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Cheap flights from Madison to Boston from $126

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Boston departing on 12/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Madison to Boston

Cheap round-trip flights

Delta Logo
5:21 pm - 11:49 pmMSN-BOS
5h 28m1 stop
Delta Logo
2:00 pm - 8:14 pmBOS-MSN
7h 14m1 stop
$255Delta
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Fri, Nov 7 - Tue, Nov 11
American Airlines Logo
1:00 pm - 8:45 pmMSN-BOS
6h 45m1 stop
American Airlines Logo
8:05 am - 12:04 pmBOS-MSN
4h 59m1 stop
$258American Airlines
Find Deal
Fri, Oct 24 - Fri, Oct 31
Delta Logo
3:49 pm - 10:20 pmMSN-BOS
5h 31m1 stop
Delta Logo
5:50 am - 11:42 amBOS-MSN
6h 52m1 stop
$259Delta
Find Deal
Fri, Nov 7 - Mon, Nov 10
United Airlines Logo
6:50 pm - 12:45 amMSN-BOS
4h 55m1 stop
United Airlines Logo
5:30 am - 11:45 amBOS-MSN
7h 15m2 stops
$260United Airlines
Find Deal
Fri, Nov 14 - Wed, Nov 19
United Airlines Logo
8:15 am - 5:14 pmMSN-BOS
7h 59m2 stops
United Airlines Logo
7:28 pm - 11:44 pmBOS-MSN
5h 16m1 stop
$264United Airlines
Find Deal
Thu, Jan 29 - Sun, Feb 1
Delta Logo
4:54 pm - 11:19 pmMSN-BOS
5h 25m1 stop
Delta Logo
5:34 am - 8:40 amBOS-MSN
4h 06m1 stop
$270Delta
Find Deal
Sat, Oct 4 - Wed, Oct 8
United Airlines Logo
6:30 am - 2:16 pmMSN-BOS
6h 46m2 stops
United Airlines Logo
3:10 pm - 7:21 pmBOS-MSN
5h 11m1 stop
$271United Airlines
Find Deal
Tue, Oct 21 - Tue, Oct 28
American Airlines Logo
6:50 am - 3:38 pmMSN-BOS
7h 48m1 stop
American Airlines Logo
6:00 am - 10:22 amBOS-MSN
5h 22m1 stop
$274American Airlines
Find Deal
Thu, Nov 13 - Sun, Nov 16
United Airlines Logo
6:30 am - 3:13 pmMSN-BOS
7h 43m2 stops
United Airlines Logo
6:00 am - 9:55 amBOS-MSN
4h 55m1 stop
$275United Airlines
Find Deal
Thu, Oct 2 - Tue, Oct 7
American Airlines Logo
5:30 am - 1:48 pmMSN-BOS
7h 18m1 stop
American Airlines Logo
6:30 am - 11:49 amBOS-MSN
6h 19m1 stop
$279American Airlines
Find Deal
Sun, Nov 2 - Wed, Nov 5

United Airlines flights from Madison to Boston

Our best United Airlines deals on Madison to Boston flight tickets
United Airlines
Nov 14
MSN6:50 pmMadison Truax Field
4h 55m
1 stop
BOS12:45 amBoston Logan Intl
Nov 19
BOS5:30 amBoston Logan Intl
7h 15m
2 stops
MSN11:45 amMadison Truax Field
$260
Find similar
United Airlines
Jan 29
MSN8:15 amMadison Truax Field
7h 59m
2 stops
BOS5:14 pmBoston Logan Intl
Feb 1
BOS7:28 pmBoston Logan Intl
5h 16m
1 stop
MSN11:44 pmMadison Truax Field
$264
Find similar
United Airlines
Oct 21
MSN6:30 amMadison Truax Field
6h 46m
2 stops
BOS2:16 pmBoston Logan Intl
Oct 28
BOS3:10 pmBoston Logan Intl
5h 11m
1 stop
MSN7:21 pmMadison Truax Field
$271
Find similar

Delta flights from Madison to Boston

Our best Delta deals on Madison to Boston flight tickets
Delta
Nov 7
MSN5:21 pmMadison Truax Field
5h 28m
1 stop
BOS11:49 pmBoston Logan Intl
Nov 11
BOS2:00 pmBoston Logan Intl
7h 14m
1 stop
MSN8:14 pmMadison Truax Field
$255
Find similar
Delta
Nov 7
MSN3:49 pmMadison Truax Field
5h 31m
1 stop
BOS10:20 pmBoston Logan Intl
Nov 10
BOS5:50 amBoston Logan Intl
6h 52m
1 stop
MSN11:42 amMadison Truax Field
$259
Find similar
Delta
Oct 4
MSN4:54 pmMadison Truax Field
5h 25m
1 stop
BOS11:19 pmBoston Logan Intl
Oct 8
BOS5:34 amBoston Logan Intl
4h 06m
1 stop
MSN8:40 amMadison Truax Field
$270
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Madison to Boston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Madison to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 11/7

