$100 Cheap American Airlines flights from Madison to Boston (MSN to BOS)

Find The Best Day To Fly from Madison to Boston

Amazing American Airlines MSN to BOS Flight Deals

The cheapest flights to Logan Intl. found within the past 7 days were $225 round trip and $100 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Aug 27 - Sun, Aug 31
MSN
Madison
BOS
Boston
$225 Roundtrip, found 2 days ago
$225
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Aug 27 from Madison to Boston, returning Sun, Aug 31, priced at $225 found 2 days ago
Tue, Aug 26 - Sat, Aug 30
MSN
Madison
BOS
Boston
$228 Roundtrip, found 5 days ago
$228
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Aug 26 from Madison to Boston, returning Sat, Aug 30, priced at $228 found 5 days ago
Sat, Aug 30 - Fri, Sep 5
MSN
Madison
BOS
Boston
$232 Roundtrip, found 20 hours ago
$232
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sat, Aug 30 from Madison to Boston, returning Fri, Sep 5, priced at $232 found 20 hours ago
Sat, Aug 30 - Fri, Sep 5
MSN
Madison
BOS
Boston
$252 Roundtrip, found 20 hours ago
$252
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sat, Aug 30 from Madison to Boston, returning Fri, Sep 5, priced at $252 found 20 hours ago
Fri, Aug 15 - Wed, Aug 20
MSN
Madison
BOS
Boston
$258 Roundtrip, found 18 hours ago
$258
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Fri, Aug 15 from Madison to Boston, returning Wed, Aug 20, priced at $258 found 18 hours ago
Wed, Aug 27 - Sun, Aug 31
MSN
Madison
BOS
Boston
$263 Roundtrip, found 2 days ago
$263
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Aug 27 from Madison to Boston, returning Sun, Aug 31, priced at $263 found 2 days ago

BOS From MSN Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Madison (MSN) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Madison (MSN) to Boston (BOS)
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Madison (MSN) to Boston (BOS)
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Frequently asked questions

Can I catch a flight from Truax Field to Logan Intl. Airport (BOS) right now?
For info on any present Logan Intl. Airport quarantine requirements and travel advice, visit our Covid-19 Travel Advisor. Check before you arrange your flight, so you don't get caught up en route.
What terminal is American Airlines at Truax Field?
Once you've received the boarding pass for your flight from Dane County Regional Airport (MSN) to Logan Intl. Airport, you should be able to identify exactly which terminals American Airlines flies in and out of. If not, consult your airline or do some online research for those details.
Are there American Airlines non-stop flights from MSN to BOS?
As you can't go direct from MSN to BOS with American Airlines, make the most of your stopover. Order some refreshments at a nice airport bar, or wander around the terminal and enjoy some retail therapy.
How long is an American Airlines flight from MSN to BOS?
Wind and weather ... They're just a few factors that can influence how long you spend in your seat. However, a flight from Dane County Regional Airport (MSN) to Logan Intl. Airport (BOS) with American Airlines takes just 3 hours and 25 minutes on average, so you'll have landed and be in vacay mode in a heartbeat.
How many direct and indirect flights does American Airlines fly from MSN to BOS?
You'll enjoy lots of flexibility if you'd prefer to fly with American Airlines between MSN and BOS. It operates approximately 3 flights per day.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Logan Intl. Airport (BOS), please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best American Airlines flight from Madison MSN to Boston BOS 

To find the best deals on flights to Madison from Boston with American Airlines, just enter your travel dates, filter by American Airlines, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Madison MSN to Boston BOS with American Airlines 

If you’re planning a round trip, booking return flights with American Airlines is usually the most cost-effective option. With airfares ranging from $225 to $263, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way American Airlines flights from Madison MSN to Boston BOS 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way American Airlines flight from Madison to Boston costs from $100. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Boston BOS from  Madison MSN with American Airlines 

To find a cheap American Airlines flight from Madison MSN to Boston BOS, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on American Airlines flights from Madison MSN to Boston BOS 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as August, or if you book a flight with a stopover. 

 

Find nonstop flights from Madison MSN to Boston BOS with American Airlines 

If you’re keen to be on Boston soil fast, don’t waste time with a stopover—filter your search results to show direct American Airlines flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for American Airlines flights from Madison MSN to Boston BOS 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Boston BOS from  Madison MSN with American Airlines on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

American Airlines Airports
Hop on a(n) American Airlines flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
DFWUSADallas-Fort Worth Intl.599
CLTUSACharlotte-Douglas Intl.536
ORDUSAO'Hare Intl.317
PHLUSAPhiladelphia Intl.247
MIAUSAMiami Intl.193
DCAUSARonald Reagan Washington National152
PHXUSASky Harbor Intl.141
LAXUSALos Angeles Intl.81
LGAUSALaGuardia72
BOSUSALogan Intl.57

Travelers ❤️ these 🏨 after their flight to Boston

Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive, Boston, MA
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and ...
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"Everything was on point! Comfy beds, clean spaces, friendly staff, great location, convenient shuttles."

Reviewed on Jul 13, 2025

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Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive, Boston, MA
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate perks like free WiFi and a free airport shuttle. Valet parking, a 24-hour ...
9/10 Wonderful! (1,519 reviews)
"I loved the view of the harbor from my room as well as the restaurant and the overall service. I The hotel was located close to Logan Airport and car rental services. The staff was friendly and helpful."

Reviewed on Jul 13, 2025

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Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and get perks ...
9/10 Wonderful! (3,680 reviews)
"Great customer service , great restaurant Coquette , staff was very helpful and friendly. Would stay there again."

Reviewed on Jul 14, 2025

Omni Boston Hotel at the Seaport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.