A calm lake with boats, a stone dock, and houses with a stone wall and trees in the background.

Cheap Flights to Chester from $76

View $76 flight on Thu, Sep 10, 2026Opens in a new window

Popular airlines to Chester

  • Porter Airlines

  • WestJet

  • Air Canada

  • Air Transat

  • Flair Airlines

  • United

  • American Airlines

How much is the cheapest flight to Chester?

Prices were available within the past 7 days and start at $76 for one-way flights and $145 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flair Airlines
Thu, Sep 10 - Sun, Sep 13
YYZ
Toronto
YHZ
Halifax
$145 Roundtrip, just found
$145
Roundtrip
just found
Select Flair Airlines flight, departing Thu, Sep 10 from Toronto to Halifax, returning Sun, Sep 13, priced at $145 just found
Flair Airlines
Tue, Sep 15 - Wed, Sep 16
YKF
Kitchener
YHZ
Halifax
$157 Roundtrip, found 8 hours ago
$157
Roundtrip
found 8 hours ago
Select Flair Airlines flight, departing Tue, Sep 15 from Kitchener to Halifax, returning Wed, Sep 16, priced at $157 found 8 hours ago
Porter Airlines
Fri, Oct 2 - Wed, Oct 7
YHM
Hamilton
YHZ
Halifax
$158 Roundtrip, found 8 hours ago
$158
Roundtrip
found 8 hours ago
Select Porter Airlines flight, departing Fri, Oct 2 from Hamilton to Halifax, returning Wed, Oct 7, priced at $158 found 8 hours ago
Flair Airlines
Fri, Oct 2 - Mon, Oct 5
YYZ
Toronto
YSJ
Saint John
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Fri, Oct 2 from Toronto to Saint John, returning Mon, Oct 5, priced at $159 found 1 day ago
Porter Airlines
Sat, Oct 10 - Mon, Oct 12
YTZ
Toronto
YHZ
Halifax
$166 Roundtrip, found 3 days ago
$166
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Sat, Oct 10 from Toronto to Halifax, returning Mon, Oct 12, priced at $166 found 3 days ago
WestJet
Mon, Oct 19 - Fri, Oct 23
DTW
Detroit
YHZ
Halifax
$273 Roundtrip, found 9 hours ago
$273
Roundtrip
found 9 hours ago
Select WestJet flight, departing Mon, Oct 19 from Detroit to Halifax, returning Fri, Oct 23, priced at $273 found 9 hours ago
Air Canada
Fri, Aug 28 - Mon, Aug 31
YKF
Kitchener
YSJ
Saint John
$300 Roundtrip, found 1 day ago
$300
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Aug 28 from Kitchener to Saint John, returning Mon, Aug 31, priced at $300 found 1 day ago
Air Canada
Fri, Aug 28 - Mon, Aug 31
YHM
Hamilton
YSJ
Saint John
$300 Roundtrip, found 1 day ago
$300
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Aug 28 from Hamilton to Saint John, returning Mon, Aug 31, priced at $300 found 1 day ago
American Airlines
Wed, Sep 30 - Tue, Oct 13
BOS
Boston
YHZ
Halifax
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 30 from Boston to Halifax, returning Tue, Oct 13, priced at $304 found 1 day ago
Air Canada
Fri, Aug 28 - Mon, Aug 31
YTZ
Toronto
YSJ
Saint John
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Aug 28 from Toronto to Saint John, returning Mon, Aug 31, priced at $309 found 1 day ago

Trending flights to Chester

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Sep 30 - Tue, Oct 13
BOS
Boston
YHZ
Halifax
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 30 from Boston to Halifax, returning Tue, Oct 13, priced at $304 found 1 day ago

Frequently asked questions

How do I find cheap flights to Chester that have flexible change policies?
At Expedia, we've been channeling our inner yoga master to get you the most flexible fares around town. Simply mark the "No change fee" box directly beneath the "Flexible change policies" filter to find your dream flight to Chester.
Which airlines fly to Chester?
Getting to Chester is as simple as choosing between two well-known airlines. Book yourself a seat with either of these options:

  • Air Canada - 60 flights to or near Chester each month, including 60 flights to Stanfield Intl. Airport (YHZ) per month.
  • American Airlines - 39 flights to or near Chester each month, including 39 flights to Stanfield Intl. Airport (YHZ) per month.

How can I find cheap tickets to Chester?
To nab a terrific deal to Chester, book ahead of time. Also take advantage of Expedia's "flexible dates" feature above your search results. This will compare the cheapest prices for similar time frames. In the last seven days, $145 was the best price for a flight to Chester.
How much is a flight to Chester?
In the last seven days, return tickets to Chester sold for as little as $145 and reached a maximum of $309. For one-way trips departing from Toronto (YYZ), the cheapest seat during this same period was only $76.
What are the most popular airports to fly into in Chester?
Jet into Stanfield Intl. Airport (YHZ) and experience everything that Chester has to offer. As the region's primary entry point, approximately 99 flights touch down here each month.
When is the cheapest time to fly to Chester?
Jetting off on a Tuesday, followed by a Monday, is generally the best way to land the cheapest flight. Stay away from the weekends if possible, because Saturday is typically the most expensive day of the week. Spend the dollars you saved having an awesome time in Chester instead!
How much is a plane ticket to Chester?
In the last seven days, tickets to Chester varied between $145 and $309. The early bird catches the worm, so snap up a bargain today.
What months are the cheapest to book a flight to Chester?
To bag a great deal to Chester, try to book sometime in February when ticket prices are at their cheapest. When do tickets cost the most? In the U.S, it's the month of December.
How long is a flight to Chester?
This depends on a number of factors, mainly the city you're flying from. Here is a list of the most popular services to Chester along with their average flight times:

  • Boston, MA (BOS-Logan Intl.) to Stanfield Intl. Airport (YHZ) - 1 hour and 36 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Stanfield Intl. Airport (YHZ) - 2 hours and 5 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Stanfield Intl. Airport (YHZ) - 2 hours and 5 minutes

What is the best time to go to Chester?
Chester Islands, Chester's most well-known city, is a superb place to visit at anytime. Not a huge fan of cold weather? Then venture here from June 20 onward during the summer months, when temperatures vary from 55ºF to 70ºF. January, March and April is when Chester Islands attracts the biggest crowds.

Book with confidence

Enjoy extra legroom, flight flexibility, and a seamless travel experience.

Travel information

*Flight schedules are subject to change.

*Available to One Key members.

 

*Flight schedules are subject to change.

*Available to One Key members.