- Native American tribes populate the area: Illinois, Miami, Potawatomie, Ojibwa, Menominee, Ho-Chunk
- They name it Shikaakwa, an Algonquin word which roughly translates to "stinking onion" due to the marshy wetland conditions and smell of wild onion plants.
- Native American tribes establish hunting and fishing villages and trade with other tribes down the river.
- France claims the territory and establishes international fur trade
- Father Jacques Marquette and French-Canadian fur-trader Louis Joliet explore the rivers and map what is called The Northwest Territory in attempt for France to find the Northwest passage across the continent to the Orient, and to convert the natives to Christianity. Joliet noted that at the Chicago Portage a canal could be constructed to link the Great Lakes to the Mississippi River.
- French settler and explorer, Rene-Robert Caveiler de La Salle, in search of a route to China, mapped the Ohio River to the Mississippi River all the way to the Gulf of Mexico and named the whole area Louisiana for his King, Louis XIV of France, in 1682. (Note: this is not the same La Salle, during the same timeframe, for whom Catholic Schools are named. Schools are named for Jean-Baptist de La Salle, the patron saint of teachers)
- Chicago is a center for the Fur-trade
- The Potowatami tribe, allied with France, displaces other tribes in the area
- Most of the middle of the continent and the area along the Mississippi River is claimed as New France
- The Upper Louisiana Territory / Illinois country and French Canada is a French Colony, as is Lower Louisiana / to the Gulf Coast
- The Seven Year War (French Indian War) with England ends and France relinquishes its claims to part of the Upper Lousiana territories to Britain.
- The Boston Tea Party. December 16
- American Revolutionary War begins; the American colonies seek independence from Britain.
- The American Declaration of Independence from Britain
- Jean Baptiste Point DuSable married Kittahawa (Catherine), a Potawatami woman in Illinois
- American Revolutionary War ends with the signing of the Treaty of Paris 1783, and acknowledges the sovereignty of the United States
- Treaty of Paris, September 3, 1783, the United States gains control of much of the Northwest Territory from the British
- US Congress passes the Land Ordinance of 1785. Western territories were surveyed and parcels sold to pay off the national debt. An area was divided into square lots; this was the origin of the street grid system in many newer cities.
- The Northwest Ordinance of 1787 establishes the Northwest Territory. An area which roughly encompasses what today are the Great Lakes states (Illinois, Indiana, Ohio, Wisconsin, and parts of Minnesota) east of the Mississippi River and Northwest of the Ohio River.
- Jean Baptiste Ponte DuSable settles the north bank of the Chicago River on the shores of Lake Michigan. (Date could be as early as 1779)
- George Washington, President. 1789-1797
- The Greenville Treaty, defined the boundary between Native American tribes and the US.
- John Adams, President. 1797-1801
- Napoleon Bonaparte comes to power in France.
- DuSable sold his house and property and moved his family to Peoria.
- Thomas Jefferson, President 1801-1809
- The original Fort Dearborn is built on the south bank of the Chicago River on the shores of Lake Michigan
- Transfer of land in Louisiana Purchase from (Napoleon) France to (Thomas Jefferson) US. Land from the Mississippi River to the Rocky Mountains.
- The Napoleonic Wars begin between France and other countries in Europe. 1803-1815
- John Kinzie, Fur-trader from Quebec, purchases house and land previously built and owned by DuSable.
- The American Fur Company was started in New York by John Jacob Astor
- James Madison President 1809-1817
- The war of 1812 between Britain and the United States (1812-1815). Concurrently Britain was amid the Napoleonic Wars with France (1803-1815).
- The Fort Dearborn massacre
- John Kinzie and family were given safe passage to Detroit by the Potawatami tribe and were spared the Fort Dearborn massacre
- Napoleon abdicates after the Battle of Waterloo. June 22
- John Kinzie returns to Chicago and occupies the house again
- The second Fort Dearborn is built.
- James Monroe, President. 1817-1825
- Illinois becomes the 21st State.
- Jean Baptiste Point DuSable died in St. Charles , MO. August 28
- US Congress makes land grant to Illinois for the construction of the Illinois Michigan Canal to link the Great Lakes to the Mississippi River.
- The fur trade dwindles due to overtrapping and reduced animal populations
- Opening of the Erie Canal which connected the Atlantic Ocean through New York City to the Great Lakes.
