$204 Cheap Flights from Madison (MSN) to Boston (BOS)

View $204 flight on Tue, Jun 23, 2026Opens in a new window

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

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Cheap Flights from Madison to Boston (MSN-BOS)

Prices were available within the past 7 days and start at $204 for one-way flights and $313 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Jul 8 - Wed, Jul 15
MSN
Madison
BOS
Boston
$313 Roundtrip, found 7 hours ago
$313
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Jul 8 from Madison to Boston, returning Wed, Jul 15, priced at $313 found 7 hours ago
American Airlines
Sat, Oct 24 - Sat, Oct 31
MSN
Madison
BOS
Boston
$323 Roundtrip, found 8 hours ago
$323
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sat, Oct 24 from Madison to Boston, returning Sat, Oct 31, priced at $323 found 8 hours ago
American Airlines
Tue, May 19 - Sat, May 23
MSN
Madison
BOS
Boston
$333 Roundtrip, found 4 hours ago
$333
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, May 19 from Madison to Boston, returning Sat, May 23, priced at $333 found 4 hours ago
Delta
Wed, Sep 9 - Sun, Sep 13
MSN
Madison
BOS
Boston
$337 Roundtrip, found 9 hours ago
$337
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, Sep 9 from Madison to Boston, returning Sun, Sep 13, priced at $337 found 9 hours ago
United
Tue, May 19 - Sat, May 23
MSN
Madison
BOS
Boston
$338 Roundtrip, found 4 hours ago
$338
Roundtrip
found 4 hours ago
Select United flight, departing Tue, May 19 from Madison to Boston, returning Sat, May 23, priced at $338 found 4 hours ago
Delta
Thu, Jul 9 - Wed, Jul 15
MSN
Madison
BOS
Boston
$347 Roundtrip, found 7 hours ago
$347
Roundtrip
found 7 hours ago
Select Delta flight, departing Thu, Jul 9 from Madison to Boston, returning Wed, Jul 15, priced at $347 found 7 hours ago
United
Tue, May 19 - Sat, May 23
MSN
Madison
BOS
Boston
$349 Roundtrip, found 4 hours ago
$349
Roundtrip
found 4 hours ago
Select United flight, departing Tue, May 19 from Madison to Boston, returning Sat, May 23, priced at $349 found 4 hours ago
United
Tue, Apr 28 - Sat, May 2
MSN
Madison
BOS
Boston
$351 Roundtrip, found 6 hours ago
$351
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Apr 28 from Madison to Boston, returning Sat, May 2, priced at $351 found 6 hours ago
United
Tue, May 19 - Sat, May 23
MSN
Madison
BOS
Boston
$353 Roundtrip, found 4 hours ago
$353
Roundtrip
found 4 hours ago
Select United flight, departing Tue, May 19 from Madison to Boston, returning Sat, May 23, priced at $353 found 4 hours ago
United
Sat, Jul 4 - Wed, Jul 8
MSN
Madison
BOS
Boston
$354 Roundtrip, found 17 hours ago
$354
Roundtrip
found 17 hours ago
Select United flight, departing Sat, Jul 4 from Madison to Boston, returning Wed, Jul 8, priced at $354 found 17 hours ago

Alternative airports near Boston

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

Select flight to Logan Intl. BOS. Cheapest and Closest option available. Average driving time to city center is 7 minutes. Flights from $558
BOS
Logan Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $558

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

August is typically the cheapest month to fly

From $228 - $387 per traveler.

Frequently asked questions

How much does a flight from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.) cost?
You can find cheap one-way flights from $204 and cheap return flights from $313 Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.) with Expedia. One-way flights typically cost between $131 and $657, and return flights often range between $327 and $1238. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
January is the cheapest month to fly from Madison (MSN) to Boston (BOS), with average round-trip fares around $327. This price is about 16% lower than the average throughout the year, as travel demand typically drops after the holiday season. Other budget-friendly months to consider are February and September.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
Choose from 2 airlines operating direct flights from MSN to BOS:

  • Delta operates around 7 direct flights from MSN to BOS every week
  • American Airlines operates around 7 direct flights from MSN to BOS every week

How do I find cheap flights from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
To find a cheap flight from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
The best airline to fly with from Madison, WI (MSN) to Boston, MA (BOS) will differ from traveler to traveler. If you like to fly early, Delta offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. United offers the most daily flights from MSN to BOS, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
The best time to fly from Madison to Boston is usually in January or September. You can find return flights for about $327 during these months, which are the cheapest times to travel. While October and August are popular months, flying in January or September can help you save money while still enjoying a good travel experience.*Prices based on flights available on Expedia in the last year.
How many flights per day from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
You can find approximately 1 nonstop flights per day from Dane County Regional (MSN) to Logan Intl. (BOS). For more options, look at flights that include layovers.
What is the earliest flight from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
The earliest flight from Dane County Regional (MSN) to Logan International Airport (BOS) typically departs at around 5:00 AM, operated by American Airlines. This early start can be beneficial for travelers looking to make the most of their day in Boston. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
When flying from Madison, WI (MSN) to Boston, MA (BOS), the most popular departure times are from 6am to 9am. This time window captures around 42% of total traffic, indicating a strong preference among travelers for morning flights. American Airlines, United Airlines, and Delta Airlines are among the carriers offering flights during this busy period.
How long does it take to fly from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
Flying nonstop from MSN to BOS takes around 2 hours 30 minutes, with the route covering approximately 930 miles. Flights with a layover typically take 3 hours longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
Select the "Business class" and "First class" filters when looking for MSN to BOS flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How much is a business class flight from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
A non-stop, one-way business class flight from Madison, WI (MSN) to Boston, MA (BOS) is usually around $423 - $673 per adult in economy/coach class. Prices often fluctuate based on seasonality and how early you book. You may also be able to find a cheaper business class journey between Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.) if you opt for a connecting flight.*Prices based on flights available on Expedia in the last year.
How do I earn miles on a Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.) flight with Expedia?
It's easy to earn miles on a Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Boston from Dane County Regional (MSN)?
If you're planning to travel to Boston from Dane County Regional (MSN), you can fly into Logan Intl. (BOS) Some flights may connect through major hubs like O'Hare Intl. (ORD), Minneapolis - St. Paul Intl. (MSP), Detroit Metropolitan Wayne County (DTW) before reaching Boston. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.) at the last minute?
Typically, booking a last minute flight from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.) flight and hotel package?
Securing a Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.) Boston Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.)?
If you booked your Madison, WI (MSN-Dane County Regional) to Boston, MA (BOS-Logan Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Dane County Regional
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$313
Distance
929 mi

Book with confidence

Madison to Boston Flights

The cheapest times to fly from Madison to Boston

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 Madison to Boston are during the month of July. You can find some of the cheapest flights from Madison to Boston with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Madison to Boston

Sunday is one of the best days to book for cheap flights from Madison to Boston: 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 Madison to Boston

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 Madison to Boston in 2026. You can also book with separate airlines for your outbound and return journeys, from $204 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 Madison to Boston 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 Madison to Boston 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.

 

Madison to Boston Flights

*Flight schedules are subject to change.

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*Available to One Key members.