| US Open | 08/29 22:10 | 23 | [177] Lloyd Harris v Guido Pella [203] | 7-6,6-4,6-4 | |
| ATP Kitzbuhel | 07/31 14:55 | 25 |
[199] Guido Pella v
Roberto Carballes Baena
[64] 
|
2-6,4-6 | |
| ATP Hamburg | 07/26 11:30 | 26 |
[57] Laslo Djere
v
Guido Pella [228] |
6-2,3-6,6-3 | |
| ATP Hamburg | 07/24 12:55 | 25 |
[121] Thiago Monteiro
v
Guido Pella [228] |
3-6,6-4,4-6 | |
| ATP Hamburg | 07/24 09:00 | 25 | Emil Ruusuvuori v Guido Pella | Cancelled | |
| Wimbledon | 07/07 15:35 | 25 |
[308] Guido Pella v
Roman Safiullin
[92] 
|
6-7,4-6,0-6 | |
| Wimbledon | 07/06 14:30 | 24 |
[308] Guido Pella v
Harold Mayot
[181] 
|
2-6,6-3,7-6,7-5 | |
| Wimbledon | 07/03 18:30 | 23 |
[14] Borna Coric
v
Guido Pella [308] |
3-6,5-7,6-4,6-3,1-6 | |
| ATP Mallorca | 06/27 12:15 | 26 |
[43] Adrian Mannarino
v
Guido Pella [334] |
3-6,7-6,6-3 | |
| ATP Mallorca | 06/25 14:55 | 25 |
[333] Guido Pella v
Marcos Giron
[57] 
|
3-6,6-2,7-6 | |
| French Open | 06/01 12:40 | 24 |
[423] Guido Pella v
Thiago Seyboth Wild
[172] 
|
3-6,6-3,4-6,3-6 | |
| French Open | 05/30 15:00 | 23 |
[88] Quentin Halys
v
Guido Pella [423] |
4-6,7-6,6-2,6-7,6-7 | |
| ATP Geneva | 05/23 09:30 | 25 | [421] Guido Pella v Ilya Ivashka [86] | 4-6,5-7 | |
| ATP Rome | 05/13 16:00 | 24 |
[484] Guido Pella v
Alejandro Davidovich Fokina
[34] 
|
0-6,6-7 | |
| ATP Rome | 05/11 12:05 | 23 |
[484] Guido Pella v
Maxime Cressy
[41] 
|
6-3,6-4 | |
| ATP Miami | 03/24 15:00 | 24 |
Guido Pella v
Denis Shapovalov
|
3-6,6-3,3-6 | |
| ATP Miami | 03/22 17:55 | 23 |
Guido Pella v
Juan Pablo Varillas
|
1-6,6-3,6-2 | |
| ATP Indian Wells | 03/11 22:55 | 24 |
Guido Pella v
Tallon Griekspoor
|
6-7,6-7 | |
| ATP Indian Wells | 03/09 20:15 | 23 |
Thiago Monteiro
v
Guido Pella |
6-3,5-7,2-6 | |
| ATP Buenos Aires | 02/14 00:30 | 25 |
Jaume Munar
v
Guido Pella |
6-4,7-5 | |
| ATP Cordoba | 02/09 18:40 | 26 |
Guido Pella v
Hugo Dellien
|
3-6,4-6 | |
| ATP Cordoba | 02/08 02:50 | 25 |
Guido Pella v
Andrea Vavassori
|
6-2,6-2 | |
| Australian Open | 01/16 00:00 | 23 |
Francisco Cerundolo
v
Guido Pella |
6-4,6-4,6-3 | |
| Challenger Montevideo | 11/07 23:00 | 25 |
Juan Manuel Cerundolo
v
Guido Pella |
7-5,6-3 | |
| ATP Moscow | 10/19 10:15 | 25 |
[82] Guido Pella v
Pedro Martinez
[61] 
|
Retired | |
| ATP Indian Wells | 10/09 19:45 | 24 |
[80] Guido Pella v
Roberto Bautista-Agut
[19] 
|
5-7,3-6 | |
| ATP Indian Wells | 10/07 19:55 | 23 | [56] Soonwoo Kwon v Guido Pella [80] | 6-1,3-6,4-6 | |
| Davis Cup | 09/18 15:55 | - | Guido Pella v Erik Arutiunian | 6-1,6-2 | |
| US Open | 09/01 18:50 | 24 |
[50] Frances Tiafoe
v
Guido Pella [85] |
6-1,6-2,7-5 | |
| US Open | 08/30 23:40 | 23 | [85] Guido Pella v Filip Krajinovic [38] | 6-7,6-3,6-2,6-2 |