| # | Date | Promotion | Match |
| 101 | 06.11.2009 |  |
World Heavyweight Title Casket: The Undertaker (c) defeats CM Punk WWE Undertaker's Rest In Peace Tour - Brüssel - House Show @ Vorst Nationaal in Brüssel, Belgien |
| 102 | 05.11.2009 | |
World Heavyweight Title Casket: The Undertaker (c) defeats CM Punk WWE Undertaker's Rest In Peace Tour - Frankfurt - House Show @ Festhalle Frankfurt in Frankfurt am Main, Hessen, Deutschland |
| 103 | 03.11.2009 |  |
Dark World Heavyweight Title: The Undertaker (c) defeats CM Punk WWE Friday Night SmackDown #533 - Dark Match @ Dunkin' Donuts Center in Providence, Rhode Island, USA |
| 104 | 25.10.2009 | |
World Heavyweight Title Fatal Four Way: The Undertaker (c) defeats Batista and CM Punk and Rey Mysterio (9:55) WWE Bragging Rights 2009 - Pay Per View @ Mellon Arena in Pittsburgh, Pennsylvania, USA |
| 105 | 20.10.2009 | |
World Heavyweight Title Submission: The Undertaker (c) defeats CM Punk (11:38) WWE Friday Night SmackDown #531 - TV-Show @ Colonial Life Arena in Columbia, South Carolina, USA |
| 106 | 18.10.2009 | |
World Heavyweight Title: The Undertaker (c) defeats CM Punk WWE SmackDown/ECW House Show - House Show @ Sports Palace in Mexico City, Distrito Federal, Mexiko |
| 107 | 17.10.2009 | |
Batista, Rey Mysterio & The Undertaker defeat Chris Jericho, CM Punk & Kane WWE SmackDown/ECW House Show - House Show @ Sports Palace in Mexico City, Distrito Federal, Mexiko |
| 108 | 16.10.2009 | |
Batista & The Undertaker defeat CM Punk & Kane WWE SmackDown/ECW House Show - House Show @ Hermanos Serdan Stadium in Heroica Puebla de Zaragoza, Puebla, Mexiko |
| 109 | 15.10.2009 | |
World Heavyweight Title: The Undertaker (c) defeats CM Punk WWE SmackDown/ECW House Show - House Show @ Plaza Monumental in Monterrey, Nuevo Leon, Mexiko |
| 110 | 04.10.2009 | |
World Heavyweight Title Hell In A Cell: The Undertaker defeats CM Punk (c) (10:24) - TITLE CHANGE !!! WWE Hell In A Cell 2009 - Pay Per View @ Prudential Center in Newark, New Jersey, USA |
| 111 | 29.09.2009 | |
D-Generation X (Shawn Michaels & Triple H), John Cena & The Undertaker defeat CM Punk & Legacy (Cody Rhodes, Randy Orton & Ted DiBiase) (21:49) WWE Friday Night SmackDown #528 - TV-Show @ TD Garden in Boston, Massachusetts, USA |
| 112 | 27.09.2009 | |
World Heavyweight Title: The Undertaker defeats CM Punk (c) by DQ WWE SmackDown/ECW House Show - House Show @ Palais omnisports de Paris-Bercy in Paris, Frankreich |
| 113 | 26.09.2009 | |
Batista, Matt Hardy & The Undertaker defeat Chris Jericho, CM Punk & The Big Show WWE SmackDown/ECW House Show - House Show @ Palais omnisports de Paris-Bercy in Paris, Frankreich |
| 114 | 25.09.2009 | |
Batista, Matt Hardy & The Undertaker defeat Chris Jericho, CM Punk & The Big Show WWE SmackDown/ECW House Show - House Show @ Palais Nikaia in Nizza, Frankreich |
| 115 | 24.09.2009 | |
World Heavyweight Title: The Undertaker defeats CM Punk (c) by DQ WWE SmackDown/ECW House Show - House Show @ Palacio de Deportes in Madrid, Spanien |
| 116 | 22.09.2009 | |
