| ATP - Buenos Aires | 02/13 22:50 | 26 | [134] Facundo Bagnis v Guido Pella [27] | 6-7,7-6,4-6 | |
| ATP - Cordoba | 02/05 23:45 | 26 | [71] Corentin Moutet v Guido Pella [22] | 6-7,7-5,6-3 | |
| Australian Open | 01/24 08:45 | 25 | [25] Guido Pella v Fabio Fognini [12] | 6-7,2-6,3-6 | |
| Australian Open | 01/22 01:50 | 24 | [25] Guido Pella v Gregoire Barrere [84] | 6-1,6-4,3-6,6-3 | |
| Australian Open | 01/20 00:00 | 23 | [25] Guido Pella v John-Patrick Smith [308] | 6-3,7-5,6-4 | |
| ATP Cup | 01/09 07:00 | - | [25] Guido Pella v Karen Khachanov [17] | 2-6,6-7 | |
| ATP Cup | 01/08 07:55 | 1 | [38] Marin Cilic v Guido Pella [25] | 6-7,3-6 | |
| ATP Cup | 01/06 06:30 | 1 | [105] Dennis Novak v Guido Pella [25] | 0-6,6-4,6-4 | |
| ATP Cup | 01/03 23:00 | 1 | [25] Guido Pella v Kamil Majchrzak [101] | 6-2,2-6,6-2 | |
| Davis Cup | 11/22 16:30 | - | [25] Guido Pella v Pablo Carreno-Busta [27] | 6-7,7-6,6-1 | |
| Davis Cup | 11/20 09:55 | 1 | [25] Guido Pella v Philipp Kohlschreiber [79] | 6-1,3-6,4-6 | |
| Davis Cup | 11/19 10:00 | 1 | [25] Guido Pella v Nicolas Jarry [77] | 6-4,6-3 | |
| ATP - Wien | 10/22 13:00 | 25 | [20] Guido Pella v Aljaz Bedene [72] | 4-6,4-6 | |
| ATP - Antwerp | 10/18 19:45 | 27 | [20] Guido Pella v Ugo Humbert [70] | 7-5,4-6,4-6 | |
| ATP - Antwerp | 10/16 11:55 | 26 | [20] Guido Pella v Soonwoo Kwon [88] | 7-5,7-5 | |
| ATP - Antwerp | 10/14 15:00 | 25 | [21] Guido Pella v Peter Gojowczyk [95] | 5-7,6-4,7-6 | |
| ATP - Shanghai | 10/08 06:00 | 24 | [21] Guido Pella v John Millman [58] | 3-6,5-7 | |
| ATP - Beijing | 10/01 07:25 | 25 | [17] Nikoloz Basilashvili v Guido Pella [22] | 6-4,7-6 | |
| US Open | 08/26 22:00 | 23 | [20] Guido Pella v Pablo Carreno-Busta [69] | 3-6,6-4,6-7,3-6 | |
| ATP - Cincinnati | 08/14 18:30 | 25 | [19] David Goffin v Guido Pella [22] | 6-1,7-5 | |
| ATP - Cincinnati | 08/12 18:30 | 24 | [22] Guido Pella v Casper Ruud [54] | 7-5,7-6 | |
| ATP - Montreal | 08/08 22:30 | 26 | [2] Rafael Nadal v Guido Pella [24] | 6-3,6-4 | |
| ATP - Montreal | 08/07 16:00 | 25 | [39] Radu Albot v Guido Pella [24] | 3-6,6-2,6-7 | |
| ATP - Montreal | 08/06 18:35 | 24 | [24] Guido Pella v David Goffin [18] | 6-4,7-6 | |
| ATP - Los Cabos | 08/03 02:00 | 28 | [27] Diego Schwartzman v Guido Pella [24] | 6-3,3-6,6-1 | |
| ATP - Los Cabos | 08/02 01:20 | 27 | [112] Soonwoo Kwon v Guido Pella [24] | 6-4,1-6,2-6 | |
| ATP - Los Cabos | 08/01 01:50 | 26 | [57] Grigor Dimitrov v Guido Pella [24] | 4-6,2-6 | |
| Wimbledon | 07/10 12:00 | 27 | [26] Guido Pella v Roberto Bautista-Agut [22] | 5-7,4-6,6-3,3-6 | |
| Wimbledon | 07/08 15:20 | 26 | [26] Guido Pella v Milos Raonic [17] | 3-6,4-6,6-3,7-6,8-6 | |
| Wimbledon | 07/05 12:00 | 25 | [8] Kevin Anderson v Guido Pella [26] | 4-6,3-6,6-7 |