| Challenger Aptos | 08/05 23:30 | 24 | [207] Dennis Novikov v Liam Broady [263] | 2-6,6-4,0-6 | |
| ATP Los Cabos | 07/28 03:05 | 64 | [133] Egor Gerasimov v Dennis Novikov [396] | 4-6,6-2,7-5 | |
| Challenger Granby | 07/23 15:10 | 24 | [421] Maximilian Neuchrist v Dennis Novikov [396] | 6-4,7-6 | |
| Challenger Gatineau | 07/16 16:40 | 24 | [266] Joao Menezes v Dennis Novikov [396] | 6-4,6-2 | |
| Challenger Gatineau | 07/15 13:00 | 28 | [346] Brydan Klein v Dennis Novikov [399] | 2-6,7-6,6-7 | |
| Challenger Winnipeg | 07/10 18:50 | 25 | [392] Dennis Novikov v Brayden Schnur [112] | 0-6,6-7 | |
| Challenger Winnipeg | 07/08 17:50 | 24 | Dennis Novikov v Joshua Peck | 6-4,7-6 | |
| Challenger Columbus | 06/13 17:10 | 26 | [400] Dennis Novikov v Joao Menezes [274] | Retired | |
| Challenger Columbus | 06/12 20:00 | 25 | [198] Donald Young v Dennis Novikov [400] | 6-7,2-6 | |
| Challenger Columbus | 06/11 16:30 | 24 | [400] Dennis Novikov v Michael Redlicki [321] | 6-4,6-3 | |
| Challenger Columbus | 06/10 18:00 | 166 | [400] Dennis Novikov v Arjun Kadhe [401] | Retired | |
| Challenger Savannah | 04/30 14:00 | 24 | [397] Dennis Novikov v Manuel Guinard [428] | 3-6,6-4,4-6 | |
| Challenger Tallahassee | 04/22 23:25 | 24 | [382] Dennis Novikov v Emilio Gomez [251] | 4-6,2-6 | |
| Challenger Drummondville | 03/13 01:45 | 25 | [375] Dennis Novikov v Yannick Maden [119] | 4-6,1-6 | |
| Challenger Drummondville | 03/11 21:40 | 24 | [375] Dennis Novikov v Andrea Collarini [318] | 6-4,6-4 | |
| Challenger Indian Wells | 02/25 23:30 | 24 | [243] Santiago Giraldo v Dennis Novikov [359] | 7-5,5-7,6-2 | |
| Challenger Morelos | 02/21 18:50 | 26 | [294] Dennis Novikov v Renzo Olivo [312] | 2-6,4-6 | |
| Challenger Morelos | 02/20 23:00 | 25 | [294] Dennis Novikov v Manuel Sanchez [478] | 6-3,6-2 | |
| Challenger Dallas | 02/05 18:50 | 24 | [268] Dennis Novikov v Emilio Gomez [335] | 1-6,1-6 | |
| Challenger Dallas | 02/05 01:55 | - | Dennis Novikov v Ante Pavic | Cancelled | |
| Challenger Cleveland | 01/28 22:40 | 24 | [285] Roberto Marcora v Dennis Novikov [266] | 6-3,4-6,7-5 | |
| Challenger Newport Beach | 01/24 19:45 | 26 | [120] Jason Jung v Dennis Novikov [257] | 4-6,6-4,7-5 | |
| Challenger Newport Beach | 01/22 22:00 | 25 | [257] Dennis Novikov v Christopher Eubanks [170] | 4-6,6-1,7-6 | |
| Challenger Newport Beach | 01/21 23:30 | 24 | [257] Dennis Novikov v Ante Pavic [298] | 6-1,7-5 | |
| Challenger Columbus | 01/08 19:50 | 25 | [325] Vincent Millot v Dennis Novikov [257] | 7-5,7-6 | |
| Challenger Orlando | 01/03 15:00 | 26 | [308] Marcos Giron v Dennis Novikov [257] | 6-1,6-2 | |
| Challenger Orlando | 01/01 15:00 | 25 | [400] Joao Souza v Dennis Novikov [257] | 3-6,2-6 | |
| US Open | 08/21 19:40 | 44 | Dennis Novikov v Sebastian Korda | 6-4,5-7,2-6 | |
| Challenger Aptos | 08/07 22:00 | 25 | [244] Dennis Novikov v Stefano Napolitano [194] | 4-6,3-6 | |
| Challenger Winnetka Qual | 07/07 19:20 | 45 | Dennis Novikov v Aziz Dougaz | Retired |