List of songs about Chicago

0–9

• "1215 W. Belmont" - Carey Bell & Lurrie Bell
• "19th Street Blues" - Johnny Dodds & Tiny Parham
• "2120 South Michigan Avenue" – Rolling Stones
• "29th and Dearborn" – Richard M Jones
• "31st And State" - Johnny Griffin And Wilbur Ware With Junior Mance
• "39th And Indiana" - Charley Musselwhite
• "42 in Chicago" - Merle Kilgore
• "43rd Street Jump" - David "Honeyboy" Edwards, Sunnyland Slim, Big Walter Horton, Kansas City Red, Floyd Jones
• "47th Street Stomp" – Jimmy Bertrand's Washboard Wizards
• "5-3-10-4", 2000 – Maybe I'll Catch Fire - Alkaline Trio
• "55th Street" - Lidell Townsell
• "65th and Ingleside" - Chance the Rapper
• "70th & King Drive" – Hot Hanas Hula

A

• "A Cicada Of Chicago" by Pepe Ahlqvist
• "An Afternoon in Midway Plaisance. Fantasie for Piano.", 1893 – composer: Gustav Luders
• "Another Rainy Day in New York City" - Chicago
• "All We Know" - Chainsmokers
• "Angels" – Chance the Rapper from Coloring Book, 2016
• "Apex Blues" – Jimmie Noone & His Apex Club Orchestra
• "Apostrophe to Chicago" – composer & lyricist: Mrs. Emily M. Boyden
• "Area 312" – Resurrection Band
• "At McKie's" – Sonny Rollins & Coleman Hawkins
• "Ation" – Frode Gjerstad Trio With Steve Swell
• "Auch Chikago War Einmal Jung" – Katja Ebstein
• "Awake! Awake!" – composer & lyricist: Mrs. Emily M. Boyden

B

• "Back Down On State Street" – Ben Sidran
• "Back Streets of Lombard" – Ground Zero
• "Back to Chicago" – Styx, from Edge of the Century, 1990
• "Bad, Bad Leroy Brown" – Jim Croce
• "The Ballad Of Jesse James" - various versions - see Jesse James (folk song)
• "Bamako Chicago Express" - Don Moye
• "Baseball Dreams" – Ralph's World
• "Battle of Chicago" – Berkshire Seven
• "Bear Down Chicago Bears" - John Frigo
• "The Belle of Chicago", 1892 – composer: John Philip Sousa
• "The Belle of Chicago Barn Dance" – composer: Theo. Bonheur
• "The Belle of Lincoln Park" – composer & lyricist: Geo. Maywood
• "Best Wishes to your Black Lung" – Less Than Jake
• "Big Bill the Builder", 1928 – composers & lyricists: Milton Weil, Bernie Grossman & Larry Shay
• "The Big Brass Band from Brazil" by Art Mooney & His Orchestra
• "The Big Unit" – The Mountain Goats
• "Big Windy City" - Troy Shondell
• "The Billiken Man", 1909 – composer: Melville J. Gideon; lyricist: E. Ray Goetz; sung by Blanche Ring
• "Black Sox Two Step " – Sidney Brown
• "Blank" - Disfigured
• "Bloody Canvas", 2021 – Polo G
• "Blowin' in from Chicago", 2005 – composer: Hank Hirsh; Six Perfections Music; Around and Back
• "Blue Line" – Local H
• "Blues for the South Side" – Ronnie Earl
• "Blues for the West Side" – Eddie Shaw
• "Boogie Woogie Bugle Boy" - Andrews Sisters
• "Boost Chicago" – composer: Armin P. Bauer
• "Born in Chicago" – Paul Butterfield 1965, blues
• "Born in Illinois " - Mark "Big Poppa" Stampley
• "Bow to the Masta", 1999 – Kool Keith
• "Boy Reporter Blues, Dedicated to Horace Wade – Boy Reporter of the Chicago Evening American", 1924 – composers: Dell Lampe & J. Bodewalt Lampe; lyricist: Haven Gillespie
• "Break Down on Lake Shore Drive" – The Black Dog
• "Bryn Mawr Stomp" – Local H
• "Bucktown Stomp" – Johnny Dodds' Washboard Six
• "The Burning Iroquois", 1904 – composer: Edward Stanley; lyricist: Mathew Goodwin
• "The Burning of the Iroquois", 1904 – composer: Thos. R. Confare; lyricist: Morris S. Silver

