Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Madison to Boston from $137

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 4/29. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Madison to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:01 pm - 12:23 am
MSN
-
BOS
8h 22m
1 stop
American Airlines Logo
12:22 pm - 7:54 pm
BOS
-
MSN
8h 32m
1 stop
$267American Airlines
Tue, Apr 7 - Sat, Apr 11
American Airlines Logo
3:03 pm - 12:11 am
MSN
-
BOS
8h 08m
1 stop
American Airlines Logo
12:22 pm - 7:54 pm
BOS
-
MSN
8h 32m
1 stop
$275American Airlines
Fri, Apr 3 - Wed, Apr 8
United Airlines Logo
6:30 am - 12:46 pm
MSN
-
BOS
5h 16m
1 stop
United Airlines Logo
7:16 am - 2:02 pm
BOS
-
MSN
7h 46m
1 stop
$279United Airlines
Tue, Mar 3 - Tue, Mar 10
United Airlines Logo
6:30 am - 2:12 pm
MSN
-
BOS
6h 42m
2 stops
United Airlines Logo
6:00 am - 10:12 am
BOS
-
MSN
5h 12m
1 stop
$284United Airlines
Tue, Mar 3 - Tue, Mar 10
American Airlines Logo
4:12 pm - 10:34 pm
MSN
-
BOS
5h 22m
1 stop
American Airlines Logo
4:00 pm - 10:08 pm
BOS
-
MSN
7h 08m
1 stop
$293American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
11:57 am - 6:24 pm
MSN
-
BOS
5h 27m
1 stop
American Airlines Logo
4:00 pm - 10:08 pm
BOS
-
MSN
7h 08m
1 stop
$296American Airlines
Fri, May 8 - Tue, May 12
American Airlines Logo
6:01 am - 2:30 pm
MSN
-
BOS
7h 29m
1 stop
American Airlines Logo
2:48 pm - 9:25 pm
BOS
-
MSN
7h 37m
1 stop
$299American Airlines
Thu, Apr 30 - Mon, May 4
Delta Logo
4:25 pm - 7:59 pm
MSN
-
BOS
2h 34mnonstop
Delta Logo
1:54 pm - 3:47 pm
BOS
-
MSN
2h 53mnonstop
$306Delta
Sat, Jul 25 - Sat, Aug 1
American Airlines Logo
8:00 am - 2:17 pm
MSN
-
BOS
5h 17m
1 stop
American Airlines Logo
7:00 am - 11:01 am
BOS
-
MSN
5h 01m
1 stop
$308American Airlines
Fri, May 15 - Tue, May 19
Delta Logo
4:25 pm - 7:59 pm
MSN
-
BOS
2h 34mnonstop
Delta Logo
1:54 pm - 3:47 pm
BOS
-
MSN
2h 53mnonstop
$309Delta
Thu, Jun 18 - Mon, Jun 22

American Airlines flights from Madison to Boston

Our best American Airlines deals on Madison to Boston flight tickets
American Airlines
Apr 7
MSN3:01 pmMadison Truax Field
8h 22m
1 stop
BOS12:23 amBoston Logan Intl
Apr 11
BOS12:22 pmBoston Logan Intl
8h 32m
1 stop
MSN7:54 pmMadison Truax Field
$267
American Airlines
Apr 3
MSN3:03 pmMadison Truax Field
8h 08m
1 stop
BOS12:11 amBoston Logan Intl
Apr 8
BOS12:22 pmBoston Logan Intl
8h 32m
1 stop
MSN7:54 pmMadison Truax Field
$275
American Airlines
Apr 22
MSN9:18 amMadison Truax Field
5h 00m
1 stop
BOS3:18 pmBoston Logan Intl
Apr 29
BOS5:18 pmBoston Logan Intl
5h 07m
1 stop
MSN9:25 pmMadison Truax Field
$293

