| Challenger Charlottesville | 11/04 18:55 | 28 | [135] Stefan Kozlov v Tim Smyczek [189] | 3-6,6-2,2-6 | |
| Challenger Charlottesville | 11/03 23:20 | 27 | [189] Tim Smyczek v Henri Laaksonen [97] | Retired | |
| Challenger Charlottesville | 11/01 16:00 | 26 | [118] Bjorn Fratangelo v Tim Smyczek [189] | 1-6,2-6 | |
| Challenger Charlottesville | 10/30 19:00 | 25 | [282] Mats Moraing v Tim Smyczek [189] | 3-6,6-3,3-6 | |
| ATP Stockholm Qual | 10/16 10:00 | - | [103] Marton Fucsovics v Tim Smyczek [193] | 6-4,6-0 | |
| ATP Stockholm Qual | 10/15 09:00 | 26 | [223] Stephane Robert v Tim Smyczek [192] | 6-7,6-1,4-6 | |
| Challenger Stockton | 10/07 19:55 | 28 | [205] Tim Smyczek v Darian King [207] | 1-6,4-6 | |
| Challenger Stockton | 10/06 18:45 | 27 | [208] Elias Ymer v Tim Smyczek [205] | 4-6,4-6 | |
| Challenger Stockton | 10/05 19:00 | 26 | [205] Tim Smyczek v Christian Harrison [251] | 2-6,6-3,6-4 | |
| Challenger Stockton | 10/03 20:25 | 25 | [267] Frederik Nielsen v Tim Smyczek [205] | 2-6,5-7 | |
| Challenger Tiburon | 09/26 20:40 | 25 | [166] Denis Kudla v Tim Smyczek [185] | 6-7,7-5,6-3 | |
| Challenger Tiburon Qual | 09/25 18:45 | 54 | [185] Tim Smyczek v Sekou Bangoura [418] | 2-6,6-2,2-6 | |
| Challenger Tiburon Qual | 09/24 18:45 | 46 | Tim Smyczek v Greg Jones | 6-4,6-1 | |
| Challenger Tiburon Qual | 09/23 20:35 | 45 | [189] Tim Smyczek v Christopher O'Connell [311] | 6-4,5-7,6-2 | |
| US Open | 08/30 17:30 | 23 | [37] Philipp Kohlschreiber v Tim Smyczek [203] | 6-1,6-4,6-4 | |
| US Open Qual | 08/25 17:05 | 46 | [203] Tim Smyczek v Peter Polansky [126] | 6-3,6-4 | |
| US Open Qual | 08/24 18:45 | 45 | [203] Tim Smyczek v Raymond Sarmiento [300] | 6-1,6-3 | |
| US Open Qual | 08/23 15:00 | 44 | [121] Quentin Halys v Tim Smyczek [203] | 6-7,4-6 | |
| ATP Cincinnati Qual | 08/12 14:00 | 45 | [51] Joao Sousa v Tim Smyczek [224] | 6-2,6-3 | |
| ATP Montreal | 08/08 01:55 | 24 | [224] Tim Smyczek v Roberto Bautista-Agut [16] | 6-7,1-6 | |
| ATP Montreal Qual | 08/06 16:00 | 46 | [357] Frank Dancevic v Tim Smyczek [205] | 7-6,2-6,2-6 | |
| ATP Montreal Qual | 08/05 17:15 | 45 | Pavel Krainik v Tim Smyczek | 0-6,4-6 | |
| ATP Washington | 08/01 03:20 | 24 | [205] Tim Smyczek v Donald Young [58] | 6-4,3-6,4-6 | |
| ATP Atlanta | 07/25 17:50 | 25 | [51] Donald Young v Tim Smyczek [194] | 6-4,6-2 | |
| ATP Atlanta Qual | 07/23 16:20 | 46 | Illya Marchenko v Tim Smyczek | Walkover | |
| ATP Atlanta Qual | 07/22 18:15 | 45 | Jeevan Nedun'yan v Tim Smyczek | 6-7,3-6 | |
| ATP Newport Qual | 07/16 16:55 | 45 | [195] Tim Smyczek v Austin Krajicek [261] | 6-7,3-6 | |
| Wimbledon Qual | 06/28 15:40 | 45 | [193] Tim Smyczek v Andrew Whittington [209] | 7-6,4-6,4-6 | |
| Wimbledon Qual | 06/26 13:35 | 44 | [212] Yannick Maden v Tim Smyczek [193] | 6-7,2-6 | |
| Challenger Ilkley Qual | 06/17 10:00 | 45 | [163] Jason Jung v Tim Smyczek [190] | 6-2,6-4 |