Cheap Flights to Chester from $77 (2026/2027)

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How Much Does it Cost To Fly To Chester?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Oct 3 - Mon, Oct 5
YYZ
Pearson Intl.
YHZ
Stanfield Intl.
$147 Roundtrip, found 4 hours ago
$147
Roundtrip
found 4 hours ago
Select Flair Airlines flight, departing Sat, Oct 3 from Pearson Intl. to Stanfield Intl., returning Mon, Oct 5, priced at $147 found 4 hours ago
Wed, Sep 2 - Mon, Sep 14
YYZ
Pearson Intl.
YSJ
Saint John
$173 Roundtrip, found 6 days ago
$173
Roundtrip
found 6 days ago
Select Flair Airlines flight, departing Wed, Sep 2 from Pearson Intl. to Saint John, returning Mon, Sep 14, priced at $173 found 6 days ago
Thu, Sep 10 - Wed, Sep 16
DTW
Detroit Metropolitan Wayne County
YHZ
Stanfield Intl.
$295 Roundtrip, found 3 days ago
$295
Roundtrip
found 3 days ago
Select WestJet flight, departing Thu, Sep 10 from Detroit Metropolitan Wayne County to Stanfield Intl., returning Wed, Sep 16, priced at $295 found 3 days ago
Tue, Oct 6 - Wed, Oct 14
RDU
Raleigh - Durham Intl.
YHZ
Stanfield Intl.
$356 Roundtrip, found 5 days ago
$356
Roundtrip
found 5 days ago
Select Air Canada flight, departing Tue, Oct 6 from Raleigh - Durham Intl. to Stanfield Intl., returning Wed, Oct 14, priced at $356 found 5 days ago
Tue, Oct 27 - Thu, Oct 29
BOS
Logan Intl.
YHZ
Stanfield Intl.
$363 Roundtrip, found 5 days ago
$363
Roundtrip
found 5 days ago
Select Air Canada flight, departing Tue, Oct 27 from Logan Intl. to Stanfield Intl., returning Thu, Oct 29, priced at $363 found 5 days ago
Sat, Sep 26 - Mon, Sep 28
LGA
LaGuardia
YHZ
Stanfield Intl.
$394 Roundtrip, found 20 hours ago
$394
Roundtrip
found 20 hours ago
Select Air Canada flight, departing Sat, Sep 26 from LaGuardia to Stanfield Intl., returning Mon, Sep 28, priced at $394 found 20 hours ago
Sat, Sep 26 - Mon, Sep 28
EWR
Newark Liberty Intl. Airport
YHZ
Stanfield Intl.
$396 Roundtrip, found 20 hours ago
$396
Roundtrip
found 20 hours ago
Select Porter Airlines flight, departing Sat, Sep 26 from Newark Liberty Intl. Airport to Stanfield Intl., returning Mon, Sep 28, priced at $396 found 20 hours ago
Wed, Sep 2 - Wed, Sep 9
DCA
Ronald Reagan Washington National
YHZ
Stanfield Intl.
$406 Roundtrip, found 5 days ago
$406
Roundtrip
found 5 days ago
Select Air Canada flight, departing Wed, Sep 2 from Ronald Reagan Washington National to Stanfield Intl., returning Wed, Sep 9, priced at $406 found 5 days ago
OriginDestinationTravel DatesFlights From*
YKFGoffsSeptember 29 to October 1$143
YYZGoffsNovember 26 to December 2$147
YYZSaint JohnOctober 2 to October 5$179
YYZSaint JohnOctober 2 to October 5$179
YEGGoffsOctober 30 to October 31$252
TPAGoffsNovember 10 to November 16$277
YYCGoffsSeptember 24 to September 30$303
YOWGoffsOctober 10 to October 15$308
YYTGoffsNovember 6 to November 8$313
YVRGoffsOctober 15 to October 23$359
MCOGoffsSeptember 14 to September 22$377
YEGSaint JohnSeptember 9 to September 21$622
YVRSaint JohnOctober 28 to October 30$681
YYTSaint JohnNovember 15 to December 9$823
PEKGoffsSeptember 13 to September 16$1,504
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YKFGoffsAugust 29 to September 12$216
YYZGoffsAugust 29 to September 5$305
YOWGoffsAugust 30 to September 5$483
YYZSaint JohnAugust 28 to August 31$484
YYZSaint JohnAugust 28 to August 31$484
YYCGoffsAugust 29 to September 5$570
YXXGoffsAugust 28 to September 6$626
YEGGoffsAugust 28 to September 3$651
MCOGoffsAugust 29 to September 27$704
TPAGoffsAugust 29 to September 19$1,105
*Prices include taxes and fees

Best Chester Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse
4.5-star property

Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse

Nov 21 - Nov 25

4 night stay

Pittsburgh (PIT) to Halifax (YHZ)

Air Canada • Non-stop • Coach

Halifax (YHZ) to Pittsburgh (PIT)

United • Non-stop • Coach
Price was $1,964, price is now $1,515 per person
$1,515
per person
found 1 day ago
Coastal Inn Halifax
3.0-star property

Coastal Inn Halifax

Sep 18 - Sep 25

7 night stay

Albany (ALB) to Halifax (YHZ)

Delta • Non-stop • Coach

Halifax (YHZ) to Albany (ALB)

