$70 Find Cheap Flights to Great Barrington - 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 to Great Barrington 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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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, Oct 15 - Mon, Oct 19
Breeze Airways Logo
7:26 pm - 11:36 pmMCO  Orlando-BDL Hartford Bradley Intl
4h 10m1 stop Wilmington New Hanover County
Breeze Airways Logo
3:13 pm - 7:43 pmBDL  Hartford Bradley Intl-MCO Orlando
4h 30m1 stop Greensboro/H. Point
$136Breeze Airways
Fri, Sep 18 - Mon, Sep 21
Breeze Airways Logo
6:12 pm - 10:26 pmMCO  Orlando-BDL Hartford Bradley Intl
4h 14m1 stop New Bern Coastal Carolina Rgnl
Breeze Airways Logo
3:13 pm - 7:43 pmBDL  Hartford Bradley Intl-MCO Orlando
4h 30m1 stop Greensboro/H. Point
$137Breeze Airways
Wed, Sep 2 - Mon, Sep 7
Frontier Logo
8:48 am - 11:32 amMCO  Orlando-BDL Hartford Bradley Intl
2h 44mnonstop
Frontier Logo
12:27 pm - 3:30 pmBDL  Hartford Bradley Intl-MCO Orlando
3h 03mnonstop
$138Frontier
Sat, Sep 12 - Tue, Sep 15
Multiple Airlines Logo
2:29 pm - 5:18 pmMCO  Orlando-BDL Hartford Bradley Intl
2h 49mnonstop
Multiple Airlines Logo
7:05 am - 6:37 pmBDL  Hartford Bradley Intl-MCO Orlando
11h 32m1 stop Raleigh-Durham
$138Multiple Airlines
Thu, Oct 1 - Mon, Oct 5
Frontier Logo
11:30 am - 2:18 pmMCO  Orlando-BDL Hartford Bradley Intl
2h 48mnonstop
Frontier Logo
9:25 pm - 1:52 pmBDL  Hartford Bradley Intl-MCO Orlando
16h 27m1 stop San Juan Luis Munoz Marin Intl
$141Frontier
Thu, Oct 1 - Mon, Oct 5
Multiple Airlines Logo
11:30 am - 2:18 pmMCO  Orlando-BDL Hartford Bradley Intl
2h 48mnonstop
Multiple Airlines Logo
1:04 pm - 5:32 pmBDL  Hartford Bradley Intl-MCO Orlando
4h 28m1 stop New Bern Coastal Carolina Rgnl
$141Multiple Airlines
Mon, Aug 31 - Tue, Sep 1
Southwest Logo
7:45 am - 10:30 amTPA  Tampa-BDL Hartford Bradley Intl
2h 45mnonstop
Southwest Logo
6:50 am - 9:50 amBDL  Hartford Bradley Intl-TPA Tampa
3h 00mnonstop
$185Southwest
Sat, Sep 12 - Sat, Sep 19
Southwest Logo
9:50 am - 12:35 pmTPA  Tampa-BDL Hartford Bradley Intl
2h 45mnonstop
Southwest Logo
3:30 pm - 8:45 pmBDL  Hartford Bradley Intl-TPA Tampa
5h 15m1 stop Baltimore/Washington
$195Southwest
Wed, Sep 23 - Wed, Sep 30
American Airlines Logo
6:00 am - 10:22 amMCO  Orlando-BDL Hartford Bradley Intl
4h 22m1 stop Charlotte Douglas
American Airlines Logo
5:30 am - 10:54 amBDL  Hartford Bradley Intl-MCO Orlando
5h 24m1 stop Washington, D.C. Reagan-National
$201American Airlines
Thu, Sep 3 - Thu, Sep 10
American Airlines Logo
6:00 am - 10:20 amMCO  Orlando-BDL Hartford Bradley Intl
4h 20m1 stop Charlotte Douglas
American Airlines Logo
3:33 pm - 11:12 pmBDL  Hartford Bradley Intl-MCO Orlando
7h 39m1 stop Charlotte Douglas
$201American Airlines
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Good to know - Book Cheap Great Barrington Plane Tickets

Low season

January

Cheapest flight

$70
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Fort Lauderdale to Hartford

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

Insights shared by verified travelers who flew to Great Barrington 
RasheshFlew with JetBlue-Jul 2026
Hafw the outlets at Ft Lauderdale Airport were not working, but the bag drop off and security line went without a hitch
Verified travelerFlew with American Airlines-Jan 2025
Dallas is huge and has gate changes quite frequently so be sure to set alerts and notifications for your flight.
RoderickFlew with Delta-Nov 2024
For 7a flight, arrive early! Security lines were very long.
Verified travelerFlew with Breeze Airways-Mar 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 Washington, D.C.1h 17m
    Flights from Orlando Airport2h 44m
    Flights from Tampa2h 40m
    Flights from Atlanta2h 14m
    Flights from Los Angeles7h 10m
  • What is the cheapest flight to Hartford?