United Airlines flights from Madison to Boston

Our best United Airlines deals on Madison to Boston flight tickets
United Airlines
Mar 3
MSN6:30 amMadison Truax Field
5h 16m
1 stop
BOS12:46 pmBoston Logan Intl
Mar 10
BOS7:16 amBoston Logan Intl
7h 46m
1 stop
MSN2:02 pmMadison Truax Field
$279
United Airlines
Mar 3
MSN6:30 amMadison Truax Field
6h 42m
2 stops
BOS2:12 pmBoston Logan Intl
Mar 10
BOS6:00 amBoston Logan Intl
5h 12m
1 stop
MSN10:12 amMadison Truax Field
$284
United Airlines
Jun 11
MSN8:15 amMadison Truax Field
7h 11m
1 stop
BOS4:26 pmBoston Logan Intl
Jun 15
BOS8:05 pmBoston Logan Intl
4h 52m
1 stop
MSN11:57 pmMadison Truax Field
$333

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 February 3, 2026.
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 4/7

3:01 pm-12:23 am

1 stop8h 22m

Boston Logan Intl

Sat 4/11

12:22 pm-7:54 pm

1 stop8h 32m

$267

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 4/3

3:03 pm-12:11 am

1 stop8h 08m

Boston Logan Intl

Wed 4/8

12:22 pm-7:54 pm

1 stop8h 32m

$275

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Tue 3/3

6:30 am-12:46 pm

1 stop5h 16m

Boston Logan Intl

Tue 3/10

7:16 am-2:02 pm

1 stop7h 46m

$279

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Tue 3/3

6:30 am-2:12 pm

2 stops6h 42m

Boston Logan Intl

Tue 3/10

6:00 am-10:12 am

1 stop5h 12m

$284

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Wed 4/22

4:12 pm-10:34 pm

1 stop5h 22m

Boston Logan Intl

Wed 4/29

4:00 pm-10:08 pm

1 stop7h 08m

$293

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 5/8

11:57 am-6:24 pm

1 stop5h 27m

Boston Logan Intl

Tue 5/12

4:00 pm-10:08 pm

1 stop7h 08m

$296

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 4/30

6:01 am-2:30 pm

1 stop7h 29m

Boston Logan Intl

Mon 5/4

2:48 pm-9:25 pm

1 stop7h 37m

$299

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 7/25

4:25 pm-7:59 pm

Nonstop2h 34m

Boston Logan Intl

Sat 8/1

1:54 pm-3:47 pm

Nonstop2h 53m

$306

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 5/15

8:00 am-2:17 pm

1 stop5h 17m

Boston Logan Intl

Tue 5/19

7:00 am-11:01 am

1 stop5h 01m

$308

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 6/18

4:25 pm-7:59 pm

Nonstop2h 34m

Boston Logan Intl

Mon 6/22

1:54 pm-3:47 pm

Nonstop2h 53m

$309

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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

What is the cheapest month to fly to Boston?

In general, September 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 September, then book flights to Boston from Madison during August instead. Flights to Boston in August, while not as cheap as those in September, still average around $328.

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 $293. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Monday is $443.

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 in the afternoon. momondo users have found flights departing from Madison to Boston in the afternoon for as low as $349. 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 $443 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 $395 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 $325 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?

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

How have Madison to Boston flight prices changed over time?

As of February 2026, prices for Madison to Boston flights are approximately 6% cheaper 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

Best Price Found

$256

Fastest flight time

2h 34m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Madison in the past 72 hours is $256. The best round-trip flight deal from Madison to Boston found on momondo in the last 72 hours is $349.
The fastest flight from Madison to Boston takes 2h 34m
Direct flights go from Madison to Boston every day.
There is 1 airport in Boston. From Madison there are direct flights to Boston Logan Intl (BOS).
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 2h 34m 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 $199Free CancellationRating
7.9
8,138 reviews
Search Delta flights
American AirlinesPriceFrom $253Free CancellationRating
7.2
11,217 reviews
Search American Airlines flights
United AirlinesPriceFrom $254Free CancellationRating
7.4
9,236 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
Kennebunkport
Plymouth
Cambridge
South Yarmouth
Narragansett
Gloucester
Falmouth
Nashua
Brockton
Laconia
Warwick
Sturbridge
Chatham
Concord

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.

An easier way to manage your Boston 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 3/5
Thu 3/12
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States