I’d ask the question once you’ve applied to a slew of schools and have a slew of admissions in hand. With that GPA and those LSAT scores, you may well be admitted at both–and others in the top 10. But it’s premature to be asking this question.
I find choosing between Penn and Chicago to be somewhat unusual. Both are amazing schools; Chicago is perhaps a bit more selective, but Penn is an Ivy, and Penn is a job machine, so you can’t go wrong either way.
But, again: apply to a bunch of schools, get admitted to a bunch, and then weigh your offers.