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$100+ 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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BOS
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$199
(American Airlines)

One-way from

$100
(American Airlines)

Popular in

February

Cheapest in

September

Average price

$487

Good round-trip deal

$3,267 or less
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. 8% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Madison Truax Field to Massachusetts.
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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 March 28, 2025.

This American Airlines deal was found by Cheapflights users on 3/27. 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.
Sat 5/243:28 pmMSN - BDL
1 stop5h 50mAmerican Airlines
Tue 6/38:44 amBDL - MSN
1 stop4h 59mAmerican Airlines
Deal found 3/27$199
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Sat 6/146:39 pmMSN - BOS
1 stop4h 47mAmerican Airlines
Tue 6/1712:42 pmBOS - MSN
1 stop6h 26mAmerican Airlines
Deal found 3/27$259
This United Airlines deal was found by Cheapflights users on 3/27. 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 5/33:22 pmMSN - BDL
1 stop7h 08mUnited Airlines
Sat 5/105:02 pmBDL - MSN
1 stop5h 26mUnited Airlines
Deal found 3/27$269
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Thu 10/237:00 amMSN - ALB
1 stop6h 05mUnited Airlines
Tue 10/286:15 amALB - MSN
1 stop4h 38mUnited Airlines
Deal found 3/26$281
This United Airlines deal was found by Cheapflights users on 3/27. 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 4/236:30 amMSN - BOS
1 stop5h 18mUnited Airlines
Thu 4/245:30 amBOS - MSN
2 stops7h 47mUnited Airlines
Deal found 3/27$283
This Delta deal was found by Cheapflights users on 3/27. 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 5/293:45 pmMSN - BDL
1 stop6h 48mDelta
Sun 6/15:35 amBDL - MSN
1 stop4h 10mDelta
Deal found 3/27$294
This American Airlines deal was found by Cheapflights users on 3/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/54:22 pmMSN - ALB
1 stop7h 18mAmerican Airlines
Mon 4/76:56 amALB - MSN
1 stop5h 21mAmerican Airlines
Deal found 3/28$309
This Delta deal was found by Cheapflights users on 3/26. 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.
Wed 5/146:23 pmMSN - BOS
1 stop4h 23mDelta
Mon 5/194:00 pmBOS - MSN
1 stop7h 45mDelta
Deal found 3/26$309
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/37:15 pmMSN - BOS
1 stop26h 42mMultiple Airlines
Sun 4/65:40 pmBOS - MSN
1 stop16h 19mMultiple Airlines
Deal found 3/27$381
This Delta deal was found by Cheapflights users on 3/26. 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 4/155:45 amMSN - ORH
2 stops8h 21mDelta
Tue 4/224:00 pmORH - MSN
2 stops7h 32mDelta
Deal found 3/26$408
This Delta deal was found by Cheapflights users on 3/26. 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 4/175:40 pmMSN - ALB
2 stops18h 13mDelta
Sun 4/206:05 amALB - MSN
1 stop5h 39mDelta
Deal found 3/26$447

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 March 28, 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

Sat 5/24

3:28 pm-10:18 pm

1 stop5h 50m

Hartford Bradley Intl

Tue 6/3

8:44 am-12:43 pm

1 stop4h 59m

$199

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 6/14

6:39 pm-12:26 am

1 stop4h 47m

Boston Logan Intl

Tue 6/17

12:42 pm-6:08 pm

1 stop6h 26m

$259

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Sat 5/3

3:22 pm-11:30 pm

1 stop7h 08m

Hartford Bradley Intl

Sat 5/10

5:02 pm-9:28 pm

1 stop5h 26m

$269

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 4/23

6:30 am-12:48 pm

1 stop5h 18m

Boston Logan Intl

Thu 4/24

5:30 am-12:17 pm

2 stops7h 47m

$283

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Thu 5/29

3:45 pm-11:33 pm

1 stop6h 48m

Hartford Bradley Intl

Sun 6/1

5:35 am-8:45 am

1 stop4h 10m

$294

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 5/14

6:23 pm-11:46 pm

1 stop4h 23m

Boston Logan Intl

Sun 5/18

5:20 am-8:45 am

1 stop4h 25m

$309

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Thu 4/17

6:30 am-2:26 pm

1 stop6h 56m

Albany Intl

Sun 4/20

6:00 am-10:07 am

1 stop5h 07m

$403

MadisonWorcester

MSN - ORH

MSNORH

Madison Truax Field

Tue 4/15

5:45 am-3:06 pm

2 stops8h 21m

Worcester

Tue 4/22

4:00 pm-10:32 pm

2 stops7h 32m

$408

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Thu 4/17

5:35 am-11:50 am

1 stop5h 15m

Albany Intl

Sun 4/20

6:00 am-12:46 pm

1 stop7h 46m

$409

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Thu 4/17

5:40 pm-12:53 pm

2 stops18h 13m

Albany Intl

Sun 4/20

6:05 am-10:44 am

1 stop5h 39m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 20 results
1
2

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, January is the cheapest month in which you can book a flight from Madison to Massachusetts (average of $218). Flying from Madison to Massachusetts in July is currently the most expensive (average of $311). 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 March 28, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Massachusetts as you normally would.

Rainfall in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 March 28, 2025.
To help decide which airline to fly from Madison to Massachusetts, see what other customers have to say about Delta, United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,897 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,603 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

  • 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 $100 on American Airlines. Other airlines that offer cheap prices include Delta from $130 and United Airlines from $135 one-way.

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

    Most travelers choose Madison Truax Field - Boston Logan Intl, Madison Truax Field - Albany Intl or Madison Truax Field - Hartford Bradley 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 $3,267, our data shows the cheapest flight currently is $3,265. When looking at the most popular route, (Madison Truax Field - Boston Logan Intl), you can expect to pay $259 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, January is the cheapest month in which you can book a flight from Madison to Massachusetts (average of $218). Flying from Madison to Massachusetts in July is currently the most expensive (average of $311). 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$276Average$470FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$296Average$422FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$306Average$474FlexibilityNo cancel feeOn-time69%
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