WestJet • Non-stop • Coach
Price was $2,050, price is now $1,616 per person
$1,616
per person
found 3 hours ago
Hampton Inn by Hilton Halifax Downtown
3.0-star property

Hampton Inn by Hilton Halifax Downtown

Sep 18 - Sep 25

7 night stay

Albany (ALB) to Halifax (YHZ)

Delta • Non-stop • Coach

Halifax (YHZ) to Albany (ALB)

WestJet • Non-stop • Coach
Price was $2,511, price is now $2,098 per person
$2,098
per person
found 3 hours ago
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Travelers ❤️ These Chester 🏨

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

3.5 out of 5
36 Treasure Drive Western Shore NS
Book a stay at this business-friendly hotel in Western Shore. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Oak Island and Tancook Island are located nearby.
8.2/10 Very Good! (558 reviews)
"The breakfast at this place is paid although Expedia said it's free."

Reviewed on Aug 25, 2026

Opens in a new windowOak Island Resort & Conference Centre
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

Chester NS
Book a stay at this beach cottage in East Chester. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Goat Lake and Graves Island Provincial Park are located nearby.
9.8/10 Exceptional! (43 reviews)
"Right on the water, multiple decks to enjoy the view and sit or lay back. Comfortable cottage, felt homey and had everything you would need. Full working kitchen with dishes, medium sized fridge, great updated shower- so nice! Comfortable bed and slept like a baby! Quiet and tranquil!"

Reviewed on Aug 25, 2026

Opens in a new windowOceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
Future Inns Halifax

Future Inns Halifax

3 out of 5
30 Fairfax Dr Halifax NS
Book a stay at this business-friendly hotel in Halifax. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Halifax Citadel are located nearby.
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Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
98 Chain Lake Dr Halifax NS
Book a stay at this family-friendly hotel in Beechville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Halifax Citadel are located nearby.
8.6/10 Excellent! (1,021 reviews)
"What we liked during our stay is the convenience. Breakfast was provided but with only few options, only in large quantities. The sink in the washroom needed more cleaning though. But so far, we had a good stay for a night."

Reviewed on Aug 25, 2026

Opens in a new windowCoastal Inn Halifax
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Chester?
During the last seven days, the cheapest roundtrip flight to Chester cost $143 on our site. Browse our unbeatable deals, make a booking and look forward to your next travel experience. This price was available on Travelocity for flights to Chester departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Chester?
According to Travelocity's direct return flight demand from January to December last year, October is the cheapest time to jump on a plane to Chester. Search for flights across this month and bag yourself an amazing bargain today.
How can I check my flight status to Chester?
Visit our helpful customer portal, Trips. You'll find everything related to your flight to Chester here, including helpful alerts about gate changes, flight status and more. Keep an eye out for Trips at the top right of the Travelocity homepage. Just sign up, log in and find the answers to your questions. Or you can access your itinerary while you're traveling and get real-time trip updates through the Travelocity app. All your itineraries are in one place, so you can easily share details with any members of your family flying with you.
How do I find the best deals on flights to Chester?
Being flexible with your travel dates is one way to nab an awesome deal. Travelocity makes it super simple to find your ideal fare through the "Flexible dates" function. First, search for your Chester flight, then compare prices for surrounding days by hitting the Flexible dates dropdown box above. Booking early and avoiding peak travel periods are other things you can do. In the last seven days, the cheapest price for a roundtrip flight to Chester was $143 on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Chester with Travelocity?
Start packing today and prepare for an unforgettable adventure with Travelocity. It's our goal to find you impressive deals on cheap flights to Chester. Whether you're looking for flexible airfares with plenty of wiggle room or cheap family flights from low-cost airlines, we've got you covered.
What are the most popular flight routes to Chester?
As a leading tourist destination, there are plenty of connections to Chester. Check out this list of popular routes:

  • Toronto, ON (YYZ-Pearson Intl.) to Stanfield Intl. Airport (YHZ) - 2,015 flights a month.
  • St. John's, NL (YYT-St. John's Intl.) to Stanfield Intl. Airport (YHZ) - 1,183 flights a month.
  • Ottawa, ON (YOW-Macdonald-Cartier Intl.) to Stanfield Intl. Airport (YHZ) - 1,074 flights a month.

How much is a flight to Chester on average?
Based on prices found over the last seven days, roundtrip flights to Chester cost between $143 and $1,504. When you're ready to go, Travelocity will help you find a fare to suit your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Chester?
Where you depart from will typically determine how many hours your direct flight to Chester will be. Here are a handful of the popular routes to Chester and average flight times:

  • Toronto, ON (YYZ-Pearson Intl.) to Stanfield Intl. Airport (YHZ) - 2 hours and 1 minute
  • St. John's, NL (YYT-St. John's Intl.) to Stanfield Intl. Airport (YHZ) - 2 hours and 3 minutes
  • Ottawa, ON (YOW-Macdonald-Cartier Intl.) to Stanfield Intl. Airport (YHZ) - 1 hour and 48 minutes

What can I expect on a flight to Chester?
Factors including which airline you're traveling with and where you're taking off from will largely determine your experience. Chances are you'll find all kinds of flights to Chester, from cheap flights for family vacations to business class journeys. Hot meals and entertainment are just a few examples of what most airlines provide on long-haul services.