Rate of solvolysis of allyl and alkyl halides

Suppose I have 2 compounds, 3-chloropropene and 1-bromo-1-methylcyclohexane. Without knowing the values, how can we compare the rate of solvolysis?

My attempt: Resonance is quite dominant character thus alkyl chloride resonance I think should dominate over hyperconjugation but then we have an exception that 3 degree carbocation is more stable than benzyl carbocation hence there might be some disparity in orders.