| Guadalajara 2 WTA | Round | Result | H | A | 
		
			| 18.09. |  | Azarenka V. - Montgomery R. | 1R | 6-1, 6-1 | 1.14 | 5.74 | 
		
			| US Open | Round | Result | H | A | 
		
			| 30.08. |  | Lys E. - Montgomery R. | 1R | 6-2, 6-1 | 1.51 | 2.58 | 
		
			| Stanford WTA | Round | Result | H | A | 
		
			| 16.08. |  | Rakhimova K. - Montgomery R. | R16 | 7-5, 6-3 | 1.93 | 1.83 | 
		
			| 13.08. |  | Montgomery R. - Vandeweghe C. | 1R | 6-3, 7-63 | 1.62 | 2.24 | 
		
			| Madrid 9 ITF | Round | Result | H | A | 
		
			| 16.06. |  | Prozorova T. - Montgomery R. | QF | 64-7, 7-5, 6-4 | 2.55 | 1.46 | 
		
			| 15.06. |  | Montgomery R. - Kolodynska J. | R16 | 6-2, 6-4 | 1.50 | 2.44 | 
		
			| 13.06. |  | Montgomery R. - Bouzo Zanotti N. | 2R | 6-4, 6-3 | 1.05 | 8.43 | 
		
			| Miami | Round | Result | H | A | 
		
			| 24.03. |  | Keys M. - Montgomery R. | 2R | 6-4, 6-4 | 1.15 | 5.51 | 
		
			| 22.03. |  | Montgomery R. - Bogdan A. | 1R | 3-6, 6-3, 6-3 | 3.13 | 1.37 | 
		
			| Indian Wells | Round | Result | H | A | 
		
			| 06.03. |  | Frech M. - Montgomery R. | Q-1R | 7-64, 6-3 | 1.66 | 2.17 | 
		
			| Austin | Round | Result | H | A | 
		
			| 01.03. |  | Vandeweghe C. - Montgomery R. | 1R | 6-2, 63-7, 7-63 | 2.01 | 1.79 | 
		
			| 26.02. |  | Montgomery R. - Kalieva E. | Q-R16 | 7-64, 6-1 | 1.52 | 2.45 | 
		
			| 25.02. |  | Montgomery R. - Burrage J. | Q-1R | 6-4, 7-5 | 1.93 | 1.82 | 
		
			| Orlando ITF | Round | Result | H | A | 
		
			| 07.02. |  | Mandlik E. - Montgomery R. | 1R | 7-5, 4-6, 6-4 | 1.80 | 1.91 | 
		
			| Orlando 4 ITF | Round | Result | H | A | 
		
			| 29.01. |  | Stearns P. - Montgomery R. | F | 6-2, 6-0 | 1.55 | 2.29 | 
		
			| 28.01. |  | Montgomery R. - Li A. | SF | 6-4, 2-6, 6-3 | 2.23 | 1.58 | 
		
			| 27.01. |  | Montgomery R. - Hu V. | QF | 6-2, 7-5 | 1.09 | 6.16 | 
		
			| 26.01. |  | Montgomery R. - Saigo R. | R16 | 6-3, 6-4 | 1.07 | 6.87 | 
		
			| 25.01. |  | Montgomery R. - Falconi I. | 1R | 7-64, 6-3 | 1.10 | 5.72 | 
		
			| Australian Open | Round | Result | H | A | 
		
			| 11.01. |  | Shnaider D. - Montgomery R. | Q-2R | 6-4, 6-4 | 1.85 | 1.92 | 
		
			| 10.01. |  | Montgomery R. - Carle M. | Q-1R | 6-2, 7-66 | 1.34 | 3.17 | 
		
			| Canberra ITF | Round | Result | H | A | 
		
			| 01.01. |  | Krueger A. - Montgomery R. | Q-1R | 6-4, 7-5 | 1.82 | 1.83 |