$84 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 7/7. 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
$132
Typical prices: $283-$123
Frontier
Sat 6/6Wed 6/10
MCO - BDL • Non-stop
Cheapest one-way
$76
Typical prices: $121-$202
Breeze Airways
Tue 7/7
FLL - BDL • 1 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

Sat, Jun 6 - Wed, Jun 10
Frontier Logo
4:09 pm - 6:58 pm
MCO
-
BDL
2h 49mnonstop
Frontier Logo
12:39 pm - 3:40 pm
BDL
-
MCO
3h 01mnonstop
$132Frontier
Wed, Jun 10 - Sat, Jun 13
Breeze Airways Logo
9:56 pm - 12:51 am
MCO
-
BDL
2h 55mnonstop
Breeze Airways Logo
7:32 pm - 11:59 pm
BDL
-
MCO
4h 27m
1 stop
$135Breeze Airways
Fri, Aug 28 - Sun, Sep 6
American Airlines Logo
10:26 pm - 11:55 pm
DCA
-
BDL
1h 29mnonstop
American Airlines Logo
7:40 pm - 9:24 pm
BDL
-
DCA
1h 44mnonstop
$249American Airlines
Wed, Jun 24 - Sun, Jun 28
United Airlines Logo
10:25 pm - 11:59 pm
IAD
-
BDL
1h 34mnonstop
United Airlines Logo
6:00 am - 7:26 am
BDL
-
IAD
1h 26mnonstop
$249United Airlines
Thu, Jul 23 - Sun, Jul 26
American Airlines Logo
7:39 am - 9:06 am
DCA
-
BDL
1h 27mnonstop
American Airlines Logo
6:00 am - 7:30 am
BDL
-
DCA
1h 30mnonstop
$250American Airlines
Fri, Sep 4 - Mon, Sep 7
United Airlines Logo
10:27 pm - 11:59 pm
IAD
-
BDL
1h 32mnonstop
United Airlines Logo
6:00 am - 7:24 am
BDL
-
IAD
1h 24mnonstop
$258United Airlines
Fri, Aug 28 - Sat, Sep 5
Delta Logo
7:35 pm - 11:51 pm
DCA
-
BDL
4h 16m
1 stop
Delta Logo
1:09 pm - 6:45 pm
BDL
-
DCA
5h 36m
1 stop
$269Delta
Fri, Aug 28 - Sun, Sep 6
Delta Logo
2:45 pm - 11:51 pm
DCA
-
BDL
9h 06m
2 stops
Delta Logo
5:50 am - 11:38 am
BDL
-
DCA
5h 48m
1 stop
$274Delta
Tue, Jun 16 - Wed, Jun 24
Southwest Logo
5:25 am - 2:00 pm
HOU
-
BDL
7h 35m
1 stop
Southwest Logo
4:30 pm - 11:10 pm
BDL
-
HOU
7h 40m
1 stop
$334Southwest
Tue, Jul 21 - Fri, Jul 24
Southwest Logo
5:00 am - 12:15 pm
HOU
-
BDL
6h 15m
1 stop
Southwest Logo
7:10 pm - 12:15 am
BDL
-
HOU
6h 05m
1 stop
$349Southwest
Useful Info

Good to know - Book Cheap Great Barrington Plane Tickets

Low seasonJanuary
Cheapest flight$76
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 1% increase in price.
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 
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 Chicago O'Hare Intl Airport2h 02m
    Flights from Orlando Airport2h 40m
    Flights from Tampa2h 40m
    Flights from Washington, D.C. Dulles Intl Airport1h 21m
    Flights from Atlanta2h 12m
  • What is the cheapest flight to Hartford?

    In the last 3 days, the cheapest flight deal to Hartford was found on the route from Fort Lauderdale, at $132 return. The most popular connection is from Orlando to Hartford and KAYAK users have found round-trip deals for as low as $132 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 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 $155, from Fort Lauderdale $208, 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 286 reviews
8.7Crew
6.7Entertainment
8.2Comfort
6.7Food
8.3Boarding
Airline reviews

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.

10.0 ExcellentAngelo, May 2026
VRB - IAD
Read more Breeze Airways reviews

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.

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.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

We had a delay, but thankfully I made it to my connection. Overall it went smooth

The flight had a delay but I made it to my connection. Flight was smooth overall

As I wrote earlier, poor planning and/or communication. At least twice, we were told that we would be boarding in less than ten minutes, only to have the flight again delayed at least another hour.

This flight is a quick way to get to Chicago, but a bit expensive.

Our flight to Rome, Italy was cancelled the day of and we were never informed. We only found out because I was trying to get into my husbands account and called to get his account number. Had to pay more for worse seating on another airline.

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.

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

Cancelled flight. Still waiting to get home for grand daughter’s graduation .

Everything you need to know for your flight to Great Barrington