Cheap Flights to Chester from $74 (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.

Mon, Sep 21 - Fri, Sep 25
YYZ
Pearson Intl.
YHZ
Stanfield Intl.
$143 Roundtrip, found 2 hours ago
$143
Roundtrip
found 2 hours ago
Select Flair Airlines flight, departing Mon, Sep 21 from Pearson Intl. to Stanfield Intl., returning Fri, Sep 25, priced at $143 found 2 hours ago
Fri, Sep 11 - Fri, Sep 18
YYZ
Pearson Intl.
YSJ
Saint John
$151 Roundtrip, found 4 days ago
$151
Roundtrip
found 4 days ago
Select Flair Airlines flight, departing Fri, Sep 11 from Pearson Intl. to Saint John, returning Fri, Sep 18, priced at $151 found 4 days ago
Wed, Aug 19 - Mon, Aug 24
LAX
Los Angeles Intl.
YHZ
Stanfield Intl.
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select WestJet flight, departing Wed, Aug 19 from Los Angeles Intl. to Stanfield Intl., returning Mon, Aug 24, priced at $292 found 1 day ago
Wed, Sep 23 - Sat, Sep 26
ORD
O'Hare Intl.
YHZ
Stanfield Intl.
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select United flight, departing Wed, Sep 23 from O'Hare Intl. to Stanfield Intl., returning Sat, Sep 26, priced at $304 found 1 day ago
Wed, Aug 19 - Wed, Aug 26
BOS
Logan Intl.
YHZ
Stanfield Intl.
$316 Roundtrip, found 1 hour ago
$316
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Wed, Aug 19 from Logan Intl. to Stanfield Intl., returning Wed, Aug 26, priced at $316 found 1 hour ago
Sat, Sep 12 - Tue, Sep 22
TPA
Tampa Intl.
YHZ
Stanfield Intl.
$343 Roundtrip, found 6 days ago
$343
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 12 from Tampa Intl. to Stanfield Intl., returning Tue, Sep 22, priced at $343 found 6 days ago
Tue, Sep 1 - Wed, Sep 9
MCO
Orlando Intl.
YHZ
Stanfield Intl.
$349 Roundtrip, found 1 day ago
$349
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 1 from Orlando Intl. to Stanfield Intl., returning Wed, Sep 9, priced at $349 found 1 day ago
Thu, Aug 13 - Tue, Aug 18
LGA
LaGuardia
YHZ
Stanfield Intl.
$371 Roundtrip, found 11 hours ago
$371
Roundtrip
found 11 hours ago
Select Delta flight, departing Thu, Aug 13 from LaGuardia to Stanfield Intl., returning Tue, Aug 18, priced at $371 found 11 hours ago
Mon, Aug 31 - Sat, Sep 5
DCA
Ronald Reagan Washington National
YHZ
Stanfield Intl.
$373 Roundtrip, found 2 days ago
$373
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon, Aug 31 from Ronald Reagan Washington National to Stanfield Intl., returning Sat, Sep 5, priced at $373 found 2 days ago
OriginDestinationTravel DatesFlights From*
YYZGoffsAugust 27 to September 5$143
YYZGoffsAugust 27 to September 5$143
YYZSaint JohnSeptember 11 to September 18$151
YYZSaint JohnSeptember 11 to September 18$151
YYCGoffsAugust 17 to August 26$299
YOWGoffsSeptember 9 to September 15$307
YEGGoffsAugust 13 to August 19$325
YYTGoffsSeptember 10 to September 14$331
MCOGoffsSeptember 1 to September 9$354
YVRGoffsAugust 18 to August 26$376
MCOSaint JohnOctober 9 to October 16$647
YEGSaint JohnSeptember 14 to September 19$654
YVRSaint JohnSeptember 3 to September 9$822
TPASaint JohnOctober 20 to October 25$872
YYTSaint JohnJuly 25 to July 29$940
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YKFGoffsJuly 19 to July 22$192
YYZSaint JohnJuly 17 to July 27$210
YYZSaint JohnJuly 17 to July 27$210
YYZGoffsJuly 19 to July 25$215
YYCGoffsJuly 18 to July 20$416
YYTGoffsJuly 18 to August 10$475
YOWGoffsJuly 17 to July 24$507
YVRGoffsJuly 17 to August 14$559
MCOGoffsJuly 18 to August 16$785
TPAGoffsJuly 17 to July 24$1,114
*Prices include taxes and fees

Best Chester Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Future Inns Halifax
3.0-star property

Future Inns Halifax

Sep 5 - Sep 10

5 night stay

Boston (BOS) to Halifax (YHZ)

American Airlines • Coach

Halifax (YHZ) to Boston (BOS)

Air Canada • Coach
Price was $987, price is now $708 per person
$708
per person
found 10 hours 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

Aug 6 - Aug 9

3 night stay

Nashville (BNA) to Halifax (YHZ)

Air Canada • Non-stop • Coach

Halifax (YHZ) to Nashville (BNA)

Porter Airlines • Non-stop • Coach
Price was $3,493, price is now $2,455 per person
$2,455
per person
found 20 hours ago
Riverside Inn
3.0-star property

Riverside Inn

Aug 31 - Sep 5

5 night stay

Boston (BOS) to Halifax (YHZ)

Air Canada • Non-stop roundtrip • Coach
Price was $1,399, price is now $1,015 per person
$1,015
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Chester
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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! (2,270 reviews)
"The room was spacious and clean with nice towels. Beds comfortable with nice linens. I would like a little more security getting to the rooms. Anyone can come up the elevator. Usually in most hotels you use your room key to use the elevator"

Reviewed on Jul 10, 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! (2,198 reviews)
"We're happy with our stay."

Reviewed on Jul 10, 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! (1,011 reviews)
"Pro: Clean room. Easy parking. We left our car there and Uber ourselves to downtown/waterfront to visit the city on foot. Away from downtown noises (we get some highway noise instead, but not too loud) Con: Pool was way too cold, unusable. Breakfast did not offer enough for us, so we drove to the ..."

Reviewed on Jul 10, 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, 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 $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 $1,114. 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.