Ya fara kakar wasa ta 1995-96 tare da Flyers, inda Dineen ya ga lambobin sa sun ragu zuwa babu kwallaye da maki biyu a wasanni 26. A ranar 28 ga Disamba, 1995, Flyers sun yi musayar Dineen zuwa Whalers don zagaye na bakwai na Hartford a cikin
Zaɓin shiga NHL na 1997.