CM Punk defeats The Undertaker by Count Out (12:02) WWE Friday Night SmackDown #527 - TV-Show @ BOK Center in Tulsa, Oklahoma, USA |
| 117 | 15.09.2009 | |
Dark World Heavyweight Title: CM Punk (c) defeats The Undertaker by DQ WWE Friday Night SmackDown #526 - Dark Match @ Copps Coliseum in Hamilton, Ontario, Canada |
| 118 | 13.09.2009 | |
World Heavyweight Title Submission: CM Punk (c) defeats The Undertaker (10:54) WWE Breaking Point - Pay Per View @ Bell Centre in Montreal, Quebec, Canada |
| 119 | 08.09.2009 | |
Dark World Heavyweight Title: The Undertaker defeats CM Punk (c) by DQ WWE Friday Night SmackDown #525 - Dark Match @ Rockford MetroCentre in Rockford, Illinois, USA |
| 120 | 06.09.2009 | |
The Undertaker defeats CM Punk by DQ WWE SmackDown/ECW House Show - House Show @ Juan Vicens Auditorium in Ponce, Puerto Rico, USA |
| 121 | 05.09.2009 | |
Matt Hardy, The Great Khali & The Undertaker defeat Chris Jericho, CM Punk & The Big Show WWE SmackDown/ECW House Show - House Show @ Manuel Iguina Coliseum in Arecibo, Puerto Rico, USA |
| 122 | 04.09.2009 | |
Three On Two Handicap: The Undertaker & Triple H defeat CM Punk, Cody Rhodes & Ted DiBiase WWE SmackDown/ECW House Show - House Show @ Jose Miguel Agrelot Coliseum in San Juan, Puerto Rico, USA |
| 123 | 24.04.2009 | |
The Undertaker & Triple H defeat Cody Rhodes & Ted DiBiase WWE WrestleMania Revenge Tour 2009 - Genf - House Show @ Geneva Arena in Genf, Schweiz |
| 124 | 23.04.2009 | |
The Undertaker & Triple H defeat Cody Rhodes & Ted DiBiase WWE WrestleMania Revenge Tour 2009 - Glasgow - House Show @ Braehead Arena in Glasgow, Scotland, UK |
| 125 | 22.04.2009 | |
Three On Two Handicap: The Undertaker & Triple H defeat Legacy (Cody Rhodes, Randy Orton & Ted DiBiase) WWE WrestleMania Revenge Tour 2009 - Birmingham - House Show @ LG Arena in Birmingham, West Midlands, England, UK |
| 126 | 21.04.2009 | |
The Big Show defeats The Undertaker (14:22) WWE Friday Night SmackDown #505 - TV-Show @ o2 Arena in London, England, UK |
| 127 | 20.04.2009 | |
Jeff Hardy & The Undertaker defeat Matt Hardy & Umaga WWE WrestleMania Revenge Tour 2009 - Cardiff (SmackDown) - House Show @ International Arena in Cardiff, Wales, UK |
| 128 | 19.04.2009 | |
Three On Two Handicap: The Undertaker & Triple H defeat Legacy (Cody Rhodes, Randy Orton & Ted DiBiase) WWE WrestleMania Revenge Tour 2009 - Wien - House Show @ Stadthalle in Wien, Österreich |
| 129 | 18.04.2009 | |
Three On Two Handicap: The Undertaker & Triple H defeat Legacy (Cody Rhodes, Randy Orton & Ted DiBiase) WWE WrestleMania Revenge Tour 2009 - Salzburg - House Show @ Salzburg Arena in Salzburg, Österreich |
| 130 | 17.04.2009 | |
Three On Two Handicap: The Undertaker & Triple H defeat Legacy (Cody Rhodes, Randy Orton & Ted DiBiase) WWE WrestleMania Revenge Tour 2009 - Straßburg - House Show @ Zenith de Strasbourg in Straßburg, Frankreich |
| 131 | 16.04.2009 | |
Three On Two Handicap: The Undertaker & Triple H defeat Legacy (Cody Rhodes, Randy Orton & Ted DiBiase) WWE WrestleMania Revenge Tour 2009 - Köln - House Show @ Lanxess Arena in Köln, Nordrhein-Westfalen, Deutschland |
| 132 | 14.04.2009 | |
