The 1999 Dudley Hewitt Cup was a series played for a berth into the 1999 Royal Bank Cup
Teams[]
- Rayside-Balfour Sabrecats (1998-99 NOJHL Season champions)
- Bramalea Blues (1998-99 OPJHL Season champions)
Series[]
- Bramalea Blues defeated Rayside-Balfour Sabrecats 4-games-to-none
- 04/16/1999 - Rayside-Balfour 3 @ Bramalea 5
- 04/18/1999 - Bramalea 2 @ Rayside-Balfour 1
- 04/20/1999 - Rayside-Balfour 2 @ Bramalea 3
- 04/22/1999 - Bramalea 3 @ Rayside-Balfour 2
- Bramalea Blues move on to 1999 Royal Bank Cup.