Flights To Chester - Cheap Flights Starting at CA $102

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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 15 - Tue, Sep 15
YYZ
Pearson Intl.
YHZ
Stanfield Intl.
CA $203 Roundtrip, found 23 hours ago
CA $203
Roundtrip
found 23 hours ago
Select Porter Airlines flight, departing Tue, Sep 15 from Pearson Intl. to Stanfield Intl., returning Tue, Sep 15, priced at CA $203 found 23 hours ago
Fri, Sep 11 - Mon, Sep 14
YHM
John C. Munro Hamilton Intl.
YHZ
Stanfield Intl.
CA $210 Roundtrip, just found
CA $210
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Sep 11 from John C. Munro Hamilton Intl. to Stanfield Intl., returning Mon, Sep 14, priced at CA $210 just found
Fri, Sep 11 - Fri, Sep 18
YYZ
Pearson Intl.
YSJ
Saint John
CA $222 Roundtrip, found 4 hours ago
CA $222
Roundtrip
found 4 hours ago
Select Flair Airlines flight, departing Fri, Sep 11 from Pearson Intl. to Saint John, returning Fri, Sep 18, priced at CA $222 found 4 hours ago
Tue, Jul 28 - Sat, Aug 1
YKF
Region of Waterloo Intl.
YHZ
Stanfield Intl.
CA $230 Roundtrip, just found
CA $230
Roundtrip
just found
Select Flair Airlines flight, departing Tue, Jul 28 from Region of Waterloo Intl. to Stanfield Intl., returning Sat, Aug 1, priced at CA $230 just found
Mon, Sep 21 - Mon, Sep 28
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 Mon, Sep 21 from Billy Bishop Toronto City to Stanfield Intl., returning Mon, Sep 28, priced at CA $230 found 4 hours ago
Mon, Aug 31 - Fri, Sep 4
YWG
Winnipeg James Armstrong Richardson Intl.
YHZ
Stanfield Intl.
CA $300 Roundtrip, found 3 hours ago
CA $300
Roundtrip
found 3 hours ago
Select WestJet flight, departing Mon, Aug 31 from Winnipeg James Armstrong Richardson Intl. to Stanfield Intl., returning Fri, Sep 4, priced at CA $300 found 3 hours ago
Mon, Sep 14 - Mon, Sep 14
YUL
Pierre Elliott Trudeau Intl.
YHZ
Stanfield Intl.
CA $385 Roundtrip, found 8 hours ago
CA $385
Roundtrip
found 8 hours ago
Select Porter Airlines flight, departing Mon, Sep 14 from Pierre Elliott Trudeau Intl. to Stanfield Intl., returning Mon, Sep 14, priced at CA $385 found 8 hours ago
Sun, Aug 23 - Thu, Aug 27
YHU
Montreal Metropolitan Airport
YHZ
Stanfield Intl.
CA $388 Roundtrip, found 1 hour ago
CA $388
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Sun, Aug 23 from Montreal Metropolitan Airport to Stanfield Intl., returning Thu, Aug 27, priced at CA $388 found 1 hour ago
OriginDestinationTravel datesFlights from*
YYZGoffsSeptember 15 to September 17CA $204
YYZGoffsSeptember 15 to September 17CA $204
YYZSaint JohnSeptember 11 to September 18CA $222
YYZSaint JohnSeptember 11 to September 18CA $222
YOWGoffsSeptember 10 to September 14CA $389
YYCGoffsAugust 4 to August 11CA $405
YEGGoffsAugust 20 to September 3CA $423
YVRGoffsAugust 20 to August 31CA $473
TPAGoffsOctober 23 to October 31CA $556
MCOGoffsSeptember 19 to September 27CA $643
YEGSaint JohnOctober 15 to October 20CA $835
YYCSaint JohnSeptember 10 to September 17CA $876
YYTSaint JohnAugust 13 to August 18CA $1,113
YOWSaint JohnSeptember 16 to September 24CA $1,156
PEKGoffsSeptember 24 to October 16CA $2,120
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YKFGoffsJuly 19 to July 28CA $273
YYZGoffsJuly 19 to July 24CA $347
YYZSaint JohnJuly 17 to July 20CA $506
YYZSaint JohnJuly 17 to July 20CA $506
YYCGoffsJuly 18 to August 24CA $538
YOWGoffsJuly 18 to July 25CA $669
MCOGoffsJuly 19 to July 23CA $697
TPAGoffsJuly 17 to July 21CA $726
YYTGoffsJuly 18 to July 26CA $761
YVRGoffsJuly 17 to July 19CA $828
YEGGoffsJuly 18 to July 21CA $855
YEGSaint JohnJuly 19 to July 23CA $1,086
YYCSaint JohnJuly 19 to August 2CA $1,169
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Digby Pines Golf Resort and Spa
3.0-star property

Digby Pines Golf Resort and Spa

Aug 17 - Aug 21

4 night stay

Ottawa (YOW) to Halifax (YHZ)

Porter Airlines • Roundtrip • Coach
Price was CA $1,240, price is now CA $1,007 per person
CA $1,007
per person
just found
Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse
4.5-star property

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

Aug 21 - Aug 23

2 night stay

Toronto (YYZ) to Halifax (YHZ)

Flair Airlines • Roundtrip • Coach
Price was CA $3,520, price is now CA $2,697 per person
CA $2,697
per person
found 1 day ago
Brier Island Lodge
3.0-star property

Brier Island Lodge

Aug 20 - Aug 25

5 night stay

Ottawa (YOW) to Halifax (YHZ)

Porter Airlines • Roundtrip • Coach
Price was CA $1,358, price is now CA $1,125 per person
CA $1,125
per person
found 13 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! (516 reviews)
"Our only issuee was in the entertainment longe with regard to strong creosote odor from fireplace(not in use).Cused dismfort re eyes/ nose . Might be time to convert to propane !"

Reviewed on Jul 10, 2026

Opens in a new windowOak Island Resort & Conference Centre
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 breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Dartmouth Crossing are located nearby.
9.2/10 Wonderful! (2,271 reviews)
"Hotel was clean, big room. Hotel communicated prior to our stay to inquire about any needs. Traveled with our dog so appreciated the hotel being pet friendly with no extra charge. Hotel is 20 minute drive to downtown Halifax and close to a lot of stores."

Reviewed on Jul 11, 2026

Opens in a new windowFuture Inns Halifax
Chateau Bedford, Trademark Collection by Wyndham

Chateau Bedford, Trademark Collection by Wyndham

4 out of 5
133 Kearney Lake Rd Halifax NS
Book a stay at this business-friendly hotel in Halifax. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dartmouth Crossing and Halifax Waterfront Boardwalk are located nearby.
9.2/10 Wonderful! (2,200 reviews)
"Very well maintained with a great breakfast!"

Reviewed on Jul 11, 2026

Opens in a new windowChateau Bedford, Trademark Collection by Wyndham
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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 Chocolate Lake Beach are located nearby.
8.6/10 Excellent! (1,013 reviews)
"Good"

Reviewed on Jul 11, 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 $203 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 $203 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 $203 and CA $2,120. 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.