The Undertaker defeats Shelton Benjamin (10:34) WWE Friday Night SmackDown #504 - TV-Show @ Thompson-Boling Arena in Knoxville, Tennessee, USA |
| 133 | 13.04.2009 | |
The Undertaker defeats Matt Hardy by Count Out (10:29) WWE Superstars #1 - TV-Show @ Thompson-Boling Arena in Knoxville, Tennessee, USA |
| 134 | 05.04.2009 | |
The Undertaker defeats Shawn Michaels (30:42) WWE WrestleMania 25 - "The 25th Anniversary Of WrestleMania" - Pay Per View @ Reliant Arena in Houston, Texas, USA |
| 135 | 29.03.2009 | |
Three On Two Handicap: The Undertaker & Triple H defeat Legacy (Cody Rhodes, Randy Orton & Ted DiBiase) WWE SmackDown House Show - House Show @ Kay Yeager Coliseum in Wichita Falls, Texas, USA |
| 136 | 28.03.2009 | |
Three On Two Handicap: The Undertaker & Triple H defeat Legacy (Cody Rhodes, Randy Orton & Ted DiBiase) WWE SmackDown House Show - House Show @ Civic Center in Amarillo, Texas, USA |
| 137 | 22.03.2009 | |
Three On Two Handicap: The Undertaker & Triple H defeat Legacy (Cody Rhodes, Randy Orton & Ted DiBiase) WWE SmackDown House Show - House Show @ Civic Center in West Plains, Missouri, USA |
| 138 | 21.03.2009 | |
Three On Two Handicap: The Undertaker & Triple H defeat Legacy (Cody Rhodes, Randy Orton & Ted DiBiase) WWE SmackDown House Show - House Show @ Alltel Arena in North Little Rock, Arkansas, USA |
| 139 | 17.03.2009 | |
The Undertaker defeats John Bradshaw Layfield (11:40) WWE Friday Night SmackDown #500 - TV-Show @ American Bank Center in Corpus Christi, Texas, USA |
| 140 | 16.03.2009 |  |
Shawn Michaels & The Undertaker defeat John Bradshaw Layfield & Vladimir Kozlov (8:50) WWE Monday Night RAW #825 - TV-Show @ AT & T Center in San Antonio, Texas, USA |
| 141 | 08.03.2009 | |
Jeff Hardy & The Undertaker defeat The Big Show & Umaga WWE SmackDown House Show - House Show @ Colonial Life Arena in Columbia, South Carolina, USA |
| 142 | 07.03.2009 | |
Jeff Hardy & The Undertaker defeat The Big Show & Umaga WWE SmackDown House Show - House Show @ James Brown Arena in Augusta, Georgia, USA |
| 143 | 03.03.2009 | |
The Undertaker defeats Vladimir Kozlov (13:19) WWE Friday Night SmackDown #499 - TV-Show @ Mohegan Sun Arena in Uncasville, Connecticut, USA |
| 144 | 22.02.2009 | |
The Undertaker defeats Umaga WWE SmackDown House Show - House Show @ Movistar Arena in Santiago de Chile, Chile |
| 145 | 21.02.2009 | |
Jeff Hardy & The Undertaker defeat Edge & Umaga (13:20) WWE SmackDown House Show - House Show @ Estadio Nacional in Lima, Peru |
| 146 | 20.02.2009 | |
Jeff Hardy & The Undertaker defeat Edge & Umaga WWE SmackDown House Show - House Show @ Arena Vicente Fernandez Gomez de Guadalajara in Guadalajara, Jalisco, Mexiko |
| 147 | 19.02.2009 | |
Jeff Hardy & The Undertaker defeat Edge & The Big Show WWE SmackDown House Show - House Show @ Plaza de Toros la Luz in Leon, Guanajauto, Mexiko |
| 148 | 18.02.2009 | |
Jeff Hardy & The Undertaker defeat Edge & The Big Show WWE SmackDown House Show - House Show @ Vazquez Bruno Arena in Tijuana, Baja California, Mexiko |
| 149 | 17.02.2009 | |
Vladimir Kozlov defeats The Undertaker (12:00) WWE Friday Night SmackDown #497 - TV-Show @ Rose Garden in Portland, Oregon, USA |
