| ATP - Umag | 07/22 18:00 | 29 | [72] Guido Pella v Marco Cecchinato [27] | 2-6,6-7 | |
| ATP - Umag | 07/21 15:20 | 28 | [72] Guido Pella v Robin Haase [38] | 6-3,1-6,6-2 | |
| ATP - Umag | 07/20 17:00 | 27 | [66] Dusan Lajovic v Guido Pella [72] | 6-7,5-7 | |
| ATP - Umag | 07/18 18:00 | 26 | [72] Guido Pella v Aljaz Bedene [81] | 5-7,6-4,6-4 | |
| ATP - Umag | 07/16 15:30 | 25 | [72] Guido Pella v Taro Daniel [89] | 1-6,6-3,6-3 | |
| Wimbledon | 07/06 17:05 | 25 | [82] Guido Pella v Mackenzie McDonald [103] | 4-6,4-6,6-7 | |
| Wimbledon | 07/04 16:50 | 24 | [5] Marin Cilic v Guido Pella [82] | 6-3,6-1,4-6,6-7,5-7 | |
| Wimbledon | 07/02 12:15 | 23 | [147] Jason Kubler v Guido Pella [82] | 4-6,5-7,6-4,6-7 | |
| ATP - Antalya | 06/25 11:00 | 25 | [52] Yuichi Sugita v Guido Pella [73] | 6-4,3-6,6-4 | |
| ATP Halle Qual | 06/16 14:10 | 64 | [75] Guido Pella v Denis Kudla [112] | 4-6,3-6 | |
| ATP - Stuttgart | 06/15 13:15 | 27 | [2] Roger Federer v Guido Pella [75] | 6-4,6-4 | |
| ATP - Stuttgart | 06/14 09:00 | 26 | [75] Guido Pella v Prajnesh Gunneswaran [169] | 7-6,6-3 | |
| ATP - Stuttgart | 06/11 12:00 | 25 | [75] Guido Pella v John Millman [64] | 6-2,6-2 | |
| Challenger - Prostejov | 06/07 12:55 | 27 | [78] Guido Pella v Laslo Djere [101] | 4-6,5-7 | |
| Challenger - Prostejov | 06/06 11:35 | 26 | [78] Guido Pella v Joao Domingues [271] | 7-5,6-3 | |
| Challenger - Prostejov | 06/05 15:05 | 25 | [78] Guido Pella v Norbert Gombos [167] | 6-3,6-2 | |
| French Open | 05/31 13:30 | 24 | [1] Rafael Nadal v Guido Pella [78] | 6-2,6-1,6-1 | |
| French Open | 05/28 15:45 | 23 | [49] Joao Sousa v Guido Pella [78] | 2-6,3-6,4-6 | |
| ATP - Geneva | 05/24 14:30 | 27 | [81] Guido Pella v Steve Johnson [47] | 3-6,4-6 | |
| ATP - Geneva | 05/24 09:00 | 26 | [13] Sam Querrey v Guido Pella [81] | 5-7,7-6,6-7 | |
| ATP - Geneva | 05/21 10:00 | 25 | [249] Dominik Koepfer v Guido Pella [81] | 3-6,4-6 | |
| ATP - München | 05/01 12:25 | 25 | [61] Marton Fucsovics v Guido Pella [60] | 6-4,7-5 | |
| ATP - Barcelona | 04/25 11:25 | 25 | [146] Jozef Kovalik v Guido Pella [60] | 6-3,6-3 | |
| ATP - Barcelona | 04/24 10:10 | 24 | [50] Peter Gojowczyk v Guido Pella [60] | 4-6,4-6 | |
| ATP - Monte Carlo | 04/17 13:05 | 24 | [60] Guido Pella v Diego Schwartzman [15] | 6-0,2-6,3-6 | |
| ATP - Houston | 04/13 17:00 | 27 | [56] Tennys Sandgren v Guido Pella [63] | 4-6,7-5,6-3 | |
| ATP - Houston | 04/11 20:45 | 26 | [63] Guido Pella v Sam Querrey [14] | 2-6,7-6,7-6 | |
| ATP - Houston | 04/10 21:35 | 25 | [184] Stefan Kozlov v Guido Pella [63] | 3-6,2-6 | |
| Davis Cup | 04/07 22:45 | 28 | [63] Guido Pella v Christian Garin [217] | 6-3,7-6 | |
| ATP - Miami | 03/21 23:15 | 23 | [61] Guido Pella v Mikhail Youzhny [102] | 6-7,6-7 |