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 40% 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.

How many flights depart from Boston to Madison on average per week?

12 flights are operational weekly from Boston to Madison as of June 2026. The most popular departure day for this route is Mon, with 17% of flights per week taking off on this day.

How many flights depart from Boston to Madison on average per day?

1 flights are operational daily from Boston to Madison as of June 2026. The most popular departure time for this route is 8:00PM, with 53% of flights per day taking off in the afternoon.

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

Chicago (ORD) was the most common stop: 50% 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 connection time from Boston to Madison?

Chicago (ORD) has the shortest average layover time for this route: 1h 19m.

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

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

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

Flights connecting via Chicago (ORD) have the shortest average one-way travel time: 5h 14m.

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 June 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.

$127 Cheap Flights from Boston to Madison in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Boston to Madison

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:00 pm - 9:46 pm

BOS

MSN

2h 46mnonstop

7:00 am - 10:37 am

MSN

BOS

2h 37mnonstop

$313American Airlines

Wed, Aug 19 - Wed, Aug 26

9:15 am - 12:42 pm

BOS

MSN

4h 27m

1 stop

3:45 pm - 7:19 pm

MSN

BOS

2h 34mnonstop

$323Delta

Wed, Jul 29 - Tue, Aug 11

5:23 pm - 11:19 pm

BOS

MSN

6h 56m

1 stop

6:00 am - 11:29 am

MSN

BOS

4h 29m

1 stop

$333American Airlines

Wed, Jul 29 - Tue, Aug 11

8:00 pm - 9:46 pm

BOS

MSN

2h 46mnonstop

7:00 am - 10:34 am

MSN

BOS

2h 34mnonstop

$347American Airlines

Wed, Aug 26 - Sun, Aug 30

7:24 am - 2:15 pm

BOS

MSN

7h 51m

1 stop

7:00 am - 10:34 am

MSN

BOS

2h 34mnonstop

$357American Airlines

Sat, Sep 5 - Sun, Sep 6

8:00 pm - 9:46 pm

BOS

MSN

2h 46mnonstop

8:00 am - 11:32 am

MSN

BOS

2h 32mnonstop

$366American Airlines

Wed, Aug 26 - Sat, Aug 29

7:05 am - 11:26 am

BOS

MSN

5h 21m

1 stop

5:43 am - 1:52 pm

MSN

BOS

7h 09m

1 stop

$367Delta

Sat, Sep 5 - Sun, Sep 6

1:08 pm - 3:03 pm

BOS

MSN

2h 55mnonstop

3:45 pm - 7:19 pm

MSN

BOS

2h 34mnonstop

$376Delta

Wed, Jul 29 - Tue, Aug 11

5:30 pm - 7:25 pm

BOS

MSN

2h 55mnonstop

7:00 am - 10:37 am

MSN

BOS

2h 37mnonstop

$381American Airlines

Sat, Sep 5 - Mon, Sep 7

8:23 pm - 10:10 pm

BOS

MSN

2h 47mnonstop

7:20 am - 10:53 am

MSN

BOS

2h 33mnonstop

$388American Airlines

Wed, Jul 22 - Sun, Jul 26

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United Airlines flights from Boston to Madison