| 150 | 15.02.2009 | |
WWE Heavyweight Title Elimination Chamber: Triple H defeats Edge (c) and Jeff Hardy and The Big Show and The Undertaker and Vladimir Kozlov (36:00) - TITLE CHANGE !!! WWE No Way Out 2009 - Pay Per View @ KeyArena in Seattle, Washington, USA |
| 151 | 10.02.2009 | |
Fatal Four Way: The Big Show vs. The Undertaker vs. Triple H vs. Vladimir Kozlov - No Contest (12:50) WWE Friday Night SmackDown #495 - TV-Show @ Save Mart Center in Fresno, California, USA |
| 152 | 09.02.2009 | |
The Undertaker defeats Randy Orton by DQ (8:55) WWE Monday Night RAW #820 - TV-Show @ Oracle Arena in Oakland, California, USA |
| 153 | 08.02.2009 | |
The Undertaker & Triple H defeat The Big Show & Vladimir Kozlov WWE SmackDown House Show - House Show @ Rabobank Arena in Bakersfield, California, USA |
| 154 | 07.02.2009 | |
The Undertaker & Triple H defeat The Big Show & Vladimir Kozlov WWE SmackDown House Show - House Show @ Sun Dome in Yakima, Washington, USA |
| 155 | 06.02.2009 | |
The Undertaker & Triple H defeat The Big Show & Vladimir Kozlov WWE SmackDown House Show - House Show @ Toyota Center in Kennewick, Washington, USA |
| 156 | 27.01.2009 | |
The Undertaker & Triple H defeat Edge & The Big Show (15:35) WWE Friday Night SmackDown #494 - TV-Show @ Conseco Fieldhouse in Indianapolis, Indiana, USA |
| 157 | 27.01.2009 | |
Elimination Chamber Qualifying: The Undertaker defeats Mark Henry (5:25) WWE Friday Night SmackDown #493 - TV-Show @ Conseco Fieldhouse in Indianapolis, Indiana, USA |
| 158 | 25.01.2009 | |
Royal Rumble: Randy Orton defeats Carlito and Chris Jericho and CM Punk and Cody Rhodes and Dolph Ziggler and Finlay and Goldust and Jim Duggan and John Morrison and JTG and Kane and Kofi Kingston and Mark Henry and Mike Knox and Montel Vontavious Porter and R-Truth and Rey Mysterio and Rob Van Dam and Santino Marella and Shelton Benjamin and Ted DiBiase and The Big Show and The Brian Kendrick and The Great Khali and The Miz and The Undertaker and Triple H and Vladimir Kozlov and William Regal (62:39) WWE Royal Rumble 2009 - Pay Per View @ Joe Louis Arena in Detroit, Michigan, USA |
| 159 | 19.01.2009 | |
Steel Cage: The Undertaker defeats The Big Show WWE SmackDown House Show - House Show @ Muncie University Arena in Muncie, Indiana, USA |
| 160 | 18.01.2009 | |
Steel Cage: The Undertaker defeats The Big Show WWE SmackDown House Show - House Show @ Rupp Arena in Lexington, Kentucky, USA |
| 161 | 17.01.2009 | |
Steel Cage: The Undertaker defeats The Big Show WWE SmackDown House Show - House Show @ Charleston Civic Center in Charleston, West Virginia, USA |
| 162 | 13.01.2009 | |
The Undertaker defeats Shelton Benjamin (9:18) WWE Friday Night SmackDown #492 - TV-Show @ Qwest Center in Omaha, Nebraska, USA |
| 163 | 05.01.2009 | |
Steel Cage: The Undertaker defeats The Big Show WWE SmackDown House Show - House Show @ Rapides Parish Coliseum in Alexandria, Louisiana, USA |
| 164 | 04.01.2009 | |
Steel Cage: The Undertaker defeats The Big Show WWE SmackDown House Show - House Show @ CenturyTel Center in Bossier City, Louisiana, USA |