C

• "Calling Me Home, Chicago", 1985 – composer: Paul David Wilson
• "Casimir Pulaski Day" – Sufjan Stevens
• "Cha Cha Chicago" – Kai Winding
• "Chi-Chi-Chi-Chicago" – Nellie Lutcher
• "Chi'-Ca'-Go'" - Johnny Ross
• "Chi-City" – Common, featuring Kanye West, from Be, 2005
• "Chi-City Boogie" - Ricardo Miranda
• "Chi-Town" - Jing Chi
• "The Chi-Town Boogie" - Casey Jones
• "Chi-Town Hustler" – Eddie Floyd
• "Chi-Town Theme" – Cleveland Eaton
• "Chi-Town" – The Cribs
• "Chi-Town" – Da Brat
• "Chi-Town" – Jerry Butler
• "Chi-Town Affair" - DJ Phats
• "The Chi-Town Nightlife" – Paul Johnson
• "Chicago" – ABC
• "Chicago" – Roy Ayers
• "Chicago" – Big D and the Kids Table
• "Chicago" – Birdpaula
• "Chicago" – Bis
• "Chicago" – Capital STEEZ produced by MF DOOM
• "Chicago" - Clueso
• "Chicago" - Colour Club
• "Chicago" - David Morales presents the Red Zone Project
• "Chicago" – Kiki Dee
• "Chicago" – Dynastie Crisis
• "Chicago" – The Doobie Brothers
• "Chicago" – Enuff Z'nuff
• "Chicago" – Flipturn
• "Chicago" – Frédéric François
• "Chicago" - Gabry Fasano
• "Chicago" – Gemini One
• "Chicago" – Groove Armada
• "Chicago" – Hieroglyphics
• "Chicago" – Ingram Hill
• "Chicago" – Michael Jackson
• "Chicago" – Alexz Johnson
• "Chicago – Ivan Kuchin
• "Chicago" - music by Lew Pollack; lyrics by Sidney Clare
• "Chicago" – Luther Allison
• "Chicago" – Manfred Mann's Earth Band
• "Chicago" – The Masterbuilders
• "Chicago" – Mat Kearney
• "Chicago" - O.A.R.
• "Chicago" - Otis Pierce
• "Chicago" – Ted Mulry
• "Chicago (We Can Change the World)" – Graham Nash 1971,
• "Chicago" – Des O'Connor
• "Chicago" – Portugal. The Man
• "Chicago" – The Purple Hearts
• "Chicago" – Django Reinhardt
• "Chicago" – Revolutionary Ensemble
• "Chicago" – Lucy Wainwright Roche
• "Chicago" – Rodgers & Hart
• "Chicago" – Alexander Rosenbaum
• "Chicago..." – Screeching Weasel
• "Chicago" – Shawnna
• "Chicago" – Simoncino
• "Chicago" – Sufjan Stevens
• ”Chicago” - Louis Tomlinson
• "Chicago" – The Tossers
• "Chicago" – The Uglysuit
• "Chicago" – Kate Voegele
• "Chicago" – Tom Waits
• "Chicago" – Sean Watkins
• "Chicago" – Andre Williams
• "Chicago - 1926" – Nanette Workman
• "Chicago 1945" – Michael Jackson
• "Chicago 60616" – Kenny and the Kasuals
• "Chicago A"/"Chicago B" – Tirez Tirez
• "Chicago After Dark" – Chicago
• "Chicago Afterwhile" by Country Soul Revue featuring Dan Penn
• "Chicago Allstars Boogie" – Willie Dixon & The Chicago Allstars
• "Chicago at Night" – Spoon
• "Chicago Blues", 1946 – composers: Arthur Crudup, Ransom Knowling, Judge Riley
• "Chicago Blues" – Dion DiMucci
• "Chicago Blues" – Fletcher Henderson
• "Chicago Blues" – Bill Snyder
• "Chicago Blues" - Jim Peterik
• "Chicago Blues" - Oscar Peterson
• "The Chicago Blues" – Sally Roberts
• "Chicago Boogie" - Four Blazes
• "Chicago Bop Stepping" – The Clayton Brothers
• "Chicago Bound Blues", 1923 – composer & lyricist: Lovie Austin
• "Chicago Bound Blues" – Bessie Smith
• "Chicago Bound" – Canned Heat
• "Chicago Bound" – Jimmy Rogers
• "Chicago Boxcar" - Fabulous Poodles
• "Chicago Breakdown" – Gene Ammons
• "Chicago Breakdown" – Big Maceo Merriweather
• "Chicago Breakdown" – Doctor Ross
• "Chicago Bus Stop " – Salsoul Orchestra
• "Chicago Buzz" – Junie Cobb
• "Chicago By Night" - Orlando Voorn
• "Chicago Calling" – Cyril Davies
• "Chicago, Chicago" – Lord Invader
• "Chicago, Chicago" - Teddy Phillips and His Orchestra featuring Colleen Lovett
• "Chicago City" – George "Harmonica" Smith
• "Chicago City" - The Monarchs
• "Chicago Concerto" - Bill Snyder
• "The Chicago Conspiracy" – David Peel
• "Chicago Cottage" – The Mirage
• "The Chicago Cyclist March", 1896 – composer: Hans Liné
• "Chicago, Damn" – Bobbi Humphrey
• "Chicago Dancin' Girls" - Curtis Potter
• "Chicago Disco" – Major Lance
• "Chicago Emerald City" – Dave Angel
• "The Chicago Express ", 1905 – composer: Percy Wenrich
• "Chicago Fanphair '93" – Local H
• "Chicago Flyer" – Meade Lux Lewis
• "Chicago Fog Lift" - Chunky, Novi & Ernie
• "Chicago Function" – Sidney Bechet
• "Chicago Girl" – Roger Whittaker
• "The Chicago Girls' March or Two-Step Dance", 1895 – composer: J. W. Tate
• "Chicago, Glad To Be Back Home" - Louisiana Red
• "The Chicago Glide" – composer: Prof. Joseph Gearen
• "Chicago Green" – The Surfaris
• "Chicago Heights" - Roy Davis Jr.
• "Chicago Here I Come" – Willie Dixon & Johnny Winter
• "Chicago High Life" – Earl Hines
• "Chicago Hope" - Southampton Ltd
• "The Chicago Hussar's Quickstep", 1892 – composer: A. H. Rintelman
• "The Chicago Hustle" - Evelyn Thomas
• "Chicago, Illinois" - Ben Verdery
• "Chicago, Illinois" - Bobby Short
• "Chicago, Illinois" - from the film Victor/Victoria, performed by Lesley Ann Warren, written by Leslie Bricusse and Henry Mancini
