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Massachusetts

$119+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BOS
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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Find 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 November 13, 2025.

This Delta deal was found by Cheapflights users on 11/13. 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.
Thu 12/255:03 pmMSN - BDL
1 stop5h 11mDelta
Wed 12/315:30 amBDL - MSN
1 stop4h 35mDelta
Deal found 11/13$249
This United Airlines deal was found by Cheapflights users on 11/12. 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.
Sat 12/62:48 pmMSN - BOS
1 stop5h 57mUnited Airlines
Tue 12/912:50 pmBOS - MSN
1 stop7h 26mUnited Airlines
Deal found 11/12$251
This Delta deal was found by Cheapflights users on 11/12. 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.
Mon 12/86:18 pmMSN - BOS
1 stop4h 37mDelta
Sat 12/134:46 pmBOS - MSN
1 stop4h 44mDelta
Deal found 11/12$255
This Delta deal was found by Cheapflights users on 11/12. 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.
Mon 12/86:18 pmMSN - BOS
1 stop4h 37mDelta
Sun 12/145:45 amBOS - MSN
1 stop7h 57mDelta
Deal found 11/12$259
This United Airlines deal was found by Cheapflights users on 11/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/32:48 pmMSN - BOS
2 stops6h 57mUnited Airlines
Sun 12/79:40 amBOS - MSN
1 stop6h 14mUnited Airlines
Deal found 11/11$260
This Delta deal was found by Cheapflights users on 11/13. 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.
Tue 12/26:00 amMSN - BDL
1 stop7h 12mDelta
Sat 12/65:10 pmBDL - MSN
1 stop4h 20mDelta
Deal found 11/13$264
This United Airlines deal was found by Cheapflights users on 11/12. 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.
Fri 12/53:59 pmMSN - BOS
2 stops6h 42mUnited Airlines
Sun 12/710:40 amBOS - MSN
1 stop5h 14mUnited Airlines
Deal found 11/12$264
This United Airlines deal was found by Cheapflights users on 11/13. 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.
Fri 11/283:59 pmMSN - ALB
1 stop4h 35mUnited Airlines
Tue 12/24:17 pmALB - MSN
1 stop5h 30mUnited Airlines
Deal found 11/13$279
This Delta deal was found by Cheapflights users on 11/12. 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.
Tue 12/232:56 pmMSN - BOS
1 stop7h 58mDelta
Tue 12/305:45 amBOS - MSN
1 stop5h 25mDelta
Deal found 11/12$279
This American Airlines deal was found by Cheapflights users on 11/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/258:12 pmMSN - ORH
2 stops17h 39mAmerican Airlines
Wed 12/33:30 pmORH - MSN
1 stop19h 25mAmerican Airlines
Deal found 11/12$289
This Delta deal was found by Cheapflights users on 11/12. 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.
Fri 12/126:18 pmMSN - BOS
1 stop4h 37mDelta
Fri 12/191:05 pmBOS - MSN
1 stop5h 33mDelta
Deal found 11/12$299
This American Airlines deal was found by Cheapflights users on 11/11. 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.
Tue 11/256:00 amMSN - BOS
1 stop6h 02mAmerican Airlines
Tue 12/25:18 pmBOS - MSN
1 stop7h 12mAmerican Airlines
Deal found 11/11$309

Cheap flight deals from Madison to Massachusetts

Keep the following information in mind while searching for Madison to Massachusetts flight deals. Data was last updated November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Delta)

One-way from

$119
(Kiwi.com)

Popular in

February

Cheapest in

August

Average price

$477
Provider with most accurate pricing for Madison Truax Field-Boston Logan Intl flight deals.
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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. 16% potential increase in price ($83 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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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 November 13, 2025.
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

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Wed 2/18

5:06 pm-11:57 pm

1 stop5h 51m

Hartford Bradley Intl

Sat 2/21

5:30 am-9:00 am

1 stop4h 30m

$249

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Tue 12/16

6:13 am-11:37 am

1 stop4h 24m

Hartford Bradley Intl

Mon 1/19

5:03 pm-10:40 pm

1 stop6h 37m

$249

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Tue 12/2

6:00 am-2:12 pm

1 stop7h 12m

Hartford Bradley Intl

Sat 12/6

3:10 pm-8:58 pm

1 stop6h 48m

$249

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Tue 2/17

11:21 am-4:22 pm

1 stop4h 01m

Hartford Bradley Intl

Sat 2/21

5:07 pm-8:54 pm

1 stop4h 47m

$249

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 1/8

6:30 am-12:46 pm

1 stop5h 16m

Boston Logan Intl

Wed 1/14

10:30 am-2:52 pm

1 stop5h 22m

$255

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Mon 12/8

6:18 pm-11:55 pm

1 stop4h 37m

Boston Logan Intl

Sat 12/13

4:46 pm-8:30 pm

1 stop4h 44m

$255

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 12/5

6:30 am-12:43 pm

1 stop5h 13m

Boston Logan Intl

Sun 12/7

10:40 am-2:54 pm

1 stop5h 14m

$259

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 12/18

1:35 pm-8:00 pm

1 stop5h 25m

Boston Logan Intl

Thu 1/1

8:00 am-2:16 pm

1 stop7h 16m

$259

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Tue 4/28

5:50 pm-11:32 pm

1 stop4h 42m

Boston Logan Intl

Sat 5/2

12:55 pm-4:36 pm

1 stop4h 41m

$259

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Tue 5/5

5:50 pm-11:32 pm

1 stop4h 42m

Boston Logan Intl

Sat 5/9

3:05 pm-9:57 pm

1 stop7h 52m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

Showing 1-10 of 42 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 January is currently the most expensive (average of $247). 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.

What is the cheapest time of day to fly from MSN to MA?

Find hourly flight availability from Madison to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2025.

It’s typically best to fly out from Madison to Massachusetts in the afternoon. Doing so could potentially save you 44% on the flight price compared to flying in the morning, which is usually more expensive.

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 November 13, 2025.
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
8,007 reviews

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Boarding

8.1

Entertainment

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Boarding

8.1

Entertainment

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
9,017 reviews
Delta
7.9
Good
8,007 reviews

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Boarding

8.1

Entertainment

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
11,051 reviews
Delta
7.9
Good
8,007 reviews

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Boarding

8.1

Entertainment

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?

    Delta, American Airlines, and United Airlines can get you from Madison to Massachusetts in just under 4h 24m. Your travel time can differ by up to 1h 27m. The distance from Madison to Massachusetts is about 849 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 $126 on Delta. Other airlines that offer cheap prices include American Airlines from $126 and United Airlines from $126 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.

  • 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 January is currently the most expensive (average of $247). 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.

See more FAQs

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Alternative routes for Madison to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$250Average$484FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$252Average$383FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$427FlexibilityNo cancel feeOn-time69%

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