23.03.25 | q 1 | Valerio Aboian | Milledge Cossu | 6-2, 6-1 |  | match details | Concepcion Challenger | Clay |
09.03.25 | q 1 | Joao Lucas Reis Da Silva | Milledge Cossu | 6-3, 6-0 |  | match details | Santiago Challenger | Clay |
25.02.25 | 1st round | Petr Brunclik | Milledge Cossu | 6-3, 6-4 |  | match details | M15 Monastir | Hard |
17.02.25 | q 2 | Lorenzo Carboni | Milledge Cossu | 6-1, 6-1 |  | match details | M15 Monastir | Hard |
16.02.25 | q 1 | Milledge Cossu | Charles Dossetter | 6-4, 6-0 |  | match details |
30.11.24 | q 1 | Nikolas Papic | Milledge Cossu | 6-1, 6-2 |  | match details | M15 Santiago | Clay |
25.11.24 | qual. | Tomas Farjat | Milledge Cossu | 6-4, 6-4 |  | match details | Temuco Challenger | Hard |
24.11.24 | q 1 | Milledge Cossu | Juan Ignacio Londero | 4-0, Juan Ignacio Londero - retired |  | match details |
03.11.24 | q 1 | Gonzalo Villanueva | Milledge Cossu | 6-0, 6-0 |  | match details | Lima 2 | Clay |
04.09.24 | 1st round | Goncalo Marques | Milledge Cossu | 6-2, 0-6, 6-2 |  | match details | M15 Monastir | Hard |
28.08.24 | 1st round | James Story | Milledge Cossu | 6-0, 6-2 |  | match details | M15 Monastir | Hard |
21.07.24 | q 1 | Emiliano Aguilera | Milledge Cossu | 6-2, 6-1 |  | match details | M15 Huamantla | Hard |
14.07.24 | q 1 | Samuel Heredia | Milledge Cossu | 6-0, 6-2 |  | match details | M15 Huamantla | Hard |
10.06.24 | 1st round | Pedro Sakamoto | Milledge Cossu | 6-1, 6-0 |  | match details | Lima 1 | Clay |
22.08.23 | 1st round | Gonzalo Bueno | Milledge Cossu | 6-2, 6-3 |  | match details | Lima Challenger | Clay |
26.06.23 | q 2 | Nicaise Muamba | Milledge Cossu | 6-2, 6-1 |  | match details | M25 Santo | Hard |
25.06.23 | q 1 | Milledge Cossu | Jasel Beltre | 7-5, 6-3 |  | match details |
19.06.23 | q 2 | David Krasner | Milledge Cossu | 0-6, 6-2, 10-8 |  | match details | M15 Santo | Hard |
18.06.23 | q 1 | Milledge Cossu | Xavier Lawrence | 7-64, 7-66 |  | match details |
17.08.22 | 1st round | Kosuke Ogura | Milledge Cossu | 6-3, 6-1 |  | match details | M15 Cancun | Hard |
11.08.22 | 1st round | Johan Alexander Rodriguez | Milledge Cossu | 6-3, 6-4 |  | match details | M15 Cancun | Hard |
20.07.22 | 1st round | Tomas Farjat | Milledge Cossu | 6-3, 7-64 |  | match details | M15 Cancun | Hard |
12.07.22 | 1st round | Orel Kimhi | Milledge Cossu | 6-2, 6-3 |  | match details | M15 Cancun | Hard |
03.06.22 | qual. | Haoyuan Huang | Milledge Cossu | 6-3, 3-0, Milledge Cossu - retired |  | match details | M15 Cancun | Hard |
03.06.22 | q 2 | Milledge Cossu | Wulfrano Martinez Mora Esdras | 6-75, 6-2, 10-7 |  | match details |
29.05.22 | q 1 | Milledge Cossu | Austin Johnson | 6-1, 6-2 |  | match details |
08.03.22 | 1st round | Evan Zhu | Milledge Cossu | 6-1, 6-2 |  | match details | Monterrey Challenger | Hard |
22.11.21 | 1st round | Donald Young | Milledge Cossu | 6-1, 6-3 |  | match details | Puerto Vallarta | Hard |
02.03.20 | 1st round | John-Patrick Smith | Milledge Cossu | 6-1, 6-0 |  | match details | Monterrey Challenger | Hard |
22.05.19 | 1st round | Alejandro Mendoza | Milledge Cossu | 5-3, Milledge Cossu - retired |  | match details | M15 Cancun | Hard |
14.05.19 | 1st round | Adam El Mihdawy | Milledge Cossu | 6-1, 6-0 |  | match details | M15 Cancun | Hard |
08.05.19 | 1st round | David Fox | Milledge Cossu | 6-0, 6-1 |  | match details | M15 Cancun | Hard |
23.04.19 | 1st round | Martin Redlicki | Milledge Cossu | 6-2, 6-2 |  | match details | Leon Challenger | Hard |
23.01.17 | | Nick Chappell | Milledge Cossu | 6-4, 6-4 |  | match details | USA F5 | Clay |
16.01.17 | | Milledge Cossu | Alexander Yarkov | 7-64, 7-65 |  | match details | USA F4 | Clay |
16.01.17 | q 1 | Naoki Nakagawa | Milledge Cossu | 6-2, 6-2 |  | match details |