The 1999 Award Show was the second annual award show for the Classic Wrestling Federation. The event was once again held prior to the biggest event of the year Super Card. The 1999 awards dealt with the previous year spanning from Super Card I to Super Card II.
Awards[]
- Best Match: Maniac vs Jimmy Blast at Seasons Beatings '98
- Best Angle: CWF Returning
- Best Feud: Maniac vs Jimmy Blast
- Best Finisher: Magnus Thunder with Thunderstorm
- Best Manager: Miss Money
- Best Wrestler: "The Golden One" Jeff Jericho
- Best Roleplayer: Rob McCabe for Kevin Merrix