Deal
Fri, Oct 17 - Tue, Oct 21
American Airlines Logo
7:40 am - 1:34 pmMSN-BOS
4h 54m1 stop
American Airlines Logo
10:35 am - 3:38 pmBOS-MSN
6h 03m1 stop
$258American Airlines
Find Deal
Mon, Oct 27 - Fri, Oct 31
American Airlines Logo
10:48 am - 4:38 pmMSN-BOS
4h 50m1 stop
American Airlines Logo
3:27 pm - 9:16 pmBOS-MSN
6h 49m1 stop
$259American Airlines
Find Deal
Thu, Feb 5 - Sun, Feb 8
United Airlines Logo
6:15 am - 12:33 pmMSN-BOS
5h 18m1 stop
United Airlines Logo
2:15 pm - 8:47 pmBOS-MSN
7h 32m2 stops
$264United Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
9:48 am - 9:18 amMSN-BOS
22h 30m1 stop
Multiple Airlines Logo
3:00 pm - 5:28 pmBOS-MSN
27h 28m2 stops
$300Multiple Airlines
Find Deal
Wed, Oct 1 - Tue, Oct 7
Multiple Airlines Logo
12:10 pm - 12:25 pmMSN-ALB
23h 15m2 stops
Multiple Airlines Logo
9:33 am - 9:08 amALB-MSN
24h 35m1 stop
$321Multiple Airlines
Find Deal
Mon, Nov 10 - Fri, Nov 14
Frontier Logo
7:59 pm - 3:06 pmMSN-BDL
18h 07m2 stops
Frontier Logo
8:31 pm - 7:14 pmBDL-MSN
23h 43m2 stops
$548Frontier
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Thu, Oct 23 - Sun, Oct 26

Delta flights from Madison to Massachusetts

Our best Delta deals on Madison to Massachusetts flight tickets
Delta
Nov 23
MSN5:14 pmMadison Truax Field
5h 32m
1 stop
BDL11:46 pmHartford Bradley Intl
Nov 28
BDL6:05 amHartford Bradley Intl
5h 05m
1 stop
MSN10:10 amMadison Truax Field
$249
Find similar
Delta
Oct 17
MSN1:19 pmMadison Truax Field
5h 42m
1 stop
BOS8:01 pmBoston Logan Intl
Oct 21
BOS3:00 pmBoston Logan Intl
7h 39m
1 stop
MSN9:39 pmMadison Truax Field
$255
Find similar
Delta
Oct 1
MSN5:16 pmMadison Truax Field
5h 36m
1 stop
BDL11:52 pmHartford Bradley Intl
Oct 4
BDL5:35 amHartford Bradley Intl
4h 12m
1 stop
MSN8:47 amMadison Truax Field
$259
Find similar

American Airlines flights from Madison to Massachusetts

Our best American Airlines deals on Madison to Massachusetts flight tickets
American Airlines
Oct 27
MSN7:40 amMadison Truax Field
4h 54m
1 stop
BOS1:34 pmBoston Logan Intl
Oct 31
BOS10:35 amBoston Logan Intl
6h 03m
1 stop
MSN3:38 pmMadison Truax Field
$258
Find similar
American Airlines
Feb 5
MSN10:48 amMadison Truax Field
4h 50m
1 stop
BOS4:38 pmBoston Logan Intl
Feb 8
BOS3:27 pmBoston Logan Intl
6h 49m
1 stop
MSN9:16 pmMadison Truax Field
$259
Find similar
American Airlines
Nov 13
MSN6:50 amMadison Truax Field
7h 48m
1 stop
BOS3:38 pmBoston Logan Intl
Nov 16
BOS6:00 amBoston Logan Intl
5h 22m
1 stop
MSN10:22 amMadison Truax Field
$274
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 September 19, 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

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Tue 10/7

5:15 pm-11:57 pm

1 stop5h 42m

Albany Intl

Sun 10/12

6:08 am-8:40 am

1 stop3h 32m

$249

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Sun 11/23

5:14 pm-11:46 pm

1 stop5h 32m

Hartford Bradley Intl

Fri 11/28

6:05 am-10:10 am

1 stop5h 05m

$249

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Wed 10/15

2:46 pm-9:23 pm

1 stop5h 37m

Albany Intl

Tue 10/21

6:00 am-1:50 pm

2 stops8h 50m

$254

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 10/17

1:19 pm-8:01 pm

1 stop5h 42m

Boston Logan Intl

Tue 10/21

3:00 pm-9:39 pm

1 stop7h 39m

$255

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Mon 10/27

7:40 am-1:34 pm

1 stop4h 54m

Boston Logan Intl

Fri 10/31

10:35 am-3:38 pm

1 stop6h 03m

$258

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 2/5

10:48 am-4:38 pm

1 stop4h 50m

Boston Logan Intl

Sun 2/8

3:27 pm-9:16 pm

1 stop6h 49m

$259

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 12/11

6:15 am-12:33 pm

1 stop5h 18m

Boston Logan Intl

Mon 12/15

2:15 pm-8:47 pm

2 stops7h 32m

$264

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 10/1

9:48 am-9:18 am

1 stop22h 30m

Boston Logan Intl

Tue 10/7

3:00 pm-5:28 pm

2 stops27h 28m

$300

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Mon 11/10

12:10 pm-12:25 pm

2 stops23h 15m

Albany Intl

Fri 11/14

9:33 am-9:08 am

1 stop24h 35m

$321

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Thu 10/23

7:59 pm-3:06 pm

2 stops18h 07m

Hartford Bradley Intl

Sun 10/26

8:31 pm-7:14 pm

2 stops23h 43m

$548

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 $431 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 $302 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?

You could potentially save up to 7% on your flight if you consider stops on a Madison to Massachusetts flight.

Cheap Madison to Massachusetts flight deals and tips

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

Direct flights

None
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 $251Free CancellationRating
7.9
7,964 reviews
Search Delta flights
American AirlinesPriceFrom $254Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $266Free CancellationRating
7.4
8,926 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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