The annual Cubs Caravan is a two-day excursion of Cubs players and coaches to schools, neighborhoods and communities throughout Illinois and Northwest Indiana. The 2011 Cubs Caravan featured two tours of Chicago Cubs players, coaches and front office leadership combining to visit six cities and five elementary schools, two high schools, Chicago's Northwestern Memorial Hospital, Boys and Girls Club of Rockford, Lincoln Library in Springfield, the USO of Illinois at the Great Lakes Naval Academy and a charity luncheon benefiting Chicago Cubs Charities.
The 2011 Cubs Caravan included a visit to Cleveland Elementary School, winner of the inaugural 2011 Cubs Caravan Visits My School Contest. Cleveland School (3121 W. Byron St., Chicago, IL) was selected from more than 75 contest entries for its enthusiasm and knowledge of the Chicago Cubs. Each year, students at Cleveland School host a rally on Opening Day to support its favorite team in the new baseball season. Teachers host a door decorating contest where classrooms compete for the best Cubs design. On game days, Cleveland School students are encouraged to wear their Cubs jerseys in place of their standard school uniform. Cubs scores are included in the school's morning announcements following each game day.