For some details on fun things to do check out this link:
https://www.top-ten-travel-list.com/blog/exercise/50-fun-things-to-do-this-winter-in-chicago/
Christkindlmarket Chicago
50 West Washington Street, Chicago, IL 60602, (312) 494-2175
Millennium Park
Chicago, IL
The Art Institute of Chicago
111 South Michigan Avenue, Chicago, IL 60603, (312) 443-3600
Willis Tower Skydeck
Chicago, IL 60606
......
Navy Pier
Navy Pier - Museum Campus, Chicago, IL
...
Magnificent Mile
Chicago, IL 60611
Chicago Riverwalk
Chicago Riverwalk, Chicago, IL
Wrigley Field
1060 West Addison Street, Chicago, IL 60613, (773) 404-2827
Field Museum
1400 South Lake Shore Drive, Chicago, IL 60605, (312) 922-9410
Adler Planetarium
1300 South Lake Shore Drive, Chicago, IL 60605, (312) 922-7827
Lincoln Park Zoo
2001 North Clark Street, Chicago, IL 60614, (312) 742-2000
Museum of Science & Industry
Chicago, IL 60637
Shedd Aquarium
1200 South Lake Shore Drive, Chicago, IL 60605, (312) 939-2438
Broadway -- The Oriental and Cadillac Theater
24 & 151 W. Randolph St., Chicago, IL 60601
check out hottix.com for cheaper tickets
United Center Sports Complex
520 South Michigan Avenue, Chicago, IL 60605
blackhawks, bulls, concerts
Soldier Field Sled Hill
Chicago, IL 60605
Water Tower Place
835 North Michigan Avenue, Chicago, IL 60611, (312) 440-3580
Lou Malnati's Pizzeria
Sprinkles Chicago
50 East Walton Street, Chicago, IL 60611, (312) 573-1600
The Second City
1616 North Wells Street, Chicago, IL 60614, (312) 337-3992