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$130+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BOS
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
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 Wednesday or Saturday and return on a Wednesday

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 April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$259
(Delta)

One-way from

$130
(American Airlines)

Popular in

February

Cheapest in

September

Average price

$435

Good round-trip deal

$3,267 or less
Provider with most accurate pricing for Madison Truax Field-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Boston Logan Intl flights.
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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. 8% potential increase in price ($43 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 April 2025
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Price to beat on a round-trip flight from Madison Truax Field to Boston Logan Intl.
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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 April 3, 2025.

This Delta deal was found by Cheapflights users on 4/3. 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 9/107:00 amMSN - BOS
1 stop7h 22mDelta
Tue 9/1611:00 amBOS - MSN
1 stop5h 07mDelta
Deal found 4/3$259
This American Airlines deal was found by Cheapflights users on 4/3. 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 9/116:16 amMSN - BOS
1 stop4h 54mAmerican Airlines
Wed 9/178:04 amBOS - MSN
1 stop4h 47mAmerican Airlines
Deal found 4/3$289
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Mon 4/285:30 pmMSN - BOS
1 stop6h 28mUnited Airlines
Wed 4/3012:45 pmBOS - MSN
2 stops7h 12mUnited Airlines
Deal found 4/2$298
This Mytrip deal was found by Cheapflights users on 4/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1110:10 amMSN - BOS
1 stop26h 03mMultiple Airlines
Sun 4/136:15 amBOS - MSN
1 stop27h 24mMultiple Airlines
Deal found 4/2$457

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 April 3, 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

Wed 9/10

7:00 am-3:22 pm

1 stop7h 22m

Boston Logan Intl

Tue 9/16

11:00 am-3:07 pm

1 stop5h 07m

$259

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 9/11

6:16 am-12:10 pm

1 stop4h 54m

Boston Logan Intl

Wed 9/17

8:04 am-11:51 am

1 stop4h 47m

$289

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Mon 4/28

5:30 pm-12:58 am

1 stop6h 28m

Boston Logan Intl

Wed 4/30

12:45 pm-6:57 pm

2 stops7h 12m

$298

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 8/6

4:34 pm-10:32 pm

1 stop4h 58m

$130

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 8/6

6:30 am-6:56 pm

2 stops11h 26m

$170

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 4/9

9:48 am-11:46 pm

1 stop12h 58m

$229

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Mon 4/21

5:00 am-11:59 pm

2 stops17h 59m

$563

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Compare providers for flights from Madison to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Boston in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 March 28, 2025.

To ensure you get the cheapest price possible for a flight from Madison to Boston, you should look to book at least 27 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 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 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 April 3, 2025.

It’s optimal to fly from Madison to Boston in the afternoon. By choosing this option you can save up to 28% 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 April 3, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta and United 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.
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,825 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,897 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,619 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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?

    Delta, at $259, was found to be the cheapest airline from Madison to Boston.Alternate airlines to your destination round-trip include American Airlines and United Airlines. These flights start at 44% 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 $130. Users have also found prices from $170 and $563 on United Airlines and Alaska Airlines, respectively.

  • What are the cheapest flights from Madison to Boston?

    Looking for the cheapest flight from Madison to Boston? While on average our users pay $3,267, our data indicates the cheapest price to be $3,265. The most popular route (Madison Truax Field - Boston Logan Intl), is priced around $259.

  • 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 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

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Warwick
Marlborough
Waltham
Cambridge
Framingham
Chestnut Hill
Seekonk
Randolph
Brockton
Lowell
West Yarmouth
Woburn
Somerville
Saco
Burlington
Smithfield
Salem
Chelsea
Seabrook
Brookline

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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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$276Average$468FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$295Average$422FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$297Average$465FlexibilityNo cancel feeOn-time69%

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