Complete List Of Chicago Songs From A to Z

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Chicago emerged from the city’s thriving late-1960s music scene with an approach that was unlike most rock bands of the era. Formed in 1967 as the Big Thing and later known as Chicago Transit Authority, the group combined rock guitars, keyboards, jazz-influenced horns, and ambitious arrangements. Founding members Robert Lamm, Terry Kath, Peter Cetera, James Pankow, Lee Loughnane, Walter Parazaider, and Danny Seraphine developed a sound that could move from extended improvisations to tightly written pop songs.

The band’s debut album, Chicago Transit Authority, arrived in 1969 and introduced ‘Beginnings,’ ‘Does Anybody Really Know What Time It Is?,’ and ‘Questions 67 and 68.’ The double album Chicago II followed with ’25 or 6 to 4,’ ‘Make Me Smile,’ and ‘Colour My World.’ During the 1970s, Chicago became one of America’s biggest recording acts with songs such as ‘Saturday in the Park,’ ‘Feelin’ Stronger Every Day,’ ‘Wishing You Were Here,’ and ‘If You Leave Me Now.’

Following Terry Kath’s death in 1978, Chicago continued recording and eventually found another period of extraordinary commercial success. Chicago 16, Chicago 17, and subsequent releases produced ‘Hard to Say I’m Sorry,’ ‘Hard Habit to Break,’ ‘You’re the Inspiration,’ ‘Will You Still Love Me?,’ and ‘Look Away.’ Its albums also contained instrumentals, long-form suites, experimental pieces, and lesser-known compositions that demonstrate how much more the band recorded than its familiar radio hits.

Chicago’s catalog continued through the 1990s and beyond, including the shelved and eventually released Stone of Sisyphus, big-band standards, Christmas projects, and later new albums. Chicago XXXVI: Now and Chicago XXXVIII: Born for This Moment carried the band’s songwriting into the twenty-first century. This alphabetical list brings together the original studio tracks, individual movements of the early suites, holiday songs, compilation exclusives, and selected officially released alternate performances, followed by a chronological discography.

