Which airport is the most popular layover for flights between Boston and Madison?

Chicago (ORD) was the most common stop: 33% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest travel time from Boston to Madison?

Flights connecting via Philadelphia (PHL) have the shortest average one-way travel time: 4h 39m.

What airlines fly to Madison?

Delta, American Airlines and JetBlue are the top three most popular airlines that fly to Madison from Boston according to our data. Delta is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Madison. Keep in mind that there are 5 different airlines that fly to Madison on a routine basis, so you have a few additional options to choose from.

Which layover airport offers the lowest fares from Boston to Madison?

Flights via Chicago (ORD) offer the lowest average round-trip price of $334.

Which layover airport has the shortest connection time from Boston to Madison?

Philadelphia (PHL) has the shortest average layover time for this route: 0h 40m.

What is the cheapest airline that flies from Boston Logan Intl to Madison Truax Field?

Delta and United Airlines are the most popular carriers operating from Boston Logan Intl to Madison Truax Field

When did momondo last update prices for flights from Boston Logan Intl Airport to Madison Truax Field Airport?

Prices for flights from Boston Logan Intl Airport to Madison Truax Field Airport were last updated today.

How many operators does momondo search for flights from Boston Logan Intl Airport to Madison Truax Field Airport?

As of March 2026, there are 3 operators available to choose from for flights from Boston Logan Intl Airport to Madison Truax Field Airport.

How old do you have to be to fly from Boston Logan Intl Airport to Madison Truax Field Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Boston Logan Intl Airport to Madison Truax Field Airport.

What documentation or ID do you need to fly to Madison Truax Field Airport?

The travel and health documents you'll need for your trip to Madison Truax Field Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Madison Truax Field Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$166 Cheap Flights from Boston to Madison in 2026

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Find the cheapest flights from Boston to Madison

