In what year did the Great Fire occur?
1871
What was the original name of the Willis Tower?
Sears Tower
Known as the Main Street of America, which two-digit “route” starts in Chicago?
Route 66
What long-running Broadway musical features songs like "All That Jazz," "Cell Block Tango," and "Mr. Cellophane?
Chicago The Musical
Who are the “Monsters of the Midway”?
The Chicago Bears
Ike Sewell and Richard Riccardo invented the Chicago deep dish at what pizzeria?
Pizzeria Uno
Which neo-Gothic tower, built in 1925, sits on N Michigan Ave?
Tribune Tower
What famed Chicago-based improv theater group gets its name from one of Chicago’s many nicknames?
Second City
Which Chicago blues legend opened a club in Chicago because of a promise made to keep the Blues alive?
Buddy Guy
What was Michael Jordan’s Jersey Number when he played for the Chicago Bulls?
23
The stars on the Chicago flag represent: Fort Dearborn, the Great Fire, the World's Columbian Exposition of 1893, and what else (year)?
The World’s Fair of 1933
Which Chicago landmark was the largest building in the world from 1931 to 1943?
Merchandise Mart
What Chicago-based book follows dual plot lines of the architecture of the 1893 World's Fair and the serial killer Dr. H. H. Holmes?
The Devil in the White City
Also known as "The Chairman of the Board," who sang that Chicago was his "kind of town?"
Frank Sinatra
Which famous Chicago tavern put a curse on the Chicago Cubs?
Billy Goat Tavern
What was the original name of O’Hare International Airport (ORD)?
Orchard Place Airport/Orchard Field
One of the most famous landmarks in Chicago, which fabled structure survived the Great Fire?
The Chicago Water Tower
Which native Chicagoan was the father of the “happiest place on earth”?
Walt Disney
Which Chicago band gets its name from its founder’s astrological sign?
Earth, Wind, and Fire
Most recently, the Chicago Blackhawks won the Stanley Cup in what year?
2015
After the Great Fire, what did the citizens of the United Kingdom send to the city of Chicago?
8,000 books
Chicago’s streets are designed on a grid. At what intersection does Chicago’s grid begin?
State and Madison
Which Chicagoland suburb is Frank Lloyd Wright’s home and studio located in?
Oak Park
Chicago native Jennifer Hudson won both an Oscar and a Golden Globe for her performance in what 2006 musical film?
Dreamgirls
Who is known as the “Original Bull”, retired Bull’s player number 4?
Jerry Sloan