| Challenger Knoxville | 11/07 00:05 | 25 | [140] Tim Smyczek v John-Patrick Smith [202] | 3-6,6-3,6-2 | |
| Challenger Charlottesville | 11/01 19:30 | 26 | [120] Tim Smyczek v Thai-Son Kwiatkowski [346] | 2-6,7-5,2-6 | |
| Challenger Charlottesville | 10/31 16:50 | 25 | [120] Tim Smyczek v Blaz Rola [230] | 6-4,7-5 | |
| ATP Shanghai | 10/06 04:00 | 45 | [111] Tim Smyczek v Taro Daniel [72] | 7-6,4-6,4-6 | |
| ATP Tokyo | 09/29 02:00 | 64 | [273] Yosuke Watanuki v Tim Smyczek [109] | 6-4,6-2 | |
| ATP Chengdu | 09/24 05:00 | 25 | [50] Joao Sousa v Tim Smyczek [109] | 7-6,6-7,6-3 | |
| ATP Shenzhen | 09/22 07:20 | 64 | Tim Smyczek v Fajing Sun | Cancelled | |
| US Open | 08/28 15:00 | 23 | [103] Tim Smyczek v Jan-Lennard Struff [58] | 6-7,4-6,3-6 | |
| ATP Cincinnati Qual | 08/12 14:00 | 46 | [102] Tim Smyczek v Michael Mmoh [135] | 1-6,6-2,2-6 | |
| ATP Cincinnati Qual | 08/11 14:30 | 45 | [53] John Millman v Tim Smyczek [102] | Retired | |
| ATP Toronto Qual | 08/04 15:00 | 45 | [128] Nicolas Mahut v Tim Smyczek [101] | 7-6,3-6,7-5 | |
| ATP Washington | 08/01 17:25 | 25 | [101] Tim Smyczek v Mischa Zverev [42] | 2-6,6-7 | |
| ATP Washington | 07/30 19:35 | 24 | [101] Tim Smyczek v Ricardas Berankis [94] | 7-6,6-2 | |
| ATP Atlanta | 07/24 20:50 | 25 | [102] Tim Smyczek v Mischa Zverev [45] | 3-6,7-6,3-6 | |
| ATP Newport | 07/21 18:00 | 28 | [123] Tim Smyczek v Ramkumar Ramanathan [161] | 4-6,5-7 | |
| ATP Newport | 07/19 16:30 | 27 | [131] Jason Jung v Tim Smyczek [123] | 1-6,7-5,4-6 | |
| ATP Newport | 07/18 16:25 | 26 | [123] Tim Smyczek v Matthew Ebden [43] | 6-3,6-3 | |
| ATP Newport | 07/16 18:05 | 25 | [133] Bjorn Fratangelo v Tim Smyczek [123] | 3-6,6-2,4-6 | |
| Challenger Winnetka | 07/10 00:00 | 25 | [113] Tim Smyczek v Tommy Paul [195] | 6-1,6-7,4-6 | |
| ATP Queens | 06/19 14:20 | 25 | [121] Tim Smyczek v Jeremy Chardy [61] | 2-6,4-6 | |
| ATP Queens Qual | 06/17 10:30 | 164 | [150] Thanasi Kokkinakis v Tim Smyczek [125] | 6-2,4-6,3-6 | |
| ATP Queens Qual | 06/16 10:00 | 64 | [125] Tim Smyczek v Mikhail Kukushkin [86] | 6-4,3-6,7-6 | |
| ATP Hertogenbosch | 06/12 10:35 | 25 | [69] Matthew Ebden v Tim Smyczek [125] | 6-2,6-3 | |
| ATP Hertogenbosch Qual | 06/10 13:30 | 164 | [118] Tim Smyczek v Bernard Tomic [206] | 4-6,2-6 | |
| ATP Hertogenbosch Qual | 06/09 13:50 | 64 | [118] Tim Smyczek v Bernabe Z Miralles [253] | 7-6,6-3 | |
| French Open Qual | 05/21 13:25 | 44 | [118] Tim Smyczek v Jaume Munar [155] | 3-6,5-7 | |
| ATP Estoril | 05/01 12:55 | 25 | [123] Tim Smyczek v Nicolas Kicker [93] | 2-6,2-6 | |
| ATP Estoril Qual | 04/30 11:00 | 45 | [123] Tim Smyczek v Fred Gil [445] | 6-4,6-2 | |
| ATP Estoril Qual | 04/28 11:00 | 44 | [123] Tim Smyczek v Francisco Cabral [313] | 6-2,6-1 | |
| ATP Budapest Qual | 04/21 08:30 | 26 | [137] Jurgen Zopp v Tim Smyczek [123] | 1-6,6-4,6-4 |