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Madison

$100+ Cheap flights from Massachusetts to Madison (MSN)

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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MSN
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Massachusetts to Madison

Keep the following information in mind while searching for Massachusetts to Madison flight deals. Data was last updated July 31, 2025.

Round-trip from

$249
(American Airlines)

One-way from

$100
(American Airlines)

Popular in

January

Cheapest in

August

Average price

$387

Good round-trip deal

$576 or less
From Massachusetts to Madison Truax Field
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One-way flight from Massachusetts to Madison Truax Field
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Highest demand for flights based on searches. 15% potential increase in price ($87 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 July 2025
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Price to beat on a round-trip flight from Massachusetts to Madison Truax Field.
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Find flight deals from Massachusetts to Madison

Cheapest flights from Massachusetts to Madison
Explore the most affordable flight options available from Massachusetts to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. 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.
Tue 10/217:10 amALB - MSN
1 stop6h 17mAmerican Airlines
Wed 10/2912:47 pmMSN - ALB
1 stop8h 06mAmerican Airlines
Deal found 7/29$249
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/235:50 pmBDL - MSN
1 stop6h 00mDelta
Tue 8/265:40 amMSN - BDL
1 stop6h 56mDelta
Deal found 7/30$249
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 8/226:21 pmBOS - MSN
1 stop5h 42mAmerican Airlines
Tue 8/266:19 amMSN - BOS
1 stop5h 01mAmerican Airlines
Deal found 7/30$255
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Tue 8/196:16 pmBOS - MSN
1 stop5h 07mUnited Airlines
Tue 8/266:30 amMSN - BOS
2 stops6h 43mUnited Airlines
Deal found 7/29$256
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/315:15 amBOS - MSN
1 stop4h 33mDelta
Thu 9/46:00 amMSN - BOS
1 stop6h 20mDelta
Deal found 7/30$267
This Delta deal was found by Cheapflights users on 7/29. 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.
Wed 10/226:00 amALB - MSN
1 stop5h 32mDelta
Sat 11/15:16 pmMSN - ALB
1 stop5h 00mDelta
Deal found 7/29$274
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Sat 10/184:46 pmALB - MSN
1 stop6h 42mUnited Airlines
Sat 11/12:48 pmMSN - ALB
1 stop5h 46mUnited Airlines
Deal found 7/29$319
This American Airlines deal was found by Cheapflights users on 7/29. 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 11/65:09 amBDL - MSN
1 stop6h 15mAmerican Airlines
Sun 11/95:00 amMSN - BDL
1 stop5h 46mAmerican Airlines
Deal found 7/29$319
This United Airlines deal was found by Cheapflights users on 7/30. 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 8/206:10 amBDL - MSN
1 stop6h 34mUnited Airlines
Wed 8/276:30 amMSN - BDL
2 stops6h 40mUnited Airlines
Deal found 7/30$324

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Madison 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 July 31, 2025.
Use the filters below to find and compare flights from Massachusetts to Madison that are best for you.

Fly from

Massachusetts

Fly to

Madison

Route

Depart

Return

Price

AlbanyMadison

ALB - MSN

ALBMSN

Albany Intl

Tue 10/21

7:10 am-12:27 pm

1 stop6h 17m

Madison Truax Field

Wed 10/29

12:47 pm-9:53 pm

1 stop8h 06m

$249

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Sat 8/23

5:50 pm-10:50 pm

1 stop6h 00m

Madison Truax Field

Tue 8/26

5:40 am-1:36 pm

1 stop6h 56m

$249

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Fri 8/22

6:21 pm-11:03 pm

1 stop5h 42m

Madison Truax Field

Tue 8/26

6:19 am-12:20 pm

1 stop5h 01m

$255

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 8/19

6:16 pm-10:23 pm

1 stop5h 07m

Madison Truax Field

Tue 8/26

6:30 am-2:13 pm

2 stops6h 43m

$256

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sun 8/31

5:15 am-8:48 am

1 stop4h 33m

Madison Truax Field

Thu 9/4

6:00 am-1:20 pm

1 stop6h 20m

$267

AlbanyMadison

ALB - MSN

ALBMSN

Albany Intl

Wed 10/22

6:00 am-10:32 am

1 stop5h 32m

Madison Truax Field

Sat 11/1

5:16 pm-11:16 pm

1 stop5h 00m

$274

AlbanyMadison

ALB - MSN

ALBMSN

Albany Intl

Sat 10/18

6:00 am-9:55 am

1 stop4h 55m

Madison Truax Field

Tue 10/28

6:30 am-12:06 pm

1 stop4h 36m

$319

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Thu 11/27

6:00 am-10:06 am

1 stop5h 06m

Madison Truax Field

Sun 11/30

9:30 pm-3:09 am

1 stop4h 39m

$319

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Wed 9/10

4:06 pm-11:10 pm

1 stop8h 04m

Madison Truax Field

Fri 9/12

1:37 pm-9:56 pm

1 stop7h 19m

$337

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 8/30

11:05 am-4:43 pm

1 stop6h 38m

$100

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 21 results
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Best time to book a flight from Massachusetts to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Massachusetts 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 Massachusetts to Madison

What is the cheapest month to book a flight from Massachusetts to Madison?

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Madison (average of $338). Flying from Massachusetts to Madison in March is currently the most expensive (average of $422). 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 MA to MSN?

Find hourly flight availability from Massachusetts to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

When flying from Massachusetts to Madison, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated July 31, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Massachusetts to Madison by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

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
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

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
7,981 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

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!
Sun Country Air
6.9
Okay
334 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

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 Massachusetts to Madison. 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 into for flights to Madison from Massachusetts?

    Most people fly into Madison Truax Field (MSN) if they book a flight to Madison from Massachusetts. Truax Field is conveniently located just 5.4 mi from Madison’s city center.

  • What are the cheapest airlines to fly from Massachusetts to Madison one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $100. Users have also found prices from $119 and $140 on Delta and United Airlines, respectively.

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

    Most travelers choose Boston Logan Intl - Madison Truax Field, Hartford Bradley Intl - Madison Truax Field or Albany Intl - Madison Truax Field when deciding on the best route from Massachusetts to Madison.

  • What are the cheapest flights from Massachusetts to Madison?

    Looking at all options, your cheapest flight can be booked for $576. While the most popular route (Boston Logan Intl - Madison Truax Field) can be booked for $218 on average our data indicates $663 when flying from Massachusetts to Madison.

  • Can I find deals for flights from Massachusetts to Madison that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Madison.

  • Can I find deals for business class flights from Massachusetts to Madison?

    Yes. Cheapflights offers flight deals from Massachusetts to Madison 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 Massachusetts to Madison?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Madison (average of $338). Flying from Massachusetts to Madison in March is currently the most expensive (average of $422). 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

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Alternative routes for Massachusetts to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Massachusetts to Madison

Discover the top 3 airlines that operate flights from Massachusetts to Madison. 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$414FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$486FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$303Average$549FlexibilityNo cancel feeOn-time69%

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