• "Chicago Institute" – Manfred Mann's Earth Band
• "Chicago Is Alive" – Dicken
• "Chicago Is Just That Way" – Eddie Boyd
• "Chicago Is Large" – Nazgul
• "Chicago Is Loaded With The Blues" - Chicago Blues Allstars/Willie Dixon
• "Chicago Is My Home" – Pierre Lacocque; sung by Lurrie Bell, from album Hattiesburg Blues; Mississippi Heat
• "Chicago Is So Two Years Ago" – Fall Out Boy from album Take This To Your Grave 2003
• "Chicago in Mind" – Albert Ammons
• "Chicago Jackmaster" - K-Alexi
• "Chicago Light Green" - Jimmy Owens (musician)
• "Chicago Line" - John Mayall
• "Chicago Man" – Eddie Shaw
• "The Chicago March", 1909 – composer: Henry S. Sawyer
• "Chicago Melody" - Axel Zwingenberger
• "Chicago Meltdown" - Impakt
• "Chicago Mess Around" - Lovie Austin's Blues Serenaders
• "Chicago, Mon Amour" – Made in Sweden
• "Chicago Monkey-Man Blues" – Rosa Henderson
• "Chicago Morning" – Chris Rea
• "Chicago My Home Town" – Barry Goldberg
• "Chicago, My Home Town" – composer & lyricist: Paul S. Hargrow
• "Chicago, New York" – The Aislers Set
• "Chicago North Western" – Juicy Lucy
• "Chicago, Now!" – The Fall
• "Chicago on My Mind" – Albert Ammons
• "Chicago on My Mind" – Jimmy Dawkins
• "Chicago Party Theme" - Jesus Wayne
• "Chicago Post March", 1896 – composer: Ellis Brooks
• "Chicago, Prairie Gem of Illinois" – composer & lyricist: Lora Aborn
• "Chicago Rhythm" - Chicago Stompers
• "Chicago River Blues" - Hayden Thompson
• "Chicago Rockets" - Bourbon Street Barons
• "Chicago Seemed Tired Last Night" – The Hold Steady
• "Chicago, Send Her Home" - Willie Hightower
• "Chicago Serenade" – Eddie Harris
• "Chicago Sidewalk" – Arthur Adams
• "Chicago Slam" - K-Alexi
• "Chicago Slide" – Victoria Spivey
• "Chicago Song" – David Sanborn
• "Chicago Southside" - CZR
• "Chicago Stomp" - Pinetop Perkins
• "Chicago Stomp Down" – Duke Ellington
• "Chicago Stomps" – Jimmy Blythe
• "The Chicago Story" - Jimmy Snyder
• "Chicago Style" - Dave Specter
• "Chicago Style" -
• "Chicago Surf" - Surf Teens
• "Chicago (That Toddlin' Town)", 1922 – composer & lyricist: Fred Fisher; popularized by Frank Sinatra
• "Chicago, the City of Today" – composer: Bill Snyder; lyricist: Ann Marsters
• "Chicago, the Gem on the Shore", 1923 – composer & lyricist: J. A. Johnson
• "Chicago, the Most Beautiful City" – composer & lyricist: Frank Padula
• "The Chicago Theme " – Hubert Laws
• "Chicago Tickle" - Harry Tierney
• "Chicago Trane Blues" - Toby Ben
• "The Chicago Tribune Centennial March", 1947 – composer: Robert Trendler; lyricist: Jack La Frandre
• "Chicago Tribune March", 1893 – composer: W. Paris Chambers
• "Chicago Trip" - The Mackenzie
• "Chicago Twist" – Werner Baumgart
• "The Chicago Two-Step" – composer: J. P. Brooks
• "Chicago Wind" – Merle Haggard
• "Chicago Woman" - The Oxfords
• "Chicago Woman" - Sonny Turner & Sound Limited
• "Chicago Women" - Willie James Lyons
• "Chicago x 12" – Rogue Wave
• "Chicago's Finest" – Emmure
• "Chicago's Gift to a 'Nation's Hero'" 1891 – composer & lyricist: W. C. Robey
• "Chicago's Queen" – Baron Longfellow
• "Chicagoland," 2014 – Magic Man
• "Chicagoland Twirl Polka" – Frankie Yankovic
• "Christmas in Chicago" – Marilyn Scott
• "Chronically Cautious" - Braden Bales
• "Circuit Parade" - EDM
• "City in a Garden" – Fall Out Boy
• "City Lights" – Lucky Boys Confusion
• "City of CHI" – Juice
• "The City of Chicago" – Luka Bloom, Christy Moore
• "City of Promise. 1934 Century of Progress Song" – composer: Jos. Snabl-Antes; lyricist : Vasek Niederle; lyricist : Libushka Bartusek
• "Clark Street" – Elmer Bernstein
• "Clean Up Chicago" - Josef Myrow and Mack Gordon
• "Closer to Our Graves" – Lucky Boys Confusion
• "Cold and Windy Night" – The Fantastic Four
• "Cold Chicago" – Humming House
• "Cold Chicago Wind" - Jack Bonus
• "Cold Chicago Winds" - Country Boys
• "Cold Windy City of Chicago" – Boxcar Willie
• "Columbia Fair " – composer: Theodore Moelling
• "Columbian Guards March – The Musical Hit of the World's Fair", 1892 – composer & lyricist: T. P. Brooke
• "Columbus Fair " – composer: Geo. Schleiffarth
• "Come On! Feel the Illinoise! – Sufjan Stevens
• "Come to Chicago" – composer: Dorothy Giffey; lyricist: James Andrichen
• "Coming from Chicago' – Angelo D'Onorio
• "Conover March" 1893 – composer: Ion Arnold
• "Con–" – Frode Gjerstad Trio With Steve Swell
• "Control" - Unknown Brain x Rival
• "Cook County Jail" – Tom Edwards Country Four
• "The Corner" – Common, featuring Kanye West, from Be, 2005
• "The Count On Rush Street" - Shelly Manne Septet, 1951 - composer: Bill Russo
• "Crook County" – Twista, from Mobstability, 1998
• "Cubs in Five" – The Mountain Goats

