| Winston-Salem, USA | 08/23 19:00 | 24 | [59] Jordan Thompson v Pella, Guido [84] | 6-1,1-6,6-3 | |
| Cincinnati, USA | 08/19 19:25 | 26 | [93] Pella, Guido v Alexander Zverev [5] | 2-6,3-6 | |
| Cincinnati, USA | 08/18 15:40 | 25 | [93] Pella, Guido v Fabio Fognini [36] | 6-1,7-5 | |
| Cincinnati, USA | 08/16 00:00 | 24 | [19] David Goffin v Pella, Guido [93] | 3-6,3-6 | |
| Wimbledon, London, Great Britain | 06/30 10:00 | 23 | [9] Matteo Berrettini v Pella, Guido [59] | 6-4,3-6,6-4,6-0 | |
| ATP Mallorca | 06/21 11:30 | 25 | [88] Stefano Travaglia v Pella, Guido [62] | 7-5,7-6 | |
| ATP Halle | 06/15 09:00 | 25 | [62] Pella, Guido v Lacko, Lukas [214] | 7-6,5-7,1-6 | |
| Stuttgart, Germany | 06/09 09:00 | 25 | [61] Pella, Guido v Jordan Thompson [64] | 3-6,4-6 | |
| French Open, Paris, France | 06/02 14:00 | 24 | [84] Marcos Giron v Pella, Guido [61] | 7-6,6-1,6-7,6-4 | |
| French Open, Paris, France | 05/30 11:00 | 23 | [59] Pella, Guido v Daniel Elahi Galan [106] | 6-3,7-6,7-5 | |
| Geneva, Switzerland | 05/18 12:50 | 25 | [29] Fabio Fognini v Pella, Guido [58] | 6-2,6-2 | |
| ATP - Rome | 05/10 08:00 | 24 | Pella, Guido v Marton Fucsovics | Cancelled | |
| ATP - Madrid | 05/04 09:00 | 24 | [55] Pella, Guido v Jannik Sinner [18] | Retired | |
| ATP - Munich | 04/28 09:00 | 26 | [40] John Millman v Pella, Guido [55] | Retired | |
| ATP - Munich | 04/26 12:10 | 25 | [55] Pella, Guido v Egor Gerasimov [76] | Retired | |
| ATP - Barcelone | 04/19 13:10 | 24 | [39] Kei Nishikori v Pella, Guido [50] | 4-6,7-6,6-2 | |
| ATP - Monte-Carlo | 04/13 09:00 | 24 | [48] Pella, Guido v Lucas Pouille [86] | 3-6,4-6 | |
| ATP Cagliari | 04/05 09:00 | 25 | [48] Pella, Guido v Egor Gerasimov [80] | 4-6,0-6 | |
| Open d'Australie | 02/09 00:00 | 23 | [44] Pella, Guido v Borna Coric [25] | 3-6,6-7,5-7 | |
| ATP Cup, Playoffs | 02/06 06:30 | 1 | [44] Pella, Guido v Yoshihito Nishioka [57] | 6-3,7-6 | |
| ATP Cup, Playoffs | 02/05 23:00 | - | Pella, Guido v Yoshihito Nishioka | View | |
| ATP Cup, Playoffs | 02/02 06:30 | 1 | [8] Andrey Rublev v Pella, Guido [44] | 6-1,6-2 | |
| French Open, Paris, France | 10/01 12:25 | 24 | [37] Pella, Guido v Carreno-Busta, Pablo [18] | 3-6,2-6,1-6 | |
| French Open, Paris, France | 09/28 14:30 | 23 | [37] Pella, Guido v Salvatore Caruso [85] | 7-6,6-7,7-5,6-4 | |
| ATP - Rome | 09/15 12:40 | 24 | [37] Pella, Guido v Denis Shapovalov [14] | 2-6,3-6 | |
| Kitzbuhel, Austria | 09/10 13:05 | 26 | [57] Lopez, Feliciano v Pella, Guido [36] | 7-5,6-7,7-6 | |
| Kitzbuhel, Austria | 09/08 15:50 | 25 | [49] Yoshihito Nishioka v Pella, Guido [36] | 3-6,0-6 | |
| US Open, New York, USA | 09/01 19:55 | 23 | [36] Pella, Guido v Wolf, Jeffrey John [138] | 2-6,6-0,3-6,3-6 | |
| ATP - Rio De Janeiro | 02/19 00:20 | 25 | [26] Pella, Guido v Thiago Monteiro [88] | 7-5,4-6,6-7 | |
| ATP - Buenos Aires | 02/14 19:10 | 27 | [69] Londero, Juan Ignacio v Pella, Guido [27] | 6-4,7-6 |