Our best United Airlines deals on Boston to Madison flight tickets

United Airlines

Jul 8

BOS3:13 pmBoston Logan Intl

4h 44m

1 stop

MSN6:57 pmMadison Truax Field

Jul 11

MSN3:46 pmMadison Truax Field

7h 13m

2 stops

BOS11:59 pmBoston Logan Intl

$406

United Airlines

Jul 22

BOS5:45 amBoston Logan Intl

7h 04m

2 stops

MSN11:49 amMadison Truax Field

Jul 25

MSN5:45 pmMadison Truax Field

4h 36m

1 stop

BOS11:21 pmBoston Logan Intl

$409

United Airlines

Jul 25

BOS6:43 pmBoston Logan Intl

5h 29m

1 stop

MSN11:12 pmMadison Truax Field

Aug 4

MSN5:00 amMadison Truax Field

6h 57m

1 stop

BOS12:57 pmBoston Logan Intl

$413

Delta flights from Boston to Madison

Our best Delta deals on Boston to Madison flight tickets

Delta

Jul 29

BOS9:15 amBoston Logan Intl

4h 27m

1 stop

MSN12:42 pmMadison Truax Field

Aug 11

MSN3:45 pmMadison Truax Field

2h 34m

BOS7:19 pmBoston Logan Intl

$323

Delta

Sep 5

BOS7:05 amBoston Logan Intl

5h 21m

1 stop

MSN11:26 amMadison Truax Field

Sep 6

MSN5:43 amMadison Truax Field

7h 09m

1 stop

BOS1:52 pmBoston Logan Intl

$367

Delta

Jul 29

BOS1:08 pmBoston Logan Intl

2h 55m

MSN3:03 pmMadison Truax Field

Aug 11

MSN3:45 pmMadison Truax Field

2h 34m

BOS7:19 pmBoston Logan Intl

$376

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 8/19

8:00 pm-9:46 pm

Nonstop2h 46m

Madison Truax Field

Wed 8/26

7:00 am-10:37 am

Nonstop2h 37m

$313

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 7/29

9:15 am-12:42 pm

1 stop4h 27m

Madison Truax Field

Tue 8/11

3:45 pm-7:19 pm

Nonstop2h 34m

$323

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 7/29

5:23 pm-11:19 pm

1 stop6h 56m

Madison Truax Field

Tue 8/11

6:00 am-11:29 am

1 stop4h 29m

$333

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 8/26

8:00 pm-9:46 pm

Nonstop2h 46m

Madison Truax Field

Sun 8/30

7:00 am-10:34 am

Nonstop2h 34m

$347

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 9/5

7:24 am-2:15 pm

1 stop7h 51m

Madison Truax Field

Sun 9/6

7:00 am-10:34 am

Nonstop2h 34m

$357

Quickest round-trip

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 8/26

8:00 pm-9:46 pm

Nonstop2h 46m

Madison Truax Field

Sat 8/29

8:00 am-11:32 am

Nonstop2h 32m

$366

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 9/5

7:05 am-11:26 am

1 stop5h 21m

Madison Truax Field

Sun 9/6

5:43 am-1:52 pm

1 stop7h 09m

$367

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 7/29

1:08 pm-3:03 pm

Nonstop2h 55m

Madison Truax Field

Tue 8/11

3:45 pm-7:19 pm

Nonstop2h 34m

$376

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 9/5

5:30 pm-7:25 pm

Nonstop2h 55m

Madison Truax Field

Mon 9/7

7:00 am-10:37 am

Nonstop2h 37m

$381

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 7/22

8:23 pm-10:10 pm

Nonstop2h 47m

Madison Truax Field

Sun 7/26

7:20 am-10:53 am

Nonstop2h 33m

$388

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

Other information

What is the typical price of a round-trip flight between Boston and Madison?

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 September is your next best option. Flight prices from Boston to Madison during September average around $366.

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

The cheapest day to depart from Boston to Madison is on a Tuesday when prices can be found for as low as $417. 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 $663.

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 in the evening. momondo users have found flights departing from Boston to Madison in the evening for as low as $442. 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 $555.

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 from Boston 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 $410 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 $353 on momondo.

What cabin class options are available on Boston to Madison flights?

There are 2 cabin classes available to choose from on Boston to Madison 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?

You could potentially save up to 40% on your flight if you consider stops on a Boston to Madison flight.

How have Boston to Madison flight prices changed over time?

As of June 2026, prices for Boston to Madison flights are approximately 26% 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	$232
Fastest flight time	2h 45m
Direct flights	Every day
Airports in Madison	1 airport

The best one-way flight to Madison from Boston in the past 72 hours is $232. The best round-trip flight deal from Boston to Madison found on momondo in the last 72 hours is $427.

The fastest flight from Boston to Madison takes 2h 45m

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

Frequently asked questions about flying from Boston to Madison

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 45m 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 June 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 91.22% of the total bookings. Other popular models include Airbus A220-300 with 3.90%, Airbus A319 with 1.46%, and Boeing 737 MAX 8 with 0.49%.
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 (55% of total bookings). The next most popular airlines are Delta (30%) and United Airlines (15%).

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 7.8 8,432 reviews	Search Delta flights
American Airlines	PriceFrom $254	Free Cancellation	Rating 7.1 11,751 reviews	Search American Airlines flights
United Airlines	PriceFrom $258	Free Cancellation	Rating 7.4 9,881 reviews	Search United Airlines flights

Delta Flights From Boston to Madison
Delta is one of the most popular airlines flying from Boston to Madison, operating 6 flights/week on average for this route. A good Delta flight deal for Boston to Madison starts from $250 round-trip, up to an average price of $460. Our users have rated Delta at 7.8/10.
American Airlines Flights From Boston to Madison
American Airlines is also a popular choice for this route. American Airlines flight deals for Boston to Madison start from as low as $254 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $389. American Airlines operates 6 flights to Madison from Boston in an average week. Users have rated it 7.1/10 across 11,751 reviews.

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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 $127

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 8/23. 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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United Airlines flights from Boston to Madison

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How to get the cheapest flight ticket from Boston to Madison

What is the typical price of a round-trip flight between Boston and 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 from Boston to Madison?

What cabin class options are available on Boston to Madison 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?

How many flights depart from Boston to Madison on average per day?

How many flights depart from Boston to Madison on average per week?

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

Frequently asked questions about flying 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

Delta Flights From Boston to Madison

American Airlines Flights From Boston to Madison

Traveling to a place near Madison?

Why use momondo?

An easier way to manage your Madison trip

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