MSN - BOS

$158 Find Cheap Flights from Madison to Boston - Compare and Save

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Everything you should know

Cheapest round-trip
$353
Typical prices: $351-$495
American Airlines
Wed 11/7Sun 11/11
MSN - BOS • 1 stop
Cheapest non-stop
$363
Typical prices: $360-$492
Delta
Wed 10/31Wed 11/7
MSN - BOS • Non-stop
Nonstop flights
You can fly direct with American Airlines and Delta. Average duration is 2h 36m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 26 weeks in advance save around 34% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 27% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $329 (round-trip)
Shortest trip • 4h 55m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Madison to Boston (MSN-BOS)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Boston

Sat, Nov 7 - Wed, Nov 11
American Airlines Logo
11:16 am - 5:08 pmMSN  Madison Truax Field-BOS Boston Logan Intl
4h 52m1 stop Chicago O'Hare Intl
American Airlines Logo
8:28 pm - 10:32 pmBOS  Boston Logan Intl-MSN Madison Truax Field
3h 04mnonstop
$353American Airlines
Sat, Dec 5 - Tue, Dec 8
American Airlines Logo
8:00 am - 11:31 amMSN  Madison Truax Field-BOS Boston Logan Intl
2h 31mnonstop
American Airlines Logo
4:41 pm - 11:12 pmBOS  Boston Logan Intl-MSN Madison Truax Field
7h 31m1 stop Chicago O'Hare Intl
$353American Airlines
Tue, Nov 24 - Tue, Dec 1
Delta Logo
7:00 am - 2:21 pmMSN  Madison Truax Field-BOS Boston Logan Intl
6h 21m1 stop New York LaGuardia
Delta Logo
1:10 pm - 3:06 pmBOS  Boston Logan Intl-MSN Madison Truax Field
2h 56mnonstop
$353Delta
Wed, Dec 16 - Tue, Dec 29
Delta Logo
3:50 pm - 7:21 pmMSN  Madison Truax Field-BOS Boston Logan Intl
2h 31mnonstop
Delta Logo
5:30 am - 8:59 amBOS  Boston Logan Intl-MSN Madison Truax Field
4h 29m1 stop Detroit Metropolitan Wayne County
$353Delta
Wed, Oct 28 - Sat, Nov 7
American Airlines Logo
6:46 am - 10:23 amMSN  Madison Truax Field-BOS Boston Logan Intl
2h 37mnonstop
American Airlines Logo
7:38 pm - 11:43 pmBOS  Boston Logan Intl-MSN Madison Truax Field
5h 05m1 stop Chicago O'Hare Intl
$353American Airlines
Wed, Oct 14 - Sat, Oct 17
Delta Logo
6:00 pm - 11:59 pmMSN  Madison Truax Field-BOS Boston Logan Intl
4h 59m1 stop Detroit Metropolitan Wayne County
Delta Logo
12:00 pm - 1:48 pmBOS  Boston Logan Intl-MSN Madison Truax Field
2h 48mnonstop
$353Delta
Wed, Dec 16 - Sat, Jan 9
United Airlines Logo
5:00 am - 12:43 pmMSN  Madison Truax Field-BOS Boston Logan Intl
6h 43m1 stop Chicago O'Hare Intl
United Airlines Logo
3:33 pm - 7:56 pmBOS  Boston Logan Intl-MSN Madison Truax Field
5h 23m1 stop Newark
$363United Airlines
Wed, Oct 28 - Sat, Nov 7
United Airlines Logo
3:49 pm - 9:30 pmMSN  Madison Truax Field-BOS Boston Logan Intl
4h 41m1 stop Chicago O'Hare Intl
United Airlines Logo
9:00 am - 3:07 pmBOS  Boston Logan Intl-MSN Madison Truax Field
7h 07m2 stops Newark Chicago O'Hare Intl
$368United Airlines
Thu, Dec 10 - Sat, Dec 12
Multiple Airlines Logo
6:10 pm - 11:02 amMSN  Madison Truax Field-BOS Boston Logan Intl
15h 52m1 stop Orlando
Multiple Airlines Logo
11:57 am - 5:30 pmBOS  Boston Logan Intl-MSN Madison Truax Field
30h 33m1 stop Orlando
$400Multiple Airlines
Sat, Oct 24 - Mon, Oct 26
Multiple Airlines Logo
10:38 am - 11:44 amMSN  Madison Truax Field-BOS Boston Logan Intl
24h 06m2 stops Tampa Fort Lauderdale
Multiple Airlines Logo
11:47 am - 9:50 amBOS  Boston Logan Intl-MSN Madison Truax Field
23h 03m1 stop Orlando
$414Multiple Airlines
Booking Insights

Price, demand and travel trends for Madison to Boston flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Madison to Boston with more confidence.

