Cheap Flights to Great Barrington , MA from CA $311

View CA $311 flight on Tue, Apr 14, 2026Opens in a new window

Popular airlines to Great Barrington

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How much is the cheapest flight to Great Barrington?

Prices were available within the past 7 days and start at CA $311 for one-way flights and CA $553 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Apr 11 - Sat, Apr 25
YYZ
Toronto
BDL
Hartford
CA $553 Roundtrip, found 4 hours ago
CA $553
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Apr 11 from Toronto to Hartford, returning Sat, Apr 25, priced at CA $553 found 4 hours ago
Delta
Tue, Mar 24 - Tue, Mar 31
YYZ
Toronto
ALB
Albany
CA $577 Roundtrip, found 6 days ago
CA $577
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Mar 24 from Toronto to Albany, returning Tue, Mar 31, priced at CA $577 found 6 days ago
JetBlue Airways
Tue, Mar 10 - Fri, Mar 13
YVR
Vancouver
BDL
Hartford
CA $632 Roundtrip, found 1 day ago
CA $632
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Mar 10 from Vancouver to Hartford, returning Fri, Mar 13, priced at CA $632 found 1 day ago
Air Canada
Sat, Mar 14 - Sat, Apr 4
YUL
Montreal
BDL
Hartford
CA $645 Roundtrip, found 4 days ago
CA $645
Roundtrip
found 4 days ago
Select Air Canada flight, departing Sat, Mar 14 from Montreal to Hartford, returning Sat, Apr 4, priced at CA $645 found 4 days ago
United
Sat, Jun 13 - Sat, Jun 27
YOW
Ottawa
BDL
Hartford
CA $714 Roundtrip, found 5 days ago
CA $714
Roundtrip
found 5 days ago
Select United flight, departing Sat, Jun 13 from Ottawa to Hartford, returning Sat, Jun 27, priced at CA $714 found 5 days ago

Find the cheapest month to fly from Columbus (CMH) to Albany (ALB)

August is typically the cheapest month to fly

From CA $274 - CA $742 per traveller.

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Frequently asked questions

What is the name of Great Barrington's airport?
The majority of travellers like to fly into Bradley Intl. Airport (BDL) when visiting Great Barrington.
What airport is best to fly into Great Barrington?
Travellers going to Great Barrington can opt to hit the tarmac at two major airports. Bradley International Airport is 64 kilometres away from the centre of town. ALB is 72 kilometres away.
How many airlines fly to Great Barrington?
There are 13 airlines that fly to Great Barrington from 43 airports across the globe.
Which airlines fly to Great Barrington?
Most of the flights heading into Great Barrington are operated by American Airlines. The most preferred route is from Washington, and American Airlines flies this route the most.
How many nonstop flights are there to Great Barrington?
Planning an awesome Great Barrington getaway is a cinch when there are 778 direct flights every week to get you there.
Where are the most popular flights to Great Barrington departing from?
The most popular flights to Great Barrington leave from Washington, Chicago and Orlando airports.
How long is the flight to Great Barrington Airport?
Which airport you depart from determines how long you'll be strapped into your seat. From Washington to Great Barrington, the average flight time is 1 hour and 27 minutes. From Chicago it's more or less 2 hours and 2 minutes, and from Orlando it's 2 hours and 47 minutes.
How to book the cheapest flight to Great Barrington?
If you want to have some extra spending money on your Great Barrington vacation, listen up! As every seasoned jet-setter knows, don't book at the very last minute. Airfares are generally more expensive just prior to the departure date. Also, look around online and compare your options. If your destination has multiple airports, you may be able to pick up a great price by flying into a smaller terminal. And finally, remember that the early bird catches the worm. Familiarize yourself with airfare costs and have your credit card ready to secure your ticket as soon as you see an unbeatable bargain. The sweetest deals never last long.
Do you have any tips for my flight to Great Barrington?
If you're not prepared, airports and flying can be challenging. But don't hit the panic button just yet. Follow these handy tips and enjoy a hassle-free start to your vacation in Great Barrington. What to pack in your hand luggage:

  • A plane trip can be a comfortable experience if you bring the right gear. Firstly, you'll need toiletry items, such as deodorant, toothpaste and a toothbrush, a spare change of clothes and a good novel. Next, find a spot in your bag for your phone, tablet and chargers, your important medications and perhaps a proper neck pillow as well. Last, but definitely not least, remember to bring your passport, travel docs and your credit cards.

Do not pack the following items in your hand luggage:

  • Leave all your full-sized bottles of shampoo and hairspray in your checked luggage. Any liquids or gels in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated. Sharp or pointed objects, like your beloved pocket knife, and products which are flammable or explosive, such as flares, bleaching agents and fuels, are also restricted.

What to wear on a flight:

  • The aisles of an airplane aren't the place for a fashion parade. Layer up with comfortable clothing and go for shoes that are flat, enclosed and easy to remove.
  • Deep vein thrombosis (DVT) is a risk on long-distance flights. It results from blood clots forming due to poor circulation, so do some gentle leg and foot exercises in your seat and consider wearing compression tights or socks.

How to get through airport security fast when flying to Great Barrington?
As seasoned travellers know, the secret is to be prepared before you arrive at security. That way, you'll be boarding that plane to Great Barrington in the blink of an eye. Follow these tips and get your trip off to a spectacular start:

  • Security personnel first need to verify that you have a valid ID and boarding pass before you're allowed to proceed any further. Have them in your hand, ready for inspection.
  • Time to strip down. Well kind of. Your belt, jacket, keys and other items in your pocket, like your headphones, will need to go through the X-ray machine. Make the whole process faster by removing them as your turn draws near.
  • Your electronic devices like phones and laptops will also need to go on a tray for inspection. Don't worry though, you'll be back online soon enough.
  • Can't travel without your favourite cologne? As long as it's in a container no larger than 3.4 ounces (100 millilitres) and it's stored in a clear zip-close bag, you can bring it with you in your carry-on bag.
  • Slip-on shoes are a great footwear choice as you're less likely to have to remove them when going through security. Hiking boots and other heavy shoes are often subjected to extra screening.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp or pointed objects, put them in your checked baggage. They won't be allowed on board and will be confiscated.

Book with confidence

Expedia.ca gives you the best tools to secure great deals on flights to Great Barrington. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Great Barrington. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Great Barrington.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Great Barrington flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Great Barrington.

Looking to save even more? Get additional savings by bundling your Great Barrington flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Great Barrington trip!

Travel information

Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Destination city name
Hartford
Roundtrip price
CA $239

Trending flights to Great Barrington

Prices were available within the past 7 days and start at CA $311 for one-way flights and CA $553 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Apr 11 - Sat, Apr 25
YYZ
Toronto
BDL
Hartford
CA $553 Roundtrip, found 4 hours ago
CA $553
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Apr 11 from Toronto to Hartford, returning Sat, Apr 25, priced at CA $553 found 4 hours ago

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