| “Big Jack” Davis | captured after train robbery | 1870 |
| Jesse James | murdered for bounty | 1882 |
| Bobby/Grant Dalton | shot during bank robbery | 1892 |
| “Big Jim” Colosimo | shot in his cafe | 1920 |
| Johnny Torrio | seriously wounded/retired | 1925 |
| “Bugs” Moran | shot during St. Valentine’s Day Massacre | 1929 |
| Dutch Schultz | shot and killed | 1930 |
| Al Capone | sentenced to jail for tax evasion | 1931 |
| “Machine Gun” Kelly | captured | 1934 |
| “Pretty Boy” Floyd | shot and killed | 1934 |
| John Dillinger | shot and killed | 1934 |
| “Baby Face” Nelson | shot and killed | 1934 |
| Clyde Barrow/Bonnie Parker | shot and killed | 1934 |
| “Lucky” Luciano | deported to Italy | 1946 |