| 08.04.18 | q 1 | Federico Juan Aguilar | Drew Halbauer | 6-4, 6-0 |  | match details |  Italy F7 | Clay |
| 11.12.17 | q 1 | Alec Galicia | Drew Halbauer | 1-0, Drew Halbauer - retired | | match details |  Dominican Republic | Hard |
| 04.12.17 | q 1 | Aydan Gomez Osorio | Drew Halbauer | 6-2, 7-61 | | match details | Dominican Republic | Hard |
| 27.11.17 | qual. | Chukang Wang | Drew Halbauer | 6-2, 6-1 | | match details | Dominican Republic | Hard |
| 27.11.17 | q 1 | Drew Halbauer | Luis Garibaldi Alejo Morillo | 6-2, 6-1 |  | match details |
| 27.11.17 | q 2 | Drew Halbauer | Robert Scheuing | 6-0, 6-2 | | match details |
| 25.09.17 | | Maxwell Mckennon | Drew Halbauer | 6-1, 6-2 | | match details |  USA F32 | Hard |
| 31.07.17 | q 1 | James Allemby | Drew Halbauer | 7-63, 6-3 | | match details |  Morocco F3 | Clay |
| 24.07.17 | q 1 | Hamid Derbani | Drew Halbauer | 3-6, 4-2, Drew Halbauer - retired | | match details | Morocco F2 | Clay |
| 17.07.17 | q 1 | Joan Carles Alcala Llinares | Drew Halbauer | 6-1, 2-0, Drew Halbauer - retired | | match details | Morocco F1 | Clay |
| 26.06.17 | q 1 | Antonio Cembellin Prieto | Drew Halbauer | 6-2, 6-3 | | match details |  Portugal F9 | Hard |
| 19.06.17 | q 1 | Russell Henderson | Drew Halbauer | 7-5, 3-6, 6-2 | | match details | Portugal F8 | Hard |
| 10.04.17 | q 1 | Fakih Najib | Drew Halbauer | 6-0, 1-0, Drew Halbauer - retired | | match details |  Indonesia F6 | Hard |
| 03.04.17 | q 1 | Dong-Kyu Lee | Drew Halbauer | 6-3, 6-2 | | match details | Indonesia F5 | Hard |
| 27.03.17 | q 1 | Rui-Xuan Wang | Drew Halbauer | 6-4, 6-4 | | match details | Indonesia F4 | Hard |
| 13.03.17 | q 1 | Nicholas Kamisar | Drew Halbauer | 6-4, 6-4 | | match details | USA F10 | Hard |
| 13.02.17 | | Jake Van Emburgh | Drew Halbauer | 6-3, 6-2 | | match details | USA F7 | Clay |
| 23.01.17 | | Jaume Pla Malfeito | Drew Halbauer | 6-1, 6-0 | | match details | USA F5 | Clay |
| 09.01.17 | | Christopher Vrabel | Drew Halbauer | 6-0, 6-1 | | match details | USA F3 | Clay |
| 12.12.16 | q 1 | Victor Ouvrard | Drew Halbauer | 7-5, 6-1 | | match details | Dominican Republic | Hard |
| 05.12.16 | q 2 | Drew Halbauer | Julio Armando Fernandez Persia | 7-65, 7-66 | | match details | Dominican Republic | Clay |
| 05.12.16 | qual. | Nebojsa Peric | Drew Halbauer | 6-4, 7-5 | | match details |
| 05.12.16 | q 1 | Drew Halbauer | Miguel Aletxander Maria Almonte | Miguel Aletxander Maria Almonte - walk over | | match details |
| 29.06.15 | q 1 | Forrest Edwards | Drew Halbauer | 6-2, 6-2 | | match details | USA F20 | Clay |
| 08.06.15 | q 1 | Dane Esses | Drew Halbauer | 6-2, 2-0, Drew Halbauer - retired | | match details | USA F16b | Hard |
| 01.06.15 | q 2 | Sebastian Beltrame | Drew Halbauer | 2-6, 6-1, 6-3 | | match details | USA F16a | Hard |
| 11.05.15 | q 1 | Jake Devine | Drew Halbauer | 6-4, 6-2 | | match details | USA F16 | Clay |
| 11.05.15 | | Drew Halbauer | Karlyn Small | 7-5, 6-4 | | match details |
| 04.05.15 | q 1 | Drew Halbauer | Stephen Stege | 6-1, 7-62 | | match details | USA F15 | Clay |
| 04.05.15 | qual. | Jack Baker | Drew Halbauer | 6-74, 6-3, 6-1 | | match details |
| 04.05.15 | q 2 | Drew Halbauer | Victor Segantini Bertoldo | 7-610, 6-3 | | match details |
| 04.05.15 | | Drew Halbauer | Gustavo Denadae Biroche | 6-2, 6-1 | | match details |
| 27.04.15 | | Drew Halbauer | Elliot Carnello | 6-3, 2-6, 6-4 | | match details | USA F14 | Clay |
| 27.04.15 | q 1 | Drew Halbauer | David Poole | 6-1, 6-4 | | match details |
| 27.04.15 | q 2 | Christopher Barrus | Drew Halbauer | 5-7, 7-5, 6-3 | | match details |
| 28.10.13 | | Drew Halbauer | Sam Sweeney | 6-1, 4-6, 6-3 | | match details | USA F29 | Clay |
| 28.10.13 | q 2 | Sebastian Tabbia | Drew Halbauer | 3-6, 6-4, 7-65 | | match details |
| 28.10.13 | q 1 | Drew Halbauer | Domenico Sano | 6-1, 7-5 | | match details |
| 30.09.13 | q 1 | Haig Schneiderman | Drew Halbauer | 6-1, 6-1 | | match details |  Mexico F13 | Hard |
