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$130+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BOS
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$243
(Delta)

One-way from

$130
(American Airlines)

Popular in

February

Cheapest in

August

Average price

$420

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 ($44 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 May 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 May 1, 2025.

This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/296:23 pmMSN - BDL
1 stop3h 32mDelta
Sun 6/16:15 amBDL - MSN
1 stop5h 06mDelta
Deal found 4/29$243
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/176:00 amMSN - ALB
1 stop6h 37mAmerican Airlines
Tue 7/225:13 pmALB - MSN
1 stop7h 37mAmerican Airlines
Deal found 4/29$249
This United Airlines deal was found by Cheapflights users on 4/30. 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 9/36:17 amMSN - BOS
1 stop6h 52mUnited Airlines
Tue 9/96:00 amBOS - MSN
1 stop4h 48mUnited Airlines
Deal found 4/30$254
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/274:53 pmMSN - BOS
1 stop5h 38mAmerican Airlines
Fri 5/306:36 pmBOS - MSN
1 stop6h 09mAmerican Airlines
Deal found 4/30$259
This United Airlines deal was found by Cheapflights users on 4/30. 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 5/146:30 amMSN - BDL
2 stops6h 31mUnited Airlines
Sun 5/185:02 pmBDL - MSN
1 stop5h 26mUnited Airlines
Deal found 4/30$264
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/45:40 amMSN - ORH
2 stops32h 33mAmerican Airlines
Sun 7/63:40 pmORH - MSN
1 stop21h 14mAmerican Airlines
Deal found 4/29$268
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/206:10 pmMSN - ALB
1 stop4h 04mDelta
Sun 6/226:00 amALB - MSN
1 stop4h 00mDelta
Deal found 4/29$274
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 7/38:10 amMSN - ALB
1 stop5h 59mUnited Airlines
Mon 7/76:45 pmALB - MSN
1 stop4h 48mUnited Airlines
Deal found 4/29$283
This Delta deal was found by Cheapflights users on 5/1. 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 5/146:10 amMSN - BOS
1 stop6h 09mDelta
Sat 5/176:25 pmBOS - MSN
1 stop5h 56mDelta
Deal found 5/1$297
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/156:00 amMSN - BDL
1 stop4h 45mAmerican Airlines
Mon 5/196:16 amBDL - MSN
1 stop4h 54mAmerican Airlines
Deal found 4/29$299
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/36:00 amMSN - ORH
1 stop8h 11mDelta
Sun 7/63:51 pmORH - MSN
1 stop23h 14mDelta
Deal found 4/29$541
This FlightHub deal was found by Cheapflights users on 4/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/145:05 pmMSN - BDL
2 stops23h 04mBreeze Airways
Fri 5/161:32 pmBDL - MSN
2 stops27h 47mBreeze Airways
Deal found 4/29$573

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 May 1, 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

Thu 5/29

6:23 pm-10:55 pm

1 stop3h 32m

Hartford Bradley Intl

Sun 6/1

6:15 am-10:21 am

1 stop5h 06m

$243

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Thu 7/17

6:00 am-1:37 pm

1 stop6h 37m

Albany Intl

Tue 7/22

5:13 pm-11:50 pm

1 stop7h 37m

$249

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 9/3

6:17 am-2:09 pm

1 stop6h 52m

Boston Logan Intl

Tue 9/9

6:00 am-9:48 am

1 stop4h 48m

$254

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Tue 5/27

4:53 pm-11:31 pm

1 stop5h 38m

Boston Logan Intl

Fri 5/30

6:36 pm-11:45 pm

1 stop6h 09m

$259

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Wed 5/14

6:30 am-2:01 pm

2 stops6h 31m

Hartford Bradley Intl

Sun 5/18

5:02 pm-9:28 pm

1 stop5h 26m

$264

MadisonWorcester

MSN - ORH

MSNORH

Madison Truax Field

Fri 7/4

5:40 am-3:13 pm

2 stops32h 33m

Worcester

Sun 7/6

3:40 pm-11:54 am

1 stop21h 14m

$268

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Fri 6/20

6:10 pm-11:14 pm

1 stop4h 04m

Albany Intl

Sun 6/22

6:00 am-9:00 am

1 stop4h 00m

$274

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Thu 7/3

8:10 am-3:09 pm

1 stop5h 59m

Albany Intl

Mon 7/7

6:45 pm-10:33 pm

1 stop4h 48m

$283

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 5/14

6:10 am-1:19 pm

1 stop6h 09m

Boston Logan Intl

Sat 5/17

6:25 pm-11:21 pm

1 stop5h 56m

$297

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Thu 5/15

6:00 am-11:45 am

1 stop4h 45m

Hartford Bradley Intl

Mon 5/19

6:16 am-10:10 am

1 stop4h 54m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 23 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, 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 $310). 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 May 1, 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 May 1, 2025.
To help decide which airline to fly from Madison to Massachusetts, see what other customers have to say about Breeze Airways, Alaska Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
160 reviews

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Alaska Airlines
8.0
Very good
9,972 reviews
Breeze Airways
8.1
Very good
160 reviews

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,934 reviews
Breeze Airways
8.1
Very good
160 reviews

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,696 reviews
Breeze Airways
8.1
Very good
160 reviews

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
160 reviews

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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 $130 on American Airlines. Other airlines that offer cheap prices include Delta from $154 and United Airlines from $170 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 $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 $254 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 $310). 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

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$258Average$473FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$420FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$297Average$465FlexibilityNo cancel feeOn-time69%

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