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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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:32 pm - 12:01 amMSN-BOS
5h 29m1 stop
Delta Logo
6:27 pm - 10:40 pmBOS-MSN
5h 13m1 stop
$255Delta
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Tue, Dec 16 - Sun, Jan 18
Delta Logo
7:05 am - 2:17 pmMSN-BOS
6h 12m1 stop
Delta Logo
6:20 pm - 10:40 pmBOS-MSN
5h 20m1 stop
$259Delta
Find Deal
Thu, Feb 5 - Sun, Feb 8
United Airlines Logo
6:30 am - 3:19 pmMSN-BOS
7h 49m2 stops
United Airlines Logo
6:00 am - 11:44 amBOS-MSN
6h 44m1 stop
$260United Airlines
Find Deal
Sat, Dec 6 - Sun, Dec 7
United Airlines Logo
6:30 am - 2:30 pmMSN-BOS
7h 00m2 stops
United Airlines Logo
5:30 am - 11:44 amBOS-MSN
7h 14m2 stops
$265United Airlines
Find Deal
Sat, Dec 6 - Sun, Dec 7
American Airlines Logo
6:00 am - 2:19 pmMSN-BOS
7h 19m1 stop
American Airlines Logo
5:40 am - 9:50 amBOS-MSN
5h 10m1 stop
$279American Airlines
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Wed, Nov 19 - Sat, Nov 22
American Airlines Logo
5:00 am - 1:20 pmMSN-BOS
7h 20m1 stop
American Airlines Logo
6:00 am - 10:19 amBOS-MSN
5h 19m1 stop
$284American Airlines
Find Deal
Mon, Dec 15 - Sun, Jan 18
American Airlines Logo
4:45 pm - 11:01 pmMSN-BOS
5h 16m1 stop
American Airlines Logo
11:00 am - 3:27 pmBOS-MSN
5h 27m1 stop
$305American Airlines
Find Deal
Thu, Jan 1 - Wed, Jan 7
United Airlines Logo
3:58 pm - 9:49 pmMSN-BOS
4h 51m1 stop
United Airlines Logo
6:00 am - 11:43 amBOS-MSN
6h 43m1 stop
$307United Airlines
Find Deal
Sat, Nov 15 - Mon, Nov 17
American Airlines Logo
8:00 am - 2:42 pmMSN-BOS
5h 42m1 stop
American Airlines Logo
5:40 am - 9:50 amBOS-MSN
5h 10m1 stop
$308American Airlines
Find Deal
Wed, Nov 19 - Sat, Nov 22
Delta Logo
6:30 am - 2:05 pmMSN-BOS
6h 35m1 stop
Delta Logo
8:00 am - 2:40 pmBOS-MSN
7h 40m1 stop
$309Delta
Find Deal
Tue, Jan 13 - Fri, Jan 16

Delta flights from Madison to Boston

Our best Delta deals on Madison to Boston flight tickets
Delta
Dec 16
MSN5:32 pmMadison Truax Field
5h 29m
1 stop
BOS12:01 amBoston Logan Intl
Jan 18
BOS6:27 pmBoston Logan Intl
5h 13m
1 stop
MSN10:40 pmMadison Truax Field
$255
Find similar
Delta
Feb 5
MSN7:05 amMadison Truax Field
6h 12m
1 stop
BOS2:17 pmBoston Logan Intl
Feb 8
BOS6:20 pmBoston Logan Intl
5h 20m
1 stop
MSN10:40 pmMadison Truax Field
$259
Find similar
Delta
Jan 13
MSN6:30 amMadison Truax Field
6h 35m
1 stop
BOS2:05 pmBoston Logan Intl
Jan 16
BOS8:00 amBoston Logan Intl
7h 40m
1 stop
MSN2:40 pmMadison Truax Field
$309
Find similar

United Airlines flights from Madison to Boston

Our best United Airlines deals on Madison to Boston flight tickets
United Airlines
Dec 6
MSN6:30 amMadison Truax Field
7h 49m
2 stops
BOS3:19 pmBoston Logan Intl
Dec 7
BOS6:00 amBoston Logan Intl
6h 44m
1 stop
MSN11:44 amMadison Truax Field
$260
Find similar
United Airlines
Dec 6
MSN6:30 amMadison Truax Field
7h 00m
2 stops
BOS2:30 pmBoston Logan Intl
Dec 7
BOS5:30 amBoston Logan Intl
7h 14m
2 stops
MSN11:44 amMadison Truax Field
$265
Find similar
United Airlines
Nov 15
MSN3:58 pmMadison Truax Field
4h 51m
1 stop
BOS9:49 pmBoston Logan Intl
Nov 17
BOS6:00 amBoston Logan Intl
6h 43m
1 stop
MSN11:43 amMadison Truax Field
$307
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 November 3, 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

Tue 12/16

5:32 pm-12:01 am

1 stop5h 29m

Boston Logan Intl

Sun 1/18

6:27 pm-10:40 pm

1 stop5h 13m

$255

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 2/5

7:05 am-2:17 pm

1 stop6h 12m

Boston Logan Intl

Sun 2/8

6:20 pm-10:40 pm

1 stop5h 20m

$259

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 12/6

6:30 am-3:19 pm

2 stops7h 49m

Boston Logan Intl

Sun 12/7

6:00 am-11:44 am

1 stop6h 44m

$260

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 12/6

6:30 am-2:30 pm

2 stops7h 00m

Boston Logan Intl

Sun 12/7

5:30 am-11:44 am

2 stops7h 14m

$265

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 11/19

6:00 am-2:19 pm

1 stop7h 19m

Boston Logan Intl

Sat 11/22

5:40 am-9:50 am

1 stop5h 10m

$279

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Mon 12/15

5:00 am-1:20 pm

1 stop7h 20m

Boston Logan Intl

Sun 1/18

6:00 am-10:19 am

1 stop5h 19m

$284

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 1/1

4:45 pm-11:01 pm

1 stop5h 16m

Boston Logan Intl

Wed 1/7

11:00 am-3:27 pm

1 stop5h 27m

$305

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 11/15

3:58 pm-9:49 pm

1 stop4h 51m

Boston Logan Intl

Mon 11/17

6:00 am-11:43 am

1 stop6h 43m

$307

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 11/19

8:00 am-2:42 pm

1 stop5h 42m

Boston Logan Intl

Sat 11/22

5:40 am-9:50 am

1 stop5h 10m

$308

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Tue 1/13

6:30 am-2:05 pm

1 stop6h 35m

Boston Logan Intl

Fri 1/16

8:00 am-2:40 pm

1 stop7h 40m

$309

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 $324.

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 $428 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 November 2025, prices for Madison to Boston flights are approximately 7% 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 51m 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
8,002 reviews
Search Delta flights
American AirlinesPriceFrom $252Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights
United AirlinesPriceFrom $258Free CancellationRating
7.4
8,997 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
Falmouth
Laconia
Brockton
Concord
Everett
Sturbridge
Warwick

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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