| Kevin Randleman vs Pete WilliamsTitleHeavyweight | UFC 23: Ultimate Japan 2 | Nov 19, 1999 | Decision (Unanimous) · R5 |
| Pedro Rizzo vs Tsuyoshi KohsakaHeavyweight | UFC 23: Ultimate Japan 2 | Nov 19, 1999 | KO/TKO · Punch to Head On Ground · R3 |
| Kenichi Yamamoto vs Katsuhisa FujiiTitleOpen Weight | UFC 23: Ultimate Japan 2 | Nov 19, 1999 | Submission · Kneebar From Bottom Guard · R2 |
| 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 |
| Kenichi Yamamoto vs Daiju TakaseOpen Weight | UFC 23: Ultimate Japan 2 | Nov 19, 1999 | Decision (Unanimous) · R3 |
| Katsuhisa Fujii vs Masutatsu YanoOpen Weight | UFC 23: Ultimate Japan 2 | Nov 19, 1999 | KO/TKO · Punches to Head At Distance · R2 |
| 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 |
| Tim Lajcik vs Ron WatermanHeavyweight | UFC 22: Only One Can be Champion | Sep 24, 1999 | Draw · R3 |
| Jeremy Horn vs Jason GodseyHeavyweight | UFC 22: Only One Can be Champion | Sep 24, 1999 | Submission · Armbar From Bottom Guard · R1 |
| Brad Kohler vs Steve JudsonHeavyweight | UFC 22: Only One Can be Champion | Sep 24, 1999 | KO/TKO · Punch to Head At Distance · R1 |
| Chuck Liddell vs Paul JonesMiddleweight | UFC 22: Only One Can be Champion | Sep 24, 1999 | KO/TKO · Facial Cut · R1 |
| Matt Hughes vs Valeri IgnatovLightweight | UFC 22: Only One Can be Champion | Sep 24, 1999 | Decision (Unanimous) · R3 |
| John Lewis vs Lowell AndersonMiddleweight | UFC 22: Only One Can be Champion | Sep 24, 1999 | KO/TKO · to Corner Stoppage · R3 |
| Jens Pulver vs Alfonso AlcarezLightweight | UFC 22: Only One Can be Champion | Sep 24, 1999 | Draw · R2 |
| Maurice Smith vs Marco RuasHeavyweight | UFC 21: Return of the Champions | Jul 16, 1999 | KO/TKO · to Knee Injury · R1 |
| Pat Miletich vs Andre PederneirasTitleLightweight | UFC 21: Return of the Champions | Jul 16, 1999 | KO/TKO · Facial Cut · R2 |
| 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 |
| Tsuyoshi Kohsaka vs Tim LajcikHeavyweight | UFC 21: Return of the Champions | Jul 16, 1999 | KO/TKO · to Corner Stoppage · R2 |
| Eugene Jackson vs Royce AlgerMiddleweight | UFC 21: Return of the Champions | Jul 16, 1999 | KO/TKO · Punch to Head At Distance · R2 |
| Andre Roberts vs Ron WatermanHeavyweight | UFC 21: Return of the Champions | Jul 16, 1999 | KO/TKO · Punch to Head At Distance · R1 |
| Travis Fulton vs David DoddHeavyweight | UFC 21: Return of the Champions | Jul 16, 1999 | Decision (Unanimous) · R2 |
| Bas Rutten vs Kevin RandlemanTitleHeavyweight | UFC 20: Battle for the Gold | May 7, 1999 | Decision (Split) · R3 |
| Pedro Rizzo vs Tra TelligmanHeavyweight | UFC 20: Battle for the Gold | May 7, 1999 | KO/TKO · Punch to Head At Distance · R1 |
| Pete Williams vs Travis FultonHeavyweight | UFC 20: Battle for the Gold | May 7, 1999 | Submission · Armbar From Bottom Guard · R1 |
| Wanderlei Silva vs Tony PetarraMiddleweight | UFC 20: Battle for the Gold | May 7, 1999 | KO/TKO · Knees to Head In Clinch · R1 |
