| Answer | Crossword Clue |
|---|---|
| FIELD | Famous Chicagoan. |
| OLEARY | Chicagoan Catherine with a famous barn |
| BEAR | Chicagoan |
| MRSOLEARY | Legendary Chicagoan |
| DITKA | Coaching Chicagoan |
| OLEARY | Legendary Chicagoan |
| CUB | Certain Chicagoan |
| MISTEROLEARYSBULL | Innocent Chicagoan |
| SOSA | Slammin' Chicagoan |
| MRSOLEARY | Chicagoan in 1871 news |
| OLEARY | Chicagoan in 1871 news |
