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CA $229 Cheap Flights from Boston (BOS) to Madison (MSN)

View CA $229 flight on Sat, Sep 5, 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 (BOS) to Madison (MSN)

Prices were available within the past 7 days and start at CA $229 for one-way flights and CA $456 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Sep 5 - Tue, Sep 8
BOS
Boston
MSN
Madison
CA $456 Roundtrip, found 6 days ago
CA $456
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 5 from Boston to Madison, returning Tue, Sep 8, priced at CA $456 found 6 days ago
American Airlines
Sat, Sep 5 - Tue, Sep 8
BOS
Boston
MSN
Madison
CA $469 Roundtrip, found 6 days ago
CA $469
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 5 from Boston to Madison, returning Tue, Sep 8, priced at CA $469 found 6 days ago
Delta
Sat, Sep 5 - Tue, Sep 8
BOS
Boston
MSN
Madison
CA $470 Roundtrip, found 6 days ago
CA $470
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Sep 5 from Boston to Madison, returning Tue, Sep 8, priced at CA $470 found 6 days ago
American Airlines
Sat, Sep 5 - Tue, Sep 8
BOS
Boston
MSN
Madison
CA $483 Roundtrip, found 6 days ago
CA $483
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 5 from Boston to Madison, returning Tue, Sep 8, priced at CA $483 found 6 days ago
Delta
Sat, Sep 5 - Tue, Sep 8
BOS
Boston
MSN
Madison
CA $497 Roundtrip, found 6 days ago
CA $497
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Sep 5 from Boston to Madison, returning Tue, Sep 8, priced at CA $497 found 6 days ago
American Airlines
Sat, Sep 5 - Tue, Sep 8
BOS
Boston
MSN
Madison
CA $518 Roundtrip, found 6 days ago
CA $518
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 5 from Boston to Madison, returning Tue, Sep 8, priced at CA $518 found 6 days ago
American Airlines
Sat, Sep 5 - Tue, Sep 8
BOS
Boston
MSN
Madison
CA $532 Roundtrip, found 6 days ago
CA $532
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 5 from Boston to Madison, returning Tue, Sep 8, priced at CA $532 found 6 days ago
Delta
Sat, Aug 22 - Tue, Aug 25
BOS
Boston
MSN
Madison
CA $563 Roundtrip, found 1 day ago
CA $563
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 22 from Boston to Madison, returning Tue, Aug 25, priced at CA $563 found 1 day ago
American Airlines
Fri, Sep 4 - Mon, Sep 7
BOS
Boston
MSN
Madison
CA $566 Roundtrip, found 6 days ago
CA $566
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Sep 4 from Boston to Madison, returning Mon, Sep 7, priced at CA $566 found 6 days ago
United
Thu, Oct 8 - Sun, Oct 11
BOS
Boston
MSN
Madison
CA $772 Roundtrip, found 19 hours ago
CA $772
Roundtrip
found 19 hours ago
Select United flight, departing Thu, Oct 8 from Boston to Madison, returning Sun, Oct 11, priced at CA $772 found 19 hours ago

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

February is typically the cheapest month to fly

From CA $356 - CA $575 per traveller.

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 one-way and return flights from BOS to MSN with Expedia. 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 our cheapest fares first, and use the Price Tracking tool to receive alerts when BOS to MSN ticket fares go up or down.
What is the cheapest month to fly from Boston, MA (BOS) to Madison, WI (MSN)?
The cheapest months to fly from Boston, MA (BOS) to Madison, WI (MSN) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
There are 2 airlines offering direct flights from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional):
  • Delta operates 7 direct flights from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) every week.
  • American Airlines operates 7 direct flights from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) every week.
How do I find cheap flights from Boston, MA (BOS) to Madison, WI (MSN)?
To find a cheap flight from Boston, MA (BOS) to Madison, WI (MSN), 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-Logan Intl.) to Madison, WI (MSN-Dane County Regional) 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 Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional), 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) to Madison, WI (MSN)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
You'll find approximately 2 nonstop flights per day from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional). For even more choices, look at flights that include layovers, as there are around 87 connecting flights per day. Some common connection points include O'Hare Intl. (ORD), Ronald Reagan Washington National (DCA), and LaGuardia (LGA).
What is the earliest flight from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
The earliest flight from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) typically departs around 5:00 AM. This service is operated by American Airlines. This is a seasonal service, active in June and July. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
You'll find the most flights from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) on Fridays, with around 63 flights available. This gives you plenty of options for your travel plans. Notably more flight options are available on Fridays compared to other days of the week. Major airlines on this route include American Airlines, Delta, and United.
What are the most popular departure times for flights from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
For flights from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional), the most popular departure times are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, United and Delta, offer flights during this window. Many travelers prefer this because it allows for an early start to your travel day, getting you to your destination with plenty of time left.
How long does it take to fly from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
A direct flight from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional) typically takes around 2 hours 48 minutes. This route covers a distance of approximately 1,497 kilometers. If you opt for a flight with one stop, your journey will usually take longer, averaging around 5 hours 18 minutes. Flights with two or more stops will extend your travel time further, typically to about 7 hours 48 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.
Can you fly business or first class from Boston, MA (BOS-Logan Intl.) to Madison, WI (MSN-Dane County Regional)?
Yes, you can fly business class or first class between BOS and MSN. You can fly business class with Delta.First class cabins are available on Delta, American Airlines, and United.
How do I earn miles on a Boston, MA (BOS) to Madison, WI (MSN) flight with Expedia?
It's easy to earn miles on a Boston, MA (BOS) to Madison, WI (MSN) 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, WI (MSN) from Boston, MA (BOS)?
If you're planning to travel to Madison from Logan International Airport (BOS), you can fly directly into Dane County Regional Airport (MSN). Some flights may connect through major hubs like Liberty International Airport (EWR), Washington Dulles International Airport (IAD), or Raleigh - Durham International Airport (RDU) 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) to Madison, WI (MSN) at the last minute?
Typically, booking a last minute flight from Boston, MA (BOS) to Madison, WI (MSN) 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) to Madison, WI (MSN) flight and hotel package?
Securing a Boston, MA (BOS) to Madison, WI (MSN) flight and hotel package 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
CA $455
Distance
1487 km
Average flight time
1 hour 50 mins

Book with confidence

Boston to Madison Flights

The easy way to book your flights from Boston to Madison 

With Expedia, it’s simple to find and book flights to Madison from Boston whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Dane County Regional, too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Boston to Madison today, tomorrow, or this week.  

 

Save dollars with cheap flights from Logan Intl., BOS to Dane County Regional, MSN 

Sort your search results by price to find great deals on your flight from Boston to Madison—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Madison from Boston currently is just CA $456 rising to CA $772.  

Here are more money-saving tips: 

  • Fly in September when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Madison  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Madison from Boston 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Madison with Expedia today.

Boston to Madison Flights

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