| Lawrenceville ITF | Round | Result | H | A | 
		
			| 16.11. |  | Ditty J. - Osterloh L. | R16 | 7-5, 5-7, 6-4 |  |  | 
		
			| 15.11. |  | Osterloh L. - Kalashnikova O. | 1R | 7-6, 6-3 |  |  | 
		
			| Pittsburgh ITF | Round | Result | H | A | 
		
			| 09.11. |  | Poutchkova O. - Osterloh L. | R16 | 7-6, 7-5 |  |  | 
		
			| 07.11. |  | Osterloh L. - Ruckert K. | 1R | 6-1, 6-1 |  |  | 
		
			| Quebec | Round | Result | H | A | 
		
			| 04.11. |  | Bartoli M. - Osterloh L. | SF | 3-6, 6-3, 6-1 | 1.16 | 4.80 | 
		
			| 03.11. |  | Osterloh L. - Wozniak A. | QF | 6-3, 6-2 | 2.16 | 1.60 | 
		
			| 02.11. |  | Osterloh L. - Rodionova A. | R16 | 6-4, 6-1 | 2.45 | 1.48 | 
		
			| 31.10. |  | Osterloh L. - Pelletier M. | 1R | 7-5, 4-6, 6-3 | 1.40 | 2.81 | 
		
			| 30.10. |  | Osterloh L. - Tatishvili A. | Q-QF | 6-3, 6-3 |  |  | 
		
			| 29.10. |  | Osterloh L. - Stevenson A. | Q-R16 | 6-4, 3-6, 6-3 |  |  | 
		
			| 28.10. |  | Osterloh L. - Fusano C. | Q-1R | 7-6, 6-1 |  |  | 
		
			| San Francisco ITF | Round | Result | H | A | 
		
			| 11.10. |  | Szavay A. - Osterloh L. | R16 | 6-2, 7-5 |  |  | 
		
			| 10.10. |  | Osterloh L. - Stevenson A. | 1R | 5-2 |  |  | 
		
			| Tokyo 3 WTA | Round | Result | H | A | 
		
			| 05.10. |  | Pin C. - Osterloh L. | R16 | 6-4, 3-6, 6-0 | 1.75 | 1.98 | 
		
			| 02.10. |  | Osterloh L. - Shaughnessy M. | 1R | 6-2, 3-6, 6-3 |  |  | 
		
			| 02.10. |  | Osterloh L. - Fedossova Y. | Q-QF | 6-3, 6-3 |  |  | 
		
			| 01.10. |  | Osterloh L. - Jidkova A. | Q-R16 | 7-5, 6-1 |  |  | 
		
			| 30.09. |  | Osterloh L. - Inoue A. | Q-1R | 6-1, 6-2 |  |  | 
		
			| Seoul WTA | Round | Result | H | A | 
		
			| 25.09. |  | Grandin N. - Osterloh L. | Q-QF | 6-2, 3-6, 6-1 |  |  | 
		
			| 24.09. |  | Osterloh L. - Bae H. | Q-R16 | 6-0, 6-1 |  |  | 
		
			| Beijing | Round | Result | H | A | 
		
			| 17.09. |  | Molik A. - Osterloh L. | Q-QF | 7-5, 6-0 |  |  | 
		
			| 16.09. |  | Osterloh L. - Takao E. | Q-R16 | 6-1, 7-5 |  |  | 
		
			| 15.09. |  | Osterloh L. - Yakimova A. | Q-1R | 2-6, 6-4, 6-3 |  |  | 
		
			| US Open | Round | Result | H | A | 
		
			| 22.08. |  | Haynes A. - Osterloh L. | Q-1R | 4-6, 6-3, 6-2 |  |  | 
		
			| Montreal WTA | Round | Result | H | A | 
		
			| 12.08. |  | Salerni M. - Osterloh L. | Q-1R | 6-3, 6-3 |  |  | 
		
			| Los Angeles | Round | Result | H | A | 
		
			| 08.08. |  | Diaz-Oliva M. - Osterloh L. | 1R | 7-6, 7-6 | 2.07 | 1.72 | 
		
			| 06.08. |  | Osterloh L. - De Los Rios R. | Q-R16 | 6-4, 6-4 |  |  | 
		
			| 05.08. |  | Osterloh L. - Joshi S. | Q-1R | 6-2, 6-1 |  |  | 
		
			| Carlsbad WTA | Round | Result | H | A | 
		
			| 30.07. |  | Sromova H. - Osterloh L. | Q-R16 | 4-6, 6-3, 6-2 |  |  | 
		
			| 29.07. |  | Osterloh L. - Whitehead B. | Q-1R | 6-0, 6-0 |  |  | 
		
			| San Jose WTA | Round | Result | H | A | 
		
			| 25.07. |  | Jankovic J. - Osterloh L. | 1R | 7-5, 6-3 | 1.16 | 4.78 | 
		
			| Cincinnati WTA | Round | Result | H | A | 
		
			| 18.07. |  | Schnyder P. - Osterloh L. | 1R | 5-7, 6-2, 7-6 | 1.07 | 7.47 | 
		
			| College Park ITF | Round | Result | H | A | 
		
			| 05.07. |  | Luzhanska T. - Osterloh L. | 1R | 6-3, 6-1 |  |  | 
		
			| Wimbledon | Round | Result | H | A | 
		
			| 27.06. |  | Kutuzova V. - Osterloh L. | 1R | 6-4, 3-3 | 1.49 | 2.58 | 
		