- Mark Beaubien establishes the Sauganash Tavern (bar, restaurant, and hotel), located at Wolf Point. 1825
- John Quincy Adams, President. 1825-1829
- Andrew Jackson, President 1829-1837
- The state of Illinois begins to survey Chicago for a canal to link the rivers to the Great Lakes.
- Congress passes the Indian Removal Act.
- The 1830 survey plat map for the Chicago end of the I&M Canal is drawn up into 58 square blocks with service alleys.
- The first land lots were sold to finance the I&M Canal. September 4, 1830
- The Black Hawk War ends, the last battle with native americans in the Chicago area
- The Town of Chicago is established August 12, 1833
- Chicago population = 350.
- Chicago Treaty of 1833 pushes Native American tribes westward
- First Chicago newspaper published, the Chicago Weekly Democrat
- Baubien, founder of the Sauganash Tavern, becomes the lighthouse keeper.
- Construction of the Illinois Michigan Canal begins, connects the Chicago River at Bridgeport to the Illinois River at LaSalle-Peru.
- The City of Chicago is incorporated March 4, 1837
- William B. Ogden elected as Chicago's first mayor on May 2, 1837-1838
- Martin VanBuren, President 1837-1841
- Chicago population = 4000.
- At the time of the incorporation Chicago's city boundaries were: east to the lake, north to North Avenue, south to 22nd Street, west to Wood Street.
- US Financial Crisis deflation and unemployment for 7 years, until 1844. May 10, 1837 New York bank crisis, led to bank failures.
- Chicago's first business license issued - C.D. Peacock Jewelers
- Chicago's first theater company
- William Henry Harrison, President. 1841
- James Tyler, President. 1841-1845
- The Potato Famine in Ireland, 1845-1851, spurs Irish emigration.
- James Polk, President. 1845-1849
- Construction completed of I&M Canal. It begins commercial and passenger traffic.
- Chicago's first telegraph
- California gold rush begins
- Chicago Board of Trade (CBOT) established, 1848. trades commodities.
- Zachary Taylor, President. 1849-1850
- Millard Fillmore, President. 1850-1853
- The Studebaker Brothers of South Bend, Indiana began producing wagons for transportation
- Franklin Pierce, President. 1853-1857
- Chicago is the world's largest grain port
- Chicago population 30,000; up from 4000 in 1837
- Lager Beer Riot, April 21, 1855
- Levi Day Boone, mayor 1855-1856
- James Buchanan, President. 1857-1861
- The Lincoln-Douglas debates states rights with regard to slavery
- The first commercial oil well was drilled. Titusville, Pennsylvania by Colonel Edwin Drake
- Abraham Lincoln in nominated in Chicago for President of the United States. May 18, 1860
- Abraham Lincoln wins the Presidential election. November 6, 1860
- Southern states began seceding from the Union and formed the Confederate States of America
- Abraham Lincoln is inaugurated as President. March 4, 1861
- American Civil War begins
- Construction begins on the Transcontinental Railroad 1863
- American Civil War ends
- President Abraham Lincoln is assassinated, April 14, 1865
- Andrew Johnson, President 1865-1969
- Abraham Lincoln's funeral train and procession in Chicago. May 1865
- Edward P. Brennan was born in Chicago
- The Pullman Company is established.
- The Eight-hour workday movement stages protests in Chicago on May 1, 1867 which are quickly put down.
- Lincoln Park Zoo was founded
- Transcontinental Railroad opens 1869
- Ulysses S. Grant, President 1869-1877
- Riverside, the first planned suburb in the United States, was drafted by Frederick Law Olmstead, landscape architect, with meandering streets (no grid) and no alleys. 1869
- Standard Oil Company founded by John D. Rockefeller. 1870
- The I&M Canal pays off its debts and also begins using steam powered boats instead of mules
- The Palmer House Hotel opens
- Chicago population = 300,000+
- The Great Chicago Fire; October 8-10. Mayor Roswell B. Mason. 100,000 homes destroyed, >300 dead.
- Lt General Philip H. Sheridan assigned command of state and federal troops to restore order after the Great Chicago Fire. October 10, 1871.
- Joseph Medill, mayor 1871-1873
- Lord & Thomas advertising agency is founded in Chicago, 1873. It became FCB in 1942.
