The HWO World Heavyweight Championship is widely recognized as the most historic championship in HWO. Dating back to 2004, The HWO World Heavyweight Championship was first awarded to Steven Hardy after he defeated Stone Hardy & The Joker in a Ladder Match in August of 2004. Since that time, only the 3 biggest names in HWO have held the HWO World Heavyweight Championship. Steven Hardy, Stone Hardy, & The Joker.
| Champion | Defeated | Location | Date | Match Type |
| Steven Hardy (1) | Stone Hardy | Shreveport, LA | 1/20/07 | Full Metal Match |
| Stone Hardy (1) | Steven Hardy | Shreveport, LA | 2/25/07 | Singles Match |
| Steven Hardy (2) | Stone Hardy | Shreveport, LA | 3/15/07 | Singles Match |
| The Joker (1) | Steven Hardy | Shreveport, LA | 4/10/07 | Full Metal Match |
| Steven Hardy (3) | The Joker | Shreveport, LA | 5/12/07 | Table Match |
| The Joker (2) | Steven Hardy | Shreveport, LA | 7/16/07 | Human Torch Match |
| Stone Hardy (2) | Steven Hardy | Shreveport, LA | 8/21/07 | Human Torch Match |
| Steven Hardy (4) | Stone Hardy | Shreveport, LA | 8/28/07 | Table Match |
| Stone Hardy (3) | Steven Hardy | Shreveport, LA | 9/12/07 | Ladder Match |
| Steven Hardy (5) | Stone Hardy | Shreveport, LA | 9/22/07 | 2 out of 3 Falls Match |
| Stone Hardy (4) | Steven Hardy | Keithville, LA | 3/22/08 | Singles Match |
| Steven Hardy (6) | Stone Hardy | Shreveport, LA | 7/28/08 | Ladder Match |
| Stone Hardy (5) | Steven Hardy | Shreveport, LA | 9/5/08 | First Blood Match |
| Steven Hardy (7) | Stone Hardy | Shreveport, LA | 9/13/08 | Last Man Standing Match |
| The Kid | Steven Hardy | Stonewall, LA | 4/5/09 | Singles Match |
| Steven Hardy (8) | N/A | Stonewall, La | 4/19/09 | Backyard Rumble |