Round: 28 Ground: Hardcourt outdoor
| Challenger Winnetka MD | 2019/07/09 21:00 | Istomin/Karlovskiy v Maytin/Withrow | 6-1,4-6,10-2 |
| Challenger Winnetka MD | 2019/07/14 00:30 | Aragone/Klahn v Eubanks/Kwiatkowski | 7-5,6-4 |
| Challenger Winnetka MD | 2019/07/10 20:50 | Smith/Uzhylovskyi v Eubanks/Kwiatkowski | 6-7,4-6 |
| Challenger Indian Wells MD | 2019/02/28 21:10 | Eubanks/Kwiatkowski v King/Reese | 6-7,6-4,5-10 |
| Challenger Indian Wells MD | 2019/02/28 00:05 | Eubanks/Kwiatkowski v Bemelmans/Maden | 5-7,6-3,10-8 |