| US Open - ženy | 09/03 15:00 | 24 | Tsvetana Pironkova v Garbine Muguruza | 7-5,6-3 | |
| US Open - ženy | 09/01 15:00 | 23 | Tsvetana Pironkova v Liudmila Samsonova | 6-2,6-3 | |
| Wimbledon - ženy | 07/06 18:40 | 24 | [131] Tsvetana Pironkova v Caroline Wozniacki [6] | 3-6,4-6 | |
| Wimbledon - ženy | 07/04 17:15 | 23 | [131] Tsvetana Pironkova v Sara Errani [76] | 6-1,6-4 | |
| WTA - Eastbourne | 06/28 14:50 | 26 | [149] Tsvetana Pironkova v Simona Halep [2] | 7-6,6-7,5-7 | |
| WTA - Eastbourne | 06/28 10:15 | 25 | [149] Tsvetana Pironkova v Monica Niculescu [51] | 6-0,6-4 | |
| WTA Eastbourne Qual | 06/24 14:00 | 46 | [60] Lara Arruabarrena v Tsvetana Pironkova [151] | 3-6,6-2,6-2 | |
| WTA Eastbourne Qual | 06/23 10:00 | 45 | [151] Tsvetana Pironkova v Marketa Vondrousova [78] | 6-2,6-2 | |
| WTA - Nottingham | 06/16 15:00 | 27 | [44] Lucie Safarova v Tsvetana Pironkova [126] | 6-3,0-6,6-4 | |
| WTA - Nottingham | 06/14 12:45 | 26 | [126] Tsvetana Pironkova v Kurumi Nara [91] | 6-3,6-2 | |
| WTA - Nottingham | 06/12 11:00 | 25 | [145] Tereza Martincova v Tsvetana Pironkova [77] | 2-6,2-6 | |
| French Open - ženy | 06/01 09:00 | 24 | [6] Elina Svitolina v Tsvetana Pironkova [77] | 3-6,6-3,6-2 | |
| French Open - ženy | 05/30 09:00 | 23 | [50] Mona Barthel v Tsvetana Pironkova [77] | 0-6,4-6 | |
| WTA Rome Qual | 05/13 13:50 | 45 | [117] Bethanie Mattek-Sands v Tsvetana Pironkova [74] | 7-6,6-4 | |
| WTA Madrid Qual | 05/05 11:55 | 45 | [89] Ekaterina Alexandrova v Tsvetana Pironkova [75] | 6-2,7-5 | |
| WTA - Istanbul | 04/25 08:00 | 25 | [74] Tsvetana Pironkova v Basak Eraydin [257] | 2-6,4-6 | |
| WTA - Miami | 03/21 17:25 | 23 | [53] Viktorija Golubic v Tsvetana Pironkova [70] | 3-6,6-1,6-1 | |
| WTA - Indian Wells | 03/09 01:35 | 23 | [128] Belinda Bencic v Tsvetana Pironkova [63] | 6-4,6-1 | |
| WTA - Dubaj | 02/20 08:00 | 24 | [64] Tsvetana Pironkova v Elise Mertens [80] | 3-6,2-6 | |
| WTA Doha Qual | 02/13 13:55 | 54 | [50] Jelena Jankovic v Tsvetana Pironkova [65] | 6-1,6-7,6-4 | |
| WTA Doha Qual | 02/12 13:00 | 46 | [87] Evgeniya Rodina v Tsvetana Pironkova [66] | 5-7,3-6 | |
| WTA Doha Qual | 02/11 09:35 | 45 | [93] Vania King v Tsvetana Pironkova [66] | 3-6,3-6 | |
| Australian Open 2017 Women | 01/17 10:50 | 23 | [64] Tsvetana Pironkova v Agnieszka Radwanska [3] | 1-6,6-4,1-6 | |
| WTA Sydney Qual | 01/07 01:20 | 46 | [63] Tsvetana Pironkova v Maria Sakkari [96] | Retired | |
| WTA Sydney Qual | 01/06 05:45 | 45 | Tsvetana Pironkova v Patricia Maria Tig | 7-6,6-3 | |
| WTA - Shenzhen | 01/03 08:55 | 26 | [63] Tsvetana Pironkova v Alison Riske [39] | 1-6,1-6 | |
| WTA - Shenzhen | 01/01 07:25 | 25 | Tsvetana Pironkova v Galina Voskoboeva | 6-4,5-7,6-3 | |
| WTA - Luxemburg | 10/17 17:20 | 25 | [90] Varvara Lepchenko v Tsvetana Pironkova [65] | 6-1,3-6,6-1 | |
| WTA - Linz | 10/11 18:20 | 25 | [53] Annika Beck v Tsvetana Pironkova [65] | 6-0,6-4 | |
| US Open 2016 Women | 08/31 17:50 | 24 | Johanna Konta v Tsvetana Pironkova | 6-2,5-7,6-2 |