D

• "Daley's Gone" – Steve Goodman
• "Dancing in the Street", 1964 – Martha and the Vandellas
• "Dead End Street" – Lou Rawls
• "Dear Chicago" – Ryan Adams
• "Dearborn Street Breakdown" – Charles Avery
• "Dearie" - Gordon MacRae & Jo Stafford
• "Dennehy" – Serengeti
• "Destination - Chicago" - Commander Tom
• "Don't Call On Me" - The Monkees
• “Don’t Let Me Cave In” - The Wonder Years
• “Don’t Tell Em” - Jeremih
• "Down on Maxwell Street" - Micky Moody and Paul Williams (British singer)
• "Down On Wabash Avenue" - Josef Myrow and Mack Gordon
• "Downtown Chicago" - Tangerine Dream
• "Dr. Chicago" – Udo Lindenberg
• "A Dying Cubs Fan's Last Request" – Steve Goodman

E

• "East Chicago Blues" – Sparks Brothers
• "East Wacker Drive" – Phil Barry
• “End Of Beginning” - Djo
• "End Of Chicago" - Shock Stars
• "An Esthete On Clark Street" – William Russo
• "Everything" – Dawn Xiana Moon
• "The Eggplant That Ate Chicago", 1967 – Dr. West's Medicine Show and Junk Band
• "The EL" – Rhett Miller
• "El-A-Noy" by Billy Corgan 2004
• "The Elements: Fire", recorded 1966, released 2011 – Brian Wilson
• "Epitaph Of A Small Winner" by Archie Shepp & Chicago Beau
• "Epidemic", 2020 - Polo G from Hall of Fame, drill
• "Everything is Big in Chicago" by Gustave Kerker and Frederic Ranken

F

• "Fair Women of Chicago Waltzes", 1893 – composer: Theo. H. Northrup
• "Far, Far Away" – Wilco
• "Ferris Wheel March", 1893 – composer: Geo. Maywood
• "Ferris Wheel Waltz", 1893 – composer: G. Valisi; lyricist: Harry C. Clyde
• "First Steps", 1993 – composer: Tommy Stinson, from Bash & Pop
• "Food from Chicago" – Lord Christo
• "The Forest of Love and Romance, Theme song of the Black Forest Village, A Century of Progress Chicago", 1933 – composer: Ernie Kratzinger; lyricist: Charles Kallen
• "Forty-Seventh and State" – Bud Freeman
• "From Chicago to the Sky" – Seventh Avenue
• "From Chicago with Love" – Harlan Howard
• "From London to Chicago" - Wild Bob Burgos & The Dreadnoughts
• "Full Moon" – Armand Van Helden ft. Common
• "Funeral March in Memoriam, Carter H. Harrison, Mayor of Chicago", 1893, composer: W. Herbert Layon
• "Funk, Chicago Style" - Dick Hyman

G

• "The Girl from Chicago" – Benny Bell
• "Ghost of Chicago" –
• "Git On Up" – Fast Eddie and Sundance
• "Go Cubs Go" – Steve Goodman
• "Go Go Chicago. Wonder City Home of Mine." – composer & lyricist: Clitus M. Wickens
• "Go Go Gadget Flow" – Lupe Fiasco, from Lupe Fiasco's The Cool, 2007
• "Goin' Back to Chicago" – Chet Oliver
• "Goin' Back to Chicago" – Smokey Hogg
• "Goin' to Chicago Blues", 1939 – composer: Count Basie Orchestra, Lou Rawls
• "Goin' to Chicago" – traditional; recorded by Mike Westbrook
• "Golden Ring" – Tammy Wynette & George Jones
• "Gone To Chicago" - The Pied Pipers
• "Goodbye to Guyville" – Urge Overkill
• "Goodnight Chicago" – Rainbow Kitten Surprise
• "Got To Leave Chi-Town" - Chicago Blues A Living History
• "Grand Exposition March" – composer: Louis Falk
• "Grand Terrace Ballroom" - Albert Nicholas, Herb Flemming, Nelson Williams, Benny Waters, Joe Turner (jazz pianist)
• "Grand Terrace Rhythm" – Bob Crosby
• "Great Big Friendly Town Chicago" – Dora Hall
• "Greater Chicago March" – composer: Jacob Valentine Havener; lyricist: Agner Clark Winkler
• "Green Mill Garden Blues", 1920 – composer: unknown
• "Greetings. Chicago's Official Song. 1833–Chicago–1933" – composer & lyricist: George D. Gaw; transcriber & arranger: Frank Barden
• "Growing Up" – Fall Out Boy, from Fall Out Boy's Evening Out with Your Girlfriend, 2003
• "A Guided Tour of Chicago" – The Lawrence Arms, 1999

H

• "Hail Chicago ", 1933 – composer: Stanley Kay; lyricist: A. Seaborg
• "Hail to Thee, Chicago" – composer: John E. King; lyricist: Estella A. Johnson-Hunt
• "Hail, Chicago, Hail", 1949 – composer and lyricist: Lesley Kirk
• "Hail, Chicago! Official Song of the Pageant of Progress", 1921 – composer: Bob Allen; lyricist: Ted Turnquist
• "Hands Open"– Snow Patrol
• "Happy Summertime" – R. Kelly, featuring Snoop Dogg, from TP.3 Reloaded, 2005
• "Harlem Avenue" by Red Callender
• "Hastings Street" – Blind Blake
• "The Hat He Never Ate" – composer: Ben Harney; lyricist: Howard S. Taylor
• "Hello Chicago Fox-Trot", 1933 – composer: Anthony Misuraca; lyricist: Joseph Argento
• "Hello Chicago" – Topher Jones & Amada, featuring Ido vs. The World
• "Highway 55" – The O'Kanes
• "Hitch Hike" – The Rolling Stones, from Out Of Our Heads, 1965; originally by Marvin Gaye
• "Home" – Kanye West
• "Home In Chicago" - Dave Riley And Bob Corritore
• "Homecoming" – Kanye West, featuring Chris Martin from Graduation, 2008
• "Homesick at Spacecamp" – Fall Out Boy from Take This To Your Grave, 2003
• "Hometown Chicago" - John Parricelli And Stan Sulzmann

