Home ยป Leesburg’s 14th Annual Chili Cook-Off Leesburg’s 14th Annual Chili Cook-Off 14th Annual Chili Cook-Off Saturday, November 3rd Gates open at 4:00 The tasting is from 5-10 P.M $5.00 per person for all you can eat chili and live entertainment! For more information, contact Dell Ross at 352-326-8090