Welcome to the wonderful shore-diving of South Florida! -As a former Chicagoan, this really is a treat for my husband and myself, but learning how to read the conditions for shore diving is a skill that we are continuously improving upon.
National Weather Service Marine Forecast is my primary resource (apparently I have to make 5 posts before Scubaboard will allow me to post the link, I'll eventually post it below). You're looking for seas 2-3 feet or less to ensure safe conditions and good visibility. Additionally, due to the frequent thunderstorms/lightening strikes in SoFla, we check the radar to make sure that storms don't seem to be heading to the beach.
Nothing beats a drive by the beach to visually check things out. -Notice which way the buoys are leaning... does there seem to be a north/south current?
Lauderdale by the Sea has some phenomenal diving and is a nice, easy swim out to the reef. I can recommend two wonderful dive shops and a local dive group that goes out quite regularly if you are interested! -Enjoy yourself, hope this helped.