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Madison

$126+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MSN
Oct 29 — Nov 51
Wed 10/29
Wed 11/5
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 September 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$249
(Delta)

One-way from

$126
(Delta)

Popular in

January

Cheapest in

August

Average price

$411

Good one-way deal

$919 or less
Provider with most accurate pricing for Boston Logan Intl-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Madison Truax Field flights.
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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. 16% potential increase in price ($90 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a one-way 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 September 29, 2025.

This Delta deal was found by Cheapflights users on 9/29. 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 12/115:55 amALB - MSN
1 stop4h 05mDelta
Sun 12/146:59 amMSN - ALB
1 stop4h 02mDelta
Deal found 9/29$249
This Delta deal was found by Cheapflights users on 9/27. 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.
Wed 11/195:30 amBDL - MSN
1 stop4h 28mDelta
Sun 11/236:07 pmMSN - BDL
1 stop4h 15mDelta
Deal found 9/27$249
This Delta deal was found by Cheapflights users on 9/29. 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 10/225:45 amBOS - MSN
1 stop6h 40mDelta
Sat 10/255:22 pmMSN - BOS
1 stop5h 18mDelta
Deal found 9/29$251
This United Airlines deal was found by Cheapflights users on 9/27. 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 10/256:00 amALB - MSN
2 stops6h 45mUnited Airlines
Wed 10/296:30 amMSN - ALB
1 stop6h 40mUnited Airlines
Deal found 9/27$254
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Thu 11/276:00 amBOS - MSN
1 stop7h 01mAmerican Airlines
Tue 12/23:37 pmMSN - BOS
1 stop7h 39mAmerican Airlines
Deal found 9/27$255
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/225:30 amBOS - MSN
2 stops7h 15mUnited Airlines
Sat 10/253:48 pmMSN - BOS
1 stop4h 57mUnited Airlines
Deal found 9/29$256
This Delta deal was found by Cheapflights users on 9/27. 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.
Fri 11/145:50 amBOS - MSN
1 stop7h 53mDelta
Mon 11/175:30 pmMSN - BOS
1 stop5h 17mDelta
Deal found 9/27$259
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/144:50 pmALB - MSN
1 stop6h 38mUnited Airlines
Sat 10/186:30 amMSN - ALB
1 stop6h 46mUnited Airlines
Deal found 9/29$259
This Delta deal was found by Cheapflights users on 9/29. 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 10/156:10 amBDL - MSN
1 stop6h 15mDelta
Sat 10/185:16 pmMSN - BDL
1 stop4h 58mDelta
Deal found 9/29$259
This American Airlines deal was found by Cheapflights users on 9/27. 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 10/185:24 amBOS - MSN
1 stop5h 51mAmerican Airlines
Sat 10/252:14 pmMSN - BOS
1 stop5h 58mAmerican Airlines
Deal found 9/27$270
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Fri 11/215:25 amBOS - MSN
1 stop6h 15mAmerican Airlines
Mon 11/241:14 pmMSN - BOS
1 stop4h 10mAmerican Airlines
Deal found 9/28$274
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Thu 12/1812:31 pmBDL - MSN
1 stop6h 10mAmerican Airlines
Sun 1/1810:50 amMSN - BDL
1 stop7h 20mAmerican Airlines
Deal found 9/28$274

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 September 29, 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

Sat 10/25

7:05 am-12:59 pm

1 stop6h 54m

Madison Truax Field

Wed 10/29

5:21 pm-11:16 pm

1 stop4h 55m

$249

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Wed 11/19

6:00 pm-10:49 pm

1 stop5h 49m

Madison Truax Field

Sun 11/23

5:00 am-11:19 am

1 stop5h 19m

$249

AlbanyMadison

ALB - MSN

ALBMSN

Albany Intl

Thu 12/11

5:55 am-9:00 am

1 stop4h 05m

Madison Truax Field

Sun 12/14

6:18 pm-11:36 pm

1 stop4h 18m

$249

AlbanyMadison

ALB - MSN

ALBMSN

Albany Intl

Tue 3/24

1:59 pm-8:15 pm

1 stop7h 16m

Madison Truax Field

Sat 3/28

5:50 pm-11:14 pm

1 stop4h 24m

$249

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Wed 11/12

6:05 am-12:43 pm

1 stop7h 38m

Madison Truax Field

Sat 11/15

5:29 am-2:55 pm

1 stop8h 26m

$249

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Wed 11/19

5:30 am-8:58 am

1 stop4h 28m

Madison Truax Field

Sun 11/23

6:07 pm-11:22 pm

1 stop4h 15m

$249

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Sat 3/14

3:00 pm-10:08 pm

1 stop8h 08m

Madison Truax Field

Tue 3/17

5:50 pm-11:39 pm

1 stop4h 49m

$249

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 12/13

5:45 am-10:15 am

1 stop5h 30m

Madison Truax Field

Sat 1/10

11:10 am-4:50 pm

1 stop4h 40m

$251

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 10/22

7:10 am-11:25 am

1 stop5h 15m

Madison Truax Field

Tue 10/28

7:05 am-3:16 pm

1 stop7h 11m

$251

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 10/22

5:45 am-11:25 am

1 stop6h 40m

Madison Truax Field

Sat 10/25

5:22 pm-11:40 pm

1 stop5h 18m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/27

Showing 1-10 of 54 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 September 29, 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.

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.

  • How long is the flight from Massachusetts to Madison?

    For as low as $249, Delta can have you in Madison from Massachusetts in 5h 49m. The distance between Massachusetts and Madison is about 849 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $126. Users have also found prices from $159 and $234 on United Airlines and American 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 most reliable airlines from Massachusetts to Madison?

    No one likes to see their flight delayed. When booking a flight from Massachusetts to Madison consider choosing American Airlines (0%), KLM (0%) or Envoy Air (0%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Massachusetts to Madison?

    Looking at all options, your cheapest flight can be booked for $919. While the most popular route (Boston Logan Intl - Madison Truax Field) can be booked for $251 on average, our data indicates $1,566 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 September 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$253Average$482FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$254Average$395FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$306Average$483FlexibilityNo cancel feeOn-time69%

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