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Massachusetts

$127+ Cheap flights from Madison (MSN) to Massachusetts

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BOS
mar. 15 — mar. 221
dom. 3/15
dom. 3/22
1 adult, Economy
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Cheap flight deals from Madison to Massachusetts

Cheapest flights from Madison to Massachusetts
Explore the most affordable flight options available from Madison to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febrero 13, 2026.

This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/284:25 pm
MSN
-
ALB
1 stop6h 18m
American Airlines
mar. 8/47:25 pm
ALB
-
MSN
1 stop5h 33m
American Airlines
Deal found 2/10$269
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/15:15 pm
MSN
-
BDL
1 stop5h 40m
Delta
mar. 4/76:00 am
BDL
-
MSN
1 stop5h 05m
Delta
Deal found 2/12$269
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/104:45 pm
MSN
-
BDL
1 stop4h 59m
American Airlines
mar. 3/175:59 pm
BDL
-
MSN
1 stop6h 23m
American Airlines
Deal found 2/10$270
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/268:00 am
MSN
-
ORH
1 stop6h 33m
Delta
mar. 3/34:30 pm
ORH
-
MSN
2 stops7h 18m
Delta
Deal found 2/11$272
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/154:25 pm
MSN
-
BOS
Nonstop2h 34m
Delta
mar. 9/221:54 pm
BOS
-
MSN
Nonstop2h 53m
Delta
Deal found 2/12$273
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/166:20 am
MSN
-
ORH
1 stop6h 54m
American Airlines
dom. 4/262:39 pm
ORH
-
MSN
1 stop9h 49m
American Airlines
Deal found 2/10$273
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/112:13 pm
MSN
-
BDL
2 stops10h 46m
United Airlines
mar. 4/76:00 am
BDL
-
MSN
1 stop5h 11m
United Airlines
Deal found 2/12$274
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/54:25 pm
MSN
-
BOS
Nonstop2h 34m
Delta
mié. 10/141:54 pm
BOS
-
MSN
Nonstop2h 53m
Delta
Deal found 2/12$276
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/2710:54 am
MSN
-
ORH
2 stops25h 11m
American Airlines
mar. 3/31:30 pm
ORH
-
MSN
2 stops21h 23m
American Airlines
Deal found 2/11$277
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/276:20 am
MSN
-
BDL
1 stop6h 35m
Delta
mié. 3/45:04 pm
BDL
-
MSN
1 stop4h 48m
Delta
Deal found 2/12$279
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/103:54 pm
MSN
-
BOS
1 stop4h 34m
United Airlines
mié. 3/189:20 am
BOS
-
MSN
1 stop5h 42m
United Airlines
Deal found 2/12$279
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/276:15 pm
MSN
-
BDL
1 stop4h 24m
Delta
lun. 3/24:57 pm
BDL
-
MSN
1 stop6h 27m
Delta
Deal found 2/10$289

Find flight deals from Madison to Massachusetts

Keep the following information in mind while searching for Madison to Massachusetts flight deals. Data was last updated febrero 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(Delta)

One-way from

$127
(Kiwi.com)

Popular in

February

Cheapest in

January

Average price

$513

Good round-trip deal

$297 or less

Good one-way deal

$269 or less
Provider with most accurate pricing for Madison Truax Field-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Boston Logan Intl flights.
Search Deals
From Madison Truax Field to Massachusetts
Search Deals
One-way flight from Madison Truax Field to Massachusetts
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Madison Truax Field to Massachusetts.
Search Deals
Price to beat on a one-way flight from Madison Truax Field to Massachusetts.
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Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated febrero 13, 2026.
Use the filters below to find and compare flights from Madison to Massachusetts that are best for you.

