Cheap Flights to Chester , CT from CA $75

View CA $75 flight on Mon, Jun 22, 2026Opens 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 $75 for one-way flights and CA $192 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Avelo Airlines
Thu, Jun 11 - Mon, Jun 15
LAL
Lakeland
HVN
New Haven
CA $192 Roundtrip, found 1 day ago
CA $192
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Thu, Jun 11 from Lakeland to New Haven, returning Mon, Jun 15, priced at CA $192 found 1 day ago
Avelo Airlines
Wed, Jul 1 - Fri, Jul 3
RDU
Raleigh
HVN
New Haven
CA $204 Roundtrip, found 1 day ago
CA $204
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Wed, Jul 1 from Raleigh to New Haven, returning Fri, Jul 3, priced at CA $204 found 1 day ago
Avelo Airlines
Fri, Jul 10 - Mon, Jul 13
LAL
Lakeland
HVN
New Haven
CA $218 Roundtrip, found 4 days ago
CA $218
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Fri, Jul 10 from Lakeland to New Haven, returning Mon, Jul 13, priced at CA $218 found 4 days ago
Avelo Airlines
Thu, Jun 18 - Sun, Jun 21
LAL
Lakeland
HVN
New Haven
CA $234 Roundtrip, found 20 hours ago
CA $234
Roundtrip
found 20 hours ago
Select Avelo Airlines flight, departing Thu, Jun 18 from Lakeland to New Haven, returning Sun, Jun 21, priced at CA $234 found 20 hours ago
Breeze Airways
Fri, May 22 - Mon, May 25
RDU
Raleigh
HVN
New Haven
CA $286 Roundtrip, found 18 hours ago
CA $286
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Fri, May 22 from Raleigh to New Haven, returning Mon, May 25, priced at CA $286 found 18 hours ago

Frequently asked questions

What is the name of Chester's airport?
Bradley Intl. Airport (BDL) is the most frequently utilized airport in Chester.
What airport is best to fly into Chester?
If you're planning to fly to Chester, you'll most likely be landing at Bradley International Airport (64 kilometres from downtown). Tweed - New Haven Regional Airport (40 kilometres from downtown) is the other major airport that services the city.
How many airlines fly to Chester?
Chester is serviced by 13 air carriers from 40 airports around the world.
Which airlines fly to Chester?
American Airlines operates the majority of the flights to Chester. Grabbing an American Airlines flight from Washington is the preferred way of getting there.
How many nonstop flights are there to Chester?
With 587 direct flights each week, you'll be touching down in Chester before you have time to say, "Are we there yet?"
Where are the most popular flights to Chester departing from?
The most popular flights to Chester leave from Washington, Orlando and Atlanta airports.
How long is the flight to Chester Airport?
If you're going to Chester from Washington, you'll have a flight time of 1 hour and 20 minutes. Those setting off from Orlando can expect to be airborne for 2 hours and 44 minutes. From Atlanta it's roughly 2 hours and 11 minutes away.
How to book the cheapest flight to Chester?
If you want to save some cash on your trip to Chester, then listen up! As any experienced traveller will tell you, avoid booking at the last minute. Fares are generally more expensive close to the departure date. Don't stop there, though. Do some research and find out if there are multiple airports at your destination. Prices often differ depending on which airport you use. Be sure to compare prices across air carriers too. Lastly, another easy way to save a few dollars is be ready to book fast. If you come across a good deal, don't hesitate — snap it up while you've got the chance.
Do you have any tips for my flight to Chester?
If you're not prepared, airports and flying can be overwhelming. But don't hit the panic button just yet. Follow these helpful hints for a stress-free start to your vacation in Chester. What to pack in your hand luggage:

  • First, pack in your passport, official ID, credit cards and medications. Next, you'll want some extra in-flight entertainment to while away the time. A juicy book and a phone filled with your favourite movies are some terrific options. If you hope to catch a few z's, a neck pillow and a pair of noise-cancelling headphones will also come in handy. Finally, find room for a toothbrush and some cleansing wipes to ensure you hop off the plane looking fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Check carefully that you don't have a pocket knife lurking in one of the compartments of your carry-on luggage. Other restricted items include flammable or explosive substances, such as aerosol cans and fuel, and liquids and gels in containers with a volume of more than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • Comfort should be your priority when choosing what to wear during your flight. Loose, breathable clothing is a wise option, as are roomy, closed-toe shoes.
  • The result of prolonged periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect some passengers on long-haul flights. Lower your risks by staying hydrated, keeping your ankles and legs moving and wearing compression tights or socks.

How to get through airport security fast when flying to Chester?
The trick is to be organized before you arrive at security. That way, you'll be boarding that plane to Chester in a flash. Follow these helpful tips and get your vacation off to a fantastic start:

  • Your boarding pass and travel ID will need to be presented to airport security. Have them close by so you don't hold up the line.
  • Time to strip down. Well sort of. Your belt, jacket, keys and other items in your pocket, like coins, will be required to go through the X-ray machine. Make the whole process faster by removing them as your turn draws near.
  • All electronic gadgets, including your phone and laptop, must also be separately scanned.
  • Any liquids or gels, such as shampoo or hand cream, that you want to bring on board must be no greater than 3.4 ounces (100 millilitres). Also, everything must fit inside a quart-size (one litre), zip-lock bag.
  • Slip-on shoes are a practical footwear choice as you're less likely to have to remove them when passing through security. Safety boots and other heavy-style shoes are usually subjected to additional screening.
  • Airlines will not allow any sharp objects in your carry-on luggage. If you need to bring these kinds of items, pack them safely in your checked baggage.

Book with confidence

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!

Travel information

Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Destination city name
New Haven
Roundtrip price
CA $192

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