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Artist:

Chicago

Chicago

Formed:
Feb 15, 1967 in Chicago

Representative Songs:

"Does Anybody Really Know What Time It Is?," "Beginnings," "If You Leave Me Now"

Representative Albums:

Chicago IX: Greatest Hits, The Very Best of Chicago: Only the Beginning, Group Portrait

Similar Artists:

Influences:

Followers:

Performed Songs By:

Crist, David Wolinski "Hawk", Diane Warren, Daniel Seraphine, Jason Scheff, Walter Parazaider, James Pankow, Lee Loughnane, Mark Goldenberg, Robert Lamm, Steve Kipner, Bill Champlin, Steve Winwood
  • Alternative Name: Chicago Transit Authority
  • Genre: Rock
  • Active: '60s - 2000s
  • Major Members: James Pankow, Lee Loughnane, Robert Lamm, Bill Champlin, Peter Cetera, Walter Parazaider

Biography

According to Billboard chart statistics, Chicago is second only to the Beach Boys as the most successful American rock band of all time, in terms of both albums and singles. Judged by album sales, as certified by the R.I.A.A., the band does not rank quite so high, but it is still among the Top Ten best-selling U.S. groups ever. If such statements of fact surprise, that's because Chicago has been singularly underrated since the beginning of its long career, both because of its musical ambitions (to the musicians, rock is only one of several styles of music to be used and blended, along with classical, jazz, R&B, and pop) and because of its