| Description | Letter | City | % Correct |
|---|---|---|---|
| From 1974–1998, it had the world's tallest building | C | Chicago | 100%
|
| State capital of Illinois | S | Springfield | 97%
|
| "Whiskey City" of Illinois, where Richard Pryor was born | P | Peoria | 87%
|
| Southernmost city of Illinois, pronounced "kay-roe" | C | Cairo | 84%
|
| Most populous suburb of the above | A | Aurora | 83%
|
| Shares the University of Illinois with the neighboring city of Urbana | C | Champaign | 83%
|
| Home to Northwestern University | E | Evanston | 78%
|
| Home to the largest speedway in Illinois | J | Joliet | 78%
|
| Largest city on the Rock River | R | Rockford | 76%
|
| The Gateway Arch can be seen across the Mississippi River from this declining city | E | East St. Louis | 69%
|
| Named for the politician who was nicknamed "Old Man Eloquent" | Q | Quincy | 68%
|
| Two other big cities in Indiana and Minnesota share this city's name | B | Bloomington | 67%
|
| Located directly north of the above (hint: not unusual) | N | Normal | 65%
|
| Named for a Roman statesman, and has a Hispanic population of over 89% | C | Cicero | 61%
|
| Known for its Riverwalk on the DuPage River | N | Naperville | 54%
|
| One of the five "Quad Cities" of Iowa and Illinois, located east of Rock Island | M | Moline | 51%
|
| The Marvel antihero Ghost Rider is from this city on Lake Michigan | W | Waukegan | 49%
|
| Calls itself the "Soybean Capital of the World" | D | Decatur | 48%
|
| Small town near Dubuque, Iowa where Ulysses S. Grant lived | G | Galena | 38%
|
| Mormon founder Joseph Smith was assassinated here | C | Carthage | 15%
|