Ike Barinholtz, Jonathan Toews, Seth Jones, Larray, Gillian Laub

"Chicago Party Aunt" star Ike Barinholtz will stops by to be chat and faces off against Chicago Blackhawks Players Jonathan Toews and Seth Jones in a rousing game of Chicago Champ. Plus, Drew kicks off Cookbook Countdown, in advance of the release of her first cookbook "Rebel Homemaker," and is joined by TikTok sensation Larray to be taste some loaded mac and cheeses. Then, photographer Gillian Laub, who has photographed some of the most influential people in the world, shares why she chose to turn the lens on herself and her family in her new book, "Family Matters."