Round: 27 Ground: Hardcourt indoor
| WTA Quebec City | 2016/09/14 15:00 | Evgeniya Rodina v Julia Boserup | 4-6,3-6 |
| WTA Quebec City | 2016/09/12 15:00 | Amra Sadikovic v Julia Boserup | 1-6,3-6 |
| US Open 2016 Women | 2016/08/24 16:45 | Grace Min v Julia Boserup | 6-4,6-2 |
| WTA Montreal Qual | 2016/07/24 18:05 | Jennifer Brady v Julia Boserup | 6-3,6-4 |
| WTA Montreal Qual | 2016/07/23 15:25 | Petra Januskova v Julia Boserup | 2-6,4-6 |
| Wimbledon Women | 2016/07/03 10:30 | Elena Vesnina v Julia Boserup | 7-5,7-5 |
| Wimbledon Women | 2016/06/28 15:05 | Julia Boserup v Tatjana Maria | 6-4,0-6,6-2 |
| Wimbledon Women Qual | 2016/06/24 11:25 | Barbara Haas v Julia Boserup | 0-6,4-6 |
| WTA Quebec City | 2016/09/14 16:55 | Catherine Bellis v Danielle Lao | 6-4,4-6,6-3 |
| WTA Quebec City | 2016/09/12 18:55 | Catherine Bellis v Amandine Hesse | 6-3,6-2 |
| WTA Quebec City | 2016/09/12 06:49 | Catherine Bellis v Amandine Hesse | 6-3,6-2 |
| US Open 2016 Women | 2016/09/03 01:30 | Catherine Bellis v Angelique Kerber | 1-6,1-6 |
| US Open 2016 Women | 2016/08/31 22:15 | Shelby Rogers v Catherine Bellis | 6-2,2-6,2-6 |
| US Open 2016 Women | 2016/08/29 17:30 | Catherine Bellis v Viktorija Golubic | 6-2,6-3 |
| US Open 2016 Women | 2016/08/26 16:45 | Alison Van Uytvanck v Catherine Bellis | 2-6,7-6,2-6 |
| US Open 2016 Women | 2016/08/25 19:00 | Catherine Bellis v Grace Min | 6-4,6-0 |