$78 Cheap flights to Chester

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Cheap flights to Chester from $78 One Way, $147 Round Trip

$147 return flights and $78 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, Oct 19 - Mon, Oct 19
YYZ
Toronto
YHZ
Halifax
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Mon, Oct 19 from Toronto to Halifax, returning Mon, Oct 19, priced at $147 found 1 day ago
Fri, Sep 18 - Mon, Sep 21
YYZ
Toronto
YSJ
Saint John
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Select Flair Airlines flight, departing Fri, Sep 18 from Toronto to Saint John, returning Mon, Sep 21, priced at $214 found 3 days ago
Wed, Oct 14 - Fri, Oct 16
BOS
Boston
YHZ
Halifax
$340 Roundtrip, found 7 hours ago
$340
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Wed, Oct 14 from Boston to Halifax, returning Fri, Oct 16, priced at $340 found 7 hours ago
Sun, Oct 11 - Sun, Oct 18
YVR
Vancouver
YHZ
Halifax
$356 Roundtrip, found 4 days ago
$356
Roundtrip
found 4 days ago
Select WestJet flight, departing Sun, Oct 11 from Vancouver to Halifax, returning Sun, Oct 18, priced at $356 found 4 days ago
Thu, Apr 8 - Mon, Apr 12
MCO
Orlando
YHZ
Halifax
$368 Roundtrip, found 1 day ago
$368
Roundtrip
found 1 day ago
Select Air Transat flight, departing Thu, Apr 8 from Orlando to Halifax, returning Mon, Apr 12, priced at $368 found 1 day ago
Wed, Sep 30 - Sat, Oct 3
DCA
Washington
YHZ
Halifax
$371 Roundtrip, found 1 day ago
$371
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Sep 30 from Washington to Halifax, returning Sat, Oct 3, priced at $371 found 1 day ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
YYZGoffsSeptember 12 to September 15$168
YYZGoffsSeptember 12 to September 15$168
YYZSaint JohnSeptember 11 to September 14$265
YYZSaint JohnSeptember 11 to September 14$265
YYTGoffsSeptember 13 to September 16$427
YEGGoffsSeptember 13 to September 17$430
YOWGoffsSeptember 13 to September 19$470
MCOGoffsSeptember 12 to September 19$480
TPAGoffsSeptember 12 to September 19$485
YYCGoffsSeptember 12 to September 16$537
YVRGoffsSeptember 11 to October 13$562
YYCSaint JohnSeptember 12 to September 26$780
*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
$196 nightly
The price is $223 total per night from Sep 20 to Sep 21
$223 total
Sep 20 - Sep 21
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 Tancook ...
8.2/10 Very Good! (575 reviews)
"Great"

Reviewed on Sep 4, 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 ...
9.8/10 Exceptional! (44 reviews)
"As we drove up to the house, we could see the magnificent view it commanded from the deck with four different colored Adirondock chairs. When we walked into the house, the kitchen was in front of you, with two bedrooms to the left on either side of the bathroom. The owner did a great job on details, ..."

Reviewed on Aug 29, 2026

Get rates
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
$128 nightly
The price is $150 total per night from Oct 1 to Oct 2
$150 total
Oct 1 - Oct 2
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
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Chateau Bedford, Trademark Collection by Wyndham

Chateau Bedford, Trademark Collection by Wyndham

4 out of 5
133 Kearney Lake Rd Halifax NS
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $186 total per night from Oct 4 to Oct 5
$186 total
Oct 4 - Oct 5
Total with taxes and fees
Enjoy free breakfast, free WiFi, and free parking.
Opens in a new windowChateau Bedford, Trademark Collection by Wyndham
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

Save more on flights to Chester while making top-quality travel arrangements. At Orbitz we provide access to low cost flights, hotel lodgings and other discounts, along with superior customer service and an unbeatable satisfaction guarantee.

Compare And Book Discount Flights to Chester

Now it is easier than ever to find a discount Chester flight. Orbitz users can compare airfares for both international and domestic flights and can quickly determine the best hotels and car rental companies to use. You may also check out hotel and other reviews along with a number of travel tips, making your visit to an unfamiliar destination enjoyable and hassle-free.

Use Your Mobile Phone To Secure A Low Cost Flight To Chester

We now offer free apps for the most commonly used mobile devices. You can use your mobile phone to share relevant information pertaining to your trips, view images of local lodgings and take advantage of hotel and car rental discounts that may be available only to mobile device users.

Boost Your Frequent Flyer Rewards

You even retain your ability to earn frequent flier points and rewards when purchasing your tickets with Orbitz for Chester flights. Enter your frequent flyer information into your Orbitz profile to start earning rewards.

You will find that Orbitz is a very low cost, yet very effective travel planner. Free updates via your mobile phone device will help to keep you and all relevant parties informed of important flight updates. With access to unbeatable sales on all travel essentials, Orbitz makes booking an affordable flight to Chester a breeze.

Frequently asked questions

Which airlines fly to Chester?
Book an airfare with one of the 12 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 $147 and $780 this week to Chester. Flying in from Toronto (YYZ)? The cheapest one-way prices started at just $78.
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.