| ATP Doha | 01/01 18:05 | 25 | Florian Mayer v Stefanos Tsitsipas | 6-4,5-7,4-6 | |
| ATP Basel | 10/24 18:20 | 25 | [68] Florian Mayer v Marin Cilic [4] | Retired | |
| ATP Basel Qual | 10/22 10:00 | 46 | [66] Florian Mayer v Marton Fucsovics [103] | 4-6,4-6 | |
| ATP Basel Qual | 10/21 10:00 | 45 | [66] Florian Mayer v Ernesto Escobedo [114] | 6-4,7-5 | |
| ATP Antwerp | 10/17 11:40 | 25 | [66] Florian Mayer v Frances Tiafoe [79] | 3-6,4-6 | |
| ATP Shanghai Qual | 10/07 08:10 | 45 | [66] Florian Mayer v Radu Albot [112] | 1-6,6-7 | |
| ATP Metz | 09/19 08:00 | 25 | Benoit Paire v Florian Mayer | Cancelled | |
| Challenger Szczecin | 09/17 10:00 | 29 | [30] Richard Gasquet v Florian Mayer [69] | 7-6,7-6 | |
| Challenger Szczecin | 09/16 11:00 | 28 | [217] Jurgen Zopp v Florian Mayer [69] | 7-5,3-6,4-6 | |
| Challenger Szczecin | 09/15 15:00 | 27 | [149] Jerzy Janowicz v Florian Mayer [69] | 2-6,6-7 | |
| Challenger Szczecin | 09/13 18:25 | 26 | [238] Goncalo Oliveira v Florian Mayer [69] | 4-6,4-6 | |
| Challenger Szczecin | 09/11 15:15 | 25 | [190] Gleb Sakharov v Florian Mayer [69] | 7-5,1-6,2-6 | |
| US Open | 08/30 23:30 | 24 | [74] Florian Mayer v Marin Cilic [7] | 3-6,3-6,3-6 | |
| US Open | 08/28 15:00 | 23 | Rogerio Dutra Silva v Florian Mayer | 5-7,6-0,3-6,4-6 | |
| Challenger Meerbusch | 08/18 14:15 | 27 | Florian Mayer v Andreas Haider-Maurer | 6-2,5-7,3-6 | |
| Challenger Meerbusch | 08/16 15:30 | 26 | [62] Florian Mayer v Bernabe Zapata Miralles [289] | 1-6,7-5,6-1 | |
| Challenger Meerbusch | 08/14 15:30 | 25 | Florian Mayer v Yannick Reuter | 6-0,6-0 | |
| ATP Hamburg | 07/30 13:00 | 29 | [138] Leonardo Mayer v Florian Mayer [101] | 6-4,4-6,6-3 | |
| ATP Hamburg | 07/29 13:00 | 28 | [58] Philipp Kohlschreiber v Florian Mayer [101] | Retired | |
| ATP Hamburg | 07/28 16:40 | 27 | [38] Diego Schwartzman v Florian Mayer [101] | 2-6,6-2,3-6 | |
| ATP Hamburg | 07/26 13:00 | 26 | [101] Florian Mayer v Andrey Kuznetsov [71] | 6-3,4-6,6-4 | |
| ATP Hamburg | 07/24 11:05 | 25 | [104] Marco Cecchinato v Florian Mayer [101] | 5-7,2-6 | |
| Challenger Poznan | 07/20 10:45 | 26 | [256] Alexey Vatutin v Florian Mayer [102] | 7-5,6-4 | |
| Challenger Poznan | 07/18 13:00 | 25 | Danylo Kalenichenko v Florian Mayer | 1-6,4-6 | |
| Challenger Braunschweig | 07/11 12:10 | 25 | [491] Viktor Galovic v Florian Mayer [114] | 5-7,6-3,6-3 | |
| Wimbledon | 07/05 14:10 | 24 | [114] Florian Mayer v Marin Cilic [6] | 6-7,4-6,5-7 | |
| Wimbledon | 07/03 14:45 | 23 | [40] Viktor Troicki v Florian Mayer [114] | Retired | |
| ATP Halle | 06/23 14:35 | 27 | [5] Roger Federer v Florian Mayer [134] | 6-3,6-4 | |
| ATP Halle | 06/22 13:00 | 26 | [134] Florian Mayer v Lucas Pouille [15] | 6-7,6-4,6-3 | |
| ATP Halle | 06/20 14:00 | 25 | [44] Benoit Paire v Florian Mayer [134] | 0-6,4-6 |