- 1919 Chicago Race Riots@
- Learn about the 1919 Chicago Race Riots, a major racial conflict which began in Chicago on July 27, 1919. Sites offer history, riot events, newspaper accounts, articles, pictures, maps, and the role of white gangs in the 5-day rioting which claimed many lives and rendered hundreds homeless.
- 1968 Democratic Convention (4)
- Learn more about the 1968 Democratic Convention featuring sites about the events of that day and the trial of the Chicago Seven.
- American Experience: Chicago: City of the Century
 - Companion site to the film chronicling Chicago's transformation from a swampy frontier town to the quintessential American city of the 19th Century. - Bridgeport
- A brief look into the Illinois and Michigan canal.
- Broadcasting in Chicago: 1921-1989
- Online museum of broadcast history with a focus on the studio NBC operated in Chicago's Merchandise Mart.
- Chicago Airshow Scenes
- Features aircraft photos from a late 1930s Chicago Air Show.
- Chicago Historical Society's History Files
- With information on Al Capone, the Chicago Fire, and the Black Sox.
- Chicago Women's Liberation Union Herstory
- Documents, video, audio, and music from the CWLU and the second wave feminist movement.
- Chronological History
- Timeline about the city of Chicago since 1673.
- City Transformed: Railroads and Their Influence on the Growth of Chicago in the 1850s
- Finalist entry in the 1995 Chicago Metro History Fair.
- Clarke House@
- Read about Clarke House, the oldest surviving building in Chicago. Sites offer historical background, architecture style, museum archive, and pictures of the 1836 Greek Revival style house located in the Prairie Avenue Historical District, Chicago.
- DePaul University: Chicago History
- Offers general information on the Second City's history.
- Dying Alone: The 1995 Chicago Heat Wave
- Social historian Eric Klinenberg discusses the reasons why the 1995 heat wave killed more Chicagoans than the Great Chicago Fire.
- Encyclopedia of Chicago
- Entries, historical sources, maps, and much more. From the Chicago Historical Society, The Newberry Library, and Northwestern University.
- Great Chicago Fire (1871) (4)
- Learn about the Great Chicago Fire of 1871, the conflagartaion that raged in Chicago, Illinois for two days killing hundreds and destroying miles of the city. Sites offer background information, news archives, articles, pictures, and videos of the fire started by a cow which is considered as one of the largest U.S. disasters of 19th century.
- Haunted Chicago Paranormal Research and Investigation
- Presents scientific evidence of ghosts and other paranormal phenomenon gathered in investigations throughout the Chicago area.
- Haymarket Riot@
- Read about Haymarket Riot of 1886 in Chicago, Illinois, which is considered to be one of the major influences on the origin of international May Day observances for workers. Sites feature history, articles, manuscripts, pro-labour speeches, photographs, illustrations, and library archives about the historical clash between the business class and working class in late 19th century Chicago.
- Historic Pullman
- Focuses on education and information concerning the Historic Pullman District including museum hours, events, tour schedules, etc.
- Historic Pullman Foundation
- Preservation and restoration activities within the Pullman Historic District of Chicago.
- History of Chicago's L
- Extensive history of the local mass transit system, including historic maps, chronologies, rolling stock history, and an extensive section on "L" stations.
- Iroquois Theater Fire (3)
- Find sites about the Iroquois Theatre fire, the most deadly fire which occurred in Chicago on December 30, 1903. Sites offer background information, event details, list of victims, pictures, and news excerpts about one of the worst disasters in the history of Chicago, Illinois.
- Jamie's Chicago Ghost Stories and Haunted Sites
- Comprehensive resource about local hauntings. Includes brief descriptions of ghosts, along with links to related sites.
- Maxwell Street Market (4)
- Find your way to Maxwell Street Market, the flea market in Chicago, Illinois, which is considered as one of the oldest open air markets in the U.S. Sites include background information, articles, and pictures of the Chicago marketplace associated with the music band Chicago Blues.
- Pullman Strike@
- Learn about Pullman Strike, the wildcat strike by the Pullman Palace Car Company in Illinois on May 11, 1894. Sites feature historical background, events, consequences, labour related transcripts, museum exhibits, excerpts from the U.S Strike Commission's report, and analysis of the labour strike and its impact on the U.S. history.
- Real Chicago
- Photos from the files of The Chicago Sun-Times.
- Rogers Park / West Ridge Historical Society
- Encourages and perpetuates an interest in the history of our communities through research, education and preservation.
- S.S. Eastland (2)
- Learn about S.S. Eastland, the passenger ship which listed and rolled over in the Chicago River due to overcrowding in 1915. Sites offer background information, pictures, list of victims, and history of mutinies that occurred aboard the ship from its commissioning till its fateful drowning.
- The Encyclopedia of Chicago
- Description and sample pages from the reference work on Chicago's history.
- Urban Experience In Chicago: Hull-House and Its Neighborhoods, 1889-1963
- Documents the life and times of Jane Addams, the history of the social Settlement House Movement and of Hull-House, and the history of Chicago's Near West Side neighbourhood and its immigrant communities.
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