Things to Do - Lakefront, Millennium & Grant Park, Buckingham Fountain, Art Institute of Chicago, Museum Campus, Jewelers Row, Da Bean, Sears Tower Skydeck, Navy Pier, Shopping - State Street Places to Eat - Pizano's (deep dish), Exchequer Restaurant, Millers Pub, The Village, Russian Tea House Drinks - Cindy's (rooftop of CAA), Elephant and Castle, 2twenty2, Cere's Cafe
Things to Do - Riverwalk, Chicago Architecture Tour (must do!), Bally's Casino, Electric Boat Company, Shopping - Michigan Ave Places to Eat - Roberts Pizza, RPM Italian, Bavette's Bar & Boeuf, Harry Carry's, Shaws Crab House Drinks - Tiny Tapp, Island Party Hut City Winery (on the river), O'Callaghan's, Lizzy McNeil's, Kerryman (Irish), Tao (club), Snickers (CAUTION - DIVE)
Things to Do - Zanies Comedy Club, Blue Man Group, Second City, Chicago Museum, The Richard H. Driehaus Museum Places to Eat - Small Cheval, Topo Grigio, Happy Camper Pizza, Hugos Frog Bar, Gibsons Steakhouse, Twin Anchors BBQ Drinks - Corcorans, the VIG, Woodies, Utopian Tailgate, Benchmark, Burtons Place, Declans (Wells Street); Butch McGuires, Hopsmith, The Lodge, She-nannigins (Division Street)
Things to Do - Lincoln Park Nature Walk & North Ave Beach (Morgan and Tom's Choice*), Lincoln Park Zoo, Diversey Driving Range & Putt Putt, Kingston Mines (Chicago Blues) Places to Eat - North Buena Deli, Gemini, DeNucci's, Trattoria Gianni, Briny Swine, Armitage Ale House, Alinea, Cafe Ba-Ba-Reeba!, Blue Door, Willow Room, Weiner's Circle, Ranalli's Drinks - Mary Joe McGuire's (Mizzou Bar), Halligan's, Prost, River Shannon (U of I Bar and dog bar), Marquee Lounge, J9 Wine Bar, Gaslight, Galloway Arms, Burwood Tap (Tom's Favorite)