| Joe Slick vs Jason DeLuciaMiddleweight | UFC 23: Ultimate Japan 2 | Nov 19, 1999 | KO/TKO · to Knee Injury · R1 |
| Eugene Jackson vs Keiichiro YamamiyaMiddleweight | UFC 23: Ultimate Japan 2 | Nov 19, 1999 | KO/TKO · Punch to Head At Distance · R3 |
| Frank Shamrock vs Tito OrtizTitleMiddleweight | UFC 22: Only One Can be Champion | Sep 24, 1999 | KO/TKO · Punches to Head On Ground Submission to Strikes · R4 |
| Chuck Liddell vs Paul JonesMiddleweight | UFC 22: Only One Can be Champion | Sep 24, 1999 | KO/TKO · Facial Cut · R1 |
| John Lewis vs Lowell AndersonMiddleweight | UFC 22: Only One Can be Champion | Sep 24, 1999 | KO/TKO · to Corner Stoppage · R3 |
| Jeremy Horn vs Daiju TakaseMiddleweight | UFC 21: Return of the Champions | Jul 16, 1999 | KO/TKO · Elbows to Head From Mount · R1 |
| Paul Jones vs Flavio Luiz MouraMiddleweight | UFC 21: Return of the Champions | Jul 16, 1999 | Submission · Rear Naked Choke · R1 |
| Eugene Jackson vs Royce AlgerMiddleweight | UFC 21: Return of the Champions | Jul 16, 1999 | KO/TKO · Punch to Head At Distance · R2 |
| Wanderlei Silva vs Tony PetarraMiddleweight | UFC 20: Battle for the Gold | May 7, 1999 | KO/TKO · Knees to Head In Clinch · R1 |
| Tito Ortiz vs Guy MezgerMiddleweight | UFC 19: Ultimate Young Guns | Mar 5, 1999 | KO/TKO · Punches to Head On Ground · R1 |
| Jeremy Horn vs Chuck LiddellMiddleweight | UFC 19: Ultimate Young Guns | Mar 5, 1999 | Submission · Arm Triangle From Half Guard Technical Submission · R1 |
| Evan Tanner vs Valeri IgnatovMiddleweight | UFC 19: Ultimate Young Guns | Mar 5, 1999 | KO/TKO · Elbows to Head From Mount · R1 |
| Tito Ortiz vs Jerry BohlanderMiddleweight | UFC 18: The Road to the Heavyweight Title | Jan 8, 1999 | KO/TKO · Facial Cut · R2 |
| Evan Tanner vs Darrel GholarMiddleweight | UFC 18: The Road to the Heavyweight Title | Jan 8, 1999 | Submission · Rear Naked Choke · R1 |
| Frank Shamrock vs John LoberTitleMiddleweight | UFC - Ultimate Brazil | Oct 16, 1998 | Submission · Neck Crank From Guard · R1 |
| Vitor Belfort vs Wanderlei SilvaMiddleweight | UFC - Ultimate Brazil | Oct 16, 1998 | KO/TKO · Punches to Head At Distance · R1 |
| Ebenezer Fontes Braga vs Jeremy HornMiddleweight | UFC - Ultimate Brazil | Oct 16, 1998 | Submission · Guillotine Choke Standing · R1 |
| Tulio Palhares vs Adriano SantosMiddleweight | UFC - Ultimate Brazil | Oct 16, 1998 | KO/TKO · Punches to Head From Mount · R1 |
| Frank Shamrock vs Jeremy HornTitleMiddleweight | UFC 17: Redemption | May 15, 1998 | Submission · Kneebar From Bottom Back Control · R2 |
| Dan Henderson vs Carlos NewtonTitleMiddleweight | UFC 17: Redemption | May 15, 1998 | Decision (Split) · R2 |
| Carlos Newton vs Bob GilstrapMiddleweight | UFC 17: Redemption | May 15, 1998 | Submission · Triangle Choke From Bottom Guard · R1 |
| Dan Henderson vs Allan GoesMiddleweight | UFC 17: Redemption | May 15, 1998 | Decision (Unanimous) · R2 |
| Chuck Liddell vs Noe HernandezMiddleweight | UFC 17: Redemption | May 15, 1998 | Decision (Unanimous) · R1 |
| Frank Shamrock vs Igor ZinovievTitleMiddleweight | UFC 16: Battle in the Bayou | Mar 13, 1998 | KO/TKO · Slam to On Ground · R1 |
| Jerry Bohlander vs Kevin JacksonMiddleweight | UFC 16: Battle in the Bayou | Mar 13, 1998 | Submission · Armbar From Bottom Guard Technical Submission · R1 |