Complete List Of Chicago Songs From A to Z

0 to E

1. “25 or 6 to 4” – Chicago II (1970)
2. “25 or 6 to 4 (1986 Version)” – Chicago 18 (1986)
3. “25 or 6 to 4 (Single Version)” – Chicago II (2002 Rhino reissue) (2002)
4. “90 Degrees and Freezing” – Chicago XXX (2006)
5. “After the Love Has Gone (Live with Earth, Wind & Fire)” – Love Songs (2005)
6. “Ain’t It Blue?” – Chicago VIII (1975)
7. “Ain’t It Time” – Hot Streets (1978)
8. “Aire” – Chicago VII (1974)
9. “Alive Again” – Hot Streets (1978)
10. “All Is Right” – Chicago XXXVII: Chicago Christmas (2019)
11. “All Is Well” – Chicago V (1972)
12. “All Over the World” – Chicago XXXVII: Chicago Christmas (2019)
13. “All Roads Lead to You” – The Heart of Chicago 1967–1998, Volume II (1998)
14. “All the Years” – Chicago XXXII: Stone of Sisyphus (2008)
15. “Alma Mater” – Chicago V (1972)
16. “Aloha Mama” – Chicago 13 (1979)
17. “Along Comes a Woman” – Chicago 17 (1984)
18. “Already Gone” – Chicago XXX (2006)
19. “A.M. Mourning” – Chicago II (1970)
20. “America” – Chicago XXXVI: Now (2014)
21. “The American Dream” – Chicago XIV (1980)
22. “Another Rainy Day in New York City” – Chicago X (1976)
23. “Another Trippy Day” – Chicago XXXVI: Now (2014)
24. “Anxiety’s Moment” – Chicago II (1970)
25. “Anyway You Want” – Chicago VIII (1975)
26. “The Approaching Storm” – Chicago III (1971)
27. “At the Sunrise” – Chicago III (1971)
28. “Baby, What a Big Surprise” – Chicago XI (1977)
29. “Back to You” – Chicago XXVI: Live in Concert (1999)
30. “Bad Advice” – Chicago 16 (1982)
31. “(Because) It’s Christmastime” – Chicago XXXVII: Chicago Christmas (2019)
32. “Beginnings” – Chicago Transit Authority (1969)
33. “Bethlehem” – What’s It Gonna Be, Santa? (2003)
34. “Better” – Chicago XXX (2006)
35. “Beyond All Our Sorrows (Terry Kath Demo)” – Chicago VI (2002 Rhino reissue) (2002)
36. “Bigger Than Elvis” – Chicago XXXII: Stone of Sisyphus (2008)
37. “Birthday Boy” – Chicago XIV (1980)
38. “Blues in the Night” – Night & Day: Big Band (1995)
39. “Born for This Moment” – Chicago XXXVIII: Born for This Moment (2022)
40. “Brand New Love Affair (Part I)” – Chicago VIII (1975)
41. “Brand New Love Affair (Part II)” – Chicago VIII (1975)
42. “Bright Eyes (Rehearsal)” – Chicago VIII (2002 Rhino reissue) (2002)
43. “Bring My Baby Back” – Chicago XXXVII: Chicago Christmas (2019)
44. “Byblos” – Chicago VII (1974)
45. “Byblos (Rehearsal)” – Chicago VII (2002 Rhino reissue) (2002)
46. “Call on Me” – Chicago VII (1974)
47. “Canon” – Chicago III (1971)
48. “Caravan” – Night & Day: Big Band (1995)
49. “Caroline” – Chicago XXX (2006)
50. “Chains” – Chicago 16 (1982)
51. “Chasin’ the Wind” – Twenty 1 (1991)
52. “Chicago (That Toddlin’ Town)” – Night & Day: Big Band (1995)
53. “Child’s Prayer” – Chicago XXV: The Christmas Album (1998)
54. “The Christmas Song” – Chicago XXV: The Christmas Album (1998)
55. “Christmas Time Is Here” – Chicago XXV: The Christmas Album (1998)
56. “Closer to You” – Chicago 13 (2003 Rhino bonus track) (2003)
57. “Colour My World” – Chicago II (1970)
58. “Come in from the Night” – Chicago 19 (1988)
59. “Come to Me, Do” – Chicago XXX (2006)
60. “Crazy Happy” – Chicago XXXVI: Now (2014)
61. “Crazy Idea” – Chicago XXXVIII: Born for This Moment (2022)
62. “Critics’ Choice” – Chicago VI (1973)
63. “Cry for the Lost” – Chicago XXXII: Stone of Sisyphus (2008)
64. “Daddy’s Favorite Fool” – Chicago 16 (Rhino bonus track) (2006)
65. “Darlin’ Dear” – Chicago VI (1973)
66. “Devil’s Sweet” – Chicago VII (1974)
67. “Dialogue (Part I)” – Chicago V (1972)
68. “Dialogue (Part II)” – Chicago V (1972)
69. “Dialogue (Single Edit)” – Chicago V (Rhino bonus track) (2002)
70. “Does Anybody Really Know What Time It Is?” – Chicago Transit Authority (1969)
71. “Don’t Get Around Much Anymore” – Night & Day: Big Band (1995)
72. “Dream a Little Dream of Me” – Night & Day: Big Band (1995)
73. “Dreamin’ Home” – Chicago III (1971)
74. “Explain It to My Heart” – Twenty 1 (1991)

