Cheap Flights to Chester , MA from CA $277

View CA $277 flight on Mon, Jul. 28, 2025Opens in a new window

Popular airlines to Chester

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How much is the cheapest flight to Chester?

Prices were available within the past 7 days and start at CA $277 for one-way flights and CA $432 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Jul. 29 - Tue, Aug. 5
DSM
Des Moines
BDL
Hartford
CA $432 Roundtrip, found 1 day ago
CA $432
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul. 29 from Des Moines to Hartford, returning Tue, Aug. 5, priced at CA $432 found 1 day ago
American Airlines
Wed, Aug. 13 - Wed, Aug. 27
YYZ
Toronto
BDL
Hartford
CA $516 Roundtrip, found 3 hours ago
CA $516
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Aug. 13 from Toronto to Hartford, returning Wed, Aug. 27, priced at CA $516 found 3 hours ago
JetBlue Airways
Thu, Aug. 7 - Sat, Aug. 16
YVR
Vancouver
BDL
Hartford
CA $569 Roundtrip, found 1 hour ago
CA $569
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Thu, Aug. 7 from Vancouver to Hartford, returning Sat, Aug. 16, priced at CA $569 found 1 hour ago
Air Canada
Sat, Oct. 18 - Fri, Oct. 24
YYZ
Toronto
BDL
Hartford
CA $646 Roundtrip, found 1 day ago
CA $646
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sat, Oct. 18 from Toronto to Hartford, returning Fri, Oct. 24, priced at CA $646 found 1 day ago
Alaska Airlines
Sat, Nov. 1 - Sat, Nov. 8
YVR
Vancouver
BDL
Hartford
CA $835 Roundtrip, found 1 day ago
CA $835
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Nov. 1 from Vancouver to Hartford, returning Sat, Nov. 8, priced at CA $835 found 1 day ago

Find the cheapest month to fly from Columbus (CMH) to Hartford (BDL)

September is typically the cheapest month to fly

From CA $138 - CA $473 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Chester. 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 Chester. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Chester.

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 Chester 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 Chester.

Looking to save even more? Get additional savings by bundling your Chester 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 Chester trip!

Frequently asked questions

What is the name of Chester's airport?
Book a flight to Chester and you'll be disembarking at Bradley Intl. Airport (BDL).
How far is Bradley International Airport from central Chester?
Bradley International Airport is 48 kilometres from downtown Chester, so prepare yourself for a bit of a commute into the centre of the city.
What airport is best to fly into Chester?
If you're flying into Chester, you'll most likely hit the tarmac at BDL (48 kilometres from downtown). HFD (64 kilometres from downtown) is the other main airport that services the city.
How many airlines fly to Chester?
Chester is serviced by 13 airlines from 38 worldwide airports.
Which airlines fly to Chester?
The majority of flights to Chester are offered by American Airlines. The most popular route is from Washington, and American Airlines flies this route the most often.
How many nonstop flights are there to Chester?
With approximately 489 nonstop flights operating every week, you'll be hitting the tarmac in Chester before you can say, "Are we there yet?"
Where are the most popular flights to Chester departing from?
Travellers often depart from Washington, Chicago and Atlanta airports when flying to Chester.
How long is the flight to Chester Airport?
If it's Washington you're departing, you'll be midair for around 1 hour and 25 minutes before you arrive in Chester. Runway to runway from Chicago generally takes 2 hours and 7 minutes and from Atlanta, the average flight time is 2 hours and 11 minutes.
How to book the cheapest flight to Chester?
We all know those fortunate travellers who somehow land wonderfully cheap airfares every time they fly. Want to know how to do it for your Chester vacation? Don't wait until the last moment to secure your flight. Don't stop there, though. Do some research and check if there are multiple airports at your destination. Prices often differ depending on the airport you pick. Make sure you compare prices across air carriers as well. And finally, remember that the early bird catches the worm. Familiarize yourself with airfare costs and be ready to snap up a ticket as soon as you see an unbeatable bargain. The best deals don't last long.
Do you have any tips for my flight to Chester?
If you're not prepared, air travel can be overwhelming. But there's no need to hit the panic button just yet. Follow these handy tips and enjoy a stress-free start to your time in Chester. What to pack in your hand luggage:

  • A plane trip can be a cruisy experience if you take the right stuff. First things first, you'll need toiletry items, such as deodorant and a toothbrush, a spare change of clothes and a magazine or two. Next, make room in your hand luggage for your mobile phone, a charger, any vital medications and maybe a blow-up neck pillow as well. Lastly, and most importantly, be sure to take your passport, travel docs and some money.

Do not pack the following items in your hand luggage:

  • Check carefully that you don't have sharp or pointed objects lurking in one of the compartments of your hand luggage. Other prohibited items include flammable or explosive substances, such as fuel and fireworks, and liquids and gels in containers larger than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • You'll want to choose comfort over style. Prepare for changes in temperature by layering up, and opt for flat, easy-to-remove shoes like slip-ons.
  • Deep vein thrombosis (DVT) can pose a risk on long-haul flights. It's the result of blood clots forming due to poor circulation and inactivity, so do some gentle foot and leg exercises in your seat and consider wearing compression socks or tights.

How to get through airport security fast when flying to Chester?
Being organized before your flight can make your getaway to Chester a pleasure. We've compiled some useful tips and tricks for a swift journey through security:

  • Be sure to have your ID and travel documents close by. They're the first items you'll be asked to present to airport security.
  • Time to strip down. Well kind of. Your coat, belt, keys and other contents of your pockets, like your headphones, will be required to go through the X-ray machine. Make the whole process easier by removing them as your turn draws near.
  • Electronic devices like phones and laptops will also need to go on a tray to be scanned. Don't worry though, you'll be back online soon enough.
  • Any gels or liquids, such as lip balm or cologne, that you want to take on board need to be in containers no larger than 3.4 ounces (100 millilitres). They must also all fit inside a quart-size (one litre), clear zip-close bag.
  • Lightweight sneakers are a great footwear choice as you're less likely to have to remove them when going through security. Hiking boots and other bulky shoes are usually subjected to extra screening.
  • Take all prohibited items out of your carry-on bag. If you have any sharp or pointed objects, pack them in your checked baggage. They won't be allowed on board.

Flights to Chester information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Destination city name
Hartford
Roundtrip price
CA $431

Trending flights to Chester

Prices were available within the past 7 days and start at CA $277 for one-way flights and CA $432 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Aug. 13 - Wed, Aug. 27
YYZ
Toronto
BDL
Hartford
CA $516 Roundtrip, found 3 hours ago
CA $516
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Aug. 13 from Toronto to Hartford, returning Wed, Aug. 27, priced at CA $516 found 3 hours ago
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