Chicago to Florida the only choice is CL to SM (I tried ORL as the destination to see if the the connection to the SS were still valid). On the other hand both the CL and LSL are valid from ORL to CHI. I always select the LSL for the return because
Variety
Opportunity to walk around NYC
Shorter layover in CHI (I connect there to the IZ, CZ, or SWC)
Most importantly, LSL is scheduled to arrive in Toledo at 5:55AM vs. 5:08 for the CLl (it gives you a better chance for a good night's sleep if you are using a one zone AGR award).