Easily one of Chicagoland's best bets for homemade ice cream, the Sweet Occasions and More (5306 N. Clark St., 773-275-5190) sits along Andersonville's main drag and is a favorite stop following dinner at one of the neighborhoods many excellent restaurants. The stellar ice cream served here is actually produced by the renowned Madison, Wisconsin-based Chocolate Shoppe company, which has been around since 1962 and has a huge following throughout the Midwest.
Sweet Occasions, which also has locations in Lincoln Square/Ravenwood (at <4639 N. Damen Ave.") and in Edgewater (at 1036 W. Bryn Mawr Ave.), has that nostalgic feel of an old-fashioned ice cream parlor and serves such vaunted Chocolate Shoppe ice cream flavors as strawberry-banana twist, maple nut, peanut-butter cookie dough, blueberry cheesecake, and Zanzibar dark chocolate. The shop also serves excellent sandwiches (try the pulled pork), light breakfast fare, and a wide variety of cakes, cupcakes, homemade fudge, and other sweets - it's a nice dessert option following dinner at Anteprima or Charlie's Old Town. For tasty ice cream in Lakeview, try Bobtail.