$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 5/1. 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

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Everything you should know

Cheapest round-trip
$107
Typical prices: $257-$117
Breeze Airways, Frontier
Fri 6/5Mon 6/8
MCO - BDL • 1 stop
Cheapest non-stop
$115
Typical prices: $237-$82
Frontier, Breeze Airways
Thu 4/30Tue 5/5
MCO - BDL • Non-stop
Arrival airport
You can't fly directly to Great Barrington. It is served by Hartford (BDL), located 38.9 miles from Great Barrington.
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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

Fri, Jun 5 - Mon, Jun 8
Multiple Airlines Logo
6:32 pm - 10:49 pm
MCO
-
BDL
4h 17m
1 stop
Multiple Airlines Logo
5:44 pm - 8:45 pm
BDL
-
MCO
3h 01mnonstop
$107Multiple Airlines
Thu, Jun 4 - Mon, Jun 8
Multiple Airlines Logo
6:56 pm - 11:11 pm
MCO
-
BDL
4h 15m
1 stop
Multiple Airlines Logo
5:44 pm - 8:45 pm
BDL
-
MCO
3h 01mnonstop
$108Multiple Airlines
Fri, May 8 - Mon, May 11
Breeze Airways Logo
6:00 pm - 10:17 pm
MCO
-
BDL
4h 17m
1 stop
Breeze Airways Logo
6:57 pm - 11:27 pm
BDL
-
MCO
4h 30m
1 stop
$121Breeze Airways
Wed, May 6 - Wed, May 13
Breeze Airways Logo
1:34 pm - 4:30 pm
TPA
-
BDL
2h 56mnonstop
Breeze Airways Logo
6:00 am - 9:08 am
BDL
-
TPA
3h 08mnonstop
$161Breeze Airways
Fri, May 1 - Sat, May 2
American Airlines Logo
6:45 am - 8:11 am
DCA
-
BDL
1h 26mnonstop
American Airlines Logo
6:15 am - 7:44 am
BDL
-
DCA
1h 29mnonstop
$220American Airlines
Fri, May 1 - Mon, May 4
United Airlines Logo
8:15 am - 9:37 am
IAD
-
BDL
1h 22mnonstop
United Airlines Logo
6:05 am - 7:31 am
BDL
-
IAD
1h 26mnonstop
$220United Airlines
Sat, May 2 - Tue, May 5
American Airlines Logo
5:00 pm - 12:25 am
DCA
-
BDL
7h 25m
1 stop
American Airlines Logo
8:42 pm - 10:15 pm
BDL
-
DCA
1h 33mnonstop
$223American Airlines
Wed, Jun 3 - Tue, Jun 16
United Airlines Logo
12:40 pm - 2:06 pm
IAD
-
BDL
1h 26mnonstop
United Airlines Logo
7:45 pm - 9:14 pm
BDL
-
IAD
1h 29mnonstop
$224United Airlines
Sat, May 2 - Tue, May 5
Delta Logo
6:00 am - 1:16 pm
DCA
-
BDL
7h 16m
1 stop
Delta Logo
6:00 am - 11:25 am
BDL
-
DCA
5h 25m
1 stop
$233Delta
Tue, Apr 28 - Sat, May 2
Delta Logo
5:07 pm - 11:15 pm
IAD
-
BDL
6h 08m
1 stop
Delta Logo
5:17 pm - 11:03 pm
BDL
-
IAD
5h 46m
1 stop
$235Delta
Useful Info

Good to know - Book Cheap Great Barrington Plane Tickets

Low seasonJanuary
Cheapest flight$39
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Atlanta 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 Airlines
DFW
-
BDL
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
MSP
-
BDL
Nov 2024
For 7a flight, arrive early! Security lines were very long.
Verified travelerFlew with Breeze Airways
TPA
-
BDL
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 Chicago2h 36m
    Flights from Washington, D.C.1h 29m
    Flights from Tampa3h 00m
    Flights from Atlanta2h 33m
    Flights from Orlando3h 00m
  • What is the cheapest flight to Hartford?

    In the last 3 days, the cheapest flight deal to Hartford was found on the route from Atlanta, at $107 return. The most popular connection is from Orlando to Hartford and KAYAK users have found round-trip deals for as low as $107 in the last 3 days.

  • Which airlines fly to Hartford?

    Many airlines fly to Hartford, the most common ones being American Airlines, Avelo Airlines, and United Airlines. 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 Fort Lauderdale $211, from Miami $229, from Las Vegas $246
  • 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 276 reviews
8.3Boarding
6.6Food
8.7Crew
8.2Comfort
6.6Entertainment
Airline reviews

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.

6.0 GoodJames, Feb 2026
RDU - RSW
Read more Breeze Airways reviews

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.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Great experience and In love flying in and out of Provo airport

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Comfortable seating, adequate space available, nice to have USB port, polite crew.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Had a great flight. Delayed takeoff, but comfortable. Snacks were good.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

Subpar. The seating on the plane is almost unbearable. We are literally touching and/or sitting on each other which is totally unacceptable and shameful. Pilots and crew was very accommodating and friendly.

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

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

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

Boarding was again a "free for all". We were boarding group 4, and almost the entire plane was able to board before us. It's a shame that someone who follows the rules, gets the short end of the stick. Not fair.

Flight left on time, arrived early, pleasant staff provided water, coffee, etc. access to bathrooms was reasonable and were well maintained. blankets were available, lots of entertainment options. LUGGAGE SERVICE WAS GREAT. I got my one checked bag quickly and was able to make a bus connection for a 2 hour bus ride saving me from waiting another 1.5 hours.

The boarding process was straightforward. One pertinent observation regarding all boarding procedures is that if an individual requires assistance or possesses a special status and is part of preboarding, it is advisable to limit the number of passengers who can preboard with them, rather than the entire, sometimes large, companion groups. The seats are uncomfortable, and the entertainment options are significantly inferior compared to other airlines. During the snack service, I requested an additional bag of snacks, but my request was denied. Initially, the flight attendant agreed to my request.becoming a strange accurate moment. The flight duration was four hours.

The flight was officially delayed 3 times, and was actually later than that. Combined, it was a 3 hour delay, but there was no recognition (miles, voucher, etc). The crew seemed stressed. The captain sounded nervous in his announcements. The flight itself was smooth and uneventful.

United didn’t even try to hold the flight for me. They knew I had a tight connection and when I arrived at the gate less than 10 mins after final boarding the flight had already gone. The gate agent wasn’t even notified that I was on my way. She was told I wasn’t at the airport

It was perfect! I've never flown with United before, but I definitely will in the future

I had a cancelled flight because of technical issues going to my destination, and a delayed flight coming home. All told it wasn’t a total bust.

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

Fine. The issues I had were associated with luggage being delayed from Turkey to Tanzania

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

there are no options s for snack besides cookies would ve nice to have a salty option n

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Going non stop to lax like I paid for. Not stopping in MCI for gas. Too long of delays

Human interaction. Thought there would be more service-even a smile would have been nice.

It was canceled at the last minute. While I was literally at the airport. Messed my entire trip up.

Seat was VERY uncomfortable. Flight was delayed and then boarded slowly. The crew was super helpful with boarding and supporting maximizing the luggage in the overhead.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

Everything you need to know for your flight to Great Barrington