| ATP Acapulco | 03/01 22:00 | 27 | Feliciano Lopez v Jared Donaldson | 3-6,1-6 | |
| ATP Acapulco | 02/28 22:00 | 26 | Jared Donaldson v Matthew Ebden | 6-3,6-1 | |
| ATP Acapulco | 02/26 22:00 | 25 | Nikoloz Basilashvili v Jared Donaldson | Retired | |
| ATP Delray Beach | 02/22 17:30 | 26 | Jared Donaldson v Denis Shapovalov | 7-6,4-6,4-6 | |
| ATP Delray Beach | 02/20 19:15 | 25 | Peter Polansky v Jared Donaldson | 6-7,1-6 | |
| ATP Delray Beach | 02/20 15:00 | 25 | Adrian Mannarino v Jared Donaldson | Cancelled | |
| ATP New York | 02/12 22:25 | 25 | Jared Donaldson v Ivo Karlovič | 4-6,6-7 | |
| Australian Open | 01/16 03:30 | 23 | Jared Donaldson v Albert Ramos-Vinolas | 2-6,3-6,4-6 | |
| ATP Sydney | 01/10 04:50 | 26 | Jared Donaldson v Daniil Medvedev | 3-6,6-4,5-7 | |
| ATP Sydney | 01/09 06:30 | 25 | Gilles Simon v Jared Donaldson | 1-6,4-6 | |
| ATP Brisbane | 01/04 03:30 | 26 | Denis Istomin v Jared Donaldson | 7-6,6-2 | |
| ATP Brisbane | 01/01 09:00 | 25 | Jared Donaldson v Jordan Thompson | 6-2,6-4 | |
| ATP Next Gen Finals | 11/09 00:00 | 1 | [55] Jared Donaldson v Daniil Medvedev [65] | 4-3,2-4,3-4,0-4 | |
| ATP Next Gen Finals | 11/08 13:00 | 29 | [45] Karen Khachanov v Jared Donaldson [55] | 4-1,4-3,4-2 | |
| ATP Next Gen Finals | 11/07 18:30 | 28 | [48] Borna Coric v Jared Donaldson [55] | 4-3,4-1,4-3 | |
| ATP Paris Qual | 10/28 16:05 | 45 | [50] Jared Donaldson v Guillermo Garcia-Lopez [81] | 5-7,7-6,4-6 | |
| ATP – Basilej | 10/25 11:00 | 25 | Marton Fucsovics v Jared Donaldson | 6-0,6-1 | |
| ATP Antverpy | 10/16 13:30 | 25 | [102] Sergiy Stakhovsky v Jared Donaldson [52] | 7-6,6-4 | |
| ATP Šanghaj | 10/11 10:40 | 25 | [1] Rafael Nadal v Jared Donaldson [56] | 6-2,6-1 | |
| ATP Šanghaj | 10/08 04:00 | 24 | [56] Jared Donaldson v Pablo Cuevas [32] | 6-7,6-4,6-4 | |
| ATP Peking | 10/03 10:30 | 25 | [20] Tomas Berdych v Jared Donaldson [56] | 6-3,0-6,6-2 | |
| ATP Čcheng-tu | 09/29 08:00 | 27 | [58] Jared Donaldson v Denis Istomin [78] | 6-2,5-7,6-7 | |
| ATP Čcheng-tu | 09/27 09:30 | 26 | [46] Kyle Edmund v Jared Donaldson [58] | 0-6,6-1,4-6 | |
| ATP Čcheng-tu | 09/25 05:00 | 25 | [58] Jared Donaldson v Stefanos Tsitsipas [120] | 6-7,7-5,7-5 | |
| US Open | 08/30 19:45 | 24 | [20] Lucas Pouille v Jared Donaldson [51] | 7-5,6-4,4-6,3-6,6-4 | |
| US Open | 08/28 22:05 | 23 | [51] Jared Donaldson v Nikoloz Basilashvili [62] | 6-0,4-6,6-3,7-6 | |
| ATP Cincinnati | 08/18 21:20 | 27 | [60] Jared Donaldson v John Isner [19] | 6-7,5-7 | |
| ATP Cincinnati | 08/17 16:40 | 26 | [65] Nikoloz Basilashvili v Jared Donaldson [60] | 4-6,6-7 | |
| ATP Cincinnati | 08/16 19:25 | 25 | [180] Ramkumar Ramanathan v Jared Donaldson [60] | 4-6,6-2,4-6 | |
| ATP Cincinnati | 08/15 18:55 | 24 | [60] Jared Donaldson v R. Bautista-Agut [14] | 7-6,6-3 |