F to J

75. “Fallin’ Out” – Chicago III (1971)
76. “Fancy Colours” – Chicago II (1970)
77. “Feel” – Chicago XXX (2006)
78. “Feel (Horn Section Mix)” – Chicago XXX (alternate mix) (2006)
79. “Feelin’ Stronger Every Day” – Chicago VI (1973)
80. “Feliz Navidad” – Chicago XXV: The Christmas Album (1998)
81. “Firecracker” – Chicago XXXVIII: Born for This Moment (2022)
82. “Flight 602” – Chicago III (1971)
83. “Follow Me” – Chicago 16 (1982)
84. “For the Love” – Chicago XXXVIII: Born for This Moment (2022)
85. “Forever” – Chicago 18 (1986)
86. “Free” – Chicago III (1971)
87. “Free at Last” – Chicago XXXVI: Now (2014)
88. “Free Country” – Chicago III (1971)
89. “Free Form Guitar” – Chicago Transit Authority (1969)
90. “Free (Single Version)” – Chicago III (Rhino bonus track) (2002)
91. “Gently I’ll Wake You” – Chicago X (1976)
92. “Get Away” – Chicago 16 (1982)
93. “God Rest Ye Merry Gentlemen” – Chicago XXV: The Christmas Album (1998)
94. “God Save the Queen” – Twenty 1 (1991)
95. “Gone Long Gone” – Hot Streets (1978)
96. “Goodbye” – Chicago V (1972)
97. “Goody Goody” – Night & Day: Big Band (1995)
98. “Got to Get You into My Life (Live)” – Chicago XXXIV: Live in ’75 (2011)
99. “The Greatest Love on Earth” – Hot Streets (1978)
100. “Hanky Panky” – Chicago VII (1974)
101. “Happy ‘Cause I’m Going Home” – Chicago III (1971)
102. “Happy Man” – Chicago VII (1974)
103. “Hard Habit to Break” – Chicago 17 (1984)
104. “A Hard Risin’ Morning Without Breakfast” – Chicago III (1971)
105. “Hard to Say I’m Sorry” – Chicago 16 (1982)
106. “Hard to Say I’m Sorry (Single Version)” – Chicago XVI (Rhino bonus track) (2006)
107. “Harry Truman” – Chicago VIII (1975)
108. “Have Yourself a Merry Little Christmas” – Chicago XXV: The Christmas Album (1998)
109. “Heart in Pieces” – Chicago 19 (1988)
110. “Here Comes Santa Claus / Joy to the World” – Chicago XXXIII: O Christmas Three (2011)
111. “Here in My Heart” – The Heart of Chicago 1967–1997 (1997)
112. “Here Is Where We Begin” – Chicago 17 (Rhino bonus track) (2006)
113. “Here We Come a Caroling” – Chicago XXXVII: Chicago Christmas (2019)
114. “Here with Me (A Candle for the Dark)” – Chicago XXXII: Stone of Sisyphus (2008)
115. “Hideaway” – Chicago VIII (1975)
116. “A Hit by Varèse” – Chicago V (1972)
117. “Hold On” – Chicago XIV (1980)
118. “Holdin’ On” – Twenty 1 (1991)
119. “Hollywood” – Chicago VI (1973)
