$48 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 11/27. 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
$83
Overall average: $153
Frontier
Thu 1/22Sun 1/25
MCO - BDL • Non-stop
Cheapest one-way
$49
Typical prices: $78-$203
Frontier
Thu 11/27
MCO - BDL • Non-stop
Top routes
MCO-BDL
Cheapest
ATL-BDL
Most popular
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Flight Deals
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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, Jan 22 - Sun, Jan 25
Frontier Logo
4:13 pm - 7:06 pmMCO-BDL
2h 53mnonstop
Frontier Logo
8:01 pm - 11:15 pmBDL-MCO
3h 14mnonstop
$83Frontier
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Thu, Jan 22 - Sun, Jan 25
Frontier Logo
5:25 am - 11:16 amMCO-BDL
5h 51m1 stop
Frontier Logo
8:01 pm - 11:15 pmBDL-MCO
3h 14mnonstop
$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
6:36 pm - 10:59 pmBDL-MCO
4h 23m1 stop
$93Breeze Airways
Find Deal
Fri, Dec 5 - Mon, Dec 8
Breeze Airways Logo
6:36 pm - 10:43 pmMCO-BDL
4h 07m1 stop
Breeze Airways Logo
6:36 pm - 10:59 pmBDL-MCO
4h 23m1 stop
$97Breeze Airways
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Tue, Jan 6 - Thu, Jan 8
Delta Logo
6:15 am - 1:45 pmORD-BDL
6h 30m1 stop
Delta Logo
12:56 pm - 5:26 pmBDL-ORD
5h 30m1 stop
$177Delta
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Tue, Dec 9 - Tue, Dec 16
Delta Logo
5:42 pm - 11:56 pmORD-BDL
5h 14m1 stop
Delta Logo
7:30 am - 12:10 pmBDL-ORD
5h 40m1 stop
$187Delta
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Tue, Dec 9 - Tue, Dec 16
American Airlines Logo
8:35 pm - 11:56 pmORD-BDL
2h 21mnonstop
American Airlines Logo
5:46 pm - 7:55 pmBDL-ORD
3h 09mnonstop
$191American Airlines
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Fri, Dec 5 - Sun, Dec 7
American Airlines Logo
6:59 am - 8:24 amDCA-BDL
1h 25mnonstop
American Airlines Logo
5:25 pm - 6:54 pmBDL-DCA
1h 29mnonstop
$204American Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7
United Airlines Logo
8:15 am - 9:38 amIAD-BDL
1h 23mnonstop
United Airlines Logo
6:00 am - 7:23 amBDL-IAD
1h 23mnonstop
$204United Airlines
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Thu, Dec 4 - Sat, Dec 6
United Airlines Logo
8:15 am - 9:38 amIAD-BDL
1h 23mnonstop
United Airlines Logo
10:34 am - 11:53 amBDL-IAD
1h 19mnonstop
$219United Airlines
Find Deal
Useful Info

Good to know - Book Cheap Great Barrington Plane Tickets

Low seasonJanuary
Cheapest flight$49
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Orlando Airport 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 Chicago2h 35m
    Flights from Washington, D.C.1h 28m
    Flights from Tampa3h 02m
    Flights from Atlanta2h 38m
    Flights from Orlando3h 01m
  • What is the cheapest flight to Hartford?

    In the last 3 days, the cheapest flight deal to Hartford was found on the route from Orlando, at $83 return. The most popular connection is from Atlanta 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, 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 232 reviews
6.6Entertainment
8.3Boarding
8.2Comfort
6.7Food
8.8Crew
Airline reviews

It was pretty good. Only thing that makes our boarding uncomfortable was, that we had to pass TSA at terminal 1 and after that walk 15 minutes to terminal B, because bus was insufficient to take so many people and waiting time for the bus was more then 1 hour.

10.0 ExcellentDmitrij, Nov 2025LAX - PIT
Read more Breeze Airways reviews

It was pretty good. Only thing that makes our boarding uncomfortable was, that we had to pass TSA at terminal 1 and after that walk 15 minutes to terminal B, because bus was insufficient to take so many people and waiting time for the bus was more then 1 hour.

Something about the chair was uncomfortable, Maine the curvature of the back.

I would have liked to listen to music and that was not a choice. Would have liked a meal on almost 5 hour flight. 1st class not as nice as others.

Nice aircraft but no in flight entertainment was disappointing. I felt nickel and dimed to death having to pay for my seat, my carry-on and then my soda!

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.

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

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.

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

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

Even though we were delayed, we were able to make our connection

Starlink wifi on the Embraer E175 is an excellent experience. I was able to connect and work from IAD all the way to approach into BTV.

Older aircraft, no meal, only food was for purchase. Not impressed United.

United needs to step up their game. Delayed flight leaving Seattle, San Francisco. Older aircraft, not very comfortable.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

Plane boarded early a quickly, was mostly full. We left close to on time. And landed early.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything was good The connects, with no blame to crew. Or pilots. I understand they are short staffed. Everything went well for me. I'll be using you guys again in May if not sooner.

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

We loved the steward on the plane. He made the night enjoyable

Everything you need to know for your flight to Great Barrington

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