[92] Ryan Harrison 6-2,6-4 Adrian Menendez-Maceiras [144] 2019-02-25 02:15
Stadium: Cancha Central Round: 164 Ground: Hardcourt outdoor
Home History
| ATP Acapulco | 2019/02/23 23:20 | Ryan Harrison v Juan A H Serrano | 7-5,6-2 |
| ATP New York | 2019/02/13 17:55 | Paolo Lorenzi v Ryan Harrison | 4-6,6-4,6-4 |
| ATP New York | 2019/02/12 19:55 | Peter Polansky v Ryan Harrison | 3-6,4-6 |
| Australian Open | 2019/01/17 07:30 | Ryan Harrison v Daniil Medvedev | 3-6,3-6,3-6 |
| Australian Open | 2019/01/15 00:00 | Jiri Vesely v Ryan Harrison | 0-6,5-7,3-6 |
| ATP Sydney | 2019/01/07 11:45 | Ryan Harrison v Yoshihito Nishioka | 4-6,2-6 |
| ATP Brisbane | 2019/01/01 05:00 | Nick Kyrgios v Ryan Harrison | 7-6,5-7,7-6 |
| ATP Basel | 2018/10/22 18:40 | Marius Copil v Ryan Harrison | 6-2,7-6 |
Away History
| ATP Acapulco | 2019/02/23 22:00 | Luis Patino v Adrian Menendez-Maceiras | 2-6,3-6 |
| ATP Delray Beach | 2019/02/17 16:00 | Adrian Menendez-Maceiras v Tim Smyczek | 3-6,4-6 |
| ATP Delray Beach | 2019/02/16 18:45 | Adrian Menendez-Maceiras v Andrea Arnaboldi | 6-4,5-7,6-4 |
| ATP New York | 2019/02/12 16:00 | Adrian Menendez-Maceiras v Christopher Eubanks | 4-6,6-7 |
| ATP New York | 2019/02/11 16:00 | Adrian Menendez-Maceiras v Andrea Arnaboldi | 6-3,7-6 |
| ATP New York | 2019/02/10 16:00 | Adrian Menendez-Maceiras v Tim Puetz | 6-3,6-2 |
| ATP Montpellier | 2019/02/04 20:40 | Adrian Menendez-Maceiras v Jeremy Chardy | 1-6,1-6 |
| ATP Montpellier | 2019/02/04 11:00 | Adrian Menendez-Maceiras v Antoine Hoang | 5-7,3-6 |
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