walk or bike along Chicago's lakefront DIIVY bikes for rent - use the LYFT app
walk along Chicago's Riverwalk Restaurant/Drink recommendations: Tiny Tapp, City Winery at the Riverwalk, Chicago Brewhouse, Pizzeria Portofino and RPM Seafood.
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.
We definitely recommend a reservation for all restaurants. Restaurants: Luxbar, Somerset, Lou Malnati's Pizzeria, The Bellevue Chicago, RL Restaurant, 3 Arts Club Cafe at RH Chicago, Topo Gigio Ristorante Bars: Dublins, Butch McGuire's, Sparrow, Viceroy rooftop (Pandan), The Lodge Tavern Easy Breakfast/Coffee Grabs: Gotham Bagels, La Colombe, The Goddess and Grocer