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 8:25 am

BOS

MSN

27h 25m

2 stops

6:50 pm - 11:06 am

MSN

BOS

15h 16m

1 stop

$300Multiple Airlines

Sun, May 17 - Fri, May 29

1:54 pm - 3:47 pm

BOS

MSN

2h 53mnonstop

4:25 pm - 7:59 pm

MSN

BOS

2h 34mnonstop

$313Delta

Wed, Jul 29 - Tue, Aug 11

1:54 pm - 3:47 pm

BOS

MSN

2h 53mnonstop

3:50 pm - 11:23 pm

MSN

BOS

6h 33m

1 stop

$323Delta

Wed, Jul 29 - Tue, Aug 11

4:28 pm - 9:21 pm

BOS

MSN

5h 53m

1 stop

2:25 pm - 9:59 pm

MSN

BOS

6h 34m

1 stop

$333United Airlines

Sat, Apr 25 - Sat, May 2

1:54 pm - 3:47 pm

BOS

MSN

2h 53mnonstop

4:25 pm - 7:59 pm

MSN

BOS

2h 34mnonstop

$337Delta

Tue, Aug 4 - Mon, Aug 17

6:00 am - 10:11 am

BOS

MSN

5h 11m

1 stop

3:56 pm - 11:59 pm

MSN

BOS

7h 03m

2 stops

$338United Airlines

Sat, Apr 25 - Wed, May 6

8:28 pm - 10:15 pm

BOS

MSN

2h 47mnonstop

7:55 am - 1:33 pm

MSN

BOS

4h 38m

1 stop

$347American Airlines

Wed, Jul 8 - Mon, Jul 13

6:00 am - 10:12 am

BOS

MSN

5h 12m

1 stop

3:56 pm - 11:59 pm

MSN

BOS

7h 03m

2 stops

$353United Airlines

Sat, May 16 - Tue, May 19

4:42 pm - 5:25 pm

BOS

MSN

25h 43m

1 stop

6:50 pm - 11:06 am

MSN

BOS

15h 16m

1 stop

$355Multiple Airlines

Tue, May 19 - Fri, May 29

8:03 am - 1:48 pm

BOS

MSN

6h 45m

1 stop

5:30 am - 11:32 am

MSN

BOS

5h 02m

1 stop

$357American Airlines

Fri, May 1 - Wed, May 6

United Airlines flights from Boston to Madison

Our best United Airlines deals on Boston to Madison flight tickets

United Airlines

Apr 25

BOS4:28 pmBoston Logan Intl

5h 53m

1 stop

MSN9:21 pmMadison Truax Field

May 2

MSN2:25 pmMadison Truax Field

6h 34m

1 stop

BOS9:59 pmBoston Logan Intl

$333

United Airlines

Apr 25

BOS6:00 amBoston Logan Intl

5h 11m

1 stop

MSN10:11 amMadison Truax Field

May 6

MSN3:56 pmMadison Truax Field

7h 03m

2 stops

BOS11:59 pmBoston Logan Intl

$338

United Airlines

May 16

BOS6:00 amBoston Logan Intl

5h 12m

1 stop

MSN10:12 amMadison Truax Field

May 19

MSN3:56 pmMadison Truax Field

7h 03m

2 stops

BOS11:59 pmBoston Logan Intl

$353

Delta flights from Boston to Madison

Our best Delta deals on Boston to Madison flight tickets

Delta

Jul 29

BOS1:54 pmBoston Logan Intl

2h 53m

MSN3:47 pmMadison Truax Field

Aug 11

MSN4:25 pmMadison Truax Field

2h 34m

BOS7:59 pmBoston Logan Intl

$313

Delta

Jul 29

BOS1:54 pmBoston Logan Intl

2h 53m

MSN3:47 pmMadison Truax Field

Aug 11

MSN3:50 pmMadison Truax Field

6h 33m

1 stop

BOS11:23 pmBoston Logan Intl

$323

Delta

Sep 17

BOS1:54 pmBoston Logan Intl

2h 53m

MSN3:47 pmMadison Truax Field

Sep 21

MSN4:25 pmMadison Truax Field

2h 34m

BOS7:59 pmBoston Logan Intl

$361

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sun 5/17

6:00 am-8:25 am

2 stops27h 25m

Madison Truax Field

Fri 5/29

6:50 pm-11:06 am

1 stop15h 16m

$300

Quickest round-trip

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 7/29

1:54 pm-3:47 pm

Nonstop2h 53m

Madison Truax Field

Tue 8/11

4:25 pm-7:59 pm

Nonstop2h 34m

$313

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 7/29

1:54 pm-3:47 pm

Nonstop2h 53m

Madison Truax Field

Tue 8/11

3:50 pm-11:23 pm

1 stop6h 33m

$323

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 4/25

4:28 pm-9:21 pm

1 stop5h 53m

Madison Truax Field

Sat 5/2

2:25 pm-9:59 pm

1 stop6h 34m

$333

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 8/4

1:54 pm-3:47 pm

Nonstop2h 53m

Madison Truax Field

Mon 8/17

4:25 pm-7:59 pm

Nonstop2h 34m

$337

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 4/25

6:00 am-10:11 am

1 stop5h 11m

Madison Truax Field

Wed 5/6

3:56 pm-11:59 pm

2 stops7h 03m

$338

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 7/8

8:28 pm-10:15 pm

Nonstop2h 47m

Madison Truax Field

Mon 7/13

7:55 am-1:33 pm

1 stop4h 38m

$347

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 5/16

6:00 am-10:12 am

1 stop5h 12m

Madison Truax Field

Tue 5/19

3:56 pm-11:59 pm

2 stops7h 03m

$353

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 5/19

4:42 pm-5:25 pm

1 stop25h 43m

Madison Truax Field

Fri 5/29

6:50 pm-11:06 am

1 stop15h 16m

$355

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Fri 5/1

8:03 am-1:48 pm

1 stop6h 45m

Madison Truax Field

Wed 5/6

5:30 am-11:32 am

1 stop5h 02m

$357

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Boston to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the cheapest month to fly to Madison?

The month of January is, on average, the cheapest month to fly to Madison from Boston, with most prices found around $278. If you’re not able to fly to Madison in January, then August is your next best option. Flight prices from Boston to Madison during August average around $298.

What is the cheapest day to depart on your flight to Madison?

The cheapest day to depart from Boston to Madison is on a Friday when prices can be found for as low as $428. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Sunday is $508.

What is the cheapest time of day to depart on your flight to Madison?

According to our data, the cheapest time of day to fly to Madison is at noon. momondo users have found flights departing from Boston to Madison at noon for as low as $398. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Madison is in the afternoon when prices are around $576.

What is the cheapest Boston Logan Intl to Madison Truax Field flight route?

Fly from Boston Logan Intl to Madison Truax Field for the best Boston Logan Intl - Madison Truax Field flight prices

How far in advance should I book a flight to Madison?

You are more likely to see cheaper flights to Madison from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Madison for around $368 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Madison from Boston for as low as $269 on momondo.

What cabin class options are available on Boston Logan Intl to Madison Truax Field flights?

