$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.

Sat, Nov 28 - Fri, Dec 4
YYZ
Toronto
YHZ
Halifax
$124 Roundtrip, found 3 hours ago
$124
Roundtrip
found 3 hours ago
Select Flair Airlines flight, departing Sat, Nov 28 from Toronto to Halifax, returning Fri, Dec 4, priced at $124 found 3 hours ago
Mon, Apr 19 - Mon, Apr 26
YYZ
Toronto
YSJ
Saint John
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Mon, Apr 19 from Toronto to Saint John, returning Mon, Apr 26, priced at $212 found 1 day ago
Fri, Jan 8 - Sun, Jan 10
MCO
Orlando
YHZ
Halifax
$347 Roundtrip, found 5 days ago
$347
Roundtrip
found 5 days ago
Select Air Transat flight, departing Fri, Jan 8 from Orlando to Halifax, returning Sun, Jan 10, priced at $347 found 5 days ago
Fri, Jun 11 - Mon, Jun 14
SEA
Seattle
YHZ
Halifax
$362 Roundtrip, found 5 days ago
$362
Roundtrip
found 5 days ago
Select WestJet flight, departing Fri, Jun 11 from Seattle to Halifax, returning Mon, Jun 14, priced at $362 found 5 days ago
Wed, Dec 9 - Wed, Dec 16
BOS
Boston
YHZ
Halifax
$394 Roundtrip, found 6 days ago
$394
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Wed, Dec 9 from Boston to Halifax, returning Wed, Dec 16, priced at $394 found 6 days ago
Thu, Jan 7 - Wed, Jan 13
LAX
Los Angeles
YHZ
Halifax
$405 Roundtrip, found 2 days ago
$405
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu, Jan 7 from Los Angeles to Halifax, returning Wed, Jan 13, priced at $405 found 2 days ago
Fri, Jan 22 - Mon, Jan 25
LGA
New York
YHZ
Halifax
$437 Roundtrip, found 4 days ago
$437
Roundtrip
found 4 days ago
Select Air Canada flight, departing Fri, Jan 22 from New York to Halifax, returning Mon, Jan 25, priced at $437 found 4 days ago
Thu, Sep 2 - Tue, Sep 7
DCA
Washington
YHZ
Halifax
$458 Roundtrip, found 5 days ago
$458
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Sep 2 from Washington to Halifax, returning Tue, Sep 7, priced at $458 found 5 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
YKFGoffsNovember 7 to November 12$126
YYZGoffsNovember 8 to November 12$309
YYTGoffsNovember 6 to November 16$395
YOWGoffsNovember 6 to November 8$574
YVRGoffsNovember 7 to November 11$660
MCOGoffsNovember 7 to November 10$729
YYCGoffsNovember 7 to November 14$758
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
$107 nightly
The price is $126 total per night from Nov 3 to Nov 4
$126 total
Nov 3 - Nov 4
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

Snag some “suite” deals when you add cheap hotel rooms to Chester flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

Budget Prices, Luxury Life

Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Chester.

Fun for All

While shopping Orbitz sales on Chester flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.

Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Chester flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Chester. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

Which airlines fly to Chester?
Book an airfare with one of the 16 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.