$64 Cheap flights to Chester

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Cheap flights to Chester from $64 One Way, $124 Round Trip

$124 return flights and $64 one-way flights to Chester were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Dec 7 - Mon, Dec 14
YYZ
Toronto
YHZ
Halifax
$124 Roundtrip, found 4 hours ago
$124
Roundtrip
found 4 hours ago
Select Flair Airlines flight, departing Mon, Dec 7 from Toronto to Halifax, returning Mon, Dec 14, priced at $124 found 4 hours ago
Mon, Apr 19 - Mon, Apr 26
YYZ
Toronto
YSJ
Saint John
$212 Roundtrip, found 2 days ago
$212
Roundtrip
found 2 days ago
Select Flair Airlines flight, departing Mon, Apr 19 from Toronto to Saint John, returning Mon, Apr 26, priced at $212 found 2 days ago
Thu, May 13 - Mon, May 17
LAX
Los Angeles
YHZ
Halifax
$376 Roundtrip, found 14 hours ago
$376
Roundtrip
found 14 hours ago
Select Air Canada flight, departing Thu, May 13 from Los Angeles to Halifax, returning Mon, May 17, priced at $376 found 14 hours ago
Mon, May 3 - Fri, May 14
BOS
Boston
YHZ
Halifax
$431 Roundtrip, found 5 days ago
$431
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Mon, May 3 from Boston to Halifax, returning Fri, May 14, priced at $431 found 5 days ago
Fri, Jan 22 - Mon, Jan 25
LGA
New York
YHZ
Halifax
$437 Roundtrip, found 5 days ago
$437
Roundtrip
found 5 days ago
Select Air Canada flight, departing Fri, Jan 22 from New York to Halifax, returning Mon, Jan 25, priced at $437 found 5 days ago
Tue, Aug 31 - Wed, Sep 1
DCA
Washington
YHZ
Halifax
$438 Roundtrip, found 18 hours ago
$438
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Aug 31 from Washington to Halifax, returning Wed, Sep 1, priced at $438 found 18 hours ago
Wed, Aug 25 - Wed, Sep 22
SLC
Salt Lake City
YHZ
Halifax
$481 Roundtrip, found 5 days ago
$481
Roundtrip
found 5 days ago
Select United flight, departing Wed, Aug 25 from Salt Lake City to Halifax, returning Wed, Sep 22, priced at $481 found 5 days ago
Wed, Aug 25 - Wed, Sep 22
SLC
Salt Lake City
YHZ
Halifax
$484 Roundtrip, found 5 days ago
$484
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Aug 25 from Salt Lake City to Halifax, returning Wed, Sep 22, priced at $484 found 5 days ago
Tue, Sep 7 - Thu, Sep 23
SLC
Salt Lake City
YHZ
Halifax
$530 Roundtrip, found 4 hours ago
$530
Roundtrip
found 4 hours ago
Select Air Canada flight, departing Tue, Sep 7 from Salt Lake City to Halifax, returning Thu, Sep 23, priced at $530 found 4 hours ago
Wed, Aug 25 - Wed, Sep 22
SLC
Salt Lake City
YHZ
Halifax
$532 Roundtrip, found 5 days ago
$532
Roundtrip
found 5 days ago
Select United flight, departing Wed, Aug 25 from Salt Lake City to Halifax, returning Wed, Sep 22, priced at $532 found 5 days ago
Wed, Aug 25 - Wed, Sep 22
SLC
Salt Lake City
YHZ
Halifax
$538 Roundtrip, found 5 days ago
$538
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Aug 25 from Salt Lake City to Halifax, returning Wed, Sep 22, priced at $538 found 5 days ago
Mon, Sep 6 - Mon, Sep 20
SLC
Salt Lake City
YHZ
Halifax
$544 Roundtrip, found 4 hours ago
$544
Roundtrip
found 4 hours ago
Select United flight, departing Mon, Sep 6 from Salt Lake City to Halifax, returning Mon, Sep 20, priced at $544 found 4 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
YKFGoffsNovember 7 to November 12$126
YYZGoffsNovember 6 to November 12$208
YYTGoffsNovember 6 to November 16$395
YOWGoffsNovember 7 to November 9$588
YVRGoffsNovember 7 to November 11$660
MCOGoffsNovember 6 to November 10$699
YYCGoffsNovember 7 to November 14$758
TPAGoffsNovember 7 to November 10$1,216
YEGGoffsNovember 6 to November 11$1,504
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Chester Accommodation Deals

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

3.5 out of 5
36 Treasure Drive Western Shore NS
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $131 total per night from Nov 4 to Nov 5
$131 total
Nov 4 - Nov 5
Total with taxes and fees
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 Valverde ...
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 ...
9.8/10 Exceptional! (52 reviews)
"Great place on the ocean. We had cool weather so a patio heater would b a great addition."

Reviewed on Oct 26, 2026

Get rates
Opens in a new windowOceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
Ocean front cottage in the heart of Hubbards.

Ocean front cottage in the heart of Hubbards.

