| WTA Makarska | 06/02 11:00 | 26 | [71] Varvara Gracheva v Olga Danilovic [172] | 4-6,3-6 | |
| WTA Makarska | 06/01 10:00 | 25 | [172] Olga Danilovic v Eri Hozumi [431] | 6-2,6-1 | |
| French Open - Dames | 05/25 09:00 | 24 | [172] Olga Danilovic v Jil Teichmann [24] | 4-6,1-6 | |
| French Open - Dames | 05/22 13:55 | 23 | [172] Olga Danilovic v Dalma Galfi [96] | 3-6,7-6,6-2 | |
| French Open - Dames | 05/20 11:45 | 19 | [113] Viktoriya Tomova v Olga Danilovic [174] | 2-6,6-1,6-7 | |
| French Open - Dames | 05/18 14:55 | 15 | [212] Simona Waltert v Olga Danilovic [174] | 6-4,6-7,3-6 | |
| French Open - Dames | 05/17 15:10 | 14 | [174] Olga Danilovic v Rebeka Masarova [124] | 3-6,7-6,6-4 | |
| ITF W60 - Koper | 05/06 08:00 | 27 | [159] Olga Danilovic v Ysaline Bonaventure [198] | Retired | |
| ITF W60 - Koper | 05/05 12:10 | 26 | [159] Olga Danilovic v Iryna Shymanovich [270] | 6-2,6-3 | |
| ITF W60 - Koper | 05/04 10:05 | 25 | [159] Olga Danilovic v Jessie Aney [320] | 6-4,6-2 | |
| ITF W80 - Les Franqueses | 10/27 12:50 | 25 | [203] Ylena In-Albon v Olga Danilovic [126] | 3-6,6-3,6-4 | |
| US Open - Dames | 09/01 16:00 | 24 | Olga Danilovic v Naomi Osaka | Walkover | |
| US Open - Dames | 08/30 20:40 | 23 | [246] Alycia Parks v Olga Danilovic [145] | 3-6,5-7 | |
| US Open - Dames | 08/27 23:30 | 19 | [188] Caroline Dolehide v Olga Danilovic [145] | 4-6,6-0,2-6 | |
| US Open - Dames | 08/26 22:30 | 15 | [206] Sachia Vickery v Olga Danilovic [145] | 3-6,4-6 | |
| US Open - Dames | 08/25 22:00 | 14 | [210] Paula Ormaechea v Olga Danilovic [145] | 2-6,5-7 | |
| WTA Belgrado | 07/28 16:50 | 26 | [141] Olga Danilovic v Arantxa Rus [85] | 2-6,4-6 | |
| WTA Belgrado | 07/27 16:30 | 25 | [141] Olga Danilovic v Camilla Rosatello [372] | 3-6,6-4,7-6 | |
| WTA - Palermo | 07/23 16:45 | 27 | [57] Shuai Zhang v Olga Danilovic [149] | 4-6,6-3,7-6 | |
| WTA - Palermo | 07/22 16:00 | 26 | [144] Katarina Zavatska v Olga Danilovic [149] | 6-7,5-7 | |
| WTA - Palermo | 07/20 15:35 | 25 | [149] Olga Danilovic v Kamilla Rakhimova [132] | 3-6,6-2,6-2 | |
| WTA - Boedapest | 07/16 11:55 | 27 | [176] Dalma Galfi v Olga Danilovic [164] | 6-4,6-2 | |
| WTA - Boedapest | 07/14 11:20 | 26 | [164] Olga Danilovic v Irina Bara [119] | 6-4,6-3 | |
| WTA - Boedapest | 07/13 14:10 | 25 | [137] Tamara Korpatsch v Olga Danilovic [164] | 2-6,2-6 | |
| WTA - Boedapest | 07/11 09:00 | 19 | [159] Olga Danilovic v Miriam Bulgaru [366] | 6-3,3-6,6-3 | |
| WTA - Boedapest | 07/10 09:40 | 14 | [159] Olga Danilovic v Irene Burillo Escorihuela [231] | 6-4,6-3 | |
| Wimbledon - Dames | 06/23 10:00 | 14 | [109] Caty McNally v Olga Danilovic [160] | 4-6,6-1,6-2 | |
| ITF W100 - Nottingham | 06/15 09:55 | 25 | [158] Olga Danilovic v Sara Errani [107] | 4-6,4-6 | |
| French Open - Dames | 05/25 11:30 | 14 | [98] Maria Camila Osorio v Olga Danilovic [157] | 6-3,6-2 | |
| WTA Belgrado | 05/18 17:00 | 25 | [158] Olga Danilovic v Kamilla Rakhimova [136] | 2-6,4-6 |