I

• "I-94" - Jules Blattner
• " Old Chicago Blues" – Bob Gentile
• "I Am Proud of Chicago" – composer & lyricist: Ben Schwartzberg
• "I Came Home" – Rhymefest
• "I Dream of Chicago" – Parlours
• "I Got a Mind to Go to Chicago" – Jackie Payne Steve Edmonson Band
• "I Got the Chicago Blues" – Jim Peterik
• “I Hate Chicago” - Laura Jane Grace
• "I Left My Mind In Chicago" - Abu Talib (musician)
• "I Love Chicago" - Little Mike and the Tornadoes
• "I Might Need Security" – Chance The Rapper
• "I Murdered Them In Chicago' - from Glad To See You
• "I Smell Chicago" by Catfish Hodge
• "I Used to Work in Chicago. I Did But I Don't Anymore", 1944 – composers & lyricists: Larry Vincent & Sunny Skylar
• " Chicago" - R.T. & The Rockmen Unlimited
• "I Was Having A Hard Time In Chicago" - Mike Martin
• "I–94" – Jules Blattner
• "I'll Meet You in Chicago ", 1928 – composers & lyricists: Charlie Harrison & Fred Rose
• "I'm a Ramblin' Man" – Waylon Jennings
• "I'm Dying Tomorrow" – Alkaline Trio
• "I'm from Chicago", 1917 – composer: Leo Edwards; lyricist: Blanche Merrill
• "I'm Going Right Back to Chicago" 1906 – composer: Egbert Van Alstyne; lyricist: Harry Williams
• "I'm Strong for Chicago" composer unknown, https://www.youtube.com/watch?v=Jfb8Q-569q8
• "I've Got All This Ringing in My Ears and None on My Fingers" – Fall Out Boy, from Infinity on High, 2007
• "I've Got To Leave Chi-Town" - Carey Bell & Lurrie Bell
• "In 1933 " – composer & lyricist: Art Kassel; arranger: Charles Adams
• "In Cairo Street: A Characteristic Fantasie for Piano", 1893 – composer: Geo. Schleiffarth
• "In Chicago" – composer & lyricist: Olive Jeane
• "In Old Chicago", 1937 – composers & lyricists: Mack Gordon & Harry Revel
• "In Tha Chi" – Shawnna, featuring Syleena Johnson, from Block Music, 2006
• "In the Ghetto"– Elvis Presley
• "In the Kitchen – Umphrey's McGee from Anchor Drops, 2004, progressive rock
• "Inner Circles of Chicago" – Rodger Wilhoit
• "Into the Chicago Abyss" – Southall Riot
• "Is Chicago, Is Not Chicago" – Soul Coughing
• "It's a Cold Winter" – Frankie Knuckles, Chicago house
• "It's a Way They Have in Chicago" 1896 – composer: Gustav Lüders; lyricist: M.E. Rourke
• "It's a Way They Have in Chicago" 1904 – composer: Ben M. Jerome; lyricists: Geo. E. Stoddard & Chas. S. Taylor

J

• "Jackson Park El Train" by Harold Mabern Trio
• "Jackson Park Express" – "Weird Al" Yankovic
• "Jazz Music" – Gang Starr
• "Jazz Thing" – Gang Starr
• "Jesus Just Left Chicago" – ZZ Top
• "Joe Chicago" – Big Walter Horton
• "Joe Murphy's Farewell To Chicago" – Old Rope String Band
• "Jolly Bears, To Those on the Board of Trade of Chicago. Polka Humoristic", 1880 – composer: Geo. Schleiffarth
• "Jumpin' in the Pump Room" - John Kirby (musician) and his Orchestra
• "Just Blew in from the Windy City" – Doris Day, 1953
• "Just for Money" – Paul Hardcastle

K

• "Keys to the City" – Ministry & Co Conspirators, 2008

L

• "Let's Go, Go-Go White Sox" – Walter Jagiello
• "L.A., Goodbye" – The Ides of March
• "Lady From Chicago" - Neal Sharpe
• "Lake Effect Kid" – Fall Out Boy, from Welcome to the New Administration, 2008
• "Lake Michigan" – Rogue Wave, 2007
• "Lake Shore Drive" – Aliotta Haynes Jeremiah, 1971
• "Lake Shore Drive" – Art Porter Jr.
• "Lake Shore Drive" – E-Smoove
• "Lake Shore Drive" – Gerald Wilson Orchestra
• "Lake Shore Drive" – The Innocence Mission
• "Lake Shore Drive" – Theo Parrish
• "Lake Shore Drive Boogie" – Lefty Dizz
• "Lake Shore Drive " - 101 Strings
• "Lake Shore Drive " – Harris Newman
• "Lake Shore Driving" – Duran Duran 1988
• "Lakefront Blues" - Dan Burley And His Skiffle Boys
• "Lakeshore Cowboy" – Ramsey Lewis
• "The Last Day of the Fair", 1893 – composer: Frank Swain
• "Lawndale Blues" - Eddie Taylor Blues Band
• "LAX to O'Hare" – The Academy Is...
• "Leader of the Band" – Dan Fogelberg
• "Leavin' Chicago, A.M.F." – Aliotta Haynes Jeremiah
• "Leaving Chicago" – Knockout
• "Lido Shuffle" – Boz Scaggs
• "Lincoln Park Pirates" – Steve Goodman
• "Little Joe from Chicago", 1930 – composers: Mary Lou Williams, Henry Wells
• "Living in Chicago" – The Bee Gees
• "Lobster And Scrimp" - Timbaland featuring Jay-Z
• "Logan Square" - – Jimmy McPartland And Art Hodes
• "London House" – Billy Walker
• "Long Line To Chicago" - Larry Hosford
• "Lovin's Been Here and Gone to Mecca Flats", 1926 – composer: Jimmy Blythe
• "LSD" - Jamila Woods ft. Chance the Rapper
• "Luther" - Kendrick Lamar and SZA

