MSN - BOS

$164 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 7/22. 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
$279
Overall average: $402
United Airlines
Fri 4/3Tue 4/7
MSN - BOS • 1 stop
Cheapest non-stop
$309
Delta
Thu 6/18Mon 6/22
MSN - BOS • Non-stop
Video guide: How to find cheap flights to Boston
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Top airlines
United Airlines
Cheapest • from $279 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 22% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 20% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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, Apr 3 - Tue, Apr 7
United Airlines Logo
6:30 am - 12:46 pm
MSN
-
BOS
5h 16m
1 stop
United Airlines Logo
7:15 am - 11:38 am
BOS
-
MSN
5h 23m
1 stop
$279United Airlines
Fri, Apr 3 - Tue, Apr 7
United Airlines Logo
6:30 am - 12:46 pm
MSN
-
BOS
5h 16m
1 stop
United Airlines Logo
5:45 am - 11:38 am
BOS
-
MSN
6h 53m
2 stops
$284United Airlines
Wed, Jul 8 - Mon, Jul 13
Delta Logo
4:45 pm - 8:19 pm
MSN
-
BOS
2h 34mnonstop
Delta Logo
2:00 pm - 8:13 pm
BOS
-
MSN
7h 13m
1 stop
$286Delta
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
10:44 am - 6:24 pm
MSN
-
BOS
6h 40m
1 stop
American Airlines Logo
8:10 am - 1:46 pm
BOS
-
MSN
6h 36m
1 stop
$293American Airlines
Fri, Feb 20 - Sat, Mar 14
American Airlines Logo
8:09 am - 2:44 pm
MSN
-
BOS
5h 35m
1 stop
American Airlines Logo
7:02 pm - 11:35 pm
BOS
-
MSN
5h 33m
1 stop
$296American Airlines
Thu, Apr 30 - Mon, May 4
American Airlines Logo
8:00 am - 2:18 pm
MSN
-
BOS
5h 18m
1 stop
American Airlines Logo
7:18 pm - 11:14 pm
BOS
-
MSN
4h 56m
1 stop
$299American Airlines
Fri, Mar 13 - Sat, Mar 14
American Airlines Logo
10:54 am - 6:02 pm
MSN
-
BOS
6h 08m
1 stop
American Airlines Logo
7:02 pm - 11:35 pm
BOS
-
MSN
5h 33m
1 stop
$308American Airlines
Thu, Jun 18 - Mon, Jun 22
Delta Logo
4:45 pm - 8:19 pm
MSN
-
BOS
2h 34mnonstop
Delta Logo
2:00 pm - 3:53 pm
BOS
-
MSN
2h 53mnonstop
$309Delta
Thu, Feb 19 - Thu, Feb 26
American Airlines Logo
4:16 pm - 11:59 pm
MSN
-
BOS
6h 43m
1 stop
American Airlines Logo
5:47 am - 10:08 am
BOS
-
MSN
5h 21m
1 stop
$311American Airlines
Tue, Feb 10 - Tue, Feb 17
American Airlines Logo
7:25 am - 2:48 pm
MSN
-
BOS
6h 23m
1 stop
American Airlines Logo
10:00 am - 4:52 pm
BOS
-
MSN
7h 52m
1 stop
$313American 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.

Find cheap flights to Boston
Find cheap flights to Boston

Planning a trip from Madison to Boston? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

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 Monday 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 September, where tickets cost $318 (return) on average. On the other hand, the most expensive months are February and March, where the average cost of round-trip tickets is $473 and $467 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 $379, 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 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$164
Most popular time to fly and prices are also 17% 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 $164 for a one-way ticket and $279 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, and Delta 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 $402 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 $397 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 $256 or less one-way and $349 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 8119 reviews
8.5Crew
7.2Food
8.1Boarding
7.8Entertainment
7.9Comfort
Airline reviews

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

10.0 ExcellentSenthil Kumar, Jan 2026
PDX - ATL
Read more Delta reviews

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The flight crew where really good. Better then the crew from BNE to SFO

Delayed, toilets did not flush, pilot parked to far away from Gate

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

one crew said "he" didn't serve double alcohol drinks for travelers in exit rows. crew on prior flight did. Is this a AA rule, and the prior crew was being nice? Also, I think we deserve more than a 25% refund for losing first class seats when rescheduling a flight due to weather

It was a little concerning to hear the ground crew arguing with the flight crew over baggage space. Instead of taking them and checking them, they started checking for space in the first class cabin moving items around like the flight crew didn't know what they were doing. I was embarrassed for them.

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

I booked an aisle seat and was given a middle. At 6'4" 230lbs, it is not ideal to fly in the middle row for myself and passengers.

Trip delayed for 2 hours because of rain. We boarded and have to get down the flight and reboard again.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

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

Information on your arrival and departure airports