$69 Find Cheap Flights from Vermont to Massachusetts - Compare and Save

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Low season

January

Cheapest flight

$69
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Rutland to Boston

FAQs for booking flights from Vermont to Massachusetts

  • How does KAYAK find such low prices on flights from Vermont to Massachusetts?

    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 Vermont to Massachusetts.

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

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

    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 from Vermont to Massachusetts with an airline and back with another airline.

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

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

  • How many airports are there in Massachusetts?

    There are 7 airports in Massachusetts. The busiest airport is Boston Logan Airport (BOS), with 97% of all flights arriving there.

  • Which is the cheapest airport to fly into in Massachusetts?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Massachusetts is Boston Logan Intl Airport (BOS), with an average flight price of $90.

  • What is the cheapest flight to Massachusetts?

    The cheapest ticket to Massachusetts from Vermont found in the last 5 days was to Boston, at $208 round-trip. The most popular route is Rutland (RUT) to Boston (BOS) and the cheapest round-trip airline ticket found on this route in the last 5 days was $208.

  • What is the cheapest month to fly from Vermont to Massachusetts?

    The cheapest month for flights from Vermont to Massachusetts is October, when tickets cost $77 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $103 and $102 respectively.

  • How many cities have direct flights to Massachusetts?

    From Vermont, there are direct flights to Massachusetts from 1 city. This city is Rutland and there are 42 direct flights each week.

  • How many direct flights to Massachusetts are there each day?

    There are around 6 direct flights from within Vermont to Massachusetts every day. Most flights (67%) depart in the morning.

  • How many direct flights to Massachusetts are there each week?

    Each week there are around 42 direct flights from within Vermont to Massachusetts. The most common day for departures is Monday, with 14% of flights taking off on this day.

  • How long is the flight to Massachusetts?

    An average nonstop flight from Vermont to Massachusetts takes 8h 46m, covering a distance of 157 miles. The shortest route is Lebanon (LEB) to Boston (BOS) with an average flight time of 1h 05m.

  • How many long-haul flights are there to Massachusetts each week?

    There are not any long-haul (6-12 hour flight duration) or medium-haul (3-6 hour flight duration) flights to Massachusetts. Instead, there are 42 short-haul flights (up to 3 hour flight duration), with the most arriving from Rutland.

  • What is the most popular destination in Massachusetts?

    Based on KAYAK flight searches, the most popular destination is Boston (100% of total searches to Massachusetts).

Reviews of the top 3 airlines serving from Vermont to Massachusetts

 
Need help choosing which airline to fly with from Vermont to Massachusetts? 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.
9.2
Cape AirOverall score based on 34 reviews
9.2Crew
8.7Entertainment
8.5Food
9.0Boarding
8.4Comfort
Airline reviews

Terrible weather, I got an earlier flight from Nantucket. I was lucky Staff were excellent, pilot superb, Once up, I really was not aware of the winds . Super flight, almost like in summer. I was so worried was going to miss Boston to Dublin connection but got to mainland in loads of time. No food or entertainment required on this short hop.Lucky to have such an expert service .

10.0 ExcellentAnne, Oct 2026
Read more Cape Air reviews

Terrible weather, I got an earlier flight from Nantucket. I was lucky Staff were excellent, pilot superb, Once up, I really was not aware of the winds . Super flight, almost like in summer. I was so worried was going to miss Boston to Dublin connection but got to mainland in loads of time. No food or entertainment required on this short hop.Lucky to have such an expert service .

The flight to Boston segment of my round trip was abruptly canceled (eventually citing Logan Airport construction as the reason) leaving those of us flying from Boston in a very tough spot. I had to get a ride to the Martha’s Vineyard Ferry, sail to Woods Hole and then hire a very expensive ride all the way to Boston, as the remaining scheduled buses wouldn’t get me to my 5:10 pm Paris flight on time. This cancellation wasn’t Cape Air’s fault, but even an hour earlier warning would have allowed me to ferry to the mainland and catch the 12:00 bus to Logan for $38 instead of over $200.

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Great flight. Thank you for the upgrade to first class.

Flight was delayed and not a lot of communication on why until we got on the plane.

Horrible experience. Delta delayed the flight to 11pm which happens. Apparently the pilots were there but we were waiting for flight attendants to arrive from Detroit and they were delayed. They could have made arrangements but that’s fine. What was truly horrible was that at 10:50pm the pilot comes out and says the flight will be cancelled but hasn’t been cancelled yet in the system. It’s being cancelled because the pilots have timed out. As soon as that plane got delayed past 10:50pm delta knew it couldn’t fly. Yet they made us wait around for hours. When the flight finally got cancelled all the area hotels were booked and flights for the next day were unavailable until midday. All I wanted was to spend one day with my family before needing to fly abroad on another delta flight. That will be my last flight with them. I’ll take my 800k miles flown and annual spend to an airline that isn’t so thoughtless.

got ahead of the schedule, nothing else to like. crew management of boarding when overhead bag space was virtually gone in the midst of their priority zone 3 should have been better. but they absolutely did not care. ryanair crew is better than this!

The crew were very respectful. And also they were welcoming.they did help us locate our seats.i enjoyed.

Terrible. Waited on runway for 1+ hour after landing and then was brought to wrong terminal

My experience with Delta started with my luggage being found ripped open with items missing. The baggage office told me to bring the bag, and I wanted them to see how I found it. The agent refused, so I carried my bag into the office myself. The agent was nice enough to fix the zipper and gave me a red card with a number to call. I followed the steps; first one department, then the baggage department took over. This took more than two hours on the phone. The return flight was okay. The flight lead was checking her meals and then asked if we wanted anything before departure. However, throughout the flight, I had to ask for things because she was reading her book;which I have no issue with if she had been more attentive. At the end of the flight, the pilot appeared annoyed with the flight lead for not following his instructions regarding a meal he had requested; a chicken sandwichand said, "I asked for that for the flight." On the positive side, my work event in Vegas went well, and now I'm home relaxing.

Awful. There was an unexpected delay of nearly three hours because there were not enough flight attendants. I understand this is likely due to FAA regulations; but in that case, Delta should coordinate with smaller airports such as RDU to have extra flight attendants on the ground and "on call". In addition, this was the second 2-hour+ delay to Boston on this route in one week.

It was strange that the flight attendant was so adamant about having phones turned to airplane mode that he was calling out names from networks shown and waiting until they were all gone. I've never experienced that before, and after already working through an hour+ delay, it felt tone deaf. I take dozens of flights per year and have never experienced anything similar.

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.

Please stop those idiotic and unrelenting announcements, commercials and stupid credit card drivel. All together about 15 minutes of stupidness that annoys each passenger.

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

More options for your flight to Massachusetts

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