MSN - BOS

$127 Find Cheap Flights from Madison to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Boston departing on 6/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Boston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Boston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Boston, as well as popular online travel agencies
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41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$309
Overall average: $393
Multiple Airlines
Fri 6/5Thu 6/11
MSN - BOS • 1 stop
Cheapest non-stop
$313
Delta
Wed 7/1Wed 7/8
MSN - BOS • Non-stop
Top airlines
Cheapest • from $313 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $362 (round-trip)
Shortest trip • 4h 38m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 15% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 20% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Madison to Boston (MSN-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Boston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Boston

Fri, Jun 5 - Thu, Jun 11
Multiple Airlines Logo
6:50 pm - 11:06 am
MSN
-
BOS
15h 16m
1 stop
Multiple Airlines Logo
10:12 am - 8:25 am
BOS
-
MSN
23h 13m
1 stop
$309Multiple Airlines
Tue, Sep 8 - Tue, Sep 22
American Airlines Logo
8:30 am - 11:56 am
MSN
-
BOS
2h 26mnonstop
American Airlines Logo
5:21 pm - 7:09 pm
BOS
-
MSN
2h 48mnonstop
$313American Airlines
Thu, Apr 9 - Tue, Apr 14
United Airlines Logo
6:00 am - 12:46 pm
MSN
-
BOS
5h 46m
1 stop
United Airlines Logo
7:15 am - 11:38 am
BOS
-
MSN
5h 23m
1 stop
$319United Airlines
Wed, Jun 3 - Thu, Jun 11
Multiple Airlines Logo
6:05 pm - 9:29 am
MSN
-
BOS
14h 24m
1 stop
Multiple Airlines Logo
10:12 am - 8:25 am
BOS
-
MSN
23h 13m
1 stop
$321Multiple Airlines
Tue, Sep 8 - Tue, Sep 22
American Airlines Logo
8:30 am - 11:56 am
MSN
-
BOS
2h 26mnonstop
American Airlines Logo
7:08 am - 12:37 pm
BOS
-
MSN
6h 29m
1 stop
$323American Airlines
Thu, Apr 9 - Tue, Apr 14
United Airlines Logo
8:30 am - 4:22 pm
MSN
-
BOS
6h 52m
2 stops
United Airlines Logo
7:15 am - 11:38 am
BOS
-
MSN
5h 23m
1 stop
$324United Airlines
Fri, May 15 - Sun, May 17
Multiple Airlines Logo
6:50 pm - 11:06 am
MSN
-
BOS
15h 16m
1 stop
Multiple Airlines Logo
6:00 am - 8:25 am
BOS
-
MSN
27h 25m
2 stops
$326Multiple Airlines
Mon, Jul 20 - Thu, Jul 23
Multiple Airlines Logo
6:50 pm - 10:47 am
MSN
-
BOS
14h 57m
1 stop
Multiple Airlines Logo
10:12 am - 8:25 am
BOS
-
MSN
23h 13m
1 stop
$331Multiple Airlines
Sat, Sep 12 - Sat, Sep 19
Delta Logo
5:50 pm - 11:32 pm
MSN
-
BOS
4h 42m
1 stop
Delta Logo
10:30 am - 2:34 pm
BOS
-
MSN
5h 04m
1 stop
$333Delta
Wed, Apr 1 - Wed, Apr 8
United Airlines Logo
6:00 am - 12:46 pm
MSN
-
BOS
5h 46m
1 stop
United Airlines Logo
9:20 am - 3:10 pm
BOS
-
MSN
6h 50m
1 stop
$334United Airlines
Booking Insights

KAYAK's insights & trends for Madison to Boston flights

Get data-powered insights and trends into flights from Madison to Boston to help you find the cheapest flights, the best time to fly and much more.

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

The average price of all round-trip flights from Madison to Boston clicked on KAYAK for each day over the last 12 months.

For Madison to Boston, Saturday is the cheapest day to fly on average and Friday is the most expensive. Flying from Boston back to Madison, the best deals are generally found on Friday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to Boston, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Madison to Boston is January, where tickets cost $306 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $486 and $423 respectively.

Can I save money by flying with a layover from Madison to Boston?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $399, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Madison to Boston, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Madison to Boston, you should book around 4 weeks before departure, which saves you about 15% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$104
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 15% lower on average.
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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Madison to Boston

  • 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.

  • What is the cheapest flight from Madison to Boston?

    In the last 3 days, the lowest price for a flight from Madison to Boston was $104 for a one-way ticket and $309 for a round-trip.

  • Do I need a passport to fly between Madison and Boston?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Madison to Boston?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the Madison to Boston flight route.

  • Which aircraft models fly most regularly from Madison to Boston?

    The Embraer 175 is the aircraft model that flies most regularly on the Madison to Boston flight route.

  • Which airline alliances offer flights from Madison to Boston?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Madison and Boston, with Star Alliance being the most commonly used for this route.

  • What is the most popular layover when flying to Boston from Madison?

    Chicago is the most popular layover city among KAYAK users traveling from Madison to Boston.

  • Which is the best airline for flights from Madison to Boston, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Madison to Boston are Delta and United Airlines. With an average price for the route of $391 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $405 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Madison to Boston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to Boston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to Boston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Madison is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to Boston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Boston with an airline and back to Madison with another airline. Booking your flights between Madison and BOS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to Boston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Boston from Madison up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Madison to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $198 or less one-way and $326 or less round-trip.
  • 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.

Reviews of the top 3 airlines serving from Madison to Boston

 
See real verified KAYAK customer reviews for airlines flying from Madison to Boston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to Boston? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8288 reviews
7.2Food
7.8Entertainment
7.9Comfort
8.1Boarding
8.5Crew
Airline reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

10.0 ExcellentDebra, Mar 2026
PBI - ATL
Read more Delta reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

It’s always a great time flying with united airlines.

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Everything you need to know for your flight from Madison to Boston

Information on your arrival and departure airports