MSN - BOS

$162 Find Cheap Flights from Madison to Boston - Compare and Save

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 9/11. 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.
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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$343
Typical prices: $309-$453
Delta
Sat 9/5Sun 9/6
MSN - BOS • 1 stop
Cheapest non-stop
$357
American Airlines
Sat 9/26Sat 10/3
MSN - BOS • Non-stop
Top airlines
Cheapest • from $343 (round-trip)
Best reviews • 7.8 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with American Airlines and Delta. Average duration is 2h 34m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top layover airports
Cheapest • Avg $319 (round-trip)
Shortest trip • 5h 02m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 5% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 26% price drop
Most popular
Good to know
Good to know
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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

Sat, Sep 5 - Sun, Sep 6
Delta Logo
8:45 am - 4:33 pm
MSN
-
BOS
6h 48m
1 stop
Delta Logo
5:30 am - 12:22 pm
BOS
-
MSN
7h 52m
1 stop
$343Delta
Wed, Oct 14 - Sat, Oct 24
Delta Logo
3:37 pm - 10:24 pm
MSN
-
BOS
5h 47m
1 stop
Delta Logo
11:55 am - 1:43 pm
BOS
-
MSN
2h 48mnonstop
$343Delta
Tue, Sep 22 - Tue, Sep 29
American Airlines Logo
9:40 am - 5:35 pm
MSN
-
BOS
6h 55m
1 stop
American Airlines Logo
9:29 am - 2:27 pm
BOS
-
MSN
5h 58m
1 stop
$343American Airlines
Wed, Sep 9 - Tue, Sep 15
American Airlines Logo
6:57 am - 12:46 pm
MSN
-
BOS
4h 49m
1 stop
American Airlines Logo
7:00 am - 11:43 am
BOS
-
MSN
5h 43m
1 stop
$343American Airlines
Sat, Oct 17 - Wed, Oct 21
United Airlines Logo
4:10 pm - 9:59 pm
MSN
-
BOS
4h 49m
1 stop
United Airlines Logo
10:36 am - 3:04 pm
BOS
-
MSN
5h 28m
1 stop
$343United Airlines
Sun, Sep 6 - Sat, Sep 12
United Airlines Logo
2:44 pm - 9:59 pm
MSN
-
BOS
6h 15m
1 stop
United Airlines Logo
6:00 am - 9:40 am
BOS
-
MSN
4h 40m
1 stop
$343United Airlines
Sat, Oct 17 - Wed, Oct 21
Delta Logo
8:45 am - 3:23 pm
MSN
-
BOS
5h 38m
1 stop
Delta Logo
1:07 pm - 2:57 pm
BOS
-
MSN
2h 50mnonstop
$343Delta
Thu, Sep 10 - Tue, Sep 15
United Airlines Logo
7:15 am - 12:47 pm
MSN
-
BOS
4h 32m
1 stop
United Airlines Logo
7:05 am - 12:03 pm
BOS
-
MSN
5h 58m
1 stop
$343United Airlines
Wed, Aug 26 - Sun, Aug 30
Multiple Airlines Logo
6:05 pm - 9:09 am
MSN
-
BOS
14h 04m
1 stop
Multiple Airlines Logo
12:45 pm - 8:25 am
BOS
-
MSN
20h 40m
1 stop
$359Multiple Airlines
Wed, Aug 26 - Sun, Aug 30
Multiple Airlines Logo
6:05 pm - 11:50 am
MSN
-
BOS
16h 45m
2 stops
Multiple Airlines Logo
12:45 pm - 8:25 am
BOS
-
MSN
20h 40m
1 stop
$383Multiple 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.

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Madison to Boston departing in October.

Flight prices are below average for this route right now.

Flights to Boston from Madison usually cost between $366 and $461 in October.
The lowest price found in the past 5 days was $343 on Delta (Oct 17-Oct 20).

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, Monday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Boston back to Madison, the best deals are generally found on Tuesday, 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 May, where the average cost of round-trip tickets is $484 and $462 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.

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 $423 on average.

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 3 weeks before departure, which saves you about 5% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low season

January

Cheapest flight

$162
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly and prices are also 9% 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 5 days, the lowest price for a flight from Madison to Boston was $162 for a one-way ticket and $343 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.

  • On which days can I fly direct from Madison to Boston?

    There are nonstop flights from Madison to Boston on a daily basis.

  • 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 $392 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $415 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 $261 or less one-way and $393 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.

Prefer to fly direct from Madison to Boston?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Madison Truax Field to Boston Logan Intl.
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

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.
7.8
DeltaOverall score based on 8482 reviews
8.5Crew
8.1Boarding
7.8Entertainment
7.2Food
7.8Comfort
Airline reviews

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

2.0 MediocrePreeti, Jul 2026
MCI - BOS
Read more Delta reviews

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

This flight was originally delayed by ~45 minutes; which is fine. However, there were additional delays due to late offboarding of the prior flight, unclear issues with the boarding process, delays on the tarmac, and exceptionally long taxiing. None of these issues were communicated proactively. Additionally, the flight had exceptionally rough turbulence, which led to a very uncomfortable flight and no traditional beverage service. Again, this is understandable, but it was not communicated up-front by the flight team.

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

The tray table was broken and the food was terrible.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

Super friendly with lots of drink options an entertainment. Friendly crew.

I like flying first class, and United has a nice one

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

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

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

I was forced to check my carry-on backpack despite there being space - but it came out on the baggage carousel so fast it didn't even delay my pickup. Otherwise a good flight. Boarding began early (which was disadvantageous for me) but fine.

Excellent staff helping my 96 year old senior promptly with her oxygen needs

Good even though flight was delayed, the crew was prompt and efficient.

I thought American Airlines did well considering the adverse weather situation over July 21 and 22. I especially appreciated the consideration given to me when I got stuck in Miami on my way to Boston from Charleston, West Virginia. Thank you for providing a voucher for an overnight stay. Though it was only a few hours of sleep, it was very helpful. I was able to reschedule my medical appointment and got back to the Boston area on the 1st flight out of Miami as a standby passenger. It was very helpful that I was given number one priority on the standby list.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

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

Information on your arrival and departure airports