How much is a round-trip flight from Madison to Boston?

Round-trip flights from Madison to Boston start at $353. Prices are typical for this route right now, with typical round-trip fares ranging from $351 to $495. The lowest price found in the past 5 days was $353 on American Airlines.

What's the cheapest day of the week to fly from Madison to Boston?

Saturday is the cheapest day of the week to fly from Madison to Boston, it is 9% cheaper than the average day. Sunday is the most expensive day with flight prices 13% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Madison to Boston?

  • January is the cheapest month to fly from Madison to Boston at $306 round-trip.
  • March ($484) and June ($459) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 58% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Madison to Boston the cheapest?

Flights from Madison to Boston are cheapest 26 weeks before departure. Booking in this window typically costs about 34% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Madison to Boston flights

Low season

January

Cheapest flight

$158
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Madison to Boston

When to book flights from Madison to Boston

Are your dates flexible? Find out the best times to travel from Madison to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Madison to Boston flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Where can I park at MSN?

    The Economy Lot at MSN is the ideal place for long-term parking, since it's price is nearly half that of the most expensive parking. All parking spots at MSN are first come, first served, so beware. If a third party claims to be selling reserved spaces at the airport, they are not. The MSN Parking page on their website displays real-time information about how many spots are available in all the different parking locations.

  • Does MSN provide any facilities for nursing mothers?

    Yes. MSN has three different Mother’s Rooms in the terminals. There is one on the first floor labeled “Family Lounge,” and two on the second floor, one by Gate 8 and one by Gate 5. Each mother's lounge has a table, comfy leather chair, electrical outlet, baby changing table, and a sink.

  • Does BOS have animal relief facilities?

    Yes. If you're a traveling with a service animal or four-legged friend that needs to go potty or get a drink of water as soon as you land at BOS, you can take advantage of the animal relief stations located at Gates B29, C20, and E7.

  • Does Boston Logan have a USO?

    Yes. If you are an active duty member of the US military or family, and you would like to regroup and refresh before heading out into Boston, you can use the USO free of charge. This lounge is located landside in Terminal C on the lower level and it is open from 8 am to 9 pm on weekdays and 8 am to 8 pm on weekends. Some amenities of this USO include comfy seating, TV with DVDs and Xbox games, computers, a kitchen, personal care kits, and much more.

  • Which airlines offer extra legroom and free seat selection on Madison to Boston flights?

    Among airlines operating Madison to Boston flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • Delta: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Madison to Boston?

    2 airlines operate flights between Madison and Boston. The airlines offering nonstop flights on this route include:

    • American Airlines
    • Delta

  • Which airports can I use when flying from Madison to Boston?

    Flights from Madison to Boston usually depart from Madison Truax Field (MSN) and arrive at Boston Logan Intl (BOS).

  • Which airlines include bags at no extra cost on Madison to Boston flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Delta: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Madison to Boston?

    Two cabin classes are available on flights from Madison to Boston:

    • Economy Class
    • First Class

  • How much can I save by taking a layover when flying from Madison to Boston?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $329 round-trip via Philadelphia (PHL), compared to $414 for nonstop.

  • What is the standard checked-bag allowance on flights from Madison to Boston?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Madison to Boston?

    The Embraer 175 family is used most often on this route, operated mainly by American Airlines and Delta. Other aircraft seen on the route include Boeing 787-10 Dreamliner variants.

  • Which airports do connecting flights from Madison to Boston pass through?

    One-stop flights from Madison to Boston most commonly connect through:

    • Chicago O'Hare Intl (ORD) - 61% of one-stop connections
    • New York LaGuardia (LGA) - 10% of one-stop connections
    • Philadelphia (PHL) - 10% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 8% of one-stop connections

    Chicago O'Hare Intl (ORD) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Madison to Boston?

    On the Madison to Boston route, being flexible with your departure day can save you up to 20%. Saturday is the cheapest day at $381 round-trip on average, while Sunday is the most expensive at $471: a $90 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How are flight departures from Madison to Boston spread across the day?

    Morning is the busiest departure period on Madison to Boston flights, with 50% of flights leaving in that window. Afternoon departures account for 50%, evening flights for 0%, and night flights for 0%.

  • What popular places can I visit in Boston?

    Some of the most popular sights in Boston are Fenway Park, TD Garden and South Station. These are among the most viewed places in Boston on KAYAK.

  • What are the earliest and latest flights from Madison to Boston?

    These are the earliest and latest flight times available from Madison to Boston:

    • Earliest: departs at 6:46 am and lands at 9:22 am
    • Latest: departs at 3:50 pm and lands at 6:26 pm.

    The flight takes about 2h 36m.