- Chicago Yacht Club established 1875
- First steel mill in Chicago 1875
- National Railroad Strike. July 1877.
- Rutherford B. Hayes, President. 1877-1881
- Founding of architecture firm Holabird & Simons, now known as Holabird & Root
- Pullman Town opens; a planned community for Pullman Company employees.
- The Pritzker Family settles in Chicago, from Kiev. 1881.
- James Garfield, President. 1881
- Chester A. Arthur, President 1881-1885
- Peter J. McGuire, United Brotherhood of Carpenters proposes Labor Day holiday, September 5th (about equal distance between 4th of July and Thanksgiving holidays - adopted by the Knights of Labor in 1884.
- Carter Henry Harrison III, mayor 1879-1887
- The General Time Convention declares the Standard Time system which establishes 4 time zones across the continental United States. October 11
- "The day of two noons" Standard Time is implemented by the railroad system across the country. November 18
- The Knights of Labor adopt the Labor Day holiday. It does not become a national holiday until 1894
- The Studebaker Carriage Company Building, factory and showroom was built on Michigan Boulevard
- Cholera, Typhus, and Disentary outbreak due to polluted water, heavy rainwater spilling sewage into lake.
- The world's first modern skyscraper was built on LaSalle and Adams street. A 10-story, steel frame, fireproof construction designed by William LeBaron Jenney.
- Grover Cleveland, President. 1885-1889
- A growing number of labor strikes and planned protests demanding an 8-hour work day. May 1-3
- Haymarket Riot. May 4, 1886
- Four men were hanged for their involvement in the Haymarket Riots, November 11, 1887.
- Hull-House, Jane Addams and Ellen Gates Starr, Settlement House Movement. September 18 , 1889.
- Sister Frances Xavier Cabrini arrives in New York to begin her missionary work for immigrants.
- John A. Roche, mayor 1887-1889
- DeWitt Clinton Cregier, mayor 1889-1891
- Benjamin Harrison, President 1889-1893
- The Auditorium Theater opens and becomes the tallest building in Chicago. 1889
- Creation of the Sanitary District of Chicago, May 29, 1889; now called the Metropolitan Water Reclamation District of Greater Chicago.
- The City of Chicago annexed surrounding towns: Hyde Park, Lake View, Jefferson, and Lake
- The University of Chicago is established with a donation from John D. Rockefeller
- Chicago Population exceeds 1 million.
- The Chicago Chapter of Daughters of the American Revolution was established. March 20, 1891.
- Sanitary District of Chicago begins digging 3 canals which will reverse the flow of the Chicago River and protect the city's water supply.
- The first elevated train "L" line was completed and connected the Jackson Park, Columbian Exposition site, to downtown
- The first University of Chicago classes are held in Hyde Park
- The World's Fair "The Columbian Exhibition" takes place in Chicago, May 1 - October 30
- Illinois Governor John Peter Altgeld pardons 3 men imprisoned as a result of the Haymarket Riot, June 26
- Hempstead Washburne, mayor 1891-1893
- Carter Henry Harrison III, mayor 1893. Murdered October 28, the night before the end of the World Fair.
- George Bell Swift, mayor 1893
- John Patrick Hopkins, mayor 1893-1895
- Grover Cleveland, President 1893-1897 (second term)
- Two more "L" train lines are completed
- Pullman Strike, May 11, 1894; 4000 workers leave Pullman manufacturing plant; June 1894 nationwide boycott of Pullman Cars by American Railway Union (ARU); July 1894 federal injunction and soldiers ended strike; ARU president, Eugene Victor Debs, imprisoned for violating injunction.
- President Grover Cleveland makes Labor Day a National Holiday, the first Monday in September
- The "White City" remaining buildings of the Columbian Exhibition catch fire and burn down February and July 1894
- Douglas Park establishes Chicago's first park outdoor swimming pool
- Douglas Park opened a double ring racetrack. 1896-1905.
- William McKinley, President. 1897-1901
- Pullman Town to be sold by order of the federal government.
- Studebaker Building converted into artist studios and becomes the Fine Arts Building
- Completion of the Sanitary and Ship Canal, which empties into the Des Plaines River and replaces the I&M Canal.
- The Wonderful Wizard of Oz by L. Frank Baum is published in Chicago
- Chicago population in 1900 was >75% immigrants (34%) or first generation, mostly from Europe.
