Just throwing some stuff of my favorites out there, some things depend on the weather.
Attractions
- Field Museum, Shedd Aquarium, Adler Planetarium (all in the same area)
- Museum of Science and Industry (south of the city)
- Observatories - Sears Tower Skydeck, Hancock Observatory
- Navy Pier - Chicago Children's Museum, Amazing Chicago Funhouse Maze, IMAX, Ferris Wheel, shopping, etc.
- Millennium Park - outdoor ice skating (weather permitting) & the "bean"
- Chicago History Museum
- Art Institute
- Lincoln Park Zoo (open all year)
- Sports & Games - ESPN Zone, Dave & Busters
- Magnificent Mile (Michigan Ave.) - shopping & Christmas lights
Places to Eat:
- Kid Friendly - Rainforest Cafe, Rock N' Roll McDonalds, Hard Rock Cafe, Ed Debevic's, Portillos
- Pizza - Ginos East, Giordanos, Lou Malnatis, Pizzeria Uno
- Fogo de Chao (Brazillian Steakhouse, good stuff!!)
- Steak - Gibsons, Chop House, Weber Grill, Harry Caray's
- Italian - Italian Village, Maggianos, Buca Di Beppo
- Seafood - Bob Chinn's, Shaw's
- Cheesecake Factory
- Carson's Ribs
Fun Hotels Downtown:
Hard Rock Hotel & House of Blues Hotels