| Challenger Launceston | 01/28 01:45 | 24 | [248] Nicola Kuhn v Whittington, Andrew [377] | 6-1,7-5 | |
| ATP Eastbourne Qual | 06/23 11:15 | 64 | [296] Whittington, Andrew v Viola, Matteo [270] | 6-4,4-6,2-6 | |
| Challenger Ilkley Qual | 06/16 10:00 | 45 | [457] Glasspool, Lloyd v Whittington, Andrew [291] | 7-5,6-4 | |
| Anning, China | 04/25 05:20 | 26 | [271] Whittington, Andrew v Gunneswaran, Prajnesh [260] | 4-6,4-6 | |
| Anning, China | 04/23 05:45 | 25 | [116] Ramkumar Ramanathan v Whittington, Andrew [273] | 4-6,6-7 | |
| Nanchang, China | 04/17 05:00 | 25 | [273] Whittington, Andrew v Calvin Hemery [130] | 5-7,3-6 | |
| Taipei, Chinese Taipei | 04/09 08:55 | 25 | [499] Tung-Lin Wu v Whittington, Andrew [268] | 6-3,7-6 | |
| ITF Australia F4 | 03/30 00:00 | 27 | Barton, Matthew v Whittington, Andrew | 3-6,6-3,7-6 | |
| ITF Australia F4 | 03/29 00:00 | 26 | Purcell, Rhett v Whittington, Andrew | 4-6,0-6 | |
| ITF Australia F4 | 03/27 01:35 | 25 | Kazuma Kawachi v Whittington, Andrew | 2-6,3-6 | |
| ITF Australia F2 | 03/07 23:00 | 26 | Thomas Fancutt v Whittington, Andrew | 7-6,6-4 | |
| ITF Australia F2 | 03/07 01:35 | 25 | Polkinghorne, Darren v Whittington, Andrew | 1-6,4-6 | |
| Challenger Yokohama | 02/27 06:50 | 25 | Ehara, Hiroyasu v Whittington, Andrew | 7-6,6-7,6-4 | |
| Kyoto, Japan | 02/21 04:00 | 26 | Soeda, Go v Whittington, Andrew | 6-4,6-1 | |
| Kyoto, Japan | 02/19 08:30 | 25 | Whittington, Andrew v Sora Fukuda | 6-3,6-3 | |
| Challenger Launceston | 02/08 00:00 | 26 | Whittington, Andrew v Harris, Andrew | 6-1,6-7,6-7 | |
| Challenger Launceston | 02/06 00:40 | 25 | Lucas Catarina v Whittington, Andrew | 6-7,1-6 | |
| Challenger - Burnie | 02/01 01:30 | 27 | Whittington, Andrew v Yoshihito Nishioka | 6-2,2-6,3-6 | |
| Challenger - Burnie | 01/31 06:30 | 26 | Whittington, Andrew v Luke Saville | 2-6,7-6,6-1 | |
| Challenger - Burnie | 01/29 01:05 | 25 | Whittington, Andrew v Klein, Brydan | 6-7,7-6,6-2 | |
| Australian Open Qual | 01/11 07:45 | 45 | Whittington, Andrew v Safranek, Vaclav | 2-6,3-6 | |
| Australian Open Qual | 01/10 01:00 | 44 | Whittington, Andrew v Michael Mmoh | 7-6,6-1 | |
| Challenger Playford | 01/02 06:40 | 25 | Whittington, Andrew v Jason Kubler | 6-7,3-6 | |
| Open d'Australie Playoff Wilcard Australienne | 12/12 23:00 | 27 | [226] Whittington, Andrew v Marc Polmans [319] | 6-7,4-6,6-4,2-6 | |
| Open d'Australie Playoff Wilcard Australienne | 12/11 02:00 | 26 | Whittington, Andrew v van Peperzeel, Gavin | 6-7,7-6,7-6,1-6,6-4 | |
| Challenger Hua Hin | 11/26 10:00 | 29 | [290] Whittington, Andrew v John Millman [165] | 2-6,2-6 | |
| Challenger Hua Hin | 11/25 11:20 | 28 | [166] Soeda, Go v Whittington, Andrew [290] | 3-6,3-6 | |
| Challenger Hua Hin | 11/24 09:00 | 27 | [281] Edan Leshem v Whittington, Andrew [290] | 6-1,4-6,3-6 | |
| Challenger Hua Hin | 11/23 05:00 | 26 | [290] Whittington, Andrew v Nikola Milojevic [153] | Retired | |
| Challenger Hua Hin | 11/22 03:00 | 25 | [290] Whittington, Andrew v Alex Bolt [192] | 7-6,6-4 |