$39 Find Cheap Flights to Great Barrington

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Great Barrington departing on 12/5. 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 Great Barrington

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$83
Overall average: $144
Frontier
Thu 11/20Sun 11/23
MCO - BDL • Non-stop
Cheapest one-way
$39
Typical prices: $84-$186
Breeze Airways
Fri 12/5
RDU - BDL • 1 stop
Top routes
RDU-BDL
Cheapest
MCO-BDL
Most popular
Insights
Insights
Insights
Insights
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 Great Barrington!
Flight Deals
Useful Info
Flight Deals

Cheap Flights to Great Barrington

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

Thu, Nov 20 - Sun, Nov 23
Frontier Logo
4:44 pm - 7:32 pmMCO-BDL
2h 48mnonstop
Frontier Logo
8:27 pm - 11:36 pmBDL-MCO
3h 09mnonstop
$83Frontier
Find Deal
Thu, Jan 22 - Sun, Jan 25
Frontier Logo
5:45 am - 11:15 amMCO-BDL
5h 30m1 stop
Frontier Logo
8:19 pm - 11:40 pmBDL-MCO
3h 21mnonstop
$84Frontier
Find Deal
Fri, Dec 5 - Mon, Dec 8
Breeze Airways Logo
6:36 pm - 10:43 pmMCO-BDL
4h 07m1 stop
Breeze Airways Logo
1:30 pm - 5:56 pmBDL-MCO
4h 26m1 stop
$86Breeze Airways
Find Deal
Fri, Dec 5 - Sun, Dec 7
Breeze Airways Logo
6:36 pm - 10:43 pmMCO-BDL
4h 07m1 stop
Breeze Airways Logo
2:01 pm - 6:22 pmBDL-MCO
4h 21m1 stop
$90Breeze Airways
Find Deal
Wed, Dec 17 - Wed, Jan 7
American Airlines Logo
5:02 pm - 11:55 pmTPA-BDL
6h 53m1 stop
American Airlines Logo
11:30 am - 5:26 pmBDL-TPA
5h 56m1 stop
$167American Airlines
Find Deal
Sat, Jan 31 - Sun, Feb 1
Delta Logo
7:05 am - 1:42 pmORD-BDL
5h 37m1 stop
Delta Logo
5:30 am - 9:40 amBDL-ORD
5h 10m1 stop
$177Delta
Find Deal
Thu, Dec 4 - Sun, Dec 7
American Airlines Logo
8:35 pm - 11:56 pmORD-BDL
2h 21mnonstop
American Airlines Logo
5:52 am - 7:55 amBDL-ORD
3h 03mnonstop
$192American Airlines
Find Deal
Thu, Jan 8 - Sun, Jan 11
Delta Logo
11:27 am - 1:41 pmATL-BDL
2h 14mnonstop
Delta Logo
5:35 pm - 8:34 pmBDL-ATL
2h 59mnonstop
$199Delta
Find Deal
Thu, Nov 20 - Tue, Nov 25
United Airlines Logo
5:23 pm - 6:51 pmIAD-BDL
1h 28mnonstop
United Airlines Logo
6:00 am - 7:23 amBDL-IAD
1h 23mnonstop
$204United Airlines
Find Deal
Wed, Dec 31 - Sat, Jan 3
United Airlines Logo
10:32 pm - 11:58 pmIAD-BDL
1h 26mnonstop
United Airlines Logo
6:00 am - 7:30 amBDL-IAD
1h 30mnonstop
$213United Airlines
Find Deal
Useful Info

Good to know - Book Cheap Great Barrington Plane Tickets

Low seasonFebruary
Cheapest flight$39
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 12% increase in price.
Flight from Raleigh to Hartford

Flights to Great Barrington: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Great Barrington 
Verified travelerFlew with American AirlinesDFW-BDLJan 2025
Dallas is huge and has gate changes quite frequently so be sure to set alerts and notifications for your flight.
RoderickFlew with DeltaMSP-BDLNov 2024
For 7a flight, arrive early! Security lines were very long.
Verified travelerFlew with Breeze AirwaysTPA-BDLMar 2024
Trains connect the airport terminals and you need to take a train from the car rentals to the main terminal

FAQs - booking Great Barrington flights

  • How long is the flight to Great Barrington?

    Flights from Fort Lauderdale3h 05m
    Flights from Washington, D.C.1h 30m
    Flights from Tampa3h 00m
    Flights from Atlanta2h 38m
    Flights from Orlando2h 59m
  • What is the cheapest flight to Hartford?

    In the last 3 days, the cheapest flight deal to Hartford was found on the route from Raleigh, at $83 return. The most popular connection is from Orlando to Hartford and KAYAK users have found round-trip deals for as low as $83 in the last 3 days.

  • Which airlines fly to Hartford?

    Many airlines fly to Hartford, the most common ones being American Airlines, Southwest, and JetBlue. See the amount of flights per week for popular airlines flying to Hartford.

  • How to fly to Great Barrington?

    You cannot fly directly to Great Barrington. KAYAK recommends you fly to Hartford Bradley Intl (BDL) (38.88 miles from Great Barrington). From there you can rent a car or get a taxi.

