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 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.

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 41% 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 has the shortest connection time from Boston to Madison?

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

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

United Airlines, American Airlines, and Delta 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 December 2025, 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.

$130 Cheap Flights from Boston to Madison in 2025/26

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8:00 am - 2:34 pm

BOS

MSN

7h 34m1 stop

6:30 am - 2:08 pm

MSN

BOS

6h 38m1 stop

$251Delta

Sat, Jan 10 - Sat, Jan 17

7:28 pm - 11:44 pm

BOS

MSN

5h 16m1 stop

2:56 pm - 9:38 pm

MSN

BOS

5h 42m1 stop

$255United Airlines

Tue, Jan 13 - Sun, Jan 18

7:28 pm - 11:44 pm

BOS

MSN

5h 16m1 stop

2:56 pm - 11:49 pm

MSN

BOS

7h 53m2 stops

$256United Airlines

Wed, Jan 7 - Wed, Jan 14

4:49 pm - 9:05 pm

BOS

MSN

5h 16m1 stop

6:30 am - 3:21 pm

MSN

BOS

7h 51m2 stops

$260United Airlines

Tue, Jan 13 - Sun, Jan 18

6:00 am - 10:15 am

BOS

MSN

5h 15m1 stop

3:20 pm - 11:40 pm

MSN

BOS

7h 20m1 stop

$265American Airlines

Thu, Feb 12 - Tue, Feb 17

9:30 am - 4:51 pm

BOS

MSN

8h 21m2 stops

2:56 pm - 9:38 pm

MSN

BOS

5h 42m1 stop

$270United Airlines

Sat, Jan 24 - Sun, Jan 25

2:27 pm - 9:05 pm

BOS

MSN

7h 38m2 stops

6:30 am - 2:17 pm

MSN

BOS

6h 47m2 stops

$275United Airlines

Sat, Jan 24 - Sun, Jan 25

10:30 am - 2:52 pm

BOS

MSN

5h 22m1 stop

3:48 pm - 9:38 pm

MSN

BOS

4h 50m1 stop

$279United Airlines

Thu, Jan 15 - Fri, Jan 23

1:48 pm - 7:42 pm

BOS

MSN

6h 54m1 stop

8:10 pm - 3:39 am

MSN

BOS

6h 29m1 stop

$283American Airlines

Wed, Dec 31 - Sun, Jan 4

9:30 am - 2:52 pm

BOS

MSN

6h 22m1 stop

3:48 pm - 11:49 pm

MSN

BOS

7h 01m2 stops

$284United Airlines

Thu, Jan 15 - Fri, Jan 23

United Airlines flights from Boston to Madison

Our best United Airlines deals on Boston to Madison flight tickets

United Airlines

Jan 13

BOS7:28 pmBoston Logan Intl

5h 16m

1 stop

MSN11:44 pmMadison Truax Field

Jan 18

MSN2:56 pmMadison Truax Field

5h 42m

1 stop

BOS9:38 pmBoston Logan Intl

$255

Find similar

United Airlines

Jan 7

BOS7:28 pmBoston Logan Intl

5h 16m

1 stop

MSN11:44 pmMadison Truax Field

Jan 14

MSN2:56 pmMadison Truax Field

7h 53m

2 stops

BOS11:49 pmBoston Logan Intl

$256

Find similar

United Airlines

Jan 13

BOS4:49 pmBoston Logan Intl

5h 16m

1 stop

MSN9:05 pmMadison Truax Field

Jan 18

MSN6:30 amMadison Truax Field

7h 51m

2 stops

BOS3:21 pmBoston Logan Intl

$260

Find similar

Delta flights from Boston to Madison

Our best Delta deals on Boston to Madison flight tickets

Delta

Jan 10

BOS8:00 amBoston Logan Intl

7h 34m

1 stop

MSN2:34 pmMadison Truax Field

Jan 17

MSN6:30 amMadison Truax Field

6h 38m

1 stop

BOS2:08 pmBoston Logan Intl

$251

Find similar

Delta

Jan 10

BOS5:29 amBoston Logan Intl

6h 03m

1 stop

MSN10:32 amMadison Truax Field

Jan 14

MSN5:54 pmMadison Truax Field

15h 03m

2 stops

BOS9:57 amBoston Logan Intl

$288

Find similar

Delta

Apr 10

BOS9:00 amBoston Logan Intl

6h 28m

1 stop

MSN2:28 pmMadison Truax Field

Apr 13

MSN7:00 amMadison Truax Field

5h 24m

1 stop

BOS1:24 pmBoston Logan Intl

$344

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 1/10

8:00 am-2:34 pm

1 stop7h 34m

Madison Truax Field

Sat 1/17

6:30 am-2:08 pm

1 stop6h 38m

$251

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 1/13

7:28 pm-11:44 pm

1 stop5h 16m

Madison Truax Field

Sun 1/18

2:56 pm-9:38 pm

1 stop5h 42m

$255

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 1/7

7:28 pm-11:44 pm

1 stop5h 16m

Madison Truax Field

Wed 1/14

2:56 pm-11:49 pm

2 stops7h 53m

$256

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 1/13

4:49 pm-9:05 pm

1 stop5h 16m

Madison Truax Field

Sun 1/18

6:30 am-3:21 pm

2 stops7h 51m

$260

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Thu 2/12

6:00 am-10:15 am

1 stop5h 15m

Madison Truax Field

Tue 2/17

3:20 pm-11:40 pm

1 stop7h 20m

$265

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 1/24

9:30 am-4:51 pm

2 stops8h 21m

Madison Truax Field

Sun 1/25

2:56 pm-9:38 pm

1 stop5h 42m

$270

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 1/24

2:27 pm-9:05 pm

2 stops7h 38m

Madison Truax Field

Sun 1/25

6:30 am-2:17 pm

2 stops6h 47m

$275

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Thu 1/15

10:30 am-2:52 pm

1 stop5h 22m

Madison Truax Field

