Flights To Chester - Cheap Flights Starting at CA $106

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A large, two-story house with a steeply pitched roof and a chimney.

Chester

Flights
Chester
A white and red lighthouse with a clear blue sky in the background.

Western Shore

Flights
Western Shore

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.

Tue, Sep 8 - Tue, Sep 15
YYZ
Pearson Intl.
YHZ
Stanfield Intl.
CA $206 Roundtrip, found 3 hours ago
CA $206
Roundtrip
found 3 hours ago
Select Flair Airlines flight, departing Tue, Sep 8 from Pearson Intl. to Stanfield Intl., returning Tue, Sep 15, priced at CA $206 found 3 hours ago
Sat, Sep 26 - Sat, Oct 3
YTZ
Billy Bishop Toronto City
YHZ
Stanfield Intl.
CA $230 Roundtrip, found 4 hours ago
CA $230
Roundtrip
found 4 hours ago
Select Porter Airlines flight, departing Sat, Sep 26 from Billy Bishop Toronto City to Stanfield Intl., returning Sat, Oct 3, priced at CA $230 found 4 hours ago
Wed, Sep 9 - Mon, Sep 14
YYZ
Pearson Intl.
YSJ
Saint John
CA $306 Roundtrip, found 2 hours ago
CA $306
Roundtrip
found 2 hours ago
Select Flair Airlines flight, departing Wed, Sep 9 from Pearson Intl. to Saint John, returning Mon, Sep 14, priced at CA $306 found 2 hours ago
Sat, Oct 10 - Mon, Oct 12
YHU
Montreal Metropolitan Airport
YHZ
Stanfield Intl.
CA $354 Roundtrip, just found
CA $354
Roundtrip
just found
Select Porter Airlines flight, departing Sat, Oct 10 from Montreal Metropolitan Airport to Stanfield Intl., returning Mon, Oct 12, priced at CA $354 just found
Fri, Oct 2 - Fri, Oct 2
YYC
Calgary Intl.
YHZ
Stanfield Intl.
CA $373 Roundtrip, found 1 day ago
CA $373
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Oct 2 from Calgary Intl. to Stanfield Intl., returning Fri, Oct 2, priced at CA $373 found 1 day ago
Tue, Sep 29 - Tue, Sep 29
YOW
Macdonald-Cartier Intl.
YHZ
Stanfield Intl.
CA $381 Roundtrip, found 6 hours ago
CA $381
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Tue, Sep 29 from Macdonald-Cartier Intl. to Stanfield Intl., returning Tue, Sep 29, priced at CA $381 found 6 hours ago
Wed, Oct 28 - Tue, Nov 10
YEG
Edmonton Intl.
YHZ
Stanfield Intl.
CA $387 Roundtrip, just found
CA $387
Roundtrip
just found
Select Porter Airlines flight, departing Wed, Oct 28 from Edmonton Intl. to Stanfield Intl., returning Tue, Nov 10, priced at CA $387 just found
Wed, Nov 11 - Thu, Nov 12
YVR
Vancouver Intl.
YHZ
Stanfield Intl.
CA $449 Roundtrip, found 16 hours ago
CA $449
Roundtrip
found 16 hours ago
Select WestJet flight, departing Wed, Nov 11 from Vancouver Intl. to Stanfield Intl., returning Thu, Nov 12, priced at CA $449 found 16 hours ago
OriginDestinationTravel datesFlights from*
YKFGoffsSeptember 10 to September 13CA $198
YYZGoffsSeptember 11 to September 15CA $206
YYZSaint JohnSeptember 14 to September 21CA $297
YYZSaint JohnSeptember 14 to September 21CA $297
YYCGoffsSeptember 24 to September 30CA $396
YOWGoffsSeptember 16 to September 23CA $399
YYTGoffsNovember 2 to November 4CA $452
MCOGoffsSeptember 17 to September 24CA $525
TPAGoffsSeptember 29 to October 20CA $566
YOWSaint JohnSeptember 14 to September 15CA $571
YYCSaint JohnOctober 9 to October 19CA $597
YEGSaint JohnSeptember 16 to September 21CA $638
YVRSaint JohnOctober 16 to October 22CA $658
YYTSaint JohnNovember 5 to November 12CA $1,142
PEKGoffsNovember 18 to November 22CA $1,795
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YKFGoffsAugust 29 to September 10CA $299
YYZGoffsAugust 29 to September 6CA $469
MCOGoffsAugust 29 to September 8CA $540
YYZSaint JohnAugust 29 to August 31CA $611
YYZSaint JohnAugust 29 to August 31CA $611
YXXGoffsAugust 30 to October 23CA $655
YYCGoffsAugust 29 to September 1CA $757
YOWGoffsAugust 28 to September 2CA $813
YYCSaint JohnAugust 29 to September 5CA $890
YYTGoffsAugust 30 to September 4CA $891
YEGGoffsAugust 29 to September 2CA $992
YVRSaint JohnAugust 29 to September 1CA $1,027
YEGSaint JohnAugust 29 to August 31CA $1,050
YYTSaint JohnAugust 29 to September 5CA $1,541
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Coastal Inn Halifax
3.0-star property

Coastal Inn Halifax

Oct 7 - Oct 10

3 night stay

Hamilton (YHM) to Halifax (YHZ)

Porter Airlines • Roundtrip • Coach
Price was CA $702, price is now CA $550 per person
CA $550
per person
found 1 day ago
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 1 - Nov 4

3 night stay

Hamilton (YHM) to Halifax (YHZ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $1,816, price is now CA $1,362 per person
CA $1,362
per person
found 1 day ago
Sandman Signature Dartmouth Hotel & Suites
3.0-star property

Sandman Signature Dartmouth Hotel & Suites

Sep 24 - Sep 27

3 night stay

Hamilton (YHM) to Halifax (YHZ)

Porter Airlines • Non-stop • Coach

Halifax (YHZ) to Hamilton (YHM)

Air Canada • Non-stop • Coach
Price was CA $1,030, price is now CA $789 per person
CA $789
per person
found 1 day 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.
9.2/10 Wonderful! (2,460 reviews)
"The cover photo of the hotel is from the in-building restaurant. The renovation indoor is quite dated but useful. The tv is very new and allow you to stream from your device . Overall it’s a great stay"

Reviewed on Aug 25, 2026

Opens in a new windowFuture Inns Halifax
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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 CA $198 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, September 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 CA $198 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 CA $198 and CA $1,795. 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.