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$119+ Cheap flights from Madison to Boston (MSN - BOS)

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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BOS
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Boston Logan Intl are usually found in September or August, booked 87 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap flight deals from Madison to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated junio 12, 2025.

Round-trip from

$259
(American Airlines)

One-way from

$119
(American Airlines)

Popular in

February

Cheapest in

September

Average price

$425
From Madison Truax Field to Boston Logan Intl
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One-way flight from Madison Truax Field to Boston Logan Intl
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Highest demand for flights based on searches. 11% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Madison to Boston

Cheapest flights from Madison to Boston
Explore the most affordable flight options available from Madison to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/12. 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.
vie. 8/86:19 amMSN - BOS
1 stop4h 52mAmerican Airlines
vie. 8/225:29 amBOS - MSN
1 stop4h 49mAmerican Airlines
Deal found 6/12$259
This United Airlines deal was found by Cheapflights users on 6/10. 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.
mar. 9/306:30 amMSN - BOS
2 stops6h 46mUnited Airlines
lun. 10/66:00 amBOS - MSN
1 stop4h 55mUnited Airlines
Deal found 6/10$269
This Delta deal was found by Cheapflights users on 6/10. 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.
lun. 6/306:00 amMSN - BOS
1 stop7h 20mDelta
lun. 7/75:30 amBOS - MSN
1 stop6h 41mDelta
Deal found 6/10$277

Cheapflights Fare Finder

Customize your flight search to find flights from Madison to Boston 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 junio 12, 2025.
Use the filters below to find and compare flights from Madison to Boston that are best for you.

Fly from

Madison

Fly to

Boston

Route

Depart

Return

Price

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

vie. 8/8

6:19 am-12:11 pm

1 stop4h 52m

Boston Logan Intl

vie. 8/22

5:29 am-9:18 am

1 stop4h 49m

$259

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

mar. 9/30

6:30 am-2:16 pm

2 stops6h 46m

Boston Logan Intl

lun. 10/6

6:00 am-9:55 am

1 stop4h 55m

$269

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

lun. 6/30

6:00 am-2:20 pm

1 stop7h 20m

Boston Logan Intl

lun. 7/7

5:30 am-11:11 am

1 stop6h 41m

$277

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

mié. 7/2

6:00 am-12:34 pm

1 stop5h 34m

$119

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

vie. 7/11

6:10 pm-11:53 pm

1 stop4h 43m

$130

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

mié. 7/2

2:35 pm-11:10 pm

2 stops7h 35m

$154

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

vie. 8/22

7:59 pm-11:14 am

2 stops14h 15m

$238

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

mié. 7/2

10:19 am-7:12 am

2 stops19h 53m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Best time to book a flight from Madison to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston

How far ahead should I book a flight from Madison to Boston?

Use this chart to determine the optimal time to book a round-trip flight from Madison to Boston. Price data was last updated on June 9, 2025.

To ensure you get the cheapest price possible for a flight from Madison to Boston, you should look to book at least 87 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Madison to Boston (average of $218). Flying from Madison to Boston in June is currently the most expensive (average of $306). 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 BOS?

Find hourly flight availability from Madison to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 12, 2025.

It’s optimal to fly from Madison to Boston in the afternoon. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight in the morning.

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boston 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 Boston when rainfall is around 3.1 in.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boston, 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 Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated junio 12, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and American Airlines from Madison to Boston to help guide your decision. 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
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

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
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

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
8,790 reviews
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

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
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

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!
Frontier
6.0
Okay
3,295 reviews
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

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 Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Madison to Boston round-trip?

    American Airlines, at $259, was found to be the cheapest airline from Madison to Boston.Alternate airlines to your destination round-trip include United Airlines and Delta. These flights start at 42% lower than the current average price 3 months from now.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $119. Users have also found prices from $130 and $154 on Delta and United Airlines, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Madison to Boston (average of $218). Flying from Madison to Boston in June is currently the most expensive (average of $306). 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
Cambridge
Medford
Watertown
Warwick
Waltham
Framingham
Seabrook
Cranston
Randolph
Chestnut Hill
Lowell
Chelsea
Marlborough
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea

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Top 3 airlines flying from Madison to Boston

Discover the top 3 airlines that operate flights from Madison to Boston. 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$258Average$490FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$277Average$418FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$297Average$455FlexibilityNo cancel feeOn-time69%

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