- The street rationalization plan is proposed
- Theodore Roosevelt, President. 1901-1909
- Studebaker introduces its first motor powered car, it has an electric motor
- Carter Henry Harrison IV, mayor 1897-1905
- Ford Motor Company incorporated in 1903
- Wright Brothers successful flights of a heavier-than-air powered aircraft. December 17, 1903
- Upton Sinclair published "The Jungle."
- Edward F. Dunne, mayor 1905-1907
- The "Local Option" allowing districts to restrict or prohibit alcohol by Illinois state law
- Fred A Busse, mayor 1907-1911
- The Ford Model-T car introduced, October 1908
- The Garfield Park Conservatory opened
- The NAACP, National Association for the Advancement of Colored People, founders include: W. E. B. Du Bois, Ida B. Wells-Barnett, and Mary Church Terrell, February 12
- Burnham Plan of 1909 redesigns the City and includes multi-level streets
- The Chicago street naming and grid numbering system is implemented starting on September 1, 1909
- William Howard Taft, President. 1901-1913
- Union Stockyard fire of 1910 at 44th and Loomis kills 21 firefighters and is the greatest loss of firefighters in US history. December 22
- Standard Oil Company monopoly broken up by US anti-trust laws
- The 4 independent "L" train lines to and around the loop were unified under the Chicago Elevated Railways Collateral Trust (CER). 1911
- The renumbering of Chicago's streets is completed. April 1, 1911
- The Greater North Michigan Avenue Association is established. (originally the North Central Business District Association)
- Statue in honor of Goethe "Mastermind of the German People" dedicated in Lincoln Park
- Woodrow Wilson, President 1913-1921
- World War I, August 1914 - 1918
- Wrigley Field built. 1914
- William Hale Thompson, mayor 1915-1923
- The Eastland Disaster - steamboat capsizes on Chicago River, killing 844. July 24, 1915.
- Carl Sandberg publishes the poem Chicago, where he describes it as the "City of the Big Shoulders."
- Amelia Earhart graduates from Hyde Park Academy in Chicago
- City of Chicago adopts the 6-point stars and stripes design April 4, 1917
- Unites States joins the allies and enters World War I, April 6, 1917
- Lions Club International is founded in Chicago by Melvin Jones, June 7, 1917
- Mother Cabrini dies at Columbus Hospital, Chicago. December 22, 1917
- Congress passes The Standard Time Act which divides the country into 4 time zones. March 19
- World War I ends November 1918
- Influenza Pandemic 1918-1919
- Total solar eclipse passes across the United States
- Race Riots across US "Red Summer," some of the worst were in Chicago. July 27, 1919. Three days, 38 dead.
- Prohibition ratified across the United States January 1919, went into effect January 1920, repealed in December 1933
- Al Capone moves to Chicago from Brooklyn (approximate year)
- The Chicago Butter and Egg Board estabished 1919; later known as the Chicago Mercantile Exchange (CME)
- Approval for the planning of Soldier Field was granted and architects Holabird & Roche selected
- Prohibition enforcement begins January 16, 1920
- The Drake Hotel opens
- Warren Harding, President. 1921-1923
- Bessie Coleman becomes the first African American woman to stage a public flight in the United States
- Calvin Coolidge, President. 1923-1929
- Soldier Field football stadium constructed (originally named Municipal Grant Park Stadium). Official opening day, October 9, 1924.
- The 4 separate "L" train companies consolidate under the Chicago Rapid Transit Company (CRT), and become divisions within the company: South Side, North Side, Metropolitan, Lake Street and Loop.
- Route 66 established. November 11, 1926
- Chicago Blackhawks hockey team founded. 1926
- The east-west portion of upper and lower Wacker Drive is completed, and named after Charles Wacker, Chairman of the Chicago Plan Commission. October 1926
- All Nations Pentacostal Church on 3716 Langley Ave. was the first church in Chicago built by a woman pastor, Elder Lucy Smith. December
- Charles Lindberg and "The Spirit of St. Louis," is the first trans-atlantic flight. New York to Paris, May 20-21, 1927.
