Stadium: Stadium 4 Round: 25 Ground: Hardcourt outdoor
| Challenger Charlottesville | 2018/11/02 22:10 | Ivo Karlovic v Tommy Paul | 6-7,4-6 |
| Challenger Charlottesville | 2018/11/01 23:45 | Ivo Karlovic v Marcos Giron | 7-6,6-3 |
| Challenger Charlottesville | 2018/10/30 22:45 | Ivo Karlovic v Mitchell Krueger | 7-5,4-6,6-3 |
| Challenger Calgary | 2018/10/21 19:00 | Jordan Thompson v Ivo Karlovic | 6-7,3-6 |
| Challenger Calgary | 2018/10/20 19:25 | Borna Gojo v Ivo Karlovic | 6-7,6-7 |
| Challenger Calgary | 2018/10/19 19:30 | Roberto Quiroz v Ivo Karlovic | 6-7,6-4,6-7 |
| Challenger Calgary | 2018/10/18 19:55 | Mathias Bourgue v Ivo Karlovic | 6-7,6-4,3-6 |
| Challenger Calgary | 2018/10/17 01:55 | Evan King v Ivo Karlovic | 6-7,7-6,6-7 |
| Challenger Bangalore | 2018/11/13 10:30 | Ivan Nedelko v Prajnesh Gunneswaran | 2-6,2-6 |
| Challenger Shenzhen 2 | 2018/10/30 02:00 | Alejandro Davidovich Fokina v Prajnesh Gunneswaran | 6-3,6-4 |
| Challenger Liuzhou | 2018/10/27 03:00 | Radu Albot v Prajnesh Gunneswaran | 6-3,6-3 |
| Challenger Liuzhou | 2018/10/26 03:00 | Thomas Fabbiano v Prajnesh Gunneswaran | 7-6,1-6,3-6 |
| Challenger Liuzhou | 2018/10/24 04:55 | Mohamed Safwat v Prajnesh Gunneswaran | 4-6,4-6 |
| Challenger Liuzhou | 2018/10/23 06:10 | Johan Sebastien Tatlot v Prajnesh Gunneswaran | 4-6,5-7 |
| Challenger Ningbo | 2018/10/21 05:30 | Prajnesh Gunneswaran v Thomas Fabbiano | 6-7,6-4,3-6 |
| Challenger Ningbo | 2018/10/20 05:00 | Miomir Kecmanovic v Prajnesh Gunneswaran | 2-6,2-6 |