There is only 1 cabin class available to choose from on Boston Logan Intl to Madison Truax Field flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Boston to Madison flights?

No. A direct flight is the cheapest option for a flight between Boston to Madison.

How have Boston to Madison flight prices changed over time?

As of March 2026, prices for Boston to Madison flights are approximately 8% more expensive when compared to flights at the same time last year.

When to book flights from Boston to Madison

Are you open to changing your travel dates? Check out the ideal times to fly from Boston to Madison according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Boston to Madison (BOS to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Boston to Madison

Best Price Found	$584
Fastest flight time	2h 53m
Direct flights	Every day
Airports in Madison	1 airport

The best flight deal from Boston to Madison found on momondo in the last 72 hours is $584

The fastest flight from Boston to Madison takes 2h 53m

Direct flights go from Boston to Madison every day.

There is 1 airport in Madison. From Boston there are direct flights to Madison Truax Field (MSN).

Search flight deals

How far is Boston Logan Intl to Madison Truax Field by plane?
There are 929.9 mi between Boston Logan Intl and Madison Truax Field. 2h 53m is a normal flight duration for this route.
When did momondo last update prices for flights from Boston Logan Intl Airport to Madison Truax Field Airport?
Prices for flights from Boston Logan Intl Airport to Madison Truax Field Airport were last updated today.
How many operators does momondo search for flights from Boston Logan Intl Airport to Madison Truax Field Airport?
As of March 2026, there are 3 operators available to choose from for flights from Boston Logan Intl Airport to Madison Truax Field Airport.
How old do you have to be to fly from Boston Logan Intl Airport to Madison Truax Field Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Boston Logan Intl Airport to Madison Truax Field Airport.
What documentation or ID do you need to fly to Madison Truax Field Airport?
The travel and health documents you'll need for your trip to Madison Truax Field Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Madison Truax Field Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Boston to Madison?
Based on momondo bookings for flights between Boston and Madison, the leading plane model is Embraer 175, making up 84.00% of the total bookings. Other popular models include Airbus A319 with 12.00% and Airbus A220-300 with 4.00%.
What is the most popular airline from Boston to Madison?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Boston to Madison is American Airlines (62% of total bookings). The next most popular airlines are Delta (24%) and United Airlines (13%).

Best airlines flying from Boston to Madison

Compare and see reviews for airlines that fly from Boston to Madison with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $250	Free Cancellation	Rating 7.9 8,314 reviews	Search Delta flights
American Airlines	PriceFrom $254	Free Cancellation	Rating 7.1 11,489 reviews	Search American Airlines flights
United Airlines	PriceFrom $258	Free Cancellation	Rating 7.4 9,455 reviews	Search United Airlines flights

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Why use momondo?

Why should I use momondo to find a flight deal from Boston to Madison?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Boston to Madison for you.

Can I find flights from Boston to Madison with flexible booking policies on momondo?

All flight searches from Boston to Madison on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Boston to Madison?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Boston to Madison.

I’m not ready to book a flight from Boston to Madison right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Boston to Madison now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Madison and let you know when they change.

An easier way to manage your Madison trip

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Cheap flights from Boston to Madison from $166

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Madison departing on 5/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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How to get the cheapest flight ticket from Boston to Madison

What is the cheapest month to fly to Madison?

What is the cheapest day to depart on your flight to Madison?

What is the cheapest time of day to depart on your flight to Madison?

What is the cheapest Boston Logan Intl to Madison Truax Field flight route?

How far in advance should I book a flight to Madison?

What cabin class options are available on Boston Logan Intl to Madison Truax Field flights?

Can stopping save me money on Boston to Madison flights?

How have Boston to Madison flight prices changed over time?

What is the cheapest airline that flies from Boston Logan Intl to Madison Truax Field?

What airlines fly to Madison?

Which airport is the most popular layover for flights between Boston and Madison?

Which layover airport offers the lowest fares from Boston to Madison?

Which layover airport has the shortest travel time from Boston to Madison?

Which layover airport has the shortest connection time from Boston to Madison?

When to book flights from Boston to Madison

Cheap Boston to Madison (BOS to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Boston to Madison

Best Price Found

Fastest flight time

Direct flights

Airports in Madison

Best airlines flying from Boston to Madison

Compare and see reviews for airlines that fly from Boston to Madison with momondo

Traveling to a place near Madison?

Why use momondo?

An easier way to manage your Madison trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

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Fly your favorite airline to Madison

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Madison

List of cabin classes available on flights landing in Madison. Availability may vary depending on flight origin and airline.

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