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$209 Cheap Flights from Boston (BOS) to Madison (MSN)

View $209 flight on Wed, Dec 2, 2026Opens 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 $209 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
Fri, Sep 11 - Sat, Sep 12
BOS
Boston
MSN
Madison
$323 Roundtrip, found 6 days ago
$323
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Sep 11 from Boston to Madison, returning Sat, Sep 12, priced at $323 found 6 days ago
Delta
Wed, Sep 30 - Sat, Oct 3
BOS
Boston
MSN
Madison
$323 Roundtrip, found 1 day ago
$323
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 30 from Boston to Madison, returning Sat, Oct 3, priced at $323 found 1 day ago
Delta
Sat, Dec 19 - Tue, Jan 19
BOS
Boston
MSN
Madison
$333 Roundtrip, found 13 hours ago
$333
Roundtrip
found 13 hours ago
Select Delta flight, departing Sat, Dec 19 from Boston to Madison, returning Tue, Jan 19, priced at $333 found 13 hours ago
United
Sat, Dec 19 - Tue, Jan 19
BOS
Boston
MSN
Madison
$343 Roundtrip, found 13 hours ago
$343
Roundtrip
found 13 hours ago
Select United flight, departing Sat, Dec 19 from Boston to Madison, returning Tue, Jan 19, priced at $343 found 13 hours ago
United
Sat, Dec 19 - Tue, Jan 19
BOS
Boston
MSN
Madison
$348 Roundtrip, found 13 hours ago
$348
Roundtrip
found 13 hours ago
Select United flight, departing Sat, Dec 19 from Boston to Madison, returning Tue, Jan 19, priced at $348 found 13 hours ago
United
Wed, Dec 9 - Wed, Dec 16
BOS
Boston
MSN
Madison
$355 Roundtrip, found 3 days ago
$355
Roundtrip
found 3 days ago
Select United flight, departing Wed, Dec 9 from Boston to Madison, returning Wed, Dec 16, priced at $355 found 3 days ago
United
Sat, Dec 12 - Sat, Dec 19
BOS
Boston
MSN
Madison
$356 Roundtrip, found 3 days ago
$356
Roundtrip
found 3 days ago
Select United flight, departing Sat, Dec 12 from Boston to Madison, returning Sat, Dec 19, priced at $356 found 3 days ago
American Airlines
Wed, Dec 2 - Mon, Dec 7
BOS
Boston
MSN
Madison
$357 Roundtrip, just found
$357
Roundtrip
just found
Select American Airlines flight, departing Wed, Dec 2 from Boston to Madison, returning Mon, Dec 7, priced at $357 just found
United
Sat, Nov 7 - Sat, Nov 14
BOS
Boston
MSN
Madison
$359 Roundtrip, found 3 days ago
$359
Roundtrip
found 3 days ago
Select United flight, departing Sat, Nov 7 from Boston to Madison, returning Sat, Nov 14, priced at $359 found 3 days ago
United
Wed, Dec 30 - Wed, Jan 6
BOS
Boston
MSN
Madison
$360 Roundtrip, found 3 days ago
$360
Roundtrip
found 3 days ago
Select United flight, departing Wed, Dec 30 from Boston to Madison, returning Wed, Jan 6, priced at $360 found 3 days ago

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 $391
MSN
Dane County Regional
CheapestClosest
Average driving time to city center11 min
Flights from $391

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

April is typically the cheapest month to fly

From $272 - $495 per traveler.

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

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

Travel from Boston (BOS) to Madison (MSN) with a range of airlines offering convenient options on this domestic short-haul route. Whether you prefer full-service carriers or budget-friendly airlines, you can compare various flights to Madison that align with your schedule and budget. Explore Madison’s renowned attractions and neighborhoods while finding essential information about flights from Logan International Airport to Dane County Regional Airport.

  • Fastest flight duration: around 2h 45m 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–$470, depending on seasonality and how far ahead you book

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

Based on the latest traveler bookings, here are the top airlines flying from Boston to Madison, favored for both one-stop and non-stop flights. Popular layover options include O'Hare International Airport (ORD) with a layover of about 1 hour and 15 minutes, Ronald Reagan Washington National Airport (DCA) also around 1 hour and 15 minutes, and Detroit Metropolitan Wayne County Airport (DTW) with a layover of approximately 1 hour. These choices allow you to balance price, total travel time, and cabin class to create the ideal itinerary.

  • American Airlines: This comprehensive airline provides both non-stop and one-stop flights, with one-way fares generally falling between $125 and $430. It operates roughly 48% of departures along this route, typically featuring an in-flight duration of 4 hours and a total travel time of about 5 hours and 15 minutes.
  • United: As another full-service option, United offers one-stop flights with one-way fares usually ranging from $135 to $505. It makes up approximately 26% of departures on this route, with an in-flight time of 4 hours and a total duration, including layover, of around 5 hours and 15 minutes.
  • Delta: Delta also presents a full-service experience with both non-stop and one-stop options, where one-way fares typically vary from $125 to $570. This airline accounts for about 25% of the departures on this route, featuring a standard flight time of 4 hours and a total travel duration of roughly 5 hours and 15 minutes.

Travelers flying from Boston to Madison can enhance their journey by upgrading their flight. Delta provides both first class and premium economy class options, while American Airlines exclusively offers first class.

