Stadium: Court 2 Round: 26 Ground: Clay
| Challenger Champaign MD | 2019/11/13 17:00 | Dempster/Lovett v Merino/Pena Lopez | 4-6,3-6 |
| ITF M25 Naples MD | 2019/10/31 20:15 | Bendeck/Rodriguez v Dempster/Lovett | 6-3,6-7,10-5 |
| ITF M25 Naples MD | 2019/10/29 15:55 | Dempster/Lovett v Andreev/Carr | 6-0,7-6 |
| ITF M25 Waco MD | 2019/10/16 00:10 | Dempster/Lovett v Geerts/Whitehouse | 7-6,3-6,7-10 |
| ITF M25 Houston MD | 2019/09/22 00:00 | Dempster/Lovett v Rapp/Touliatos | 6-7,5-7 |
| ITF M25 Houston MD | 2019/09/21 02:35 | Dempster/Lovett v Barnett/Paluch | 6-7,6-3,10-7 |
| ITF M25 Houston MD | 2019/09/20 17:00 | Dempster/Lovett v Martin/Overmyer | 6-1,6-3 |
| ITF M25 Memphis MD | 2019/08/16 18:25 | Adams/Cozbinov v Dempster/Lovett | 2-6,1-6 |