5:21 pm-11:49 pm

1 stop5h 28m

Boston Logan Intl

Tue 11/11

2:00 pm-8:14 pm

1 stop7h 14m

$255

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 10/24

1:00 pm-8:45 pm

1 stop6h 45m

Boston Logan Intl

Fri 10/31

8:05 am-12:04 pm

1 stop4h 59m

$258

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 11/7

3:49 pm-10:20 pm

1 stop5h 31m

Boston Logan Intl

Mon 11/10

5:50 am-11:42 am

1 stop6h 52m

$259

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 11/14

6:50 pm-12:45 am

1 stop4h 55m

Boston Logan Intl

Wed 11/19

5:30 am-11:45 am

2 stops7h 15m

$260

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 1/29

8:15 am-5:14 pm

2 stops7h 59m

Boston Logan Intl

Sun 2/1

7:28 pm-11:44 pm

1 stop5h 16m

$264

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 10/4

4:54 pm-11:19 pm

1 stop5h 25m

Boston Logan Intl

Wed 10/8

5:34 am-8:40 am

1 stop4h 06m

$270

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Tue 10/21

6:30 am-2:16 pm

2 stops6h 46m

Boston Logan Intl

Tue 10/28

3:10 pm-7:21 pm

1 stop5h 11m

$271

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 11/13

6:50 am-3:38 pm

1 stop7h 48m

Boston Logan Intl

Sun 11/16

6:00 am-10:22 am

1 stop5h 22m

$274

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 10/2

6:30 am-3:13 pm

2 stops7h 43m

Boston Logan Intl

Tue 10/7

6:00 am-9:55 am

1 stop4h 55m

$275

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sun 11/2

5:30 am-1:48 pm

1 stop7h 18m

Boston Logan Intl

Wed 11/5

6:30 am-11:49 am

1 stop6h 19m

$279

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Madison to Boston

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

What is the cheapest month to fly to Boston?

In general, August is the cheapest month to fly from Madison to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $318. If you aren’t able to travel during the month of August, then book flights to Boston from Madison during September instead. Flights to Boston in September, while not as cheap as those in August, still average around $318.

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

The cheapest day to depart from Madison to Boston is on a Saturday when prices can be found for as low as $425. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Friday is $471.

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

According to our data, the cheapest time of day to fly to Boston is at noon. momondo users have found flights departing from Madison to Boston at noon for as low as $422. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $516 per ticket.

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

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

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

You are more likely to see cheaper flights to Boston from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $431 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Madison for as low as $302 on momondo.

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

There is only 1 cabin class available to choose from on Madison Truax Field to Boston Logan Intl 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 Madison to Boston flights?

You could potentially save up to 7% on your flight if you consider stops on a Madison to Boston flight.

How have Madison to Boston flight prices changed over time?

As of September 2025, prices for Madison to Boston flights are approximately 20% more expensive when compared to flights at the same time last year.

When to book flights from Madison to Boston

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

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

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

Direct flights

None
There are no direct flights from Madison to Boston. There are no popular flight routes from Madison to Boston.
Search flight deals

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

    There are 929.9 mi between Madison Truax Field and Boston Logan Intl. Typically, this will take 4h 18m by plane in normal conditions.

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

    Prices for flights from Madison Truax Field Airport to Boston Logan Intl Airport are refreshed on a daily basis.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Madison Truax Field Airport to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents you'll need for your trip to Boston Logan Intl 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 Boston Logan Intl 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 Madison to Boston?

  • What is the most popular airline from Madison to Boston?

Best airlines flying from Madison to Boston

Compare and see reviews for airlines that fly from Madison to Boston with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $250Free CancellationRating
7.9
7,957 reviews
Search Delta flights
American AirlinesPriceFrom $253Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $286Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
York Beach
Plymouth
Kennebunkport
Cambridge
South Yarmouth
Narragansett
Nashua
Gloucester
Brockton
Laconia
Falmouth
Concord
Everett
Wells
Chatham

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Madison to Boston. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

momondo helps you find the best flight between Madison and Boston by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Madison to Boston flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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