Cheap Flights from Boston Logan International to Madison

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Compare Boston Logan International to Madison flight deals

Find the cheapest month or even day of the year to fly to Madison

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Flight deals from Boston Logan International to Madison

Looking for a cheap last-minute deal or the best return flight from Boston Logan International Airport to Madison Airport? If you want to travel next month, return fares start from $551. Find the lowest prices on one-way and return tickets right here.

Madison.$550 per passenger.Departing Wed, 14 Oct, returning Sat, 17 Oct.Return flight with Delta.Outbound direct flight with Delta departs from Boston Logan International on Wed, 14 Oct, arriving in Madison.Inbound direct flight with Delta departs from Madison on Sat, 17 Oct, arriving in Boston Logan International.Price includes taxes and charges.From $550, select.

Madison.$550 per passenger.Departing Tue, 3 Nov, returning Sat, 7 Nov.Return flight with Delta.Outbound direct flight with Delta departs from Boston Logan International on Tue, 3 Nov, arriving in Madison.Inbound direct flight with Delta departs from Madison on Sat, 7 Nov, arriving in Boston Logan International.Price includes taxes and charges.From $550, select.

Madison.$550 per passenger.Departing Tue, 8 Sep, returning Tue, 15 Sep.Return flight with Delta.Outbound direct flight with Delta departs from Boston Logan International on Tue, 8 Sep, arriving in Madison.Inbound direct flight with Delta departs from Madison on Tue, 15 Sep, arriving in Boston Logan International.Price includes taxes and charges.From $550, select.

Madison.$551 per passenger.Departing Wed, 6 Jan, returning Wed, 27 Jan.Return flight with Delta.Outbound direct flight with Delta departs from Boston Logan International on Wed, 6 Jan, arriving in Madison.Inbound direct flight with Delta departs from Madison on Wed, 27 Jan, arriving in Boston Logan International.Price includes taxes and charges.From $551, select.

Madison.$583 per passenger.Departing Tue, 1 Dec, returning Tue, 8 Dec.Return flight with United.Outbound indirect flight with United, departs from Boston Logan International on Tue, 1 Dec, arriving in Madison.Inbound indirect flight with United, departs from Madison on Tue, 8 Dec, arriving in Boston Logan International.Price includes taxes and charges.From $583, select.

Madison.$583 per passenger.Departing Tue, 29 Sep, returning Tue, 6 Oct.Return flight with United.Outbound indirect flight with United, departs from Boston Logan International on Tue, 29 Sep, arriving in Madison.Inbound indirect flight with United, departs from Madison on Tue, 6 Oct, arriving in Boston Logan International.Price includes taxes and charges.From $583, select.

Madison.$584 per passenger.Departing Tue, 27 Oct, returning Tue, 3 Nov.Return flight with United.Outbound indirect flight with United, departs from Boston Logan International on Tue, 27 Oct, arriving in Madison.Inbound indirect flight with United, departs from Madison on Tue, 3 Nov, arriving in Boston Logan International.Price includes taxes and charges.From $584, select.

Madison.$584 per passenger.Departing Wed, 30 Dec, returning Wed, 6 Jan.Return flight with United.Outbound indirect flight with United, departs from Boston Logan International on Wed, 30 Dec, arriving in Madison.Inbound indirect flight with United, departs from Madison on Wed, 6 Jan, arriving in Boston Logan International.Price includes taxes and charges.From $584, select.

Madison.$585 per passenger.Departing Tue, 24 Nov, returning Tue, 1 Dec.Return flight with United.Outbound indirect flight with United, departs from Boston Logan International on Tue, 24 Nov, arriving in Madison.Inbound indirect flight with United, departs from Madison on Tue, 1 Dec, arriving in Boston Logan International.Price includes taxes and charges.From $585, select.

Madison.$666 per passenger.Departing Wed, 19 Aug, returning Tue, 1 Sep.Return flight with Delta.Outbound direct flight with Delta departs from Boston Logan International on Wed, 19 Aug, arriving in Madison.Inbound direct flight with Delta departs from Madison on Tue, 1 Sep, arriving in Boston Logan International.Price includes taxes and charges.From $666, select.

Madison.$700 per passenger.Departing Wed, 26 Aug, returning Sat, 29 Aug.Return flight with United.Outbound indirect flight with United, departs from Boston Logan International on Wed, 26 Aug, arriving in Madison.Inbound indirect flight with United, departs from Madison on Sat, 29 Aug, arriving in Boston Logan International.Price includes taxes and charges.From $700, select.

Madison.$1,341 per passenger.Departing Tue, 25 Aug, returning Thu, 27 Aug.Return flight with Delta.Outbound direct flight with Delta departs from Boston Logan International on Tue, 25 Aug, arriving in Madison.Inbound direct flight with Delta departs from Madison on Thu, 27 Aug, arriving in Boston Logan International.Price includes taxes and charges.From $1,341, select.

Find the cheapest month to fly from Boston Logan International to Madison

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Boston Logan International to Madison flights are currently cheapest in September.

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Direct flights from Boston Logan International to Madison

Boston Logan International to Madison: Alternative routes

Compare routes from Boston Logan International to Madison below. You may find an airport to fly into that's cheaper, faster, or easier than Madison.

Madison

9km from central Madison

ClosestCheapest

from $550

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Boston to Madison: Flight information

The things to know before you go.