  • What airports are near Great Barrington?

    The closest airport is Hartford Bradley Intl (BDL) (38.88 mi). Other nearby airports are Albany Intl (ALB) (44.31 mi), New Windsor Stewart (SWF) (61.28 mi) or Tweed-New Haven (HVN) (68.69 mi). KAYAK recommends you fly to Hartford Bradley Intl.

  • How far is Hartford Bradley Intl Airport from central Hartford?

    Central Hartford is 12 miles away from Hartford Bradley Intl Airport.

  • What is the name of Hartford’s airport?

    Hartford is served by Hartford Bradley Intl Airport, also commonly referred to as Bradley Intl. The airport code is BDL.

  • How does KAYAK find such low prices on flights to Great Barrington?

    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 to Great Barrington.

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

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

  • What is the Hacker Fare option on flights to Great Barrington?

    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 Great Barrington 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 to Great Barrington?

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

Top tips for finding cheap flights to Great Barrington

  • There is no major airport in Great Barrington. It is instead served by Hartford Bradley Intl Airport.
  • Looking for cheap airfare to Great Barrington? 25% of our users found round-trip tickets to Great Barrington for the following prices or less: From Miami $73, from Denver $352, from Los Angeles $438
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Great Barrington flight deals.

Reviews of the top 5 airlines flying to Great Barrington

 
Need help choosing which airline to fly with from the United States to Great Barrington? 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.
8.1
Breeze AirwaysOverall score based on 223 reviews
8.3Boarding
8.2Comfort
8.7Crew
6.7Food
6.7Entertainment
Airline reviews

I was surprised with Breeze Airlines. It was my first time flying with them, and I was hesitant. It was a great experience. The seats are really comfortable. You have much more space than other airlines, and they are better quality seats. The service was amazing, and we landed almost an hour before schedule. It was an amazing experience; I really recommend Breeze Airlines.

10.0 ExcellentAnonymous, Nov 2025ORF - SAN
Read more Breeze Airways reviews

I was surprised with Breeze Airlines. It was my first time flying with them, and I was hesitant. It was a great experience. The seats are really comfortable. You have much more space than other airlines, and they are better quality seats. The service was amazing, and we landed almost an hour before schedule. It was an amazing experience; I really recommend Breeze Airlines.

Ridiculous to have to pay for carry on and to pick seats

We did have a delay but nothing that affected our schedule to terribly. Breeze is the best budget airline that we have found for the eastern seaboard. Price is good. Baggage rates aren't terrible. I suggest checking a bag which gets you more bang for your buck. They fly into smaller airports which is so much easier than trying to get through Logan or JFK. Overall good trip.

First time flying Breeze everything went smoothly. Left early and arrived early to our destination. Definitely will be flying again with them!😊

Great! Only problem is we can’t use the northbound flight on this route as it arrives much too late and is not non-stop.

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

Our gate was changed twice, but since they were super close it wasn't an issue. We were delayed 90 mins or so, which wasn't great, but sometimes that's just what happens. Communication was the issue. We weren't kept informed about delays--with more information I would have gotten a real meal, taken a "bio break" and purchased a new book. Because another. flight was being updated more frequently about their delays, I thought ours would be shorter and stayed close by. It left me feeling more frustrated than was necessary.

Your feedback should include a "not applicable" button. There was no food, nor entertainment on our flight. Also, a snack on a short flight will be nice to have

Boarding at BDL gate 24 was confused, but balanced out by friendly, responsive gate attendants. The crew were friendly and made for a straightforward flight. Seats were fine, but the aircraft needs to go in for cabin maintenance. The air nozzles overhead were all loose and could not be closed or adjusted.

Head rest did not move, very uncomfortable. Staff was great. There was no entertainment, would be nice not to have to pay for snack.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

7 hours delayed due to operational issues on United’s end. Basically laziness.

Short flight but an "eager to help" crew made the journey more enjoyable!

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

The person I bought the ticket for didn’t make the flight.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

During booking, I kept trying submitting my payment from the Mexican website and it didn't work. After I had the idea to change it to the Canadian website, it worked but I had to be charged the equivalent of 50 CAD more. I received the clear instruction that I would only be able to check-in at the airport and that it was impossible to select a seat 24 hours before departure, that I had to pay 144 CAD to do so, although not only was I able to check-in 24 hours before departure, but I could have selected my seats for free then. All in all, I almost threw $200 out the window due to misleading information. Besides, the app kept crashing, the information to get to the gate on the app was inaccurate, my gate was switched and I was only informed once in the air (luckily I had noticed the departure pannel), I was not addressed in my language beforehand and even if I tried I was immediately answered in English (which meant the crew understood but didn't want to answer accordingly), there was only one snack & beverage service on my medium haul flight and no beverage service on my short haul flight. To be fair, the planes were comfortable, the crew apart from the language issue was helpful, dynamic and engaging, the plane was clean and the directions were clear and direct. United has a lot of potential to be one of my favourite airlines, but the devil is in the details and a lot of them missed the target.

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Everything you need to know for your flight to Great Barrington

Complete your trip to Great Barrington with a hotel stay or car rental

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.