Stadium: Center Round: 25 Ground: Clay
| Challenger Santiago | 2019/03/04 14:00 | Carlos Taberner v Martin Cuevas | 6-3,3-6,6-1 |
| Challenger Punta del Este | 2019/01/22 23:35 | Martin Cuevas v Tomas Lipovsek Puches | 6-3,6-7,4-6 |
| Challenger Buenos Aires | 2018/11/15 17:00 | Martin Cuevas v Guilherme Clezar | 4-6,1-6 |
| Challenger Buenos Aires | 2018/11/13 15:00 | Facundo Bagnis v Martin Cuevas | 4-6,6-4,6-7 |
| Challenger Montevideo | 2018/11/09 23:00 | Mario Vilella Martinez v Martin Cuevas | 6-3,6-4 |
| Challenger Montevideo | 2018/11/08 23:10 | Martin Cuevas v Thiago Monteiro | 4-6,7-5,7-5 |
| Challenger Montevideo | 2018/11/06 21:00 | Carlos Taberner v Martin Cuevas | 6-7,6-7 |
| Challenger Guayaquil | 2018/10/30 20:35 | Paolo Lorenzi v Martin Cuevas | 6-4,6-7,7-6 |
| Australian Open | 2019/01/10 02:25 | Paolo Lorenzi v Tommy Paul | 7-6,4-6,6-3 |
| Australian Open | 2019/01/08 23:00 | Tommy Paul v Roberto Cid Subervi | 6-4,6-3 |
| Challenger Playford | 2019/01/03 00:55 | Hiroki Moriya v Tommy Paul | 0-6,6-2,2-6 |
| Challenger Playford | 2018/12/31 23:30 | Tommy Paul v Alexander Bublik | 1-6,6-4,7-5 |
| Challenger Playford | 2018/12/30 23:30 | Tommy Paul v Alexander Zhurbin | 6-3,6-2 |
| Challenger Champaign | 2018/11/16 20:50 | Reilly Opelka v Tommy Paul | 2-6,6-4,6-4 |
| Challenger Champaign | 2018/11/15 21:15 | Christopher Eubanks v Tommy Paul | 2-6,6-7 |
| Challenger Champaign | 2018/11/15 01:20 | Jared Hiltzik v Tommy Paul | 6-7,4-6 |