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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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MSN
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 November 13, 2025.

This Delta deal was found by Cheapflights users on 11/12. 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.
Thu 12/111:48 pmALB - MSN
1 stop7h 17mDelta
Sun 12/145:14 pmMSN - ALB
1 stop5h 29mDelta
Deal found 11/12$249
This Delta deal was found by Cheapflights users on 11/11. 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.
Wed 12/105:23 amBDL - MSN
1 stop4h 37mDelta
Sat 12/135:38 amMSN - BDL
1 stop6h 39mDelta
Deal found 11/11$249
This United Airlines deal was found by Cheapflights users on 11/11. 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 12/106:00 amBOS - MSN
1 stop5h 14mUnited Airlines
Wed 12/172:48 pmMSN - BOS
1 stop5h 57mUnited Airlines
Deal found 11/11$251
This United Airlines deal was found by Cheapflights users on 11/13. 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.
Thu 12/46:10 amBDL - MSN
1 stop5h 04mUnited Airlines
Sat 12/66:30 amMSN - BDL
2 stops6h 35mUnited Airlines
Deal found 11/13$254
This Delta deal was found by Cheapflights users on 11/11. 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.
Wed 12/172:00 pmBOS - MSN
1 stop7h 05mDelta
Thu 12/255:03 pmMSN - BOS
1 stop5h 11mDelta
Deal found 11/11$255
This United Airlines deal was found by Cheapflights users on 11/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/119:40 amBOS - MSN
1 stop5h 11mUnited Airlines
Mon 12/156:30 amMSN - BOS
1 stop6h 50mUnited Airlines
Deal found 11/12$259
This United Airlines deal was found by Cheapflights users on 11/11. 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 12/175:30 amBOS - MSN
2 stops7h 14mUnited Airlines
Thu 12/255:26 pmMSN - BOS
1 stop6h 19mUnited Airlines
Deal found 11/11$260
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Fri 11/287:01 amALB - MSN
1 stop6h 43mAmerican Airlines
Tue 12/24:32 pmMSN - ALB
1 stop6h 27mAmerican Airlines
Deal found 11/12$279
This United Airlines deal was found by Cheapflights users on 11/11. 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.
Fri 11/286:24 pmBOS - MSN
1 stop5h 42mUnited Airlines
Tue 12/23:59 pmMSN - BOS
1 stop4h 46mUnited Airlines
Deal found 11/11$280
This United Airlines deal was found by Cheapflights users on 11/11. 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.
Thu 12/116:00 amBDL - MSN
2 stops8h 51mUnited Airlines
Thu 12/188:15 amMSN - BDL
1 stop5h 01mUnited Airlines
Deal found 11/11$302
This American Airlines deal was found by Cheapflights users on 11/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:53 amBOS - MSN
1 stop5h 15mAmerican Airlines
Sun 1/49:30 pmMSN - BOS
1 stop5h 09mAmerican Airlines
Deal found 11/11$303
This United Airlines deal was found by Cheapflights users on 11/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/34:20 pmBOS - MSN
1 stop5h 27mUnited Airlines
Sat 12/66:30 amMSN - BOS
2 stops7h 49mUnited Airlines
Deal found 11/12$304

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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Delta)

One-way from

$126
(United Airlines)

Popular in

December

Cheapest in

August

Average price

$400

Good one-way deal

$919 or less
Provider with most accurate pricing for Boston Logan Intl-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Madison Truax Field flights.
Search Deals
From Massachusetts to Madison Truax Field
Search Deals
One-way flight from Massachusetts to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($97 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a one-way flight from Massachusetts to Madison Truax Field.
Search Deals

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 November 13, 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

Fri 1/23

2:42 pm-7:15 pm

1 stop5h 33m

Madison Truax Field

Mon 1/26

5:38 am-11:56 am

1 stop5h 18m

$249

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Thu 12/11

5:00 am-10:16 am

1 stop6h 16m

Madison Truax Field

Sat 12/13

4:39 pm-11:56 pm

1 stop6h 17m

$249

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Thu 12/4

6:10 am-10:14 am

1 stop5h 04m

Madison Truax Field

Sat 12/6

2:48 pm-9:31 pm

1 stop5h 43m

$249

AlbanyMadison

ALB - MSN

ALBMSN

Albany Intl

Thu 12/11

1:48 pm-8:05 pm

1 stop7h 17m

Madison Truax Field

Sun 12/14

5:14 pm-11:43 pm

1 stop5h 29m

$249

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Thu 1/22

6:00 am-10:19 am

1 stop5h 19m

Madison Truax Field

Sun 1/25

5:38 am-1:42 pm

1 stop7h 04m

$249

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Wed 12/10

5:23 am-9:00 am

1 stop4h 37m

Madison Truax Field

Sat 12/13

5:38 am-1:17 pm

1 stop6h 39m

$249

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Fri 1/30

5:30 am-9:00 am

1 stop4h 30m

Madison Truax Field

Sat 2/7

1:55 pm-9:11 pm

1 stop6h 16m

$249

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Thu 12/11

6:09 am-10:15 am

1 stop5h 06m

Madison Truax Field

Sat 12/13

6:59 am-12:14 pm

1 stop4h 15m

$249

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 2/7

7:21 pm-11:44 pm

1 stop5h 23m

Madison Truax Field

Wed 2/11

2:56 pm-9:49 pm

1 stop5h 53m

$251

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 12/2

6:00 am-10:10 am

1 stop5h 10m

Madison Truax Field

Tue 12/2

3:37 pm-12:16 am

1 stop7h 39m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 50 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, September is the cheapest month in which you can book a flight from Massachusetts to Madison (average of $98). Flying from Massachusetts to Madison in December is currently the most expensive (average of $305). 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 November 13, 2025.

It’s typically best to fly out from Massachusetts to Madison in the morning. Doing so could potentially save you 61% on the flight price compared to flying in the evening, which is usually more expensive.

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 04m. 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 $130. Users have also found prices from $147 and $181 on United Airlines and Breeze Airways, respectively.

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

    Most travelers choose Boston Logan Intl - Madison Truax Field, Albany Intl - Madison Truax Field or Hartford Bradley 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 $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, September is the cheapest month in which you can book a flight from Massachusetts to Madison (average of $98). Flying from Massachusetts to Madison in December is currently the most expensive (average of $305). 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$250Average$491FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$254Average$371FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$306Average$444FlexibilityNo cancel feeOn-time69%

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