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

The most popular months for travelers flying from Boston to Madison are April, July, and August, when peak temperatures in Madison reach up to 71.6°F in July. If you prefer quieter travel, consider February, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 20.7°F. For better deals, August usually offers the lowest average one-way fare around $202. Flight availability peaks in August, with approximately 28 flights per week, making it easier to find convenient departure times. January has the fewest flights, with approximately 13 flights per week.

  • Cheapest time to fly: August usually offers good deals with average one-way fare around $202, roughly 17% cheaper than the yearly average.
  • Another budget-friendly time to fly: September typically offers an average one-way fare of around $210.
  • Most flight options: August has the highest number of flights from Boston to Madison, with approximately 28 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January18.7°F (-7.4°C)Slightly Low13$274
February20.7°F (-6.3°C)Slightly Low15$247
March34.7°F (1.5°C)Average15$292
April45.3°F (7.4°C)Slightly High16$289
May57.9°F (14.4°C)Average17$236
June67.6°F (19.8°C)Average20$230
July71.6°F (22.0°C)Slightly High25$249
August69.8°F (21.0°C)Slightly High28$202
September62.8°F (17.1°C)Average23$210
October50.0°F (10.0°C)Average23$236
November37.0°F (2.8°C)Average23$225
December26.6°F (-3.0°C)Slightly Low17$260

*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 Boston (BOS) to Madison (MSN)

  • Boston to Appleton (BOS-ATW): Located approximately 88 miles from Dane County Regional Airport (MSN), Appleton International Airport (ATW) serves as a key destination on this route. One-way economy ticket prices generally fall between $125 and $430, influenced by the time of year and advance booking. Travelers can expect primarily one-stop flight options, with common layover points being O'Hare International Airport (ORD) and Detroit Metropolitan Wayne County Airport (DTW). Major airlines operating this route include Delta and American Airlines, and first-class service is also available.

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

Getting some of the best deals on flights from Boston to Madison 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 is also when most travelers make their reservations. Morning departures, between 5 am and 12 pm, tend to offer the lowest prices and are the most popular times to fly. Additionally, traveling on Tuesday generally results in cheaper fares, while Friday remains the most popular travel day.
  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 Dane County Regional Airport from Logan International Airport

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

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Madison, with private rides that can be arranged in advance.
  • Car rental: Renting a car from Dane County Regional Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Dane County Regional 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 Dane County Regional Airport, Madison Station, a train station, is located about 7.2 miles away by car, while Madison Dutch Mill Park and Ride, a bus station, is situated approximately 9.2 miles away by car, providing convenient options for onward travel.

Frequently asked questions

How much does a flight from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) cost?
You can find cheap one-way flights from $209 and cheap return flights from $323 Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) with Expedia. One-way flights generally range between $139 and $632, and roundtrip flights usually range from $326 to $1100. 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 Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) 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 Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
September is the cheapest month to fly from Boston (BOS) to Madison (MSN), with average round-trip fares around $351. This is about 15% lower than the average price throughout the year, as travel demand tends to decrease after the summer. Other budget-friendly months to consider are January and August.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
Choose from 2 airlines operating direct flights from BOS to MSN:

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

What is the cheapest airline that flies from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
Delta is one of the cheapest airlines offering nonstop flights from Logan Intl. (BOS) to Dane County Regional (MSN), with round-trip tickets starting from around $276. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
To find a cheap flight from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional), 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 Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
The best airline to fly with from Boston, MA (BOS) to Madison, WI (MSN) will differ from traveler to traveler. If you like to fly early, Delta offers early morning flights. If price is the most important factor, Delta typically offers the lowest fares. American Airlines offers the most daily flights from BOS to MSN, 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 Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
For flights from Boston (BOS) to Madison (MSN), September and January are the best months to consider, with average return flight prices around $351. September offers beautiful fall scenery, while January provides a quieter travel experience, ideal for those looking to escape the hustle and bustle.*Prices based on flights available on Expedia in the last year.
How many flights per day from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
There are approximately 1 nonstop flights per day from Logan Intl. (BOS) to Dane County Regional (MSN). For more options, look at flights that include layovers.
What is the earliest flight from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from BOS to MSN. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
The most popular departure times for flights from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) are in the early morning, from 6am to 9am. About 24% of passengers prefer this time window. Many major carriers, including American Airlines and United Airlines, offer flights during this window. This timing works well because it allows you to maximize your day in Madison upon arrival.
How long does it take to fly from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
Flying nonstop from BOS to MSN takes around 3 hours, with the route covering approximately 930 miles. Flights with a layover typically take 2 hours 20 minutes 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 Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
You can fly first class between BOS and MSN. First class cabins are available on:

  • United Airlines
  • Delta Air Lines
  • American Airlines

How do I earn miles on a Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) flight with Expedia?
It's easy to earn miles on a Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) 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 Madison from Logan Intl. (BOS)?
From Logan Intl. (BOS), you can fly into Dane County Regional (MSN) to reach Madison. Some flights may connect through major hubs like Liberty Intl. (EWR), Washington Dulles Intl. (IAD), Ronald Reagan Washington National (DCA) before reaching Madison. 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 Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) at the last minute?
Typically, booking a last minute flight from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) 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 Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) flight and hotel package?
Securing a Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) Madison 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 Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
If you booked your Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) 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
Logan Intl.
Destination airport
Dane County Regional
Airlines serving
American Airlines, Delta, United
Roundtrip price
$323
Distance
929 mi
Average flight time
1 hour 49 mins

Book with confidence

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 September. 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 2026. You can also book with separate airlines for your outbound and return journeys, from $209 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.

 

Boston to Madison Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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