| ATP Washington | 07/31 21:10 | 25 | [20] Milos Raonic v Tim Smyczek [281] | 6-1,6-4 | |
| ATP Washington | 07/30 00:35 | 24 | [116] Matthew Ebden v Tim Smyczek [281] | 4-6,4-6 | |
| ATP Washington | 07/28 16:10 | 64 | [132] Norbert Gombos v Tim Smyczek [282] | 6-7,7-5,3-6 | |
| ATP Washington | 07/27 16:10 | 45 | [282] Tim Smyczek v Ramkumar Ramanathan [185] | 6-4,6-2 | |
| ATP Newport | 07/16 21:30 | 25 | [209] Mischa Zverev v Tim Smyczek [221] | 6-3,7-6 | |
| ATP Newport | 07/15 15:00 | 164 | [244] John-Patrick Smith v Tim Smyczek [224] | 4-6,6-3,2-6 | |
| ATP Newport | 07/14 17:00 | 64 | [229] Tim Smyczek v Mitchell Krueger [183] | 6-3,6-1 | |
| Challenger Winnetka | 07/09 00:00 | 24 | [387] Jared Hiltzik v Tim Smyczek [229] | 6-2,3-6,6-3 | |
| Wimbledon | 06/26 11:25 | 45 | [85] Corentin Moutet v Tim Smyczek [233] | 6-1,6-3 | |
| Wimbledon | 06/24 10:00 | 44 | [184] Mitchell Krueger v Tim Smyczek [233] | 5-7,4-6 | |
| Challenger Columbus | 06/13 18:00 | 26 | [214] Mikael Torpegaard v Tim Smyczek [220] | 6-2,6-1 | |
| Challenger Columbus | 06/12 14:00 | 25 | [365] Zsombor Piros v Tim Smyczek [220] | 3-6,6-4,2-6 | |
| Challenger Little Rock | 06/07 19:05 | 26 | [224] Tim Smyczek v Christopher Eubanks [196] | 6-7,3-6 | |
| Challenger Little Rock | 06/04 15:00 | 25 | [224] Tim Smyczek v Roy Smith [329] | 3-6,7-5,6-1 | |
| French Open | 05/20 12:10 | 44 | [123] Guillermo Garcia-Lopez v Tim Smyczek [228] | 6-1,6-4 | |
| Challenger Indian Wells | 02/25 21:40 | 24 | [238] Christian Harrison v Tim Smyczek [185] | 6-4,4-6,6-3 | |
| ATP Delray Beach | 02/19 18:35 | 25 | [189] Tim Smyczek v Paolo Lorenzi [105] | 5-7,3-6 | |
| ATP Delray Beach | 02/17 16:00 | 164 | [121] Adrian Menendez v Tim Smyczek [190] | 3-6,4-6 | |
| ATP Delray Beach | 02/16 17:05 | 64 | [190] Tim Smyczek v Yasutaka Uchiyama [172] | 6-4,6-2 | |
| ATP New York | 02/11 18:00 | 164 | [128] Ramkumar Ramanathan v Tim Smyczek [190] | 6-3,3-6,7-5 | |
| ATP New York | 02/10 19:45 | 64 | [192] Tim Smyczek v Roberto Quiroz [176] | 6-7,6-3,7-5 | |
| Challenger Dallas | 02/06 20:45 | 25 | [225] Marcos Giron v Tim Smyczek [192] | 6-7,6-2,7-6 | |
| Challenger Cleveland | 01/31 16:20 | 26 | [335] Maxime Cressy v Tim Smyczek [187] | 6-4,6-3 | |
| Challenger Cleveland | 01/30 15:00 | 25 | [300] Liam Broady v Tim Smyczek [187] | 4-6,3-6 | |
| Australian Open | 01/11 00:45 | 46 | [167] Tim Smyczek v Gleb Sakharov [250] | 6-3,3-6,4-6 | |
| Australian Open | 01/10 02:20 | 45 | [167] Tim Smyczek v Pedja Krstin [173] | 6-3,6-2 | |
| Australian Open | 01/08 06:30 | 44 | [113] Lukas Lacko v Tim Smyczek [167] | 4-6,6-4,6-7 | |
| Challenger Houston | 11/12 18:00 | 25 | Harrison Adams v Tim Smyczek | 6-3,7-5 | |
| Challenger Knoxville | 11/09 15:00 | 27 | [140] Tim Smyczek v Bjorn Fratangelo [131] | 2-6,1-6 | |
| Challenger Knoxville | 11/08 15:00 | 26 | [140] Tim Smyczek v Dominik Koepfer [177] | 6-4,7-6 |