BOS - MSN

$119 Find Cheap Flights from Boston to Madison

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Madison departing on 6/30. 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

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

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

Cheap Flights from Boston to Madison (BOS-MSN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Madison 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 Boston to Madison

Mon, Jun 30 - Wed, Jul 2
American Airlines Logo
6:26 pm - 11:59 pmBOS-MSN
6h 33m1 stop
American Airlines Logo
1:27 pm - 8:44 pmMSN-BOS
6h 17m1 stop
$237American Airlines
Find Deal
Sat, Aug 16 - Thu, Aug 21
American Airlines Logo
5:29 am - 9:18 amBOS-MSN
4h 49m1 stop
American Airlines Logo
5:45 pm - 9:10 pmMSN-BOS
2h 25mnonstop
$245American Airlines
Find Deal
Wed, Jul 2 - Wed, Jul 9
American Airlines Logo
8:10 am - 11:53 amBOS-MSN
4h 43m1 stop
American Airlines Logo
5:06 pm - 11:01 pmMSN-BOS
4h 55m1 stop
$248American Airlines
Find Deal
Tue, Jul 8 - Mon, Jul 14
Delta Logo
6:00 pm - 11:27 pmBOS-MSN
6h 27m1 stop
Delta Logo
6:10 pm - 11:53 pmMSN-BOS
4h 43m1 stop
$259Delta
Find Deal
Tue, Jul 8 - Tue, Jul 15
United Airlines Logo
4:27 pm - 8:56 pmBOS-MSN
5h 29m1 stop
United Airlines Logo
6:40 am - 2:14 pmMSN-BOS
6h 34m2 stops
$264United Airlines
Find Deal
Tue, Jul 15 - Wed, Jul 16
Delta Logo
9:00 am - 12:40 pmBOS-MSN
4h 40m1 stop
Delta Logo
6:00 am - 1:20 pmMSN-BOS
6h 20m1 stop
$277Delta
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Fri, Oct 24 - Sun, Oct 26
 Logo
6:00 am - 4:55 pmBOS-MSN
11h 55m2 stops
 Logo
6:00 pm - 10:41 amMSN-BOS
15h 41m1 stop
Wed, Jul 2 - Wed, Jul 9
United Airlines Logo
6:03 pm - 10:33 pmBOS-MSN
5h 30m1 stop
United Airlines Logo
6:40 am - 2:14 pmMSN-BOS
6h 34m2 stops
$310United Airlines
Find Deal
Fri, Oct 24 - Sun, Oct 26
Sun Country Air Logo
11:45 am - 4:55 pmBOS-MSN
6h 10m1 stop
Sun Country Air Logo
6:00 pm - 10:41 amMSN-BOS
15h 41m1 stop
$321Sun Country Air
Find Deal
Fri, Oct 24 - Sun, Oct 26
 Logo
6:00 am - 4:55 pmBOS-MSN
11h 55m2 stops
 Logo
6:00 pm - 10:12 pmMSN-BOS
27h 12m3 stops
Useful Info

KAYAK's insights & trends for Boston to Madison flights

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

Find cheap flights to Madison
Find cheap flights to Madison

Planning a trip from Boston to Madison? 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 Boston to Madison?

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

Your flight ticket price will generally be cheaper if you fly to Madison on a Sunday and more expensive on a Monday. On your return trip to Boston, you should consider flying back on a Wednesday, and avoid Fridays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Madison, 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 Boston to Madison is June, where tickets cost $358 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is $588 and $558 respectively.

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

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $765 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Madison, 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 Boston to Madison, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonJanuary
High seasonJune
Cheapest flight$119
Best time to beat the crowds but there is an average 25% increase in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Boston to Madison

When to book flights from Boston to Madison

Are your dates flexible? Find out the best times to travel from Boston to Madison 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 Boston to Madison

  • What is the cheapest flight from Boston to Madison?

    In the last 3 days, the lowest price for a flight from Boston to Madison was $119 for a one-way ticket and $237 for a round-trip.

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

    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 Boston to Madison?

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

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

    The Airbus A319 is the aircraft model that flies most regularly on the Boston to Madison flight route.

  • Which airline alliances offer flights from Boston to Madison?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Boston to Madison are Delta and United Airlines. With an average price for the route of $482 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $539 and an overall rating of 7.4.

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

    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 Boston to Madison.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madison from Boston 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 Boston to Madison?

    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 Madison with an airline and back to Boston with another airline. Booking your flights between Boston and MSN 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 Boston to Madison?

    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 Madison from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Prefer to fly direct from Boston to Madison?

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

Direct departures

Boston Logan Intl to Madison Truax Field

Thursday

Delta, KLM

Delta, KLM

Friday

American Airlines

American Airlines

Sunday

American Airlines, Delta

American Airlines, Delta

See more direct flights

Direct returns

Madison Truax Field to Boston Logan Intl

Thursday

American Airlines, Delta

American Airlines, Delta

Friday

American Airlines

American Airlines

Sunday

Delta

Delta

See more direct flights
See more direct flights

Top 3 airlines serving from Boston to Madison

 
See real verified KAYAK customer reviews for airlines flying from Boston to Madison. 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 Boston to Madison? 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.
8.0
DeltaOverall score based on 7946 reviews
7.9Entertainment
7.9Comfort
7.3Food
8.2Boarding
8.5Crew
Airline reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

10.0 ExcellentHartaj, Jun 2025EWR - RDU
Read more Delta reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Great flight! Only complaint I had was that I didn’t get breakfast that morning because I don’t eat eggs for breakfast.. I ate an energy bar I bought in the airport which I had never done before. Otherwise, another great Delta flight!

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Excellent service despite turbulence during the flight. Flight attendants were remarkable!

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

Smooth flight, especially take off and landing, and great crew on board. Really loved the stroopwaffles!

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

So awful Unreliable Unfriendly Bad Mad Mean Smelly Hot Late Overbooked Understaffed Expensive Cramped Narcs If they were a fruit they’d be rotten durian

It’s a great flight. Service is good. Staff is awesome.

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

Information on your arrival and departure airports

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