120. “Hope for Love” – Chicago X (1976)
121. “Hot Streets” – Hot Streets (1978)
122. “House on the Hill” – Chicago XXXVIII: Born for This Moment (2022)
123. “I Believe” – Chicago 18 (1986)
124. “I Don’t Wanna Live Without Your Love” – Chicago 19 (1988)
125. “I Don’t Want Your Money” – Chicago III (1971)
126. “I Saw Three Ships” – Chicago XXXIII: O Christmas Three (2011)
127. “I Stand Up” – Chicago 19 (1988)
128. “I’d Do It All Again (Christmas Moon)” – Chicago XXXVII: Chicago Christmas (2019)
129. “I’d Rather Be Rich” – Chicago XIV (1980)
130. “I’d Rather Be Rich (Original Rehearsal)” – Chicago X (2003 Rhino reissue) (2003)
131. “If I Should Ever Lose You” – Chicago XXVI: Live in Concert (1999)
132. “If It Were You” – Twenty 1 (1991)
133. “If She Would Have Been Faithful…” – Chicago 18 (1986)
134. “If This Is Goodbye” – Chicago XXXVIII: Born for This Moment (2022)
135. “If This Isn’t Love” – Chicago XXXVIII: Born for This Moment (2022)
136. “If You Leave Me Now” – Chicago X (1976)
137. “If You Leave Me Now (Live with Philip Bailey)” – Love Songs (2005)
138. “I’ll Be Home for Christmas” – Chicago XXXIII: O Christmas Three (2011)
139. “I’m a Man” – Chicago Transit Authority (1969)
140. “I’m Your Santa Claus” – Chicago XXXVII: Chicago Christmas (2019)
141. “In Terms of Two” – Chicago VI (1973)
142. “In the Country” – Chicago II (1970)
143. “In the Mood” – Night & Day: Big Band (1995)
144. “The Inner Struggles of a Man” – Chicago XI (1977)
145. “Introduction” – Chicago Transit Authority (1969)
146. “Introduction (Live)” – Chicago XXXVI: Now (Japan bonus track) (2014)
147. “It Better End Soon (1st Movement)” – Chicago II (1970)
148. “It Better End Soon (2nd Movement)” – Chicago II (1970)
149. “It Better End Soon (3rd Movement)” – Chicago II (1970)
150. “It Better End Soon (4th Movement)” – Chicago II (1970)
151. “It Better End Soon (5th Movement) (Live)” – Chicago at Carnegie Hall (1971)
152. “Italian from New York” – Chicago VII (1974)
153. “It’s Alright” – Chicago 18 (1986)
154. “It’s the Most Wonderful Time of the Year” – Chicago XXXIII: O Christmas Three (2011)
155. “(I’ve Been) Searchin’ So Long” – Chicago VII (1974)
156. “Jenny” – Chicago VI (1973)
157. “Jingle Bells” – Chicago XXXIII: O Christmas Three (2011)
158. “Jolly Old Saint Nicholas” – What’s It Gonna Be, Santa? (2003)
159. “Just You ‘n’ Me” – Chicago VI (1973)