- The Stevens Hotel (now the Chicago Hilton and Towers) opens. 1927
- Clarence Buckingham Memorial Fountain is dedicated in Grant Park, August 26, 1927
- The Bowman and Spearman bronze statues of Indians on horseback by Ivan Mestrovic are installed in Grant Park
- St. Valentines Day Massacre, February 14, 1929. 7 dead.
- Stock Market Crash. October 29, 1929
- Great Depression 1929-1939
- William Hale Thompson, mayor 1927-1931
- Herbert Hoover, President. 1929-1933
- The Merchandise Mart is completed. When it opens on May 5, 1930 it is the largest building in the world with more than 4 Million square feet of floor space.
- Jane Addams wins the Nobel Peace Prize
- Anton Joseph Cermak, mayor 1931-1933
- Comic strip character Dick Tracy created by artist Chester Gould, based on the gangster era. October 4, 1931
- Al Capone sentenced to prison, October 17, 1931
- Babe Ruth hits the famed "called shot" home run at Wrigley Field. 1932.
- Amelia Earhart is the second person to fly solo across the Atlantic.
- Chicago Mayor Anton Cermak is shot and killed in Miami as a result of a failed assassination attempt on the life of President-elect Franklin D. Roosevelt.February 15, 1933
- Chicago host the World's Fair, The Century of Progress, summers 1933 and 1934
- Italian aviator, Italo Balbo and a squadron of seaplanes arrive at the World Fair in Chicago. July 15, 1933
- Great Depression/US Economy in 1933: Half of US banks failed, unemployment 30%, stocks were at 20% of value.
- Prohibition is repealed December 5, 1933
- Frank J. Corr, mayor 1933
- Edward J. Kelly, mayor 1933
- Franklin D. Roosevelt, President 1933-1945
- Union Stockyards fire, 80 acres burned near Halsted between 41st and 42nd street, the second largest fire in Chicago history. May 19
- The "Century of Progress" World Fair 1933 makes an encore performance. Summer of 1934
- John Dillinger is shot by the FBI in an alley next to the Biograph Theater, July 22
- The New International Amphitheater opens, replacing the building lost in the Stockyards Fire in May. December 1
- Jay Berwanger, Halfback from the University of Chicago Maroons football, won the first Heisman Trophy
- A second effort to rename duplicate streets having the same name is initiated.
- Wrigley Field bleachers and scoreboard constructed. 1937.
- The Republic Steel Strike. 1937.
- Amelia Earhart's plane disappears over the Pacific Ocean. July 2, 1937.
- Construction of the State Street subway began, 1938. Federal funding for this public works project was granted in 1937 by President Franklin D. Roosevelt.
- Chicago Cubs won the National League Pennant.
- Europe enters World War II. September 1, 1939
- University of Chicago discontinues its Football program. 1939.
- The United States enters WWII after the bombing of Pearl Harbor December 7, 1941
- Enrico Fermi produces the first self-sustained nuclear reaction in his lab under Stagg Field on the University of Chicago campus, December 2, 1942.
- Foote Cone and Belding (FCB) advertising agency established, succeeding the former Lord & Thompson agency.
- Chicago-style deep dish pizza is introduced at Pizzeria Uno
- Muddy Waters, famed blues musician, moves to Chicago from Mississippi
- The State Street subway tunnel is completed. October, 1943
- Paul Harvey began broadcasting in Chicago. 1944
- Franklin D. Roosevelt dies in office
- Harry Truman, President. 1945-1953
- Roosevelt University is founded and renamed (original name Thomas Jefferson)
- Ebony Magazine is established by John H. Johnson, the beginning of the Johnson Publishing empire.
- World War II ends. Europe, May 7, 1945. Japan, September 2, 1945
- Orchard Field (later renamed O'Hare Airport) opens 1945
- Conrad Hilton buys the Stevens Hotel and the Palmer House Hotel
- Mother Frances Cabrini canonized in Rome, July 6, 1946. Mass held at Soldier Field, Chicago. First naturalized American citizen to become a Catholic Saint. Patron saint of immigrants and hospital administrators.
- Cold War begins with Soviet Union
- The Magnificent Mile is coined and used to describe North Michigan Avenue
- Kukla, Fran, and Ollie television show (1947-1979) by Chicagoan, Burr Tilstrom, debuts on WBKB-Chicago.
- The Chicago Transit Authority (CTA) is created and replaces the Chicago Rapid Transit Company (CRT). 1947
- Chicago's airport renamed after Edward "Butch" O'Hare, a WWII pilot and Medal of Honor recipient from Chicago.
