| 2019 Fed Cup | 02/08 10:00 | - | [112] Olga Danilovic v Jana Fett [262] | 2-6,6-2,7-6 | |
| Billie Jean King Cup | 02/06 11:30 | 1 | Olga Danilovic v Ekaterine Gorgodze | 7-5,6-3 | |
| WTA - St. Petersburg | 01/29 10:00 | 25 | [111] Olga Danilovic v Veronika Kudermetova [108] | 2-6,1-6 | |
| Australian Open - Feminin | 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 - Luxemburg | 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 Tashkent | 09/26 05:00 | 26 | [132] Anastasia Potapova v Olga Danilovic [101] | 6-3,6-3 | |
| WTA Tashkent | 09/25 06:35 | 25 | [101] Olga Danilovic v Anna Kalinskaya [144] | 6-4,6-1 | |
| US Open - Feminin | 08/23 20:40 | 45 | [109] Olga Danilovic v Jaimee Fourlis [199] | 6-4,6-7,2-6 | |
| US Open - Feminin | 08/22 23:15 | 44 | [109] Olga Danilovic v Bianca Andreescu [208] | 6-3,7-5 | |
| WTA - Moscova | 07/29 10:30 | 29 | [187] Olga Danilovic v Anastasia Potapova [204] | 7-5,6-7,6-4 | |
| WTA - Moscova | 07/28 12:20 | 28 | [187] Olga Danilovic v Aliaksandra Sasnovich [42] | 6-2,5-7,7-5 | |
| WTA - Moscova | 07/27 08:00 | 27 | [10] Julia Goerges v Olga Danilovic [187] | 3-6,3-6 | |
| WTA - Moscova | 07/25 08:00 | 26 | [187] Olga Danilovic v Kaia Kanepi [49] | 7-6,7-5 | |
| WTA - Moscova | 07/24 07:00 | 25 | [83] Anna Karolina Schmiedlova v Olga Danilovic [187] | 2-6,4-6 | |
| WTA Moscow Qual | 07/23 08:10 | 64 | [178] Paula Badosa Gibert v Olga Danilovic [194] | 7-6,4-6,6-3 | |
| WTA Moscow Qual | 07/22 09:40 | 45 | [407] Vivian Heisen v Olga Danilovic [194] | 4-6,4-6 | |
| ITF Women Olomouc | 07/19 10:25 | 26 | [157] Fiona Ferro v Olga Danilovic [194] | 3-6,6-4,6-4 | |
| ITF Women Olomouc | 07/18 13:25 | 25 | [194] Olga Danilovic v Jesika Maleckova [300] | 4-6,6-2,6-4 | |
| ITF Women Versmold | 07/15 10:30 | 29 | [322] Laura Siegemund v Olga Danilovic [246] | 7-5,1-6,3-6 | |
| ITF Women Versmold | 07/14 11:00 | 28 | [173] Bibiane Schoofs v Olga Danilovic [246] | 1-6,3-6 | |
| ITF Women Versmold | 07/13 12:40 | 27 | [169] Kathinka Von Deichmann v Olga Danilovic [246] | 2-6,5-7 | |
| ITF Women Versmold | 07/12 12:50 | 26 | [216] Jessica Pieri v Olga Danilovic [246] | 1-6,1-6 | |
| ITF Women Versmold | 07/11 17:25 | 25 | [246] Olga Danilovic v Richel Hogenkamp [161] | 7-6,6-0 | |
| ITF Women La Bisbal | 05/17 11:05 | 26 | [356] Montserrat Gonzalez v Olga Danilovic [233] | 6-2,6-2 | |
| ITF Women La Bisbal | 05/15 14:10 | 25 | Marina B Ribera v Olga Danilovic | 3-6,6-4,3-6 | |
| WTA Madrid Qual | 05/05 09:00 | 46 | [47] Aryna Sabalenka v Olga Danilovic [255] | 6-4,6-2 | |
| WTA Madrid Qual | 05/04 11:45 | 45 | [255] Olga Danilovic v Kateryna Bondarenko [77] | 3-6,7-6,6-2 |