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$235 Cheap Flights from Madison (MSN) to Boston (BOS)

View $235 flight on Wed, Aug 19, 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 $235 for one-way flights and $323 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Sep 23 - Wed, Sep 30
MSN
Madison
BOS
Boston
$323 Roundtrip, just found
$323
Roundtrip
just found
Select American Airlines flight, departing Wed, Sep 23 from Madison to Boston, returning Wed, Sep 30, priced at $323 just found
Delta
Wed, Sep 23 - Wed, Sep 30
MSN
Madison
BOS
Boston
$333 Roundtrip, just found
$333
Roundtrip
just found
Select Delta flight, departing Wed, Sep 23 from Madison to Boston, returning Wed, Sep 30, priced at $333 just found
United
Sat, Sep 26 - Sat, Oct 3
MSN
Madison
BOS
Boston
$343 Roundtrip, just found
$343
Roundtrip
just found
Select United flight, departing Sat, Sep 26 from Madison to Boston, returning Sat, Oct 3, priced at $343 just found
United
Sat, Sep 26 - Sat, Oct 3
MSN
Madison
BOS
Boston
$348 Roundtrip, just found
$348
Roundtrip
just found
Select United flight, departing Sat, Sep 26 from Madison to Boston, returning Sat, Oct 3, priced at $348 just found
United
Sat, Sep 26 - Sat, Oct 3
MSN
Madison
BOS
Boston
$355 Roundtrip, just found
$355
Roundtrip
just found
Select United flight, departing Sat, Sep 26 from Madison to Boston, returning Sat, Oct 3, priced at $355 just found
United
Sat, Sep 26 - Sat, Oct 3
MSN
Madison
BOS
Boston
$356 Roundtrip, just found
$356
Roundtrip
just found
Select United flight, departing Sat, Sep 26 from Madison to Boston, returning Sat, Oct 3, priced at $356 just found
Delta
Mon, Oct 19 - Sat, Oct 24
MSN
Madison
BOS
Boston
$357 Roundtrip, found 1 day ago
$357
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Oct 19 from Madison to Boston, returning Sat, Oct 24, priced at $357 found 1 day ago
United
Tue, Oct 13 - Wed, Oct 21
MSN
Madison
BOS
Boston
$359 Roundtrip, found 21 hours ago
$359
Roundtrip
found 21 hours ago
Select United flight, departing Tue, Oct 13 from Madison to Boston, returning Wed, Oct 21, priced at $359 found 21 hours ago
United
Tue, Sep 22 - Tue, Sep 29
MSN
Madison
BOS
Boston
$360 Roundtrip, just found
$360
Roundtrip
just found
Select United flight, departing Tue, Sep 22 from Madison to Boston, returning Tue, Sep 29, priced at $360 just found
United
Sat, Oct 24 - Tue, Oct 27
MSN
Madison
BOS
Boston
$361 Roundtrip, found 1 day ago
$361
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 24 from Madison to Boston, returning Tue, Oct 27, priced at $361 found 1 day 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 $483
BOS
Logan Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $483

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

February is typically the cheapest month to fly

From $250 - $326 per traveler.

What you need to know for your flight from Dane County Regional to Logan Intl.

Madison (MSN) to Boston (BOS) at a glance

Travel from Madison (MSN) to Boston (BOS) with a selection of airlines offering convenient routes on this domestic short-haul journey. Discover options for nonstop flights to Boston as you compare itineraries from full-service carriers that align with your budget and schedule. Whether you're eager to explore Boston's iconic attractions or its charming neighborhoods, find essential information for flights from Dane County Regional Airport to Logan International Airport.

  • Fastest flight duration: around 2h 30m non-stop
  • Route distance: roughly 900 miles (1,450 km)
  • Flights per week: around 15+ flights with multiple daily departures on average
  • Typical fares (one-way): economy tickets often range from $125–$435, depending on seasonality and how far ahead you book

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

Recent traveler bookings reveal the top airlines flying from Madison to Boston, featuring both non-stop and one-stop flights. Common layover options include O'Hare International Airport (ORD) with a layover of about 1 hour and 15 minutes, Philadelphia International Airport (PHL) also around 1 hour and 15 minutes, and LaGuardia Airport (LGA) for approximately 1 hour and 15 minutes. This variety allows you to mix and match factors like price, total travel time, and cabin class to find the ideal itinerary.