M

• "Mama Chicago" – Bonnie Koloc
• "Mama Chicago" – Mike Westbrook
• "The Man from the South with a Big Cigar in his Mouth", 1930 – composers & lyricists: Rube Bloom & Harry M. Woods
• "The March Maroon, University of Chicago March and Two-Step", 1906 – composer: Harry Turner
• "Marching on to Chicago", 1933 – composers & lyricists: Richard Daly, Thomas Parmiter & Clitus Wickens
• "Maxwell Street" – Chris Rea
• "Maxwell Street Boogie" - Rob Hoeke
• "Maxwell Street Shuffle" – Barry Goldberg
• "Mean Old Chicago" - Bob Margolin
• "Mecca Flat Blues", 1924 – composer: Jimmy Blythe; lyricists: Jimmy Blythe & Priscilla Stewart
• "Meet Me in Chicago" – Jimmy McPartland And Art Hodes
• "Meet Me in Chicago" – Mat Kearney, Buddy Guy from Rhythm & Blues
• "Memphis-Chicago Blues" – Julio Finn Band
• "Mercy Me" – Alkaline Trio
• "Miss Chicago ", 1921 – composer: Edmund Braham; lyricist: W.S. Greelish
• "Mrs. O'Leary's Cow" – Brian Wilson
• "Muddy Waters " – Glen Hall & Gil Evans
• "Must Have Been The Wind" - Alec Benjamin
• "My Kind of Town" – Frank Sinatra, 1964

N

• "New West Side Stroll" - Dave Specter
• "New York/Chicago" - Mark Imperial
• "New York and Chicago" - music by Albert Von Tilzer; lyrics by Junie McCree
• "New York - London - Paris - Chicago" - Soup
• "New York To Chicago" - Chubby Jackson
• "The Night Chicago Died" – Paper Lace
• "Night In Chicago" - Reeds
• "North to Chicago" – Hank Snow
• "Northwest 222" – Harry Chapin
• "Nothing Beats Chicago/Ocean is Different" – from the musical ''Marie Christine''

O

• "Ode for the opening of the World's Fair. Held at Chicago, 1892" – composer: C. W. Chadwick; lyricist: Harriet Monroe
• "Oh City of a Century" – composer: Eleanor Everest Freer
• "Oh, Yes! Oh, Yes! Oh, Yes! Oh, Yes! The Dancing Girls will give a Show before they Start for Chicago!" from Little Christopher Columbus
• "Oh You Chicago, Oh You New York", 1910 – composer: Albert Von Tilzer; lyricists: Junie McCree & Sydney Rosenfeld
• "The Oldest Living Groupie in Chicago" – Doug Ashdown
• "On a Freezing Chicago Street" – Margot and the Nuclear So and So's
• "On the Midway, or the Jolly Bum, Bum", 1893 – composer & lyricist: Louis Ortenstein
• "On the South Side of Chicago" – Vic Damone, Freddy Cole
• "One Way Ride " – Lois Johnson
• "Only in Chicago" – Barry Manilow
• "The Original Chicago Blues", 1915 – composer: James White
• "The Osmosis Suite - Chicago Indian" - System 7 (band)
• "Our Chicago", 1926 – composer & lyricist: Norman Reid

P

• "Palmah House Shuffle", 1903 – composer: Libbie Erickson
• "Pantin' in the Panther Room" – Fats Waller
• "The Payback" - James Brown
• "Peace Frog" – The Doors
• "Picketlines and Pepperspray" – Silent Film
• "Polka Lounges In Chicago" - Eddie Blazonczyk & The Versatones
• "Prairie Song" – Billy Corgan
• "Private Lawns" – Angus & Julia Stone
• "Pulaski at Night" – Andrew Bird
• "Pulaski Day" – Kidd Russell
• "Pump Room" - The Friendly Indians
• "Pump That Body" - Mr. Lee
• "Pump Up Chicago" – Mr. Lee
• "Put the Blame on Mame", 1946 – composers & lyricists: Allan Roberts, Doris Fisher

R

• "Randolph Street Rag" - Chicago Rhythm Kings
• "Real Good Girlfriend" – The Mountain Goats
• "Red Hot Chicago" – Flying High, 1930; composers & lyricists: B.G. DeSylva, Lew Brown & Ray Henderson
• "Red Leaves of October" – Michael Peter Smith
• "Relax With Chicago" - K-Alexi
• “Reminding Me - Common (rapper)
• "Richmond, Chicago, Mexico And Home" - Sonny Miller And The Happy Valley Boys
• "Ride My Face to Chicago" – Frank Zappa
• "Ride To Stony Island" - Stony Island Band
• "Rock-Skippin' at the Blue Note" – Duke Ellington
• "Royal Garden Blues"
• "Route 90" - Clarence Garlow
• "The Runaway Train" - Michael Holliday