  • How expensive are last-minute Madison to Boston flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 17% above the route average of $416. Book 26 weeks before departure for the lowest fares.

  • How long is a flight from Madison to Boston?

    A nonstop flight from Madison to Boston takes 2h 36m, covering 929 miles.

  • Do I need a passport to fly from Madison to Boston?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Madison to Boston changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $353 to $1,398. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Madison to Boston looking right now?

    One-way fares from Madison to Boston are currently in line with typical prices for this route. Average one-way fares are about $257.

  • How much time can I save by choosing a different layover airport from Madison to Boston?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 55m, compared with 5h 16m via Chicago O'Hare Intl (ORD) and 5h 23m via Washington, D.C. Reagan-National (DCA).

  • What is the time difference between Madison and Boston?

    Boston is 1 hour ahead of Madison (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Boston Logan Intl Airport (BOS)?

    Boston Logan Intl Airport (BOS) hosts 5 major car rental companies, with daily rates starting from around $23 for economy cars. Top options include:
    · Dollar
    · Hertz
    · Budget
    · Thrifty
    · Sixt

  • How much should I expect to pay for a Madison to Boston flight?

    Round-trip flights from Madison to Boston range from $351 to $495, with an average of $416 over the past 12 months. Anything below $351 counts as a good deal.

  • Which airlines offer Wi-Fi on Madison to Boston flights?

    Three airlines offer in-flight Wi-Fi on Madison to Boston flights:

    • • American Airlines
    • • Delta
    • • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Madison to Boston flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Saturday departure instead of Sunday. On this route, Saturday flights average $381 - about $90 less than Sunday (19% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 26 weeks before you fly. On this route, that window historically saves about 34% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Madison to Boston trip for January. Fares historically average $306 round-trip in that month - typically $178 less than the most expensive month, which is March (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Philadelphia Airport (PHL) can be cheaper than flying direct. The cheapest layover option averages $329 round-trip on this route - about $85 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Boston Logan Intl Airport.
    - Embassy Suites by Hilton Boston at Logan Airport
    - Hilton Garden Inn Boston Logan Airport
    - Hilton Boston Logan Airport
  • The Dane County Regional Airport (MSN), or Truax Field, serves the city of Madison, Wisconsin. The Boston Logan International Airport (BOS) is a hub for Delta Airlines and a focus city for JetBlue.
  • When you are planning your trip from Madison to Boston, it is unlikely that you will find a direct flight. However, Airlines such as Delta, American, and United fly from MSN to BOS with one stop, often in Charlotte, Chicago, or New York. American and United are among the airlines that offer two-stop flights between MSN and BOS, with stops often in Washington DC, Dallas, Pittsburgh, and other cities.
  • If you need to pick up a rental car at Boston Logan, when you land, make your way to the Arrivals curb. Here, you will look for the blue and white shuttle buses for the Rental Car Center (RCC), where all rental car agencies are housed at BOS. The RCC shuttle buses run about every 5 minutes.
  • Some accommodations that MSN has made for differently-abled travelers include include handicapped parking in the surface lot and the ramp, visual interpretation services, companion care restrooms, and TTY phones. If you need wheelchair assistance, make sure that you contact your airline before you arrive at MSN so that airport and airline staff are ready and waiting to assist you.
  • In order to get from the Boston Logan Airport into downtown Boston, you can “Take the T”, meaning MBTA Transit. This mode of transportation includes the Blue Line subway, the MBTA ferries, and the Silver Line rapid transit buses.

Prefer to fly direct from Madison to Boston?

 
Find which airlines fly direct from Madison Truax Field Airport to Boston Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Madison Truax Field to Boston Logan Intl

Monday

American Airlines,Delta

American Airlines,Delta

Tuesday

American Airlines,Delta

American Airlines,Delta

Wednesday

American Airlines,Delta

American Airlines,Delta

Thursday

American Airlines,Delta

American Airlines,Delta

Friday

American Airlines,Delta

American Airlines,Delta

Saturday

American Airlines,Delta

American Airlines,Delta

Sunday

American Airlines,Delta

American Airlines,Delta

See more direct flights

Direct returns

Boston Logan Intl to Madison Truax Field

Monday

American Airlines,Delta

American Airlines,Delta

Tuesday

American Airlines,Delta

American Airlines,Delta

Wednesday

American Airlines,Delta

American Airlines,Delta

Thursday

American Airlines,Delta

American Airlines,Delta

Friday

American Airlines,Delta

American Airlines,Delta

Saturday

American Airlines,Delta

American Airlines,Delta

Sunday

American Airlines,Delta

American Airlines,Delta

See more direct flights

More options for your flight from Madison to Boston

Complete your trip to Boston with a hotel stay or car rental