Fri 1/23

3:48 pm-9:38 pm

1 stop4h 50m

$279

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 12/31

1:48 pm-7:42 pm

1 stop6h 54m

Madison Truax Field

Sun 1/4

8:10 pm-3:39 am

1 stop6h 29m

$283

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Thu 1/15

9:30 am-2:52 pm

1 stop6h 22m

Madison Truax Field

Fri 1/23

3:48 pm-11:49 pm

2 stops7h 01m

$284

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 August is, on average, the cheapest month to fly to Madison from Boston, with most prices found around $298. If you’re not able to fly to Madison in August, then September is your next best option. Flight prices from Boston to Madison during September average around $328.

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 $425 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 December 2025, prices for Boston to Madison flights are approximately 16% 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

Fastest flight time	4h 29m
Direct flights	None

The fastest flight from Boston to Madison takes 4h 29m

There are no direct flights from Boston to Madison. There are no popular flight routes from Boston to Madison.

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. 4h 29m 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 December 2025, 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 Airbus A319, making up 60.00% of the total bookings. Other popular models include Airbus A220-300 with 20.00% and Embraer 175 with 20.00%.
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 (26%) and United Airlines (12%).

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 8,005 reviews	Search Delta flights
American Airlines	PriceFrom $254	Free Cancellation	Rating 7.2 11,054 reviews	Search American Airlines flights
United Airlines	PriceFrom $258	Free Cancellation	Rating 7.4 9,091 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

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.

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Cheap flights from Boston to Madison from $130

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 1/18. 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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Find the cheapest flights from Boston to Madison

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United Airlines flights from Boston to Madison

Our best United Airlines deals on Boston to Madison flight tickets

Delta flights from Boston to Madison

Our best Delta deals on Boston to Madison flight tickets

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Use the filters below to find and compare flights from Boston to Madison that are best for you.

See travel insights to Madison from

How to get the cheapest flight ticket from Boston to Madison

What is the cheapest month to fly to Madison?

The month of August is, on average, the cheapest month to fly to Madison from Boston, with most prices found around $298. If you’re not able to fly to Madison in August, then September is your next best option. Flight prices from Boston to Madison during September average around $328.

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?

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 December 2025, prices for Boston to Madison flights are approximately 16% more expensive when compared to flights at the same time last year.

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

United Airlines, American Airlines, and Delta are the most popular carriers operating 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?

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

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 travel time from Boston to Madison?

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

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.

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

Fastest flight time

Direct flights

How far is Boston Logan Intl to Madison Truax Field by plane?

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

How many operators does momondo search 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?

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

What is the most popular plane model from Boston to Madison?

What is the most popular airline from Boston to 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?

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

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

How can momondo help me find flights 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?

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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