    In the last 5 days, the cheapest flight deal to Hartford was found on the route from Fort Lauderdale, at $136 return. The most popular connection is from Orlando to Hartford and KAYAK users have found round-trip deals for as low as $136 in the last 5 days.

  • Which airlines fly to Hartford?

    Many airlines fly to Hartford, the most common ones being American Airlines, Avelo Airlines, and Delta. 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 Las Vegas $236, from Fort Lauderdale $270, from Miami $320
  • 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.
8.2
Breeze AirwaysOverall score based on 310 reviews
6.7Food
8.3Boarding
8.2Comfort
8.7Crew
6.7Entertainment
Airline reviews

What entertainment!? Snack i bought was unusual and in very small quantity. Very limited selection of snacks to buy. Taste was mediocre.

8.0 ExcellentAnonymous, Aug 2026
Read more Breeze Airways reviews

What entertainment!? Snack i bought was unusual and in very small quantity. Very limited selection of snacks to buy. Taste was mediocre.

Leg room was good. Seat pockets were good. Especially the one for menu. Personal Explanation for potential of needing help since i came on a wheelchair was excellent! That has never happened to me flying before. It happened before many passengers had boarded and the attendant leaned way over in front of me. Great help with my carry on since i was in a wheelchair. I was surprised about cost of drinks and snacks. Didn't know there was no free snack. I was cold on both legs of flight. Asked for a blanket but none was brought. Does Breeze even have them? Temperature was adjusted for a short time. Had to put on jacket and put a shirt from my carry on across my legs. Guy next to me pulled his collar up. My nose was cold to touch. I asked flight attendant if they always kept it that cold. She said she thought they had adjusted the temp. When i suggested she feel how cold my nose was, she said she would note it. Casual dress of crew was interesting to me. I thought tennis shoes was very practical. Observed the captain had gone to get food at a fast food place for the crew before we took off. They did not have time to go having moved from one plane to the next at a different gate than planned. Thought that was great commaradiery! And i told him so. Hard to reach call button and air control. Gate staff suggested we use restrooms before boarding since one on board was so small. Thought that was amusing and thoughtful. Pilot made announcements about delays--mechanical warning light, weather delay, traffic on runway and construction near gate and weather where we were landing. Interesting about crew having to do cleanup. Nice about offering upgrades a couple days before flight. Nice sbout sending reminder to check in.

Flying with this airline is a true nightmare. We got delayed than stranded on layovers due to maintenance issues both ways of our flight and there’s no way to communicate with anyone other than AI bots that are absolutely useless. Never again.

Flight was great except for lunatic lady and her mother sitting middle/window who went nuts when the woman on the aisle wouldn’t stand up right away to let them out even though the aisle was full. Police had to be called. Some people just shouldn’t be allowed to fly.

Flight attendants were wonderful. Seats were comfortable “Nicest” bundle). No screens or meal, but it is a budget airline.

it is an economy airline so lack of perks expected .. however an efficient board, clean plane, pleasant crew and an early arrival for half the price of full service airline

Very quick and easy process from check in to deboarding and baggage claim. Crew was professional and friendly. Flight was smooth and on time. Very convenient for short flights.

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

Flight left on time and was early landing. Seats not comfortable and not enough space…

Flight left on time. Seat spacing is way too small…

It would have been better if the flight was on time

Fairly good - the seats seemed more comfortable on this flight. The staff out of Detroit were quite friendly. But they directed us to the wrong carousel for luggage. :(

Just crazy with times being pushed and pushed and pushed and gate crew at Philly super rude and unprofessional with many under stress with delays.

I liked the new boarding process. I thought the buyup options (legroom, early boarding) to be easy to request and reasonably priced. All the Southwest team from gate to in-flight were so nice.

Flight time kept changing and so did the gate. It was very frustrating

Exceptional. The gate crew responded quickly and got me onto this earlier flight as the final passenger, saving me more than four hours of wait time for my reserved flight.

The flight was delayed due to earlier issues at other airports. The crew was excellent & made it a good trip.

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

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.

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.

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.

Couldn't make the flight because connecting flight was canceled.

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.

Everything you need to know for your flight to Great Barrington