Hubbards NS
Stay at this vacation home in Fox Point. Enjoy free WiFi, a garden, and patios. Popular attractions Shore Club Dance Hall and Hubbards Farmer's Market are located ...
9.8/10 Exceptional! (74 reviews)
"We loved the cottage and its convenient location for all our excursions on the south shore. It was cozy, clean and quiet. The mattress was really comfortable. We would definitely stay again."

Reviewed on Oct 12, 2026

Get rates
Opens in a new windowOcean front cottage in the heart of Hubbards.
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Future Inns Halifax

Future Inns Halifax

3 out of 5
30 Fairfax Dr Halifax NS
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $116 total per night from Nov 11 to Nov 12
$116 total
Nov 11 - Nov 12
Total with taxes and fees
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 ...
Opens in a new windowFuture Inns 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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Chester

Why search for low cost fares on your flights to Chester when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Chester

Orbitz offers massive discounts and substantial last-minute savings on your Chester flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

Cutting-Edge Mobile Tools to Keep You In The Know

Orbitz sends you free alerts and updates on your Chester flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Chester. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Chester but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

Which airlines fly to Chester?
Book an airfare with one of the 24 airlines that operate services to Stanfield Intl. Airport (YHZ) and gear up for new adventures. This popular airport is a major entrance point for exploring Chester. When it's time to see this region, these trusted carriers will get you there:

  • Air Canada - 35 flights to Chester per month
  • American Airlines - 10 flights to Chester per month
  • WestJet - 9 flights to Chester per month

How much is a flight to Chester?
Travelers from near and far bagged round-trip deals ranging between $124 and $1,504 this week to Chester. Flying in from Toronto (YYZ)? The cheapest one-way prices started at just $64.
How to book the cheapest flight to Chester?
Snapping up cheap flights to Chester is as easy as booking with Orbitz. But if you'd love to make sure you're grabbing the best flight deals around, here are some suggestions to keep your wallet happy:

  • Depending on where you're departing from, select the 'Nearby airports' function (located under the departure and arrival form fields). In some instances, other departure points offer better value for money.
  • If your plans aren't written in stone, click on the 'Show flexible dates' option to compare flight deals for alternative departure dates. You may find an even better fare.
  • You can also use the 'Show options' link to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd like to fly.
  • If you've sorted your travel dates, don't waste time booking your flight. Prices usually get dearer as the departure date gets closer.
  • Make serious savings on your trip by bundling your flights, hotels and car rentals into an Orbitz package. Your credit card will thank you.
  • Whenever possible, avoid traveling in the most popular seasons. Airfares surge during summer, school breaks and around other vacation times like Easter, Thanksgiving and Christmas.

What is the best time to book a flight to Chester?
Book your tickets to Chester in January. This is the best month for low airfares, closely followed by February and August. Land cheap flights and make your dream vacation a reality with Orbitz.
What day of the week is the cheapest to book a flight to Chester?
If you're after inexpensive fares to Chester, the best days of the week to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), a fabulous flight deal will be all yours.
What is the cheapest day of the week to fly to Chester?
According to Orbitz data from 2020, you ought to kick off your vacation on a Monday to score cheap flights to Chester. Next most affordable day? Tuesday. Saturday costs the most. So, leave early in the week if you'd like to score a low-priced fare and stretch your travel budget.
What is the cheapest month to fly to Chester?
To secure cheap flights to Chester, you should depart in August. If saving on your ticket is your main concern, Orbitz data shows that this is generally the best month to jet off. June is when airfares are at their peak.
Which airlines allow free cancellation?
When searching for your Chester flights on Orbitz, select "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation and no change fees. Relax knowing that if things unexpectedly change, your flight can too.
What do I need for the flight to Chester?
From onboard entertainment to travel essentials like a pillow, there are several things a seasoned flyer always takes with them. To make sure you're organized for your adventure, check out this useful list:

  • Make sure you've got your travel papers and some identification. For international journeys, you'll need to take your passport. When purchasing your seats, always use the same details that are stated on your government-issued ID.
  • A well-packed carry-on bag is the key to a great flight experience. Given this journey to Chester is no short hop, take some snacks and things to keep you entertained. Something to read is sure to help pass the time.
  • Air conditioning and high altitudes can create a cool environment. No matter what the season is, carry an extra layer with you to keep warm and cozy on your plane trip.

How do I get cheap first-class/business deals to Chester?
If you think a business or first-class fare is way out of your reach, think again. Here are some tips to help you find a premium flight to Chester for a whole lot less:

  • Be more flexible with your travel dates and hold out for exclusive offers or sales on first or business-class airfares.
  • Search for a low-cost airline that offers seats in business class. They often come with more legroom and a glass of Champagne — but without the high price.
  • Take advantage of your airline's flight rewards program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.

What is the best time to go to Chester?
Chester is an exciting getaway destination year-round, but the most popular months are January, March and April. If you're into warm weather, head there in the summertime. Like most places in the Northern Hemisphere, the summer season commences June 20. Temperatures normally range between 55 ºF and 70 ºF during the daytime.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.