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$130+ Cheap flights from Boston to Madison (BOS - 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MSN
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Madison Truax Field are usually found in August or July, booked 56 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap flight deals from Boston to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Madison (MSN). 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 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$259
(United Airlines)

One-way from

$130
(Delta)

Popular in

January

Cheapest in

August

Average price

$530
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 Boston Logan Intl to Madison Truax Field
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One-way flight from Boston Logan Intl to Madison Truax Field
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Highest demand for flights based on searches. 10% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Boston to Madison

Cheapest flights from Boston to Madison
Explore the most affordable flight options available from Boston to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This United Airlines deal was found by Cheapflights users on 4/22. 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 5/147:45 amBOS - MSN
1 stop7h 07mUnited Airlines
Tue 5/207:09 amMSN - BOS
1 stop4h 49mUnited Airlines
Deal found 4/22$259
This Delta deal was found by Cheapflights users on 4/22. 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 5/159:00 amBOS - MSN
1 stop6h 33mDelta
Tue 5/206:10 amMSN - BOS
1 stop5h 08mDelta
Deal found 4/22$283
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Wed 5/76:35 amBOS - MSN
1 stop9h 16mAmerican Airlines
Tue 5/138:31 amMSN - BOS
1 stop9h 12mAmerican Airlines
Deal found 4/23$295

Cheapflights Fare Finder

Customize your flight search to find flights from Boston 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 April 24, 2025.
Use the filters below to find and compare flights from Boston to Madison that are best for you.

Fly from

Boston

Fly to

Madison

Route

Depart

Return

Price

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 5/14

10:00 am-2:33 pm

1 stop5h 33m

Madison Truax Field

Tue 5/20

6:00 am-2:12 pm

1 stop7h 12m

$259

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 5/7

6:35 am-2:51 pm

1 stop9h 16m

Madison Truax Field

Tue 5/13

8:31 am-6:43 pm

1 stop9h 12m

$295

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 5/14

5:30 am-12:12 pm

2 stops7h 42m

Madison Truax Field

Tue 5/20

2:27 pm-7:48 pm

1 stop4h 21m

$330

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Thu 5/29

5:45 am-10:21 am

1 stop5h 36m

$130

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 8/12

5:30 am-11:43 am

2 stops7h 13m

$135

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Mon 8/4

8:26 am-12:29 pm

1 stop5h 03m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Compare providers for flights from Boston to Madison

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 Boston to Madison in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust 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 Boston-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Madison flights, Cheapflights users trust eDreams the most. eDreams 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 Boston-Madison 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 Boston to Madison

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

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

Use this chart to determine the optimal time to book a round-trip flight from Boston to Madison. Price data was last updated on April 18, 2025.

The price you pay for your flight from Boston to Madison may vary depending on when you book. For the best chance of a lower fare, look to book 56 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Boston to Madison (average of $338). Flying from Boston to Madison in June is currently the most expensive (average of $423). 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 BOS to MSN?

Find hourly flight availability from Boston 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 April 24, 2025.

A simple way to save on the total cost of your ticket is to fly from Boston to Madison at noon. If you’re flexible enough to do this you can expect to save up to 39% on your trip compared to booking a flight in the afternoon.

Rainfall in Madison by month

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

In terms of precipitation, rainfall in Madison ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Madison when rainfall is around 1.2 in.

Temperature in Madison by month

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

If weather is an important factor for your trip to Madison, 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 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

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 April 24, 2025.
Get a feel of what it's like to fly with Delta, United Airlines and American Airlines from Boston to Madison by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Boston to Madison. 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 Boston to Madison round-trip?

    According to our current data, United Airlines ($259), Delta ($283), and American Airlines ($295) offers the cheapest pricing from Boston to Madison. United Airlines is priced at 47% lower than the current average price of a flight leaving 3 months from now.

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

    $130 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $135 and $199, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Boston to Madison (average of $338). Flying from Boston to Madison in June is currently the most expensive (average of $423). 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 Boston?

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

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Alternative routes for Boston to Madison

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Top 3 airlines flying from Boston to Madison

Discover the top 3 airlines that operate flights from Boston 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$281Average$455FlexibilityNo cancel feeOn-time71%
DeltaCheapest$296Average$507FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$298Average$534FlexibilityNo cancel feeOn-time69%

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