Fly from

Madison

Fly to

Massachusetts

Route

Depart

Return

Price

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

mar. 8/11

7:16 am-12:54 pm

1 stop4h 38m

Albany Intl

mié. 8/19

5:59 pm-11:30 pm

1 stop6h 31m

$269

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

mar. 8/11

5:50 pm-11:06 pm

1 stop4h 16m

Albany Intl

mié. 8/19

6:00 am-8:46 am

1 stop3h 46m

$269

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

mié. 3/11

6:30 am-2:15 pm

1 stop6h 45m

Hartford Bradley Intl

mié. 3/18

6:00 am-11:38 am

1 stop6h 38m

$269

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

mar. 7/28

4:25 pm-11:43 pm

1 stop6h 18m

Albany Intl

mar. 8/4

7:25 pm-11:58 pm

1 stop5h 33m

$269

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

mar. 3/10

3:54 pm-9:16 pm

1 stop4h 22m

Hartford Bradley Intl

mar. 3/17

4:45 pm-10:32 pm

1 stop6h 47m

$269

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

vie. 3/6

11:20 am-5:46 pm

1 stop5h 26m

Hartford Bradley Intl

dom. 3/8

5:34 am-8:51 am

1 stop4h 17m

$269

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

mié. 4/1

5:00 am-10:10 am

1 stop4h 10m

Hartford Bradley Intl

mié. 4/8

6:00 am-12:35 pm

1 stop7h 35m

$269

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

mar. 5/19

3:56 pm-9:25 pm

1 stop4h 29m

Hartford Bradley Intl

mar. 5/26

6:23 pm-11:57 pm

1 stop6h 34m

$269

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

mié. 4/1

5:15 pm-11:55 pm

1 stop5h 40m

Hartford Bradley Intl

mar. 4/7

6:00 am-10:05 am

1 stop5h 05m

$269

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

mié. 3/18

8:15 am-2:15 pm

1 stop5h 00m

Hartford Bradley Intl

mar. 3/24

4:45 pm-10:32 pm

1 stop6h 47m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 48 results
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Best time to book a flight from Madison to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Madison with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Madison to Massachusetts

What is the cheapest month to book a flight from Madison to Massachusetts?

Currently, September is the cheapest month in which you can book a flight from Madison to Massachusetts (average of $93). Flying from Madison to Massachusetts in December is currently the most expensive (average of $217). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated febrero 13, 2026.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Madison to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,187 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,187 reviews
Delta
7.9
Good
8,187 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,283 reviews
Delta
7.9
Good
8,187 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,275 reviews
Delta
7.9
Good
8,187 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Madison to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madison to Massachusetts?

    Madison Truax Field (MSN), located 5.4 mi from the city center, is the airport you fly out of when you book flights from Madison to Massachusetts.

  • How long is the flight from Madison to Massachusetts?

    American Airlines, Delta, and United Airlines can get you from Madison to Massachusetts in just under 4h 16m. Your travel time can differ by up to 2h 29m. The distance from Madison to Massachusetts is about 784 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Madison to Massachusetts one-way?

    One-way options have recently been found by users for as low as $125 on Delta. Other airlines that offer cheap prices include American Airlines from $129 and United Airlines from $138 one-way.

  • What are the most popular routes from Madison to Massachusetts?

    Most travelers choose Madison Truax Field - Boston Logan Intl, Madison Truax Field - Hartford Bradley Intl or Madison Truax Field - Albany Intl when deciding on the best route from Madison to Massachusetts.

  • What are the cheapest flights from Madison to Massachusetts?

    While on average a flight from Madison to Massachusetts is generally $319, our data shows the cheapest flight currently is $269. When looking at the most popular route, (Madison Truax Field - Boston Logan Intl), you can expect to pay $276 for that flight.

  • Can I find deals for flights from Madison to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Madison to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Massachusetts.

  • Can I find deals for business class flights from Madison to Massachusetts?

    Yes. Cheapflights offers flight deals from Madison to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Massachusetts?

    Currently, September is the cheapest month in which you can book a flight from Madison to Massachusetts (average of $93). Flying from Madison to Massachusetts in December is currently the most expensive (average of $217). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 3 airlines flying from Madison to Massachusetts

Discover the top 3 airlines that operate flights from Madison to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated febrero 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$199Average$377FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$252Average$368FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$254Average$404FlexibilityNo cancel feeOn-time69%

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