In terms of overall iconic status at Wrigley Field, Ernie Banks would be number 1. 

Of course, he would!  He is "Mister Cub" after all!

Arguably the first superstar in baseball history, Cap Anson joined the then-named Chicago White Stockings in 1876 and would become one of the greatest hitters of the game for years.  In the 22 years he played in Chicago, Anson batted over .300 in 19 of them including a 15-year streak (1876 to 1890), and he would win three Batting Titles and four second-place finishes in that stretch.  Anson would find other ways to get on base as the superstar was also a three-time leader in On Base Percentage and finished second in that statistic four times.  His hits were also timely as he would lead the league in Runs Batted In eight times and to this day is fourth all-time in that metric.  He was also considered to be an above-average fielder at the time of his peak.

Jan Hrdina was chosen in the 5^th Round in 1995 by the Pittsburgh Penguins, and after playing in Junior for another year and the minors for two, he was ready to debut in the NHL in 1998.