| Bendigo ITF | Round | Result | H | A | 
		
			| 30.11. |  | Filippou K. - Calderwood T. | Q-R16 | 7-5, 6-1 |  |  | 
		
			| 29.11. |  | Calderwood T. - Vo S. | Q-2R | 6-0, 2-6, 7-5 |  |  | 
		
			| 28.11. |  | Calderwood T. - Vorster D. | Q-1R | 6-2, 6-3 |  |  | 
		
			| Kalgoorlie ITF | Round | Result | H | A | 
		
			| 23.11. |  | Rae J. - Calderwood T. | Q-R16 | 6-0, 6-2 |  |  | 
		
			| 22.11. |  | Calderwood T. - Casey M. | Q-2R | 7-5, 2-6, 6-1 |  |  | 
		
			| Esperance ITF | Round | Result | H | A | 
		
			| 17.11. |  | Ericksen H. - Calderwood T. | 1R | 6-2, 7-5 |  |  | 
		
			| 16.11. |  | Van Der Meet A. - Calderwood T. | Q-R16 | 6-1, 6-1 |  |  | 
		
			| 15.11. |  | Calderwood T. - Hunter S. | Q-2R | 7-64, 4-6, 6-4 |  |  | 
		
			| Port Pirie ITF | Round | Result | H | A | 
		
			| 11.10. |  | Nancarrow A. - Calderwood T. | Q-1R | 6-3, 6-3 |  |  | 
		
			| Mount Gambier ITF | Round | Result | H | A | 
		
			| 06.10. |  | Okadaue C. - Calderwood T. | 1R | 6-2, 6-2 |  |  | 
		
			| 05.10. |  | Calderwood T. - Billett E. | Q-R16 | 6-2, 6-2 |  |  | 
		
			| 04.10. |  | Calderwood T. - Hadzic A. | Q-2R | 6-2, 6-1 |  |  | 
		
			| Darwin 2 ITF | Round | Result | H | A | 
		
			| 22.09. |  | Scivetti D. - Calderwood T. | 1R | 6-1, 6-2 |  |  | 
		
			| 21.09. |  | Calderwood T. - Lim S. | Q-R16 | 6-3, 6-0 |  |  | 
		
			| 20.09. |  | Calderwood T. - Draca M. | Q-1R | 6-1, 6-4 |  |  | 
		
			| Darwin ITF | Round | Result | H | A | 
		
			| 15.09. |  | Shemon A. - Calderwood T. | 1R | 6-1, 6-3 |  |  | 
		
			| Sydney ITF | Round | Result | H | A | 
		
			| 02.03. |  | Hollands D. - Calderwood T. | Q-R16 | 6-2, 6-1 |  |  | 
		
			| 01.03. |  | Calderwood T. - Higashi Y. | Q-2R | 6-1, 6-4 |  |  | 
		
			| 28.02. |  | Calderwood T. - Tepper B. | Q-1R | 6-4, 6-2 |  |  | 
		
			| Burnie ITF | Round | Result | H | A | 
		
			| 01.02. |  | Miyazaki Y. - Calderwood T. | Q-2R | 6-0, 7-5 |  |  | 
		
			| 31.01. |  | Calderwood T. - Binnie R. | Q-1R | 6-3, 7-5 |  |  | 
		
			| Sydney | Round | Result | H | A | 
		
			| 09.01. |  | Craybas J. - Calderwood T. | Q-1R | 6-2, 6-1 |  |  |