| 165 | 03.01.2009 | |
Street Fight: The Undertaker defeats The Big Show WWE SmackDown House Show - House Show @ Oil Palace in Tyler, Texas, USA |
| 166 | 30.12.2008 | |
The Undertaker defeats Shelton Benjamin (12:35) WWE Friday Night SmackDown #490 - TV-Show @ Izod Center in East Rutherford, New Jersey, USA |
| 167 | 29.12.2008 | |
Steel Cage: The Undertaker defeats The Big Show WWE SmackDown House Show - House Show @ Richmond Coliseum in Richmond, Virginia, USA |
| 168 | 28.12.2008 | |
Steel Cage: The Undertaker defeats The Big Show WWE SmackDown House Show - House Show @ RBC Center in Raleigh, North Carolina, USA |
| 169 | 27.12.2008 | |
Steel Cage: The Undertaker defeats The Big Show WWE SmackDown House Show - House Show @ Greensboro Coliseum in Greensboro, North Carolina, USA |
| 170 | 26.12.2008 | |
Steel Cage: The Undertaker defeats The Big Show WWE SmackDown House Show - House Show @ Time Warner Cable in Charlotte, North Carolina, USA |
| 171 | 16.12.2008 | |
Dark Steel Cage: The Undertaker defeats The Big Show WWE Friday Night SmackDown #487 - Dark Match @ 1st Mariner Arena in Baltimore, Maryland, USA |
| 172 | 09.12.2008 | |
Dark Steel Cage: The Undertaker defeats The Big Show WWE Friday Night SmackDown #486 - Dark Match @ Bridgeport Arena in Bridgeport, Connecticut, USA |
| 173 | 07.12.2008 | |
WWE Heavyweight Title: The Undertaker defeats Edge (c) by DQ WWE SmackDown/ECW House Show - House Show @ North Charleston Coliseum in North Charleston, South Carolina, USA |
| 174 | 06.12.2008 | |
The Undertaker & Triple H defeat Edge & Vladimir Kozlov WWE SmackDown/ECW House Show - House Show @ Florence Civic Center in Florence, South Carolina, USA |
| 175 | 05.12.2008 | |
WWE Heavyweight Title: The Undertaker defeats Edge (c) by DQ WWE SmackDown/ECW House Show - House Show @ BI-LO Center in Greenville, South Carolina, USA |
| 176 | 25.11.2008 | |
Steel Cage: The Undertaker defeats The Big Show (16:00) WWE Friday Night SmackDown #485 - TV-Show @ Times Union Center in Albany, New York, USA |
| 177 | 23.11.2008 | |
Casket: The Undertaker defeats The Big Show (12:45) WWE Survivor Series 2008 - Pay Per View @ TD Banknoth Garden in Boston, Massachusetts, USA |
| 178 | 11.11.2008 | |
Extreme Rules: Jeff Hardy defeats The Undertaker (15:56) WWE Friday Night SmackDown #482 - TV-Show @ Manchester Evening News Arena in Manchester, England, UK |
| 179 | 10.11.2008 | |
Falls Count Anywhere: The Undertaker defeats The Big Show WWE SmackDown/ECW Survivor Series Tour 2008 - London - House Show @ O2 Arena in London, England, UK |
| 180 | 09.11.2008 | |
No Disqualification: The Undertaker defeats The Big Show WWE SmackDown/ECW Survivor Series Tour 2008 - Cardiff - House Show @ International Arena in Cardiff, Wales, UK |
| 181 | 08.11.2008 | |
No Disqualification: The Undertaker defeats The Big Show WWE SmackDown/ECW Survivor Series Tour 2008 - Luxemburg - House Show @ Arena D'Coque in Luxemburg, Luxemburg |
| 182 | 07.11.2008 | |
No Disqualification: The Undertaker defeats The Big Show WWE SmackDown/ECW Survivor Series Tour 2008 - Brüssel - House Show @ Vorst Nationaal in Brüssel, Belgien |