S

• "San Francisco" – Alkaline Trio
• "Saying Goodbye" – Every Avenue
• "The Seer's Tower" – Sufjan Stevens
• "She Called It" - Saba & No I.D.
• "She Shook Him in Chicago" – – composer: Karl L. Hoschna; lyricist: Otto Hauerbach
• "She Was Hot" – Rolling Stones
• "She Was in Chicago" – John Lee Hooker
• "She'd Never Leave Chicago" – McKendree Spring
• "The Sheik of Chicago ", 1960 – adaptor & lyricist: Bob Merrill; recorded by the Four Lads and Archie Bleyer
• "The Gold Standard" – Fall Out Boy from Folie a Deux, 2008
• "Showtime in Chicago" – Joe Jackson
• "Shy-Town" – Gorillaz
• "Sidewalks of Chicago" – Merle Haggard
• "Silent Night/7 O' Clock News" – Simon & Garfunkel
• "Silver City" – Hey Champ
• "Slow Down Chicago" – Canasta
• "Snakeheads" – The Mountain Goats
• "So Long Toots" – Cherry Poppin' Daddies from Soul Caddy
• "Something from Nothing" – Foo Fighters, 2014
• "Somewhere in Chicago" – Arnold McCuller
• "Somewhere on Fullerton" – Allister
• "Sounds at the Archway" – Eddie Harris
• "Sounds of West Side Chicago" – Jimmy Dawkins & Hip Linkchain
• "South Shore Drive" - Bernard Allison
• "South Shore Drive" - Noble "Thin Man" Watts
• "South Side" – Moby, featuring Gwen Stefani, 2001
• "South Side Irish" – Arranmore
• "South Side of Chicago" – Eddie Burns
• "South Side Shake" - Dan Burley And His Skiffle Boys
• "South Union" – Lucky Boys Confusion
• "Southbound Ryan" – Dennis DeYoung
• "Southside Boogie" - Dick Hyman
• "Southside Boogie" - James Cotton
• "Southside Chicago Waltz" – Black 47
• "Southside Chicago" – Otis Brown & The Delights
• "Southside Hop" - Left Hand Frank
• "Southside Mojo" – JaGoFF
• "Southside Shuffle" – Art Hodes
• "Southside Stomp" - Ronnie Earl & the Broadcasters
• "Southside Stuff" – Jimmy Yancey
• "South Side To Riverside" - Lurrie Bell
• "Southside" – Common, featuring Kanye West, from Finding Forever, 2007
• "Star Witness" – Neko Case
• "Startin' for Chicago" – Tracy Nelson
• "State Street Blues" – Synco Jazz Band
• "State Street Jive" – Cow Cow Davenport
• "State Street" - Peter Gallway
• "State Street" – Sonny Knight
• "State Street" – Sun Ra
• "State Street Samba" – Cook County
• "State Street Special" - Johnny Parker (jazz pianist)
• "State Street Sweet" - Gerald Wilson Orchestra
• "State Street Tomorrow – Theme Song", 1930 – composers: Carelton Colby & Maurice Wetzel from the Radio Station KYW staff
• "Stay Chi" – Juice
• "Stell–" – Frode Gjerstad Trio With Steve Swell
• "Stockyard Blues" - Floyd Jones
• "Stockyard Strut" - Freddie Keppard
• "Stony Island Band" - Stony Island Band
• "Stratford-on-Guy" – Liz Phair, 1993
• "Streamline Train" - The Vipers Skiffle Group
• "Strings Of Chicago" - Lidell Townsell
• "Stuck in Chicago" – Cate Brothers
• "Sunshine in Chicago" – Sun Kil Moon
• "Survivor's Guilt" - Saba featuring G Herbo
• "Super Bowl Shuffle" – Chicago Bears Shufflin' Crew, the 1985 Chicago Bears champions
• "Super Fade" - Fall Out Boy from "Lake Effect Kid EP", 2018
• "Sweet Chicago" – The Original Caste
• "Sweet Home Chicago", 1937 – composer: Robert Johnson; lyricists: Robert Johnson & Roosevelt Sykes, Blues Brothers
• "Sweet Spots" – The Fiery Furnaces
• "Swing Life Away" – Rise Against from Siren Song of the Counter Culture, 2005
• "Switchboard" – Kid Sister

T

• "Take Me Back to Chicago", 1985 – title track on Take Me Back to Chicago by Chicago
• "Take the Time", 1993 – Waiting for the Night by the Freddy Jones Band
• "Talkin' Baseball " – Terry Cashman
• "Taste of Chicago" – Albert Washington
• "Thank You Chicago" - Ricardo Miranda
• "That's That", 2006 – Snoop Dogg featuring R. Kelly
• "There's No Lights On The Christmas Tree Mother They're Burning Big Louis Tonight" – Alex Harvey
• "This City", 2011 – Patrick Stump featuring Lupe Fiasco from Soul Punk
• "The Humbling River" - Puscifer
• "Ticket to Chicago" – Terry Garthwaite
• "To Chicago With Love" – Lois Johnson
• "Together Forever " – Run-DMC
• "Tonight, Tonight", 1996 – The Smashing Pumpkins
• "Tonight Will Last Forever", 2005 – Photographs by Mest
• "The Torture Doctor", 2013 – Alkaline Trio
• "Train to Chicago" – Mike Doughty
• "The Trianon March", 1934 – dedicated to the Chicago Association of Dancing Masters; composer: R. Alexander Campbell
• "True Blue," 2023 – boygenius
• "True Enough", 2009 – Everything's Easy by Girlyman
• "Turn It Up Again" – Conway Brothers
• "Twilight Serenade", 2005 – Another Ghost by Jason Myles Goss
• "Two Words", 2004 – Kanye West featuring Mos Def, Freeway, and the Boys Choir of Harlem, from ''The College Dropout''

U

• "The University Quickstep", 1865 – inscribed to the President and Friends of the Chicago University; composer: E. M. Shaw
• "Underneath the Streetlights of Chicago", 2019; Riley Smith

V

• "Vacation in Chicago" – Cold War Kids
• "Vernon Park" - Lil' Mark
• "Via Chicago", 1999 – Summerteeth by Wilco
• "The Viking March – Captain Andersen's Viking Ship from Norway to the World's Fair", 1893 – composer: H. C. Verner

