Located in the middle of Chicago's oldest confectionery (built in 1914 and re-established in 1985), Polo Cafe has been run by chef/owner David Samber for 19 years. Less casual that most of what's in this area (tablecloth), the restaurant's entrees include BBQ pork chops, Cajun grilled red snapper filet and sliced London broil (made from certified Angus beef) for two. Cap off dinner with a bit of sweetness; indulge in the creme brulee or flourless chocolate espresso truffle torte.
The main dining area seats about 50. The adjacent Old Eagle Room, originally built in 1914 as a Lithuanian picture show, has a Rodgers 360 Theatre organ and an 18-channel audio system for special occasions (seats 100). When fall rolls around, don't miss the Chicago South Side Jazz night on Thursdays from 8-11 p.m., $10 cover.
Average cost: $21-$30