$126 Cheap Flights from Boston (BOS) to Madison (MSN)

View $126 flight on Sat, Nov 1, 2025Opens in a new window

Popular airlines from Logan International Airport (BOS) to Dane County Regional Airport (MSN)

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Cheap Flights from Boston to Madison (BOS-MSN)

Prices were available within the past 7 days and start at $126 for one-way flights and $251 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Nov 8 - Tue, Nov 11
BOS
Boston
MSN
Madison
$251 Roundtrip, found 4 hours ago
$251
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Nov 8 from Boston to Madison, returning Tue, Nov 11, priced at $251 found 4 hours ago
Delta
Sat, Nov 8 - Tue, Nov 11
BOS
Boston
MSN
Madison
$251 Roundtrip, found 4 hours ago
$251
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Nov 8 from Boston to Madison, returning Tue, Nov 11, priced at $251 found 4 hours ago
United
Sat, Nov 8 - Tue, Nov 11
BOS
Boston
MSN
Madison
$251 Roundtrip, found 4 hours ago
$251
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Nov 8 from Boston to Madison, returning Tue, Nov 11, priced at $251 found 4 hours ago
American Airlines
Wed, Feb 18 - Tue, Feb 24
BOS
Boston
MSN
Madison
$253 Roundtrip, found 3 days ago
$253
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Feb 18 from Boston to Madison, returning Tue, Feb 24, priced at $253 found 3 days ago
United
Sat, Nov 8 - Tue, Nov 11
BOS
Boston
MSN
Madison
$255 Roundtrip, found 4 hours ago
$255
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Nov 8 from Boston to Madison, returning Tue, Nov 11, priced at $255 found 4 hours ago
United
Sat, Nov 8 - Tue, Nov 11
BOS
Boston
MSN
Madison
$256 Roundtrip, found 4 hours ago
$256
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Nov 8 from Boston to Madison, returning Tue, Nov 11, priced at $256 found 4 hours ago
United
Sat, Nov 8 - Tue, Nov 11
BOS
Boston
MSN
Madison
$258 Roundtrip, found 4 hours ago
$258
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Nov 8 from Boston to Madison, returning Tue, Nov 11, priced at $258 found 4 hours ago
United
Tue, Nov 11 - Wed, Nov 12
BOS
Boston
MSN
Madison
$259 Roundtrip, found 2 days ago
$259
Roundtrip
found 2 days ago
Select United flight, departing Tue, Nov 11 from Boston to Madison, returning Wed, Nov 12, priced at $259 found 2 days ago
United
Wed, Nov 12 - Sun, Nov 16
BOS
Boston
MSN
Madison
$260 Roundtrip, found 1 day ago
$260
Roundtrip
found 1 day ago
Select United flight, departing Wed, Nov 12 from Boston to Madison, returning Sun, Nov 16, priced at $260 found 1 day ago
United
Sat, Nov 8 - Mon, Nov 10
BOS
Boston
MSN
Madison
$261 Roundtrip, found 15 hours ago
$261
Roundtrip
found 15 hours ago
Select United flight, departing Sat, Nov 8 from Boston to Madison, returning Mon, Nov 10, priced at $261 found 15 hours ago

Find the cheapest month to fly from Boston (BOS) to Madison (MSN)

August is typically the cheapest month to fly

From $228 - $368 per traveler.

Alternative airports near Madison

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Dane County Regional MSN. Cheapest and Closest option available. Average driving time to city center is 11 minutes. Flights from $270
MSN
Dane County Regional
CheapestClosest
Average driving time to city center11 min
Flights from $270
Flights from Boston (BOS) to Madison (MSN)
Origin airport
Logan Intl.
Destination airport
Dane County Regional
Airlines serving
American Airlines, Delta, United
Roundtrip price
$250
Distance
929 mi

Boston to Madison Flights

The cheapest times to fly from Boston to Madison

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Boston to Madison are during the month of November. You can find some of the cheapest flights from Boston to Madison with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Boston to Madison

Sunday is one of the best days to book for cheap flights from Boston to Madison: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Boston to Madison

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Boston to Madison in 2025. You can also book with separate airlines for your outbound and return journeys, from $126 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Boston to Madison flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Boston to Madison airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Logan Intl. Airport (BOS) to Dane County Regional Airport (MSN) cost?
Get a cheap one-way flight from $126 or cheap return flight from $251 from Logan Intl. Airport (BOS) to Dane County Regional Airport (MSN) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Logan Intl. Airport (BOS) to Dane County Regional Airport (MSN)?
Planning your trip for November is a good way to save, as it's the cheapest month for flights between BOS and MSN. You'll usually find the lowest fares during the off-season.
What is the cheapest airline that flies from Logan Intl. Airport (BOS) to Dane County Regional Airport (MSN)?
To find the cheapest airline flying from BOS to MSN, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Logan Intl. Airport (BOS) to Dane County Regional Airport (MSN)?
Nonstop flights from Logan Intl. Airport (BOS) to Dane County Regional Airport (MSN) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from BOS to MSN?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Keep in mind that flight schedules can change depending on a number of factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from BOS to MSN?
United Airlines has the strongest track record for on-time direct flights from Logan Intl. Airport (BOS) to Dane County Regional Airport (MSN), with an on-time score of 100%. Use the Expedia App to view your journey status before you go and get notified of any trip changes.
What is the best time to fly from Logan Intl. Airport (BOS) to Dane County Regional Airport (MSN)?
Opt for a flight from Logan Intl. Airport (BOS) to Dane County Regional Airport (MSN) that leaves before 3 PM to reduce the risk of cancellations. Departures later than this have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Logan Intl. Airport (BOS) to Dane County Regional Airport (MSN) last-minute?
Last-minute fares from BOS to MSN are usually more expensive. For the lowest prices, start searching for flights as soon as possible. That being said, if your travel plans are flexible, you may land a cheap fare right before you leave.
Is it cheaper to book a BOS to MSN flight and hotel package?
Opting for a BOS to MSN flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Choose from our wide range of hotels and then add flights, activities and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Logan Intl. Airport (BOS) to Dane County Regional Airport (MSN)?
You can usually reschedule or cancel your BOS to MSN flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more details on our Customer Service portal.

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*Available to One Key members.