IWS Violent Valentine 2009 was a Professional wrestling event produced by International Wrestling Syndicate which took place at the Le Skratch in Laval, Quebec, Canada on February 21, 2009.
- Numbers in parentheses indicate the length of the match.
- (c) refers to the champion(s) heading into the match.
- Stipulation: The wrestler who wins the match with a pin or submission earns the right to fly to Germany to represent the IWS (and Canada) in wXw’s 16 Karat Gold Tournament
- Dan Paysan will represent the IWS at the 16 Karat Gold Tournament