- Korean War begins. 1950-1953
- Chicago population = 3.6 million
- The Edens Expressway opens
- The Dearborn Street subway tunnel opens. 1951
- Korean War ends
- Dwight D. Eisenhower, President 1953-1961
- Richard J. Daley, mayor 1955-1976
- First Ann Landers column by Eppie Lederer
- O'Hare International Airport officially opens to commercial flights
- Port of Chicago constructed
- The Second City, sketch improv comedy, opens
- The Pan-American Games were held in Chicago. Swimming pool in Portage Park
- John F. Kennedy, President 1961-1963
- United States begins running combat missions in Vietnam, January 1962
- Cuban Missile Crisis
- Martin Luther King's "I Have a Dream" speech at the Lincoln Memorial in Washington D.C., August 28, 1963.
- President John F. Kennedy is assassinated. November 1963
- Lyndon Johnson, President 1963-1969
- Inaugural Chicago International Film Festival. 1964
- Lincoln Park, Farm in the Zoo opened.
- Martin Luther King, Jr. and the Southern Christian Leadership Conference (SCLC) announce the Chicago as the northern city for the civil rights campaign.
- Construction on the John Hancock Center begins. 1965
- Miss (Jane) Goodall and the Wild Chimpanzees was first broadcast on American television. December 22, 1965
- Martin Luther King and his family move into an apartment in Chicago's North Lawndale neighborhood to support the Chicago Freedom Movement civil rights campaign.
- Freedom Rally at Soldier Field by Martin Luther King, Jr. July 10, 1966
- The original McCormick Place Convention Center (built 1960) burns to the ground, January 26, 1967.
- Vietnam War protests in Washington DC, New York, and San Francisco. April 1967.
- Marina City building completed. Architect, Bertrand Goldberg
- The Tet Offensive in Vietnam. January 1968
- Anti-Vietnam War protests on college campuses across the US.
- Senator Robert Kennedy enters race for Democratic Party nomination. March 16, 1968. He is killed in Los Angeles, June 5, 1968
- The Gold Standard repealed for US currency. March 18, 1968
- Martin Luther King, Jr. killed in Memphis. April 4, 1968
- Civil Rights Act signed into law April 11, 1968
- Democratic National Convention in Chicago. Anti-war protesters vs police clash. August 22-30, 1968
- Apollo 7 launched by NASA to be first televised television broadcast from orbit
- Yale University announces it will begin to admit women. November 14, 1968
- The first International Special Olympics Games was held at Soldier Field.
- Lake Point Tower construction completed. 1968
- John Hancock building completed
- Richard Nixon, President. 1969-1974
- The John Hancock building opens
- Construction begins on the Sears Tower. By structural engineer Fazlur Khan.
- The Kent State shooting of student Vietnam War protestors. May 3, 1970
- Ernie Banks 500th home run. May 12, 1970, at Wrigley Field
- The Chicago Bears Football Team plays its first home game at Soldier Field and defeats the Pittsburgh Steelers. September 19, 1971.
- The new McCormick Place Convention Center is completed (1967 fire destroyed the original building)
- Chicago Mercantile Exchange (CME) introduces futures trading. 1972.
- The Standard Oil Building (Aon Center) is completed
- The Lakefront Protection Ordinance was signed into law. Declaration that the Chicago lakefront is to be "forever open, clear and free" dates back to 1836 or earlier.
- The Sears Tower is completed making it the tallest building in the world
- Ths Sears Tower Skydeck is opened to the public
- President Nixon resigns. August
- Gerald Ford, President. 1974-1977
- United States completes withdrawal from Vietnam. April 30, 1975
- Water Tower Place skyscraper completed in Chicago. 1975
- Michael A. Bilandic, mayor 1976-1979
- Jimmy Carter, President. 1977-1981
- Historic Landmark designation for The Fine Arts Building July 7, 1978
- Big snowstorm
- Jane Byrne, mayor 1979-1983
- Pope John Paul II gave a public mass in Grant Park. An estimated 1.5 million people attended.
- Pullman Company closes permanently
- Taste of Chicago launched in Grant Park after the successful inital one-day event held the previous year.
