The schedule for the Velogames SUPERCLASICO 2021 contest is shown below. Please note that this list is subject to change. Entry deadlines will be altered as the full race timetable is revealed for each event, and the ongoing global pandemic means that elements within the season calendar could be altered at short notice.
| Race | Deadline (CET/CEST) | Race | Category |
| 1 | 2021-03-06 11:30:00 | Strade Bianche | Cat 2 |
| 2 | 2021-03-07 11:00:00 | GP Industria & Artigianato | Cat 3 |
| 3 | 2021-03-17 12:00:00 | Danilith Nokere Koerse | Cat 3 |
| 4 | 2021-03-20 09:30:00 | Milano-Sanremo | Cat 1 |
| 5 | 2021-03-24 12:00:00 | Oxyclean Classic Brugge-De Panne | Cat 2 |
| 6 | 2021-03-26 12:00:00 | E3 Saxo Bank Classic | Cat 2 |
| 7 | 2021-03-28 10:00:00 | Gent-Wevelgem | Cat 2 |
| 8 | 2021-03-31 12:00:00 | Dwars door Vlaanderen | Cat 2 |
| 9 | 2021-04-04 10:00:00 | Ronde van Vlaanderen | Cat 1 |
| 10 | 2021-04-07 12:30:00 | Scheldeprijs | Cat 3 |
| 11 | 2021-04-14 12:00:00 | De Brabantse Pijl | Cat 3 |
| 12 | 2021-04-18 11:30:00 | Amstel Gold Race | Cat 2 |
| 13 | 2021-04-21 11:15:00 | La Flèche Wallonne | Cat 2 |
| 14 | 2021-04-25 10:00:00 | Liège-Bastogne-Liège | Cat 1 |
| 15 | 2021-05-16 11:30:00 | Tro-Bro Léon | Cat 3 |
| 16 | 2021-07-24 03:30:00 | Tokyo Road Race | Cat 1 |
| 17 | 2021-07-31 11:30:00 | Donostia San Sebastian Klasikoa | Cat 2 |
| 18 | 2021-08-29 10:30:00 | Bretagne Classic - Ouest-France | Cat 2 |
| 19 | 2021-09-15 12:00:00 | Grand Prix de Wallonie | Cat 3 |
| 20 | 2021-09-18 12:30:00 | Primus Classic | Cat 3 |
| 21 | 2021-09-19 13:00:00 | Eschborn-Frankfurt | Cat 2 |
| 22 | 2021-09-26 10:15:00 | World Championship | Cat 1 |
| 23 | 2021-10-03 11:00:00 | Paris-Roubaix | Cat 1 |
| 24 | 2021-10-04 11:30:00 | Coppa Bernocchi - GP BPM | Cat 3 |
| 25 | 2021-10-05 11:30:00 | Tre Valli Varesine | Cat 3 |
| 26 | 2021-10-06 12:00:00 | Milano - Torino | Cat 3 |
| 27 | 2021-10-07 13:00:00 | Gran Piemonte | Cat 3 |
| 28 | 2021-10-09 10:15:00 | Il Lombardia | Cat 1 |
| 29 | 2021-10-10 11:30:00 | Paris - Tours Elite | Cat 2 |