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Massachusetts

$124+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BOS
Jan 29 — Feb 51
Thu 1/29
Thu 2/5
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 December 30, 2025.

This United Airlines deal was found by Cheapflights users on 12/29. 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 12/318:15 amMSN - BDL
1 stop5h 01mUnited Airlines
Mon 1/56:15 amBDL - MSN
1 stop4h 55mUnited Airlines
Deal found 12/29$331
This United Airlines deal was found by Cheapflights users on 12/29. 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 12/312:29 pmMSN - BOS
1 stop6h 15mUnited Airlines
Sun 1/47:45 amBOS - MSN
1 stop7h 09mUnited Airlines
Deal found 12/29$372
This United Airlines deal was found by Cheapflights users on 12/28. 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.
Mon 12/298:15 amMSN - BOS
1 stop5h 29mUnited Airlines
Mon 1/512:20 pmBOS - MSN
1 stop5h 25mUnited Airlines
Deal found 12/28$401

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 December 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$251
(United Airlines)

One-way from

$124
(Kiwi.com)

Popular in

February

Cheapest in

August

Average price

$452
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.
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From Madison Truax Field to Massachusetts
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One-way flight from Madison Truax Field to Massachusetts
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Highest demand for flights based on searches. 17% potential increase in price ($89 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in December 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 December 30, 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

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 6/17

4:45 pm-8:19 pm

Nonstop2h 34m

Boston Logan Intl

Tue 6/23

2:00 pm-3:53 pm

Nonstop2h 53m

$253

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 6/12

4:45 pm-8:19 pm

Nonstop2h 34m

Boston Logan Intl

Tue 6/30

2:00 pm-3:53 pm

Nonstop2h 53m

$256

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 6/17

4:45 pm-8:19 pm

Nonstop2h 34m

Boston Logan Intl

Mon 6/29

2:00 pm-3:53 pm

Nonstop2h 53m

$256

MadisonWorcester

MSN - ORH

MSNORH

Madison Truax Field

Wed 2/18

5:23 pm-1:05 pm

1 stop18h 42m

Worcester

Sat 2/21

1:30 pm-9:14 pm

2 stops8h 44m

$262

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 1/24

3:49 pm-9:38 pm

1 stop4h 49m

Boston Logan Intl

Sun 1/25

9:30 am-2:52 pm

1 stop6h 22m

$265

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 6/13

5:50 pm-11:32 pm

1 stop4h 42m

Boston Logan Intl

Wed 6/24

2:00 pm-3:53 pm

Nonstop2h 53m

$266

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 6/13

5:50 pm-11:32 pm

1 stop4h 42m

Boston Logan Intl

Tue 6/30

2:00 pm-3:53 pm

Nonstop2h 53m

$266

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Thu 1/29

6:30 am-2:22 pm

1 stop6h 52m

Hartford Bradley Intl

Sat 1/31

9:55 am-4:51 pm

1 stop7h 56m

$269

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Fri 3/13

7:45 am-1:32 pm

1 stop4h 47m

Albany Intl

Tue 3/17

6:00 am-10:41 am

1 stop5h 41m

$269

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Fri 1/30

6:20 pm-11:40 pm

1 stop4h 20m

Hartford Bradley Intl

Sun 2/1

5:30 am-9:09 am

1 stop4h 39m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 51 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 $234). 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 December 30, 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
8,017 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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
8,017 reviews
Delta
7.9
Good
8,017 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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
9,121 reviews
Delta
7.9
Good
8,017 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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
11,073 reviews
Delta
7.9
Good
8,017 reviews

Overall

7.9

Entertainment

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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 2h 34m. Your travel time can differ by up to 17h 32m. The distance from Madison to Massachusetts is about 929 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 American Airlines. Other airlines that offer cheap prices include Delta from $125 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.

  • 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 $234). 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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Alternative routes for Madison to Massachusetts

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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 December 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$250Average$417FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$252Average$379FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$254Average$404FlexibilityNo cancel feeOn-time69%

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