| Marcelo Mello vs David RobertsLightweight | UFC 20: Battle for the Gold | May 7, 1999 | KO/TKO · Elbows to Head From Back Control · R1 |
| Laverne Clark vs Fabiano IhaLightweight | UFC 20: Battle for the Gold | May 7, 1999 | KO/TKO · Facial Cut · R1 |
| Ron Waterman vs Chris CondoHeavyweight | UFC 20: Battle for the Gold | May 7, 1999 | KO/TKO · Punches to Head From Half Guard · R1 |
| Tito Ortiz vs Guy MezgerMiddleweight | UFC 19: Ultimate Young Guns | Mar 5, 1999 | KO/TKO · Punches to Head On Ground · R1 |
| Gary Goodridge vs Andre RobertsHeavyweight | UFC 19: Ultimate Young Guns | Mar 5, 1999 | KO/TKO · Punches to Head At Distance Submission to Strikes · R1 |
| Jeremy Horn vs Chuck LiddellMiddleweight | UFC 19: Ultimate Young Guns | Mar 5, 1999 | Submission · Arm Triangle From Half Guard Technical Submission · R1 |
| Kevin Randleman vs Maurice SmithHeavyweight | UFC 19: Ultimate Young Guns | Mar 5, 1999 | Decision (Unanimous) · R2 |
| Evan Tanner vs Valeri IgnatovMiddleweight | UFC 19: Ultimate Young Guns | Mar 5, 1999 | KO/TKO · Elbows to Head From Mount · R1 |
| Pete Williams vs Jason GodseyHeavyweight | UFC 19: Ultimate Young Guns | Mar 5, 1999 | Submission · Kneebar From Half Guard · R1 |
| Sione Latu vs Joey RobertsHeavyweight | UFC 19: Ultimate Young Guns | Mar 5, 1999 | KO/TKO · Facial Cuts · R1 |
| Bas Rutten vs Tsuyoshi KohsakaHeavyweight | UFC 18: The Road to the Heavyweight Title | Jan 8, 1999 | KO/TKO · Punches to Head At Distance · R2 |
| Pat Miletich vs Jorge PatinoTitleLightweight | UFC 18: The Road to the Heavyweight Title | Jan 8, 1999 | Decision (Unanimous) · R3 |
| Pedro Rizzo vs Mark ColemanHeavyweight | UFC 18: The Road to the Heavyweight Title | Jan 8, 1999 | Decision (Split) · R2 |
| Tito Ortiz vs Jerry BohlanderMiddleweight | UFC 18: The Road to the Heavyweight Title | Jan 8, 1999 | KO/TKO · Facial Cut · R2 |
| Mikey Burnett vs Townsend SaundersLightweight | UFC 18: The Road to the Heavyweight Title | Jan 8, 1999 | Decision (Unanimous) · R2 |
| Evan Tanner vs Darrel GholarMiddleweight | UFC 18: The Road to the Heavyweight Title | Jan 8, 1999 | Submission · Rear Naked Choke · R1 |
| Laverne Clark vs Frank CaracciLightweight | UFC 18: The Road to the Heavyweight Title | Jan 8, 1999 | KO/TKO · Punches to Head From Guard Submission to Strikes · 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 |
| Pedro Rizzo vs David AbbottHeavyweight | UFC - Ultimate Brazil | Oct 16, 1998 | KO/TKO · Punch to Head At Distance · R1 |
| Pat Miletich vs Mikey BurnettTitleLightweight | UFC - Ultimate Brazil | Oct 16, 1998 | Decision (Split) · R3 |
| Tsuyoshi Kohsaka vs Pete WilliamsHeavyweight | UFC - Ultimate Brazil | Oct 16, 1998 | Decision (Unanimous) · R2 |
| Ebenezer Fontes Braga vs Jeremy HornMiddleweight | UFC - Ultimate Brazil | Oct 16, 1998 | Submission · Guillotine Choke Standing · R1 |
