The long long ago
The formative years
Politics, politics, politics
From Capone to Foenem
From Cabrini to Stonks
100

This 1848 canal linked the Great Lakes to the Mississippi River system, making Chicago a trade hub.

What is the Illinois & Michigan Canal?

100

This 1871 disaster destroyed much of Chicago but led to rapid rebuilding.

What is the Great Chicago Fire?

100

This mayor (1955–1976) symbolized Chicago’s Democratic machine politics.

Who is Richard J. Daley?

100

This Chicago crime boss became nationally famous during Prohibition.

Who is Al Capone?

100

This 1930s housing policy labeled minority neighborhoods “hazardous” for loans.

What is redlining?

200

Chicago’s early growth depended on access to this major river system connected to the Mississippi.

What is the Mississippi River system?

200

This industry made Chicago the nation’s __________ capital.

What is the meatpacking industry / Union Stockyards?

200

This mayor’s 1983 election led to the “Council Wars.” He was also the first black mayor of Chicago.

Who is Harold Washington?

200

This nationwide ban on alcohol (1920–1933) fueled organized crime.

What is Prohibition?

200

These agreements prevented Black families from buying homes in white neighborhoods.

What are restrictive covenants?

300

Before becoming a city, Chicago was part of this fur trade network involving French traders & Native Americans.

What is the French fur trade?

300

Railroads transformed Chicago into this type of national transportation center.

What is a railroad hub?

300

This term describes a political system where one party dominates city government for decades.

What is a political machine?

300

This 1969 police raid killed Illinois Black Panther Party leader Fred Hampton, becoming one of the most controversial law enforcement actions in Chicago history.

What is the FBI assassination?

300

These high-rise housing projects became symbols of concentrated poverty.

What are Cabrini-Green & the Robert Taylor Homes?

400

Chicago was officially incorporated as a city in this year.

What is 1837?

400

This 1886 labor protest in Chicago became tied to the fight for the eight-hour workday.

What is the Haymarket Affair?

400

Machine politics exchanged jobs & services for this.

What are favors & votes / political loyalty?

400

In the 2010s, gang conflicts increasingly escalated because of this digital platform effect that spreads taunts quickly.

What is social media / algorithm-driven amplification?

400

This federal practice in the 1930s–1950s directed loans toward white suburbs while denying them in Black neighborhoods.

What is federal mortgage discrimination / FHA-backed redlining?

500

This geographic feature gave Chicago control over trade between the Great Lakes & inland America.

What is its location at the southwestern tip of Lake Michigan?

500

After the Fire, Chicago rebuilt using this new architectural innovation, helping create the modern skyline.

What is steel-frame skyscraper construction?

500

The long tenure of mayors like Richard J. Daley & Richard M. Daley reflects Chicago’s tradition of this type of centralized political power.

What is mayoral machine dominance?

500

 After 2010, gang fragmentation was intensified by decades of this economic condition in South & West Side neighborhoods.

What is disinvestment / concentrated poverty?

500

The demolition of high-rise public housing in the 1990s–2000s was part of this redevelopment plan by the Chicago Housing Authority.

What is the Plan for Transformation?