Stadium: Court 4 Round: 26 Ground: Hardcourt outdoor
| Challenger Houston | 2019/11/12 20:15 | Sekou Bangoura v Peter Heller | 0-6,6-4,6-2 |
| Challenger Knoxville | 2019/11/07 17:30 | Sekou Bangoura v Aleksandar Kovacevic | 4-6,6-4,4-6 |
| Challenger Knoxville | 2019/11/06 15:00 | Mitchell Krueger v Sekou Bangoura | 6-3,6-7,4-6 |
| Challenger Knoxville | 2019/11/05 15:00 | Strong Kirchheimer v Sekou Bangoura | 2-6,7-6,3-6 |
| Challenger Charlottesville | 2019/10/31 16:40 | Brayden Schnur v Sekou Bangoura | 7-6,6-2 |
| Challenger Charlottesville | 2019/10/30 21:00 | Sekou Bangoura v Alexey Vatutin | 5-7,6-2,6-4 |
| Challenger Las Vegas | 2019/10/15 21:55 | Sekou Bangoura v Taro Daniel | 4-6,6-7 |
| Challenger Las Vegas | 2019/10/14 19:45 | Sekou Bangoura v Evan King | 6-7,7-6,6-4 |
| Challenger Houston | 2019/11/12 22:20 | Liam Caruana v Ivo Karlovic | 5-7,4-6 |
| Challenger Charlottesville | 2019/10/29 22:05 | Filip Peliwo v Ivo Karlovic | 6-1,7-5 |
| ATP Basel | 2019/10/19 12:00 | Peter Gojowczyk v Ivo Karlovic | 6-2,6-4 |
| ATP Moscow | 2019/10/17 19:40 | Marin Cilic v Ivo Karlovic | 6-1,7-6 |
| ATP Moscow | 2019/10/15 14:10 | Ivo Karlovic v Aljaz Bedene | 6-4,6-7,7-6 |
| ATP Cincinnati | 2019/08/12 19:35 | Ivo Karlovic v Jan-Lennard Struff | 5-7,6-7 |
| ATP Cincinnati | 2019/08/11 18:30 | Philipp Kohlschreiber v Ivo Karlovic | 6-7,7-6,4-6 |
| ATP Cincinnati | 2019/08/10 20:10 | Ivo Karlovic v Tennys Sandgren | 4-6,6-4,7-6 |