Do I need to file both RITA and CCA? I live in a RITA city but work in a CCA city. I’ve heard conflicting answers so I’m pretty confused.

File only the RITA return.

You normally only have to file a return in the city you live in. It is not necessary to file one in the city you work in, if different. Your employer will remit withholding to the city you work in, but you do not file a return unless you're claiming a refund or your employer didn't withhold enough ( both highly unusual). The city you live in will allow a credit or partial credit for the withheld tax you paid to the work location city. 

TurboTax (TT) does not automatically prepare a city return, you must initiate it. At the screen, in the Ohio program, titled 
 "A few things before we wrap up your state taxes"
      scroll down to Ohio City taxes. 
Or, later
"Your 2016 Ohio Taxes are ready for us to check"
    -Click Other situations
    -Scroll down to Ohio City taxes. 

TT cannot e-file an Ohio City or RITA return. It must be printed and mailed.

I actually find it easier to fill out a city return by hand or at the city, CCA or RITA web site, than to use TT. Things don't happen automatically and you need to know what you’re doing. The actual  RITA/city forms are easier to follow than the TT interview.

http://www.ritaohio.com/