Here is a list of Toronto chess clubs, upcoming Toronto chess tournaments, and other online resources for chess in Toronto:

Toronto Chess Clubs

Annex Chess Club
459 Bloor St W (downtown)
Monday night, 6:30 – 11:00 pm
CFC-rated tournaments, chess classes, chess lectures, casual chess

Willowdale Chess Club
4169 Bathurst St (North York)
Tuesday night, 6:45 – 11:00 pm
casual chess

Pub Chess Toronto
14 Madison Ave (downtown)
Wednesday night, 6:15 – 10:00 pm
blitz tournaments, chess lectures, casual chess

Kingsview Chess Club
432 Horner Ave (Etobicoke)
Wednesday night, 7:45 – 10:45 pm
independently-rated tournaments

Scarborough Chess Club
1299 Ellesmere Rd (Scarborough)
Thursday night, 7:00 – 11:00 pm
CFC-rated tournaments

Hart House Chess Club
Hart House, U of T (downtown)
Friday night, 4:00 – 11:00 pm
casual chess, chess lectures

High Park Chess Club
near High Park subway (West end)
weekday afternoons, 2:00 – 10:00 pm
casual chess, senior discount

Chess in the Library
various Toronto Public Library locations
Friday and Saturday, various times
free casual chess, children’s tournaments

Chess in North York Central Library
5120 Yonge Street, 3rd floor (North York)
Saturday, 1:30 pm – 5:00 pm
free casual chess

CIC Saturday Chess Club
495 Sherbourne Street (downtown)
Saturday morning, 10:00 am – 12:00 pm
free children’s chess club

Knights of Chess
5635 Yonge Street (North York)
Saturday afternoon, 3:00 – 6:00 pm
children’s chess school, children’s tournaments

Chess For Children
95 Lavinia Ave (West Toronto)
Saturday afternoon, 12:45 – 4:00 pm
children’s chess school, children’s tournaments

Chess Academy of Canada
7755 Bayview Ave (Thornhill)
times?
children’s chess school, children’s tournaments

Saturday Rapid at Legends
774 Danforth Ave (East End)
Saturday afternoon, 1:30 – 5:00 pm
$20 15-min rapid tournaments, masters playing

Agincourt Chess Club
2000 McNicoll Ave (Scarborough)
Sunday afternoon, 12:00 – 6:00 pm
free casual chess

The Chess Corner
street-style speed chess (downtown)

in the park:
Church and Queen
Daily, weather permitting
indoors/winter:
AMC 3rd-floor food court, Yonge and Dundas
Atrium basement food court, Bay and Dundas

Toronto Chess Meet-Up
various times and pub locations
chess and drinks

Chess Organizations

Chess Institute of Canada – chess for kids: in-school, clubs, camps, and tournaments
Chess ’n Math – chess for kids: in-school, clubs, camps, and tournaments
Greater Toronto Chess League (GTCL) – chess around the GTA
Ontario Chess Association (OCA) – our provincial chess association
Chess Federation of Canada (CFC) – Canadian chess ratings and chess events
World Chess Federation (FIDE) – international chess ratings and chess events

upcoming
Hart House Holidays Open
Friday to Sunday, December 18-20, 2015
Details not yet released – stay tuned!

CFC store – online equipment and CFC membership
CFC/Amazon book store – online book orders
Endgame Apparel – online chess T-shirts (California)
Strategy Games – 701 Mount Pleasant Ave (North Toronto)

Chessbase News – international chess news from the makers of Fritz and ChessBase
Mark Crowther’s The Week in Chess – international chess news and gamefile
GM Susan Polgar’s Daily Chess News – international chess news
IM Jean Hébert’s Hébert parle échecs – weekly newsletter of Québec chess
Bob Armstrong’s Toronto Chess News – Toronto chess club and other chess news
GTA Chess Check – Greater Toronto Area news, clubs, and upcoming events
Yuanling Yuan’s Blog – latest Chess in the Library updates
Liza Orlova’s Blog – young Canadian chess Olympian and chess teacher
GM Eric Hansen’s Blog – young Calgary GM, currently ranked #2 in Canada by FIDE
GM Mark Bluvshtein’s Blog – his year of top international play – 2010/2011
CFC Forum – official CFC discussion forum
Chess Talk / Parlons Echecs – Canadian chess news and discussion forum
CanBaseII – Archive of Canadian games / Archive des parties canadiennes

Chess.com – turn-based chess and blitz (including a mobile app)