  • American Airlines: This full-service airline provides both non-stop and one-stop flights, with one-way prices usually falling between $125 and $390. It represents around 53% of the departures for this route, featuring a typical one-stop flight duration of 3 hours and 45 minutes, leading to an overall travel time of about 5 hours.
  • United: Another full-service option, United offers one-stop flights with one-way fares generally ranging from $125 to $475. Approximately 25% of the departures on this route are operated by United, with an in-flight time of 3 hours and 45 minutes, resulting in a total travel duration of around 5 hours, including layover time.
  • Delta: A full-service carrier, Delta provides both non-stop and one-stop services, with one-way fares typically between $125 and $490. It accounts for roughly 22% of the departures on this route, featuring a standard one-stop journey time of 3 hours and 45 minutes, leading to an overall travel time close to 5 hours.

Travelers flying from Madison to Boston can opt for an upgrade, with Delta providing both first class and premium economy service, while American Airlines offers first class seating.

Best time to fly from Madison (MSN) to Boston (BOS)

The most popular months for travelers flying from Madison to Boston are March, August, and October, when peak temperatures in Boston reach up to 72.7°F in August. If you prefer quieter travel, consider December, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 36.3°F. For better deals, September usually offers the lowest average one-way fare around $199. Flight availability peaks in August, with approximately 24 flights per week, making it easier to find convenient departure times. January has the fewest flights, with approximately 12 flights per week.

  • Cheapest time to fly: September usually offers good deals with average one-way fare around $199, roughly 15% cheaper than the yearly average.
  • More budget-friendly months to fly: August and June typically offer average one-way fares of around $214.
  • Most flight options: August has the highest number of flights from Madison to Boston, with approximately 24 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January30.0°F (-1.1°C)Moderately Low12$259
February31.5°F (-0.3°C)Moderately Low13$241
March37.9°F (3.3°C)Moderately High14$275
April48.2°F (9.0°C)Average14$241
May58.5°F (14.7°C)Average21$242
June66.6°F (19.2°C)Average19$216
July73.6°F (23.1°C)Average21$223
August72.7°F (22.6°C)Moderately High24$213
September65.7°F (18.7°C)Average22$199
October55.6°F (13.1°C)Moderately High21$219
November44.4°F (6.9°C)Average23$251
December36.3°F (2.4°C)Moderately Low18$237

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative route from Madison (MSN) to Boston (BOS)

  • Appleton to Boston (ATW-BOS): Appleton International Airport (ATW) is located approximately 88 miles from Dane County Regional Airport (MSN). One-way economy ticket prices on this route generally fall between $125 and $410, influenced by the season and how far in advance you book. Travelers can choose from both one-stop and multi-stop flights, with common layover spots at O'Hare International Airport (ORD) and Detroit Metropolitan Wayne County Airport (DTW). Major airlines on this route include American Airlines and Delta, with first-class service also offered.

How to find the best prices for flights from Madison (MSN) to Boston (BOS)

Getting some of the best deals on flights from Madison to Boston is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually found when booking 2-8 weeks in advance, which aligns with when most travelers make their reservations. Departures in the afternoon (12pm-6pm) often offer lower prices, while morning flights (5am-12pm) are the most popular. Additionally, flying on Wednesday generally provides cheaper options, even though Thursday is the preferred travel day for many.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Logan International Airport from Dane County Regional Airport

Boston welcomes travelers from Madison with a range of transport options based on price, convenience, and proximity. Here's how to reach Boston efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Boston, with private rides that can be arranged in advance.
  • Car rental: Renting a car from Logan International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Logan International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Logan International Airport, travelers will find key transport links within a short distance. Airport Station, a metro station, is about 0.9 miles away by car, while Chelsea Station, a train station, is located approximately 2.8 miles from the airport. Additionally, Boston Seaport, a seaport, is about 3.1 miles away by car.

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 $235 and cheap return flights from $323 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
$323
Distance
929 mi
Average flight time
3 hours 34 mins

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 September. 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 $235 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.

*Available to One Key members.

 

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