Since you're flying SW, no baggage fees to worry about. So, your timing depends on your flight departure time. You need to be finished, and walking away, no less than 3 hrs prior to flight departure. I like to get down to RAC as soon as possible. You'll walk out the doors, valet on your left. Turn right, and you'll see the RAC counter. It will be the same as checking in at MCO. So bring id.
The length of time will depend on your timing. If your flight is before 8:30am, you might be able to make it work. But in all honestly, I don't even think about it for flights before 8:30. DME could pick you up between 5:15 and 5:45 for an 8:30 flight.