| WTA Rabat | 04/28 13:25 | 46 | [119] Olga Danilovic v Anna Danilina [373] | 7-5,6-3 | |
| WTA Rabat | 04/27 12:15 | 45 | Olga Danilovic v Lina Qostal | 6-1,6-2 | |
| WTA Monterrey | 04/01 19:00 | 25 | [120] Olga Danilovic v Kirsten Flipkens [58] | 2-6,1-6 | |
| WTA Miami | 03/20 16:55 | 23 | [115] Olga Danilovic v Maria Sakkari [49] | 6-1,3-6,4-6 | |
| WTA Guadalajara | 03/14 23:00 | 27 | [69] Tatjana Maria v Olga Danilovic [115] | 3-6,7-6,6-3 | |
| WTA Guadalajara | 03/13 22:00 | 26 | [115] Olga Danilovic v Anna Blinkova [104] | 6-1,3-6,6-1 | |
| WTA Guadalajara | 03/11 22:15 | 25 | [129] Paula Badosa Gibert v Olga Danilovic [115] | 4-6,5-7 | |
| WTA Indian Wells | 03/04 22:40 | 44 | [144] Ysaline Bonaventure v Olga Danilovic [115] | 6-7,6-4,6-4 | |
| WTA Indian Wells | 02/26 21:30 | 25 | [90] Kristyna Pliskova v Olga Danilovic [116] | 2-6,7-5,7-5 | |
| WTA Indian Wells | 02/25 21:05 | 24 | [116] Olga Danilovic v Caroline Dolehide [133] | 4-6,6-3,6-1 | |
| WTA Budapest | 02/19 10:00 | 25 | [114] Olga Danilovic v Iga Swiatek [140] | 3-6,0-6 | |
| 2019 Fed Cup | 02/08 10:00 | - | [112] Olga Danilovic v Jana Fett [262] | 2-6,6-2,7-6 | |
| Copa Billie Jean King | 02/06 11:30 | 1 | Olga Danilovic v Ekaterine Gorgodze | 7-5,6-3 | |
| WTA San Petersburgo | 01/29 10:00 | 25 | [111] Olga Danilovic v Veronika Kudermetova [108] | 2-6,1-6 | |
| Open de Australia - Femenino | 01/08 01:05 | 44 | [109] Olga Danilovic v Iga Swiatek [178] | 6-1,6-7,5-7 | |
| WTA Brisbane | 12/28 00:00 | 45 | [31] Lucie Hradecka v Olga Danilovic [108] | 6-4,6-3 | |
| WTA Mumbai | 10/31 10:30 | 25 | [101] Olga Danilovic v Danka Kovinic [194] | 6-4,5-7,0-6 | |
| WTA Luxemburgo | 10/13 09:30 | 45 | [96] Olga Danilovic v Jessika Ponchet [228] | 4-6,3-6 | |
| WTA Linz | 10/07 15:10 | 45 | [97] Olga Danilovic v Tereza Smitkova [143] | 3-6,6-1,1-6 | |
| WTA Taskent | 09/26 05:00 | 26 | [132] Anastasia Potapova v Olga Danilovic [101] | 6-3,6-3 | |
| WTA Taskent | 09/25 06:35 | 25 | [101] Olga Danilovic v Anna Kalinskaya [144] | 6-4,6-1 | |
| US Open - Femenino | 08/23 20:40 | 45 | [109] Olga Danilovic v Jaimee Fourlis [199] | 6-4,6-7,2-6 | |
| US Open - Femenino | 08/22 23:15 | 44 | [109] Olga Danilovic v Bianca Andreescu [208] | 6-3,7-5 | |
| WTA Moscú | 07/29 10:30 | 29 | [187] Olga Danilovic v Anastasia Potapova [204] | 7-5,6-7,6-4 | |
| WTA Moscú | 07/28 12:20 | 28 | [187] Olga Danilovic v Aliaksandra Sasnovich [42] | 6-2,5-7,7-5 | |
| WTA Moscú | 07/27 08:00 | 27 | [10] Julia Goerges v Olga Danilovic [187] | 3-6,3-6 | |
| WTA Moscú | 07/25 08:00 | 26 | [187] Olga Danilovic v Kaia Kanepi [49] | 7-6,7-5 | |
| WTA Moscú | 07/24 07:00 | 25 | [83] Anna Karolina Schmiedlova v Olga Danilovic [187] | 2-6,4-6 | |
| WTA Moscú - Clasificación | 07/23 08:10 | 64 | [178] Paula Badosa Gibert v Olga Danilovic [194] | 7-6,4-6,6-3 | |
| WTA Moscú - Clasificación | 07/22 09:40 | 45 | [407] Vivian Heisen v Olga Danilovic [194] | 4-6,4-6 |