K to O

160. “King of Might Have Been” – Chicago XXX (2006)
161. “Let It Snow! Let It Snow! Let It Snow!” – Chicago XXV: The Christmas Album (1998)
162. “Let’s Take a Lifetime” – Chicago XXXII: Stone of Sisyphus (2008)
163. “Let’s Take a Lifetime (Demo)” – Chicago XXXII: Stone of Sisyphus (bonus tracks) (2008)
164. “Liberation” – Chicago Transit Authority (1969)
165. “Life Is What It Is” – Chicago 13 (1979)
166. “Life Saver” – Chicago VII (1974)
167. “Listen” – Chicago Transit Authority (1969)
168. “The Little Drummer Boy” – Chicago XXV: The Christmas Album (1998)
169. “Little Miss Lovin'” – Hot Streets (1978)
170. “Little One” – Chicago XI (1977)
171. “Loneliness Is Just a Word” – Chicago III (1971)
172. “Long Lost Friend” – Chicago XXX (2006)
173. “Long Time No See” – Chicago VIII (1975)
174. “Look Away” – Chicago 19 (1988)
175. “Loser with a Broken Heart” – Chicago 13 (1979)
176. “Love Is Forever (Demo)” – Chicago XXXII: Stone of Sisyphus (bonus tracks) (2008)
177. “Love Lives On” – Chicago XXXVI: Now (2014)
178. “Love Me Tomorrow” – Chicago 16 (1982)
179. “Love Was New” – Hot Streets (1978)
180. “Love Was New (Alternate Vocal)” – Hot Streets (2003 Rhino reissue) (2003)
181. “Love Will Come Back” – Chicago XXX (2006)
182. “Lovin’ Chains” – Chicago XXX (2006)
183. “Lowdown” – Chicago III (1971)
184. “Mah-Jong” – Chicago XXXII: Stone of Sisyphus (2008)
185. “Mah-Jong (Demo)” – Chicago XXXII: Stone of Sisyphus (bonus tracks) (2008)
186. “Make a Man Outta Me” – Chicago XXXVIII: Born for This Moment (2022)
187. “Make Me Smile” – Chicago II (1970)
188. “Make Me Smile (Single Version)” – Chicago II (2002 Rhino reissue) (2002)
189. “Mama Mama” – Chicago X (1976)
190. “Mama Take” – Chicago 13 (1979)
191. “Man to Woman” – Twenty 1 (1991)
192. “Man vs. Man: The End” – Chicago III (1971)
193. “Manipulation” – Chicago XIV (1980)
194. “Memories of Love” – Chicago II (1970)
195. “The Mermaid (Sereia do Mar)” – Chicago XXXVIII: Born for This Moment (2022)
196. “Merry Christmas Darling” – Chicago XXXIII: O Christmas Three (2011)
197. “Merry Christmas, Happy Holidays” – Chicago XXXIII: O Christmas Three (2011)
198. “Merry Christmas, I Love You (Ballad Version)” – Chicago XXXVII: Chicago Christmas (2019)
199. “Merry Christmas, I Love You (R&B Version)” – Chicago XXXVII: Chicago Christmas (2019)
200. “Mississippi Delta City Blues” – Chicago XI (1977)
201. “Mongonucleosis” – Chicago VII (1974)
202. “Moonlight Serenade” – Night & Day: Big Band (1995)
203. “More Will Be Revealed” – Chicago XXXVI: Now (2014)
204. “Morning Blues Again” – Chicago III (1971)
205. “Mother” – Chicago III (1971)
206. “Motorboat to Mars” – Chicago III (1971)
207. “Movin’ In” – Chicago II (1970)
208. “Must Have Been Crazy” – Chicago 13 (1979)
209. “My Favorite Things” – Chicago XXXIII: O Christmas Three (2011)
210. “Naked in the Garden of Allah” – Chicago XXXVI: Now (2014)
211. “Never Been in Love Before” – Chicago VIII (1975)
212. “Niagara Falls” – Chicago 18 (1986)
213. “Nice Girl” – Chicago XXXVI: Now (2014)
214. “Night and Day” – Night & Day: Big Band (1995)
215. “No Tell Lover” – Hot Streets (1978)
216. “Nothin’s Gonna Stop Us Now” – Chicago 18 (1986)
217. “Now” – Chicago XXXVI: Now (2014)
218. “Now More Than Ever” – Chicago II (1970)
219. “Now That You’ve Gone” – Chicago V (1972)
220. “O Christmas Tree” – Chicago XXXIII: O Christmas Three (2011)
221. “O Come All Ye Faithful” – Chicago XXV: The Christmas Album (1998)
222. “Off to Work” – Chicago III (1971)
223. “Oh, Thank You Great Spirit” – Chicago VIII (1975)
224. “Old Days” – Chicago VIII (1975)
225. “On the Last Night of the Year” – Chicago XXXIII: O Christmas Three (2011)
226. “Once in a Lifetime” – Chicago 17 (1984)
227. “Once or Twice” – Chicago X (1976)
228. “Once Upon a Time…” – Chicago III (1971)
229. “One from the Heart” – Twenty 1 (1991)
230. “One Little Candle” – Chicago XXV: The Christmas Album (1998)
231. “One More Day” – Chicago 18 (1986)
232. “The Only One” – The Heart of Chicago 1967–1997 (1997)
233. “Only Time Can Heal the Wounded” – Twenty 1 (1991)
234. “Only You” – Chicago 17 (1984)
235. “Our New York Time” – Chicago XXXVIII: Born for This Moment (2022)
236. “Over and Over” – Chicago 18 (1986)
237. “Overnight Cafe” – Chicago XIV (1980)