- Ronald Regan, President. 1981-1989
- Harold Washington, mayor 1983-1987
- Broadcast towers are added to the top of the Sears Tower
- Chicago ordinance standardizing honorary street designations
- Chicago Hilton and Towers Hotel reopens after $185 Million renovation completed. October 1, 1985.
- Chicago Bears win Superbowl XX in 1986
- Mayor Harold Washington dies in office 1987
- David Duvall Orr, mayor 1987
- Eugene Sawyer, mayor 1987-1989
- Chicago Teachers Strike for 4 weeks
- Wrigley Field's first night game. August 8, 1988.
- Richard M. Daley, mayor 1989-2011
- George H. W. Bush, President. 1989-1993
- 1990s CME and CBOT begin to use computers for high speed trading.
- Judd Goldman Adaptive Sailing Program in Burnham Harbor
- 1991 Gulf War, Iraq
- Chicago Bulls Basketball wins the first of 3 consecutive championships 1991-1993
- The Great Chicago Flood. New pilings for the Kinzie Street bridge caused the Chicago River to flood into basements all through the Loop. April 13, 1992
- The Robert Redford directed film starring Brad Pitt, "A River Runs Through It" is released. Roger Ebert gave it 3 1/2 stars, out of 4 (thumbs up).
- Chicago Bulls Basketball wins the second of 3 consecutive championships 1991-1993
- The three-peat. Chicago Bulls Basketball wins the third of 3 consecutive championships 1991-1993
- Bill Clinton, President. 1993-2001
- Chicago Bulls Basketball wins the first of 3 more consecutive championships 1996-1998
- Chicago Bulls Basketball wins the second of 3 more consecutive championships 1996-1998
- The repeat of the three-peat. The Chicago Bulls Basketball wins the first of 3 more consecutive championships 1996-1998.
- September 11th, 2001 World Trade Center attack
- War in Afghanistan
- George W. Bush, President. 2001-2009
- Completion of the modernized Soldier Field stadium
- Millennium Park opens, July 16, 2004
- Chicago Merchantile Exchange (CME) and Chicago Board of Trade (CBOT) partially combine to fend off competition
- A monument to the firefighters lost in the 1910 Stockyard Fire is dedicated at Exchange Avenue and Peoria Street.
- Chicago White Sox win the World Series. 2005
- Barack Obama, President 2009-2017
- The Sears Tower is renamed Willis Tower
- The Aqua building completed. by Studio Gang
- Trump tower building completed
- Chicago Blackhawks hockey team wins the Stanley Cup. 2010.
- Rahm Emanuel, mayor 2011
- Chicago Blackhawks hockey team wins the Stanley Cup for the 3rd time in 5 years.
- Maggie Daley Park officially dedicated
- Cubs win the World Series after 108 year losing streak
- Chicago population = 2.7 million
- Donald Trump, President 2017-
- Total solar eclipse passes across the United States
- North and South Korea walked together in the Winter Olympic Games 2018 in Peyongchang, South Korea
Sources: Chicago Public Library, Encyclopedia of Chicago
WBEZ (ret. May 28, 2017)
History of Illinois (ret. May 28, 2017)
Haymarket and May Day, Encyclopedia of Chicago (ret. May 28, 2017)
Labor Day, Brittanica (ret. May 28, 2017)
Stock Market Crash, History.com (ret. May 28, 2017)
Prohibition, Encyclopedia of Chicago (ret. May 28, 2017)
Lager Beer Riot, Encyclopedia of Chicago (ret. May 28, 2017)
Frances Xavier Cabrini. Wikipedia (Ret. May 28, 2017)
Chicago Mayors, Chicago Public Library (Ret, May 28, 2017)
Red Summer, Brittanica (Ret. May 28, 2017)
Map of the Northwest Territory, Encyclopedia of Chicago (Ret. June 5, 2017)
Illinois Michigan Canal, Encyclopedia of Chicago (Ret. June 5, 2017)
The General Time Convention, The Midwest Railway Historical Society November 18, 1971
Three-peat Champions, Sports Illustrated. August 1, 2016
PeyongChang2018, Olympic Committee (ret. February 25, 2018)
Chicago. History.com (ret. March 23, 2018)
Chicago History Timeline, Chicago Public Library (ret. March 23, 2018)
History of Chicago Parks, Chicago Park District (ret. March 23, 2018)