Cheapest flight found	$550
Cheapest month to fly	October
Average flight time	2 hrs, 53 mins
Most popular airline	Republic Airways
Average flights per week	34

Finding cheap flights from Boston Logan International to Madison: Frequently asked questions

How much are return flights from Boston Logan International to Madison?

The best price we found for a return flight from Boston Logan International to Madison is $550. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Boston Logan International to Madison?

2 hours and 53 minutes is the average flight time from Boston Logan International to Madison.

Which airlines fly direct from Boston Logan International to Madison?

Republic Airways, American Airlines and Delta fly direct from Boston Logan International to Madison.

How many flights are there a week from Boston Logan International to Madison?

As of August 2026, there are 34 flights per week flying from Boston Logan International to Madison.

When is the cheapest time to fly from Boston Logan International to Madison?

The cheapest month to fly from Boston Logan International to Madison is usually October.

Which upcoming date is cheapest to fly from Boston Logan International Airport to Madison Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Boston Logan International Airport to Madison Airport on Wednesday, 14 October 2026.

Can I get a direct flight from Boston Logan International Airport to Madison Airport?

Yes – the average flight time is 2 hours and 53 minutes.

How can I find the best flight deal to Madison?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Madison but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Madison?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Madison is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Boston Logan International Airport to Madison with?

Currently, Delta offers the cheapest flight tickets to Madison.

Flying from Boston Logan International Airport (BOS) to Madison Airport (MSN): what you need to know

The average length of a direct flight from Boston Logan International Airport to Madison Airport is 2 hours 50 minutes.
Pack your bags and choose from 11 weekly Boston Logan International Airport to Madison Airport flights.
Arriving two hours before an international flight and one hour ahead of a domestic departure are travel rules worth sticking to. Get to the airport on time to board your BOS to MSN flight.
Be prepared for bigger queues in popular months such as July. Arriving up to four hours in advance for international flights and two hours for domestic departures will give you ample time for security and boarding.
Jetting into Madison (and then exploring more of the United States!) is easy with Delta. This popular airline offers direct flights from Boston Logan International Airport to Madison Airport.
Most passengers choose to fly with Delta on this route.
If you want to explore another city along the way, just deselect 'Direct flights only' when searching for your ticket from Boston Logan International Airport to Madison Airport. Here are the top stopovers between BOS and MSN:
- Chicago O'Hare International Airport
- Detroit Wayne County Airport
- Washington Ronald Reagan Airport

How to find the cheapest flights from Boston Logan International Airport (BOS) to Madison Airport (MSN)

Currently, $292 is the cheapest price we've seen for a one-way Boston Logan International Airport to Madison Airport flight. The best price for a return plane ticket is $550. Remember that fares may change due to availability at the time of booking.
To score cheap tickets from BOS to MSN, book early. Airlines usually offer lower fares when flights are first released.
If you can be flexible with your trip dates, use the 'Whole month' search function. It'll show you the cheapest price across each month when searching for your flight from Boston Logan International Airport to Madison Airport.
Finding cheap flights from BOS to MSN couldn't be easier with Price Alerts. Simply set up one of these automatic alerts and we'll get in touch when there's a better deal.
Tailor your flights with filters. Choose your ideal departure and arrival times, total journey duration and airlines. You can also sort results by 'Cheapest,' 'Fastest' or 'Best' flights from Boston Logan International Airport to Madison Airport.

Handy information about Boston Logan International Airport (BOS)

BOS is located at One Harborside Drive.
Of all flights departing from Boston Logan International Airport, 75% touch down on time at their destination.
To reach Boston Logan International Airport from central Boston, it'll take around 20 minutes if you're travelling by car. Of course, this depends on traffic. It's approximately 8 kilometres from the airport to the city centre.
Planning to take public transport? You can expect a journey time of around 25 minutes.
Taking an early flight from Boston Logan International Airport to Madison Airport? Avoid the last-minute rush to the airport (and sneak in some extra precious sleep) by picking one of these hotels close to BOS:

Arriving at Madison Airport (MSN)

The last thing you need is a long trip to your hotel if you're landing late on a Boston Logan International Airport to Madison Airport flight. Book one of these accommodation options near MSN instead:
Go wherever you want, whenever you want with a Madison Airport rental car. Book your wheels from Hertz, Alamo or Enterprise and chase adventure across Madison and beyond.
To get the lowest price, reserve your vehicle from Madison Airport about two weeks before your trip.

When to fly to Madison Airport (MSN)

The quietest month for a flight from Boston Logan International Airport to Madison Airport is March, while August is the busiest. Pick the best time to go to Madison based on whether you prefer a more relaxed vibe or a faster pace.
When booking your flight from Boston Logan International Airport to Madison Airport, consider the kind of weather you enjoy. July is the warmest month in Madison, with the temperature ranging from 13ºC to 29ºC.
January has average temperatures of between -18ºC and 0ºC. Search for cheap tickets from BOS to MSN sometime around then if you like travelling in cooler conditions.

Explore more of the United States

Chicago is just one of the many cities in the United States waiting to be explored once you've seen Madison. Around 193 kilometres away to the south-east, top sights here include Millennium Park, Art Institute of Chicago and Willis Tower.
Around 451 kilometres south-east of Madison, Indianapolis is another essential stop in the United States. Experience this destination's highlights firsthand at Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.