P to T

238. “Paradise Alley” – Chicago 13 (1979)
239. “Paris (Rehearsal)” – Chicago XI (Rhino bonus tracks) (2003)
240. “Plaid” – Chicago XXXII: Stone of Sisyphus (2008)
241. “Please Hold On” – Chicago 17 (1984)
242. “P.M. Mourning” – Chicago II (1970)
243. “Poem 58” – Chicago Transit Authority (1969)
244. “Poem for the People” – Chicago II (1970)
245. “Policeman” – Chicago XI (1977)
246. “Prelude” – Chicago II (1970)
247. “Prelude (Little One)” – Chicago XI (1977)
248. “Prelude to Aire” – Chicago VII (1974)
249. “Prima Donna” – Chicago 17 (1984)
250. “Progress?” – Chicago III (1971)
251. “Prologue, August 29, 1968” – Chicago Transit Authority (1969)
252. “The Pull” – Chicago XXXII: Stone of Sisyphus (2008)
253. “Questions 67 and 68” – Chicago Transit Authority (1969)
254. “Rediscovery” – Chicago VI (1973)
255. “Remember the Feeling” – Chicago 17 (1984)
256. “Reruns” – Chicago 13 (1979)
257. “Rescue You” – Chicago 16 (1982)
258. “The Road” – Chicago II (1970)
259. “Rockin’ and Rollin’ on Christmas Day” – Chicago XXXIII: O Christmas Three (2011)
260. “Rockin’ Around the Christmas Tree” – Chicago XXXIII: O Christmas Three (2011)
261. “Rudolph the Red-Nosed Reindeer” – What’s It Gonna Be, Santa? (2003)
262. “Run Away” – Chicago 13 (1979)
263. “Runaround” – Chicago 19 (1988)
264. “Safer Harbours” – Chicago XXXVIII: Born for This Moment (2022)
265. “Santa Claus Is Coming to Town” – Chicago XXV: The Christmas Album (1998)
266. “Satin Doll (Live)” – Chicago VIII (2002 Rhino reissue) (2002)
267. “Saturday in the Park” – Chicago V (1972)
268. “Scrapbook” – Chicago X (1976)
269. “She’s Right” – Chicago XXXVIII: Born for This Moment (2022)
270. “Show Me a Sign” – The Heart of Chicago 1967–1998, Volume II (1998)
271. “Show Me the Way” – Hot Streets (1978)
272. “The Show Must Go On” – Chicago XXXII: Stone of Sisyphus (2008)
273. “Silent Night” – Chicago XXV: The Christmas Album (1998)
274. “Sing a Mean Tune Kid” – Chicago III (1971)
275. “Sing, Sing, Sing” – Night & Day: Big Band (1995)
276. “Sixth Sense (Rehearsal)” – Chicago VIII (2002 Rhino reissue) (2002)
277. “Skin Tight” – Chicago X (1976)
278. “Skinny Boy” – Chicago VII (1974)
279. “Sleeping in the Middle of the Bed” – Chicago XXXII: Stone of Sisyphus (2008)
280. “Sleigh Ride” – What’s It Gonna Be, Santa? (2003)
281. “Sleigh Ride 2019” – Chicago XXXVII: Chicago Christmas (2019)
282. “So Much to Say, So Much to Give” – Chicago II (1970)
283. “Somebody, Somewhere” – Twenty 1 (1991)
284. “Someday (August 29, 1968)” – Chicago Transit Authority (1969)
285. “Someone Needed Me the Most” – Chicago XXXVIII: Born for This Moment (2022)
286. “Something in This City Changes People” – Chicago VI (1973)
287. “Something’s Coming, I Know” – Chicago XXXVI: Now (2014)
288. “A Song for Richard and His Friends” – Chicago at Carnegie Hall (1971)
289. “A Song for Richard and His Friends (Studio Instrumental)” – Chicago V (Rhino bonus track) (2002)
290. “Song for You” – Chicago XIV (1980)
291. “Song of the Evergreens” – Chicago VII (1974)
292. “Sonny Think Twice” – Chicago 16 (1982)
293. “Sophisticated Lady” – Night & Day: Big Band (1995)
294. “South California Purples” – Chicago Transit Authority (1969)
295. “State of the Union” – Chicago V (1972)
296. “Stay the Night” – Chicago 17 (1984)
297. “Stone of Sisyphus” – Chicago XXXII: Stone of Sisyphus (2008)
298. “Stone of Sisyphus (No Rhythm Loop)” – Chicago XXXII: Stone of Sisyphus (bonus tracks) (2008)
299. “Street Player” – Chicago 13 (1979)
300. “Street Player (Dance Mix)” – Chicago 13 (Rhino bonus track) (2003)
301. “A String of Pearls” – Night & Day: Big Band (1995)
302. “Take a Chance” – Hot Streets (1978)
303. “Take Me Back to Chicago” – Chicago XI (1977)
304. “Take the ‘A’ Train” – Night & Day: Big Band (1995)
305. “Takin’ It on Uptown” – Chicago XI (1977)
306. “This Christmas” – What’s It Gonna Be, Santa? (2003)
307. “This Time” – Chicago XI (1977)
308. “Thunder and Lightning” – Chicago XIV (1980)
309. “Till the End of Time” – Chicago XI (1977)
310. “Till We Meet Again” – Chicago VIII (1975)
311. “Tired of Being Alone (with Al Green)” – Chicago VI (2002 Rhino reissue) (2002)
312. “To Be Free” – Chicago II (1970)
313. “Together Again” – Chicago X (1976)

