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Massachusetts

$126+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BOS
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 August 14, 2025.

Round-trip from

$232
(American Airlines)

One-way from

$126
(United Airlines)

Popular in

February

Cheapest in

August

Average price

$333

Good one-way deal

$199 or less
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. 14% potential increase in price ($70 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a one-way 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 August 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 8/276:19 amMSN - ORH
1 stop7h 36mAmerican Airlines
Sun 8/313:20 pmORH - MSN
1 stop7h 31mAmerican Airlines
Deal found 8/12$232
This Delta deal was found by Cheapflights users on 8/11. 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.
Thu 9/116:12 amMSN - ALB
1 stop6h 02mDelta
Wed 9/246:00 amALB - MSN
1 stop3h 47mDelta
Deal found 8/11$249
This Delta deal was found by Cheapflights users on 8/12. 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 9/125:12 pmMSN - BDL
1 stop5h 40mDelta
Sun 9/145:35 amBDL - MSN
1 stop4h 12mDelta
Deal found 8/12$249
This United Airlines deal was found by Cheapflights users on 8/14. 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 9/43:58 pmMSN - ALB
1 stop4h 50mUnited Airlines
Sun 9/76:00 amALB - MSN
2 stops8h 49mUnited Airlines
Deal found 8/14$254
This Delta deal was found by Cheapflights users on 8/12. 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 10/245:52 pmMSN - BOS
1 stop5h 07mDelta
Sat 10/255:45 amBOS - MSN
1 stop5h 33mDelta
Deal found 8/12$255
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Tue 9/910:50 amMSN - BOS
1 stop4h 53mUnited Airlines
Tue 9/1610:34 amBOS - MSN
2 stops7h 10mUnited Airlines
Deal found 8/13$256
This United Airlines deal was found by Cheapflights users on 8/11. 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 8/276:30 amMSN - ALB
1 stop4h 46mUnited Airlines
Sun 8/316:00 amALB - MSN
1 stop5h 15mUnited Airlines
Deal found 8/11$259
This Delta deal was found by Cheapflights users on 8/14. 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 9/46:00 amMSN - BOS
1 stop7h 20mDelta
Sun 9/75:34 amBOS - MSN
1 stop5h 33mDelta
Deal found 8/14$259
This Delta deal was found by Cheapflights users on 8/12. 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 10/216:10 amMSN - ORH
1 stop6h 48mDelta
Fri 10/313:18 pmORH - MSN
2 stops8h 11mDelta
Deal found 8/12$259
This Delta deal was found by Cheapflights users on 8/12. 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 10/216:10 amMSN - ORH
1 stop6h 48mDelta
Wed 10/293:18 pmORH - MSN
1 stop4h 48mDelta
Deal found 8/12$266
This Delta deal was found by Cheapflights users on 8/14. 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.
Sun 8/174:47 pmMSN - BOS
Nonstop2h 32mDelta
Wed 8/205:15 amBOS - MSN
1 stop4h 29mDelta
Deal found 8/14$267
This Delta deal was found by Cheapflights users on 8/14. 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 9/36:00 amMSN - BOS
1 stop5h 20mDelta
Sat 9/65:34 amBOS - MSN
1 stop5h 45mDelta
Deal found 8/14$268

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 August 14, 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

MadisonWorcester

MSN - ORH

MSNORH

Madison Truax Field

Wed 8/27

6:19 am-2:55 pm

1 stop7h 36m

Worcester

Sun 8/31

3:20 pm-9:51 pm

1 stop7h 31m

$232

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Sun 9/14

5:12 pm-11:33 pm

1 stop5h 21m

Albany Intl

Tue 9/23

6:00 am-8:47 am

1 stop3h 47m

$249

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Tue 9/9

5:12 pm-11:59 pm

1 stop5h 47m

Albany Intl

Tue 9/23

6:00 am-8:47 am

1 stop3h 47m

$249

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Wed 9/10

6:00 am-11:23 am

1 stop4h 23m

Hartford Bradley Intl

Wed 9/17

4:06 pm-11:10 pm

1 stop8h 04m

$249

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Sat 9/13

10:00 am-4:46 pm

1 stop5h 46m

Albany Intl

Wed 9/24

6:00 am-8:47 am

1 stop3h 47m

$249

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Fri 9/12

1:37 pm-9:56 pm

1 stop7h 19m

Hartford Bradley Intl

Fri 9/19

4:06 pm-11:10 pm

1 stop8h 04m

$249

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Tue 9/9

5:12 pm-11:59 pm

1 stop5h 47m

Albany Intl

Wed 9/24

6:00 am-8:47 am

1 stop3h 47m

$249

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Sun 9/14

5:12 pm-11:33 pm

1 stop5h 21m

Albany Intl

Sat 9/20

6:07 am-12:26 pm

1 stop7h 19m

$249

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Wed 11/5

7:05 am-1:16 pm

1 stop5h 11m

Albany Intl

Wed 11/12

1:59 pm-8:12 pm

1 stop7h 13m

$249

MadisonAlbany

MSN - ALB

MSNALB

Madison Truax Field

Thu 9/11

6:12 am-1:14 pm

1 stop6h 02m

Albany Intl

Wed 9/24

6:00 am-8:47 am

1 stop3h 47m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 54 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 $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 August 14, 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.

How much does it cost to fly round-trip from Madison to Massachusetts?

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 August 14, 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
8.0
Very good
7,980 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $126 on United Airlines. Other airlines that offer cheap prices include Delta from $129 and American Airlines from $159 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 $224, our data shows the cheapest flight currently is $170. When looking at the most popular route, (Madison Truax Field - Boston Logan Intl), you can expect to pay $238 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

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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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$250Average$490FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$254Average$392FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$286Average$461FlexibilityNo cancel feeOn-time69%

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