Catalina's often have a problem where they don't have limber holes in the liner where it would be nice to drain a particular spot - in the C-30 under the settees is a common spot to have some water build up until the boat gets heeled under sail.
If it happens without taking the boat out: Open everything up, get it dried out. Then hose the crap out of the deck. Feel for wet - you'll likely find a leaking winch, stanchion, rail, deck joint, or some other fitting. May be condensation. May be freshwater from the tanks. You're in IL, which eliminates the 'taste it' test to see if it's seawater. (Unless your taste buds are good enough to discern lake water vs water tank/HWH water)
If it only happens after taking the boat out: Look at the rudder stuffing. On many Catalina's it's close enough to the waterline to leak under power when the boat is squatting if the stuffing is bad.