Hi,
Apples are a problem this year in this region. Orchards like Quigs in Mundelein had a very small quantity available for picking, due to late frosts which killed the buds as well as the continuous rains which caused mold/fungal problems. So wherever you contemplate visiting, I would phone first.
My favorite orchard for heirloom apples simply didn't produce this year. Yet in the very same area someone said there are apples available at
Royal Oak Farm Orchard, however I would phone first to verify if apple picking is really happening.
You can also refer to the
Michigan Ag Tourism or on the Useful Stuff Board there is Farm Direct, which offers information on Illinois AG sources.
You may want to use the search function of this website because there have been several threads this year on apples and apple picking.