Head to Head
| NBA G-League | 2019/01/26 19:00 | Raptors 905 v Windy City Bulls | W | 102-98 |
| NBA G-League | 2018/11/22 00:30 | Windy City Bulls v Raptors 905 | L | 99-91 |
| NBA G-League | 2018/11/11 22:00 | Windy City Bulls v Raptors 905 | W | 91-111 |
| NBA G-League | 2018/02/14 01:00 | Windy City Bulls v Raptors 905 | L | 99-91 |
| NBA G-League | 2017/12/30 19:00 | Raptors 905 v Windy City Bulls | W | 123-104 |
| NBA G-League | 2017/12/17 01:00 | Windy City Bulls v Raptors 905 | W | 99-104 |
| NBA G-League | 2017/03/30 23:30 | Raptors 905 v Windy City Bulls | W | 98-95 |
| NBA G-League | 2017/02/10 01:00 | Windy City Bulls v Raptors 905 | W | 104-113 |
Home History
| 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 |
| NBA G-League | 2019/11/17 18:00 | Maine Celtics v Raptors 905 | L | 129-115 |
| NBA G-League | 2019/11/16 01:00 | Wisconsin Herd v Raptors 905 | L | 115-109 |
| NBA G-League | 2019/11/09 00:30 | Raptors 905 v Grand Rapids | L | 94-109 |
| NBA G-League | 2019/03/23 23:00 | Lakeland v Raptors 905 | L | 118-104 |
| NBA G-League | 2019/03/22 23:00 | Lakeland v Raptors 905 | L | 105-104 |
| NBA G-League | 2019/03/16 23:00 | Delaware Blue Coats v Raptors 905 | W | 104-117 |
Away History
| 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 |
| NBA G-League | 2019/11/16 00:00 | Cleveland Charge v Windy City Bulls | W | 97-111 |
| NBA G-League | 2019/11/10 01:00 | Windy City Bulls v Wisconsin Herd | L | 102-111 |
| NBA G-League | 2019/11/09 01:00 | Wisconsin Herd v Windy City Bulls | W | 111-129 |
| NBA G-League | 2019/03/24 00:00 | Windy City Bulls v Cleveland Charge | L | 109-120 |