| 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 del Vallés | 10/27 12:50 | 25 | [203] Ylena In-Albon v Olga Danilovic [126] | 3-6,6-3,6-4 | |
| US Open - Femenino | 09/01 16:00 | 24 | Olga Danilovic v Naomi Osaka | Walkover | |
| US Open - Femenino | 08/30 20:40 | 23 | [246] Alycia Parks v Olga Danilovic [145] | 3-6,5-7 | |
| US Open - Femenino | 08/27 23:30 | 19 | [188] Caroline Dolehide v Olga Danilovic [145] | 4-6,6-0,2-6 | |
| US Open - Femenino | 08/26 22:30 | 15 | [206] Sachia Vickery v Olga Danilovic [145] | 3-6,4-6 | |
| US Open - Femenino | 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 Budapest | 07/16 11:55 | 27 | [176] Dalma Galfi v Olga Danilovic [164] | 6-4,6-2 | |
| WTA Budapest | 07/14 11:20 | 26 | [164] Olga Danilovic v Irina Bara [119] | 6-4,6-3 | |
| WTA Budapest | 07/13 14:10 | 25 | [137] Tamara Korpatsch v Olga Danilovic [164] | 2-6,2-6 | |
| WTA Budapest | 07/11 09:00 | 19 | [159] Olga Danilovic v Miriam Bulgaru [366] | 6-3,3-6,6-3 | |
| WTA Budapest | 07/10 09:40 | 14 | [159] Olga Danilovic v Irene Burillo Escorihuela [231] | 6-4,6-3 | |
| Wimbledon - Femenino | 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 | |
| Open de Francia - Femenino | 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 | |
| ITF W60 La Bisbal | 05/15 09:00 | 28 | [164] Olga Danilovic v Irina Khromacheva [421] | 6-3,5-7,0-6 | |
| ITF W60 La Bisbal | 05/14 10:15 | 27 | [164] Olga Danilovic v Jessica Pieri [263] | 6-4,6-4 | |
| ITF W60 La Bisbal | 05/13 13:30 | 26 | [110] Anna-Lena Friedsam v Olga Danilovic [164] | 2-6,7-6,6-7 | |
| ITF W60 La Bisbal | 05/11 17:55 | 25 | [343] Guiomar MZD Reales v Olga Danilovic [164] | 3-6,2-6 | |
| ITF W60 Zagreb | 04/28 09:40 | 25 | Reka-Luca Jani v Olga Danilovic | Cancelled | |
| Copa Billie Jean King | 04/17 12:10 | 7 | Olga Danilovic v Rebecca Marino | Cancelled | |
| Copa Billie Jean King | 04/16 12:00 | 7 | [162] Olga Danilovic v Leylah Fernandez [72] | 5-7,6-4,4-6 |