U to Z

314. “Upon Arrival” – Chicago XIV (1980)
315. “Victorious” – Chicago 19 (1988)
316. “Vote for Me” – Chicago XI (1977)
317. “Waiting for You to Decide” – Chicago 16 (1982)
318. “Wake Up Sunshine” – Chicago II (1970)
319. “Watching All the Colors” – Chicago XXXVI: Now (2014)
320. “We Can Last Forever” – Chicago 19 (1988)
321. “We Can Stop the Hurtin'” – Chicago 17 (1984)
322. “West Virginia Fantasies” – Chicago II (1970)
323. “What Are You Doing New Year’s Eve?” – Chicago XXXIII: O Christmas Three (2011)
324. “What Can I Say” – Chicago 16 (1982)
325. “What Child Is This?” – Chicago XXV: The Christmas Album (1998)
326. “What Does It Take” – Twenty 1 (1991)
327. “What Else Can I Say” – Chicago III (1971)
328. “What Kind of Man Would I Be?” – Chicago 19 (1988)
329. “What the World Needs Now Is Love” – Chicago XXXVII: Chicago Christmas (2019)
330. “What You’re Missing” – Chicago 16 (1982)
331. “What’s This World Comin’ To” – Chicago VI (1973)
332. “When All the Laughter Dies in Sorrow” – Chicago III (1971)
333. “Where Did the Lovin’ Go” – Chicago XIV (1980)
334. “Where Do We Go from Here” – Chicago II (1970)
335. “Where Were You” – Chicago XXX (2006)
336. “While the City Sleeps” – Chicago V (1972)
337. “White Christmas” – Chicago XXV: The Christmas Album (1998)
338. “Who Do You Love” – Twenty 1 (1991)
339. “Why Can’t We” – Chicago XXX (2006)
340. “Will You Still Love Me?” – Chicago 18 (1986)
341. “Window Dreamin'” – Chicago 13 (1979)
342. “Winter Wonderland” – What’s It Gonna Be, Santa? (2003)
343. “Wish I Could Fly (Rehearsal)” – Chicago XI (Rhino bonus tracks) (2003)
344. “Wishing You Were Here” – Chicago VII (1974)
345. “Woman Don’t Want to Love Me” – Chicago VII (1974)
346. “Wonderful Christmastime” – Chicago XXXIII: O Christmas Three (2011)
347. “You Are on My Mind” – Chicago X (1976)
348. “You Come to My Senses” – Twenty 1 (1991)
349. “You Get It Up” – Chicago X (1976)
350. “(Your Love Keeps Lifting Me) Higher and Higher” – Chicago XXVI: Live in Concert (1999)
351. “Your Love’s an Attitude” – Chicago X (2003 Rhino reissue) (2003)
352. “You’re Not Alone” – Chicago 19 (1988)
353. “You’re the Inspiration” – Chicago 17 (1984)
354. “You’ve Got to Believe” – Chicago XXXVIII: Born for This Moment (2022)

Chicago Studio Albums

Chicago Transit Authority (1969)

Chicago II (1970)

Chicago III (1971)

Chicago V (1972)

Chicago VI (1973)

Chicago VII (1974)

Chicago VIII (1975)

Chicago X (1976)

Chicago XI (1977)

Hot Streets (1978)

Chicago 13 (1979)

Chicago XIV (1980)

Chicago 16 (1982)

Chicago 17 (1984)

Chicago 18 (1986)

Chicago 19 (1988)

Twenty 1 (1991)

Night & Day: Big Band (1995)

Chicago XXV: The Christmas Album (1998)

Chicago XXX (2006)

Chicago XXXII: Stone of Sisyphus (2008)

Chicago XXXIII: O Christmas Three (2011)

Chicago XXXV: The Nashville Sessions (2013)

Chicago XXXVI: Now (2014)

Chicago XXXVII: Chicago Christmas (2019)

Chicago XXXVIII: Born for This Moment (2022)

Chicago Expanded and Alternate Editions

What’s It Gonna Be, Santa? (2003)

Chicago II (Steven Wilson Remix) (2017)

Chicago Selected Live Albums

Chicago at Carnegie Hall (Chicago IV) (1971)

Chicago XXVI: Live in Concert (1999)

Chicago XXXIV: Live in ’75 (2011)

Chicago at the John F. Kennedy Center for the Performing Arts (2024)

Chicago: Live at 55 (2024)

Chicago Selected Compilation Albums

Chicago IX: Chicago’s Greatest Hits (1975)

Greatest Hits, Volume II (1981)

Greatest Hits 1982–1989 (1989)

The Heart of Chicago 1967–1997 (1997)

The Heart of Chicago 1967–1998, Volume II (1998)

The Very Best of Chicago: Only the Beginning (2002)

The Box (2003)

Love Songs (2005)

Chicago Greatest Christmas Hits (2023)

Looking for the best of the best? See our Top 10 Chicago Songs of the 70s. For every album in order, see our Complete List Of Chicago Albums And Songs.

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If you’re a fan of 1970s rock, check out our 100 Essential Albums From The 1970s article. You will love that one.

Or try our 100 Greatest Rock Songs Of The 1970s article.

If you want to discover some bands you may have never heard of or simply forgotten about, try our 100 Greatest Rock Bands Of All Time article. That is one of our best.

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