| 183 | 06.11.2008 | |
No Disqualification: The Undertaker defeats The Big Show WWE SmackDown/ECW Survivor Series Tour 2008 - Nizza - House Show @ Palais Nikaia in Nizza, Frankreich |
| 184 | 04.11.2008 | |
Vladimir Kozlov defeats The Undertaker by DQ (6:37) WWE Friday Night SmackDown #481 - TV-Show @ Amway Arena in Orlando, Florida, USA |
| 185 | 04.11.2008 | |
Dark Casket: The Undertaker defeats The Big Show WWE Friday Night SmackDown #481 - Dark Match @ Amway Arena in Orlando, Florida, USA |
| 186 | 03.11.2008 | |
The Undertaker defeats John Bradshaw Layfield by Count Out (2:53) WWE Monday Night RAW #806 - TV-Show @ St. Pete Times Forum in Tampa, Florida, USA |
| 187 | 28.10.2008 | |
Casket: The Undertaker defeats Chavo Guerrero (7:03) WWE Friday Night SmackDown #480 - TV-Show @ San Diego Sports Arena in San Diego, California, USA |
| 188 | 26.10.2008 | |
Last Man Standing: The Undertaker defeats The Big Show (19:25) WWE Cyber Sunday 2008 - Pay Per View @ US Airways Center in Phoenix, Arizona, USA |
| 189 | 21.10.2008 | |
The Undertaker vs. Triple H - No Contest (13:49) WWE Friday Night SmackDown #479 - TV-Show @ Laredo Entertainment Center in Laredo, Texas, USA |
| 190 | 20.10.2008 | |
No Disqualification: The Undertaker defeats The Big Show WWE SmackDown/ECW House Show - House Show @ The Dodge in Hidalgo, Texas, USA |
| 191 | 19.10.2008 | |
The Undertaker defeats The Big Show WWE SmackDown/ECW House Show - House Show @ Mexico City, Distrito Federal, Mexiko |
| 192 | 18.10.2008 | |
The Undertaker & Triple H defeat The Big Show & Vladimir Kozlov WWE SmackDown/ECW House Show - House Show @ Palacio de los Deportes in Mexico City, Distrito Federal, Mexiko |
| 193 | 17.10.2008 | |
The Undertaker defeats The Big Show WWE SmackDown/ECW House Show - House Show @ Arena Monterrey in Monterrey, Nuevo Leon, Mexiko |
| 194 | 16.10.2008 | |
Jeff Hardy & The Undertaker defeat Montel Vontavious Porter & Vladimir Kozlov (16:34) WWE SmackDown/ECW House Show - House Show @ Arena Monterrey in Monterrey, Nuevo Leon, Mexiko |
| 195 | 14.10.2008 | |
The Undertaker defeats The Great Khali (3:18) WWE Friday Night SmackDown #478 - TV-Show @ Thomas and Mack Center in Las Vegas, Nevada, USA |
| 196 | 14.10.2008 | |
Dark: The Undertaker defeats The Big Show WWE Friday Night SmackDown #478 - Dark Match @ Thomas and Mack Center in Las Vegas, Nevada, USA |
| 197 | 05.10.2008 | |
The Big Show defeats The Undertaker by referee's decision (10:00) WWE No Mercy 2008 - Pay Per View @ Rose Garden in Portland, Oregon, USA |
| 198 | 29.09.2008 | |
The Undertaker defeats The Big Show WWE SmackDown/ECW House Show - House Show @ Quandt Fieldhouse in Stevens Point, Wisconsin, USA |
| 199 | 27.09.2008 | |
The Undertaker defeats The Big Show WWE SmackDown/ECW Live Tour - München - House Show @ Olympiahalle in München, Bayern, Deutschland |
| 200 | 26.09.2008 | |
The Undertaker & Triple H defeat Montel Vontavious Porter & The Big Show WWE SmackDown/ECW Live Tour - Innsbruck - House Show @ Olympiahalle in Innsbruck, Tirol, Österreich |
