[148] Prajnesh Gunneswaran 3-6,6-3,3-6 Mackenzie McDonald [120] 2021-05-16 08:30
Stadium: Court 2 Round: 14 Ground: Clay
Home History
| Challenger Heilbronn | 2021/05/10 15:40 | Alessandro Giannessi v Prajnesh Gunneswaran | 7-6,6-1 |
| ATP Munich | 2021/04/24 12:15 | Prajnesh Gunneswaran v Dennis Novak | 4-6,6-3,5-7 |
| Challenger Tallahassee | 2021/04/19 17:00 | Prajnesh Gunneswaran v Pedro Sakamoto | 2-6,6-2,4-6 |
| Challenger Orlando | 2021/04/15 16:30 | Prajnesh Gunneswaran v Jack Sock | 3-6,4-6 |
| Challenger Orlando | 2021/04/13 16:20 | Prajnesh Gunneswaran v Matthew Ebden | 6-4,6-1 |
| ATP Dubai | 2021/03/13 07:00 | Yuki Bhambri v Prajnesh Gunneswaran | 6-1,6-4 |
| Challenger Nur-Sultan | 2021/03/06 06:35 | Tomas Machac v Prajnesh Gunneswaran | 6-3,1-6,6-2 |
| Challenger Nur-Sultan | 2021/03/05 05:00 | James Duckworth v Prajnesh Gunneswaran | 4-6,6-2,6-7 |
Away History
| Challenger Heilbronn | 2021/05/14 13:40 | Daniel Elahi Galan v Mackenzie McDonald | 6-4,6-7,7-5 |
| Challenger Heilbronn | 2021/05/13 12:00 | Mackenzie McDonald v Joao Menezes | 6-3,6-3 |
| Challenger Heilbronn | 2021/05/12 10:45 | Mackenzie McDonald v Kimmer Coppejans | 6-4,4-6,6-3 |
| Challenger Biella | 2021/05/05 10:00 | Mackenzie McDonald v Leonardo Mayer | 7-6,2-6,4-6 |
| Challenger Biella | 2021/05/04 10:20 | Mackenzie McDonald v Juan Manuel Cerundolo | 3-6,6-4,6-3 |
| ATP Munich | 2021/04/28 14:00 | Ilya Ivashka v Mackenzie McDonald | 6-7,6-1,6-2 |
| ATP Munich | 2021/04/27 09:00 | Mackenzie McDonald v Dusan Lajovic | 6-4,6-4 |
| ATP Munich | 2021/04/25 09:00 | Andrej Martin v Mackenzie McDonald | 3-6,2-6 |