Flights To Chester - Cheap Flights Starting at CA $111

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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.

Fri, Sep 11 - Wed, Sep 16
YYZ
Pearson Intl.
YHZ
Stanfield Intl.
CA $206 Roundtrip, found 1 hour ago
CA $206
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Fri, Sep 11 from Pearson Intl. to Stanfield Intl., returning Wed, Sep 16, priced at CA $206 found 1 hour ago
Tue, Oct 6 - Tue, Oct 6
YTZ
Billy Bishop Toronto City
YHZ
Stanfield Intl.
CA $243 Roundtrip, just found
CA $243
Roundtrip
just found
Select Porter Airlines flight, departing Tue, Oct 6 from Billy Bishop Toronto City to Stanfield Intl., returning Tue, Oct 6, priced at CA $243 just found
Mon, Sep 14 - Mon, Sep 21
YYZ
Pearson Intl.
YSJ
Saint John
CA $297 Roundtrip, found 1 day ago
CA $297
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Mon, Sep 14 from Pearson Intl. to Saint John, returning Mon, Sep 21, priced at CA $297 found 1 day ago
Sun, Sep 20 - Wed, Sep 23
YWG
Winnipeg James Armstrong Richardson Intl.
YHZ
Stanfield Intl.
CA $310 Roundtrip, found 20 hours ago
CA $310
Roundtrip
found 20 hours ago
Select WestJet flight, departing Sun, Sep 20 from Winnipeg James Armstrong Richardson Intl. to Stanfield Intl., returning Wed, Sep 23, priced at CA $310 found 20 hours ago
Sun, Sep 20 - Sun, Sep 20
YUL
Pierre Elliott Trudeau Intl.
YHZ
Stanfield Intl.
CA $328 Roundtrip, found 2 days ago
CA $328
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Sun, Sep 20 from Pierre Elliott Trudeau Intl. to Stanfield Intl., returning Sun, Sep 20, priced at CA $328 found 2 days ago
Sat, Oct 10 - Wed, Oct 14
YHU
Montreal Metropolitan Airport
YHZ
Stanfield Intl.
CA $354 Roundtrip, found 1 hour ago
CA $354
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Sat, Oct 10 from Montreal Metropolitan Airport to Stanfield Intl., returning Wed, Oct 14, priced at CA $354 found 1 hour ago
Fri, Oct 2 - Fri, Oct 2
YYC
Calgary Intl.
YHZ
Stanfield Intl.
CA $373 Roundtrip, found 3 days ago
CA $373
Roundtrip
found 3 days ago
Select WestJet flight, departing Fri, Oct 2 from Calgary Intl. to Stanfield Intl., returning Fri, Oct 2, priced at CA $373 found 3 days ago
Mon, Oct 26 - Tue, Oct 27
YEG
Edmonton Intl.
YHZ
Stanfield Intl.
CA $425 Roundtrip, just found
CA $425
Roundtrip
just found
Select WestJet flight, departing Mon, Oct 26 from Edmonton Intl. to Stanfield Intl., returning Tue, Oct 27, priced at CA $425 just found
OriginDestinationTravel datesFlights from*
YYZGoffsNovember 29 to December 2CA $215
YYZSaint JohnSeptember 14 to September 21CA $297
YOWGoffsDecember 1 to December 1CA $393
YYCGoffsOctober 4 to October 11CA $396
TPAGoffsOctober 31 to November 9CA $400
YEGGoffsNovember 19 to November 26CA $407
YYTGoffsOctober 27 to November 3CA $452
YVRGoffsOctober 14 to October 19CA $477
MCOGoffsSeptember 24 to October 1CA $503
YOWSaint JohnSeptember 14 to September 15CA $524
YEGSaint JohnSeptember 22 to September 25CA $595
YYCSaint JohnOctober 9 to October 19CA $597
YVRSaint JohnOctober 16 to October 22CA $658
YYTSaint JohnNovember 5 to November 12CA $1,142
PEKGoffsNovember 18 to November 22CA $1,794
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZSaint JohnSeptember 4 to September 7CA $349
YYZSaint JohnSeptember 4 to September 7CA $349
YYZGoffsSeptember 6 to September 27CA $441
YOWGoffsSeptember 6 to September 13CA $589
YYCGoffsSeptember 6 to September 10CA $641
YEGGoffsSeptember 5 to October 25CA $669
YXXGoffsSeptember 4 to January 31CA $669
TPAGoffsSeptember 6 to September 16CA $722
YOWSaint JohnSeptember 6 to September 13CA $730
YYTGoffsSeptember 5 to September 8CA $778
MCOGoffsSeptember 4 to September 6CA $908
YEGSaint JohnSeptember 6 to September 30CA $928
YYCSaint JohnSeptember 6 to September 12CA $986
YVRSaint JohnSeptember 6 to September 10CA $1,096
YYTSaint JohnSeptember 6 to September 11CA $1,212
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Sandman Signature Dartmouth Hotel & Suites
3.0-star property

Sandman Signature Dartmouth Hotel & Suites

Aug 31 - Sep 5

5 night stay

Montreal (YMQ) to Halifax (YHZ)

Porter Airlines • Roundtrip • Coach
Price was CA $2,080, price is now CA $1,513 per person
CA $1,513
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 25 - Nov 30

5 night stay

St. John's (YYT) to Halifax (YHZ)

Porter Airlines • Roundtrip • Coach
Price was CA $3,016, price is now CA $2,152 per person
CA $2,152
per person
found 10 hours ago
The Hollis Halifax a DoubleTree Suites by Hilton Hotel
4.0-star property

The Hollis Halifax a DoubleTree Suites by Hilton Hotel

Aug 31 - Sep 5

5 night stay

Montreal (YMQ) to Halifax (YHZ)

Porter Airlines • Roundtrip • Coach
Price was CA $2,835, price is now CA $2,172 per person
CA $2,172
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! (561 reviews)
"Great place. Restaurant and bar. Outdoor firepit. Great view of oak island"

Reviewed on Aug 27, 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.
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 $206 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 $206 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 $206 and CA $1,794. 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.