Head to Head
| NBA G-League | 2019/11/27 00:30 | Raptors 905 v Windy City Bulls | L | 113-95 |
| NBA G-League | 2019/01/26 19:00 | Raptors 905 v Windy City Bulls | L | 102-98 |
| NBA G-League | 2018/11/22 00:30 | Windy City Bulls v Raptors 905 | W | 99-91 |
| NBA G-League | 2018/11/11 22:00 | Windy City Bulls v Raptors 905 | L | 91-111 |
| NBA G-League | 2018/02/14 01:00 | Windy City Bulls v Raptors 905 | W | 99-91 |
| NBA G-League | 2017/12/30 19:00 | Raptors 905 v Windy City Bulls | L | 123-104 |
| NBA G-League | 2017/12/17 01:00 | Windy City Bulls v Raptors 905 | L | 99-104 |
| NBA G-League | 2017/03/30 23:30 | Raptors 905 v Windy City Bulls | L | 98-95 |
Home History
| NBA G-League | 2019/12/09 01:00 | Santa Cruz Warriors v Windy City Bulls | W | 83-118 |
| NBA G-League | 2019/12/06 03:00 | Agua Caliente Clippers v Windy City Bulls | L | 105-102 |
| NBA G-League | 2019/11/29 23:00 | Windy City Bulls v Maine Celtics | W | 118-117 |
| NBA G-League | 2019/11/27 00:30 | Raptors 905 v Windy City Bulls | L | 113-95 |
| NBA G-League | 2019/11/24 22:00 | Fort Wayne v Windy City Bulls | L | 121-113 |
| NBA G-League | 2019/11/23 00:00 | Greensboro Swarm v Windy City Bulls | L | 114-102 |
| NBA G-League | 2019/11/21 01:00 | Windy City Bulls v Fort Wayne | W | 115-105 |
| NBA G-League | 2019/11/17 20:00 | Long Island Nets v Windy City Bulls | W | 87-107 |
Away History
| NBA G-League | 2019/12/10 00:00 | Long Island Nets v Raptors 905 | W | 95-106 |
| NBA G-League | 2019/12/08 00:00 | Fort Wayne v Raptors 905 | L | 102-101 |
| NBA G-League | 2019/12/05 16:00 | Raptors 905 v Long Island Nets | L | 116-117 |
| NBA G-League | 2019/12/04 00:00 | Delaware Blue Coats v Raptors 905 | L | 115-106 |
| NBA G-League | 2019/11/30 00:30 | Raptors 905 v Long Island Nets | W | 112-111 |
| NBA G-League | 2019/11/27 00:30 | Raptors 905 v Windy City Bulls | W | 113-95 |
| NBA G-League | 2019/11/24 00:00 | Birmingham Squadron v Raptors 905 | W | 141-143 |
| NBA G-League | 2019/11/20 16:00 | Raptors 905 v Maine Celtics | L | 102-113 |