W

• "Wacker Drive" – Wazmo Nariz
• "Wailin' at the Trianon" – Lionel Hampton
• "We Ride", 1998 – R. by R. Kelly, featuring Jay-Z
• "We're All Crazy in Chicago", 1986 – Jonathon Brandmeier
• "We're Gonna Go to Chicago" – from the musical Marie Christine
• "Welcome 2 Chicago", 2001 – Abstract Mindstate featuring Kanye West
• "Welcome to Chicago" - Gene Farris
• "Welcome to Chicago" – Kill Hannah from Wake Up the Sleepers, 2009
• "Wes Cide Bluze" – Jimmy Dawkins
• "Wes Cide Rock" – Jimmy Dawkins
• "West Side Baby" - Fenton Robinson
• "West Side Bossman" - Otis Grand, Anson Funderburgh, Debbie Davies
• "Westside Bound" - Saba featuring Benjamin Earl Turner
• "Westside Bound Pt. 2" - Saba
• "Westside Bound 3" - Saba featuring Joseph Chilliams
• "Westside Bound Pt. 4" - Saba featuring MFnMelo
• "West Side Shuffle" – Ronnie Earl & Duke Robillard
• "West Side Woman" - Lurrie Bell
• "Weston's March to Chicago", 1867 – composer: Edward Mack; publisher: S. Brainard & Sons, Cleveland
• "Wheels a-Rolling", 1948 – official song of the Chicago Railroad Fair; composer: Helen Purcell Maxwell; lyricist: Philip Maxwell
• "When the Levee Breaks", 1929 – composers & lyricists: Kansas Joe McCoy and Memphis Minnie; re-worked by Led Zeppelin in 1971
• "When the Wind Blows in Chicago" – writers: Scott Turner, Audie Murphy; performed by both Roy Clark and Bobby Bare in 1964, and Eddy Arnold in 1970
• "When You Meet a Man in Chicago" – from Sugar
• “Wilder Days” - Morgan Wade
• "White Sox Stomp" – Jimmy Yancey
• "Why" - Willow
• "Windy City Blues" - Ernie Hawks And The Soul Investigators
• "Windy City Blues" – Mike Westbrook
• "Windy City Boogie Woogie", c. 1941–1943 – Nat King Cole
• "Windy City Boogie", c. 1950–1954 – J. T. Brown
• "Windy City Hop" – Slim Gaillard
• "Windy City Soul" by Jerry Butler
• "Windy City" – Jack-Tronic
• "Windy City" – Jackie McLean
• "Windy City" – Phish
• "Windy City" - Richard Evans
• "Windy City" – Rodney Franklin
• "Windy City" – The Sweet
• "Windy City" – from Windy City
• "Windy City Blues" - Ernie Hawks & The Soul Investigators
• "Windy City Stomp" - Rob Hoeke
• "Wine-O From Chicago" - Howard Crockett
• "Winter in Chicago", 2012 – Toil by Flatfoot 56
• "The Woman Downstairs", 1998 – Through the Trees by The Handsome Family
• "Woman in Chicago" – Jim Post
• "World's Columbian Exposition Waltz", 1893 – composer: Adelaide Marcelia Gluck
• "The World's Fair or A Voyage to Chicago", 1893 – composer & lyricist: Leonard Gautier

Y

• "Yes Chicago Is... " - Gerald Wilson Orchestra
• "You Haven't Seen The U.S.A. Until You've Seen Chicago!" - Dick Marx Orchestra
• "You Wake Up in the Morning in Chicago", 1915 – composer: Harry Carroll; lyricists: Ballard MacDonald and Coleman Goetz
• "You'll Find 'Em in Chicago", 1905 – composer: Ben M. Jerome; lyricists: Chas S. Adelman and I. L. Blumenstock
• "You're Dead", 2001 – From Here to Infirmary by Alkaline Trio
• "Your the Inspiration", 1984 - Chicago 17

Z

• "Zelda", 2007 – Isn't This Supposed to Be Fun!? by Farewell

Songs about Chicago sport teams

• "All the Way", 2008 – Eddie Vedder
• "Bear Down Chicago Bears", 1941 – composer & lyricist: Jerry Downs
• "Chelsea Dagger", with text modified by Blackhawks' fans, 2006 – composer and lyricist: Jon Fratelli; performers: The Fratellis
• "The Chicago Cubs Song – Hey Hey! Holy Mackerel!", 1969 – composer: John Frigo; lyricist: I. C. Haag
• "Come On You Cubs Play Ball", 1937 – composer & lyricist: Bernard "Whitey" Berquist
• "Cubs on Parade ", 1907 – composer: H. R. Hempel; arranger: Jos. Techen
• "The Glory of the Cubs", 1908 – composer: Arthur Marshall; lyricist: F. R. Sweirngen
• "Go Cubs Go", 1984 – composer & lyricist: Steve Goodman
• "Here Come the Hawks", 1968 – composer: J. Swayzee; producer: The Dick Marx Orchestra and Choir
• "Hurrah for the Cubs", 1930 – composer: Burrell Van Buren; lyricist: Betty Douglas
• "Let's Go, Go-Go White Sox", 1959 – composer & lyricists: Captain Stubby and the Buccaneers
• "Super Bowl Shuffle", 1985 – composers: B. Daniels, L. Barry; lyricists: R. Meyer, M. Owens; performers: Chicago Bears Shufflin' Crew, the 1985 Chicago Bears
• "Watch the Cubs Play Ball", 1941 – composer & lyricist: Harry A. Magill
• "Wave the Flag (For Old Chicago)", 1929 – fight song of the University of Chicago; lyricist: Gordon Erickson
• "We're The Cubbies", 2012 – composer, lyricist, and audio engineer: Michael Droste CubsSong.com
• "White Sox Fitted", 2010 – composer & lyricist: Young General
• "The White Sox March", 1907 – composer: T. F. Durand