			| Eastbourne | Round | Result | H | A | 
		
			| 17.06. |  | Rodionova A. - Osterloh L. | Q-1R | 6-3, 6-2 |  |  | 
		
			| Birmingham | Round | Result | H | A | 
		
			| 14.06. |  | Tu M. - Osterloh L. | 2R | 6-0, 7-6 | 1.56 | 2.48 | 
		
			| 11.06. |  | Poutchkova O. - Osterloh L. | Q-R16 | 6-4, 6-2 |  |  | 
		
			| 10.06. |  | Osterloh L. - Alves M. | Q-1R | 6-2, 6-1 |  |  | 
		
			| Surbiton ITF | Round | Result | H | A | 
		
			| 08.06. |  | Keothavong A. - Osterloh L. | QF | 3-6, 7-5, 6-2 |  |  | 
		
			| 07.06. |  | Osterloh L. - Llewellyn R. | R16 | 6-1, 6-2 |  |  | 
		
			| 06.06. |  | Osterloh L. - Khan N. | 1R | 6-4, 6-1 |  |  | 
		
			| French Open | Round | Result | H | A | 
		
			| 24.05. |  | Brianti A. - Osterloh L. | Q-1R | 6-4, 7-5 |  |  | 
		
			| Indian Harbour Beach ITF | Round | Result | H | A | 
		
			| 09.05. |  | Cohen J. - Osterloh L. | 1R | 2-6, 6-2, 6-2 |  |  | 
		
			| Charlottesville ITF | Round | Result | H | A | 
		
			| 04.05. |  | Castellvi V. - Osterloh L. | QF | 4-6, 7-6, 6-3 |  |  | 
		
			| 03.05. |  | Osterloh L. - Hrdinova E. | R16 | 6-2, 5-7, 7-5 |  |  | 
		
			| 02.05. |  | Osterloh L. - Cohen J. | 1R | 6-3, 6-4 |  |  | 
		
			| Dothan ITF | Round | Result | H | A | 
		
			| 22.04. |  | Fedak Y. - Osterloh L. | SF | 6-3, 5-7, 6-3 |  |  | 
		
			| 21.04. |  | Osterloh L. - Dekmeijere L. | QF | 6-3, 6-2 |  |  | 
		
			| 20.04. |  | Osterloh L. - Voracova R. | R16 | 2-6, 6-2, 6-3 |  |  | 
		
			| 18.04. |  | Osterloh L. - Haynes A. | 1R | 6-2, 6-2 |  |  | 
		
			| Miami | Round | Result | H | A | 
		
			| 21.03. |  | Washington M. - Osterloh L. | Q-1R | 6-2, 6-3 | 1.75 | 1.81 | 
		
			| Orange ITF | Round | Result | H | A | 
		
			| 17.03. |  | Meusburger Y. - Osterloh L. | QF | 6-2, 6-1 |  |  | 
		
			| 16.03. |  | Osterloh L. - Volodko K. | R16 | 6-3, 2-6, 6-3 |  |  | 
		
			| 15.03. |  | Osterloh L. - Bardina V. | 1R | 6-2, 6-3 |  |  | 
		
			| Indian Wells | Round | Result | H | A | 
		
			| 07.03. |  | Kirkland J. - Osterloh L. | Q-2R | 6-4, 7-5 | 2.50 | 1.38 | 
		
			| 06.03. |  | Osterloh L. - Klaschka S. | Q-1R | 6-3, 6-2 |  |  | 
		
			| Acapulco | Round | Result | H | A | 
		
			| 26.02. |  | Garcia P. - Osterloh L. | Q-R16 | 2-6, 6-3, 7-5 |  |  | 
		
			| Memphis | Round | Result | H | A | 
		
			| 23.02. |  | Craybas J. - Osterloh L. | QF | 6-4, 6-1 | 1.57 | 2.30 | 
		
			| 22.02. |  | Osterloh L. - Azarenka V. | R16 | 6-4, 5-7, 7-5 | 2.89 | 1.37 | 
		
			| 21.02. |  | Osterloh L. - Laine E. | 1R | 7-6, 6-2 | 2.57 | 1.48 | 
		
			| Pattaya | Round | Result | H | A | 
		
			| 04.02. |  | Ozegovic N. - Osterloh L. | Q-1R | 6-2, 6-2 |  |  | 
		
			| Waikoloa ITF | Round | Result | H | A | 
		
			| 28.01. |  | Osterloh L. - Kirkland J. | F | 6-4, 6-1 |  |  | 
		
			| 27.01. |  | Osterloh L. - Pelletier M. | SF | 6-3, 6-1 |  |  | 
		
			| 26.01. |  | Osterloh L. - Chan C. | QF | 6-2, 6-4 |  |  | 
		
			| 25.01. |  | Osterloh L. - Namigata J. | R16 | 6-4, 6-4 |  |  | 
		
			| 24.01. |  | Osterloh L. - Gambale M. | 1R | 7-5, 6-2 |  |  | 
		
			| Australian Open | Round | Result | H | A | 
		
			| 13.01. |  | Li T. - Osterloh L. | Q-2R | 1-6, 6-2, 6-3 |  |  | 
		
			| 11.01. |  | Osterloh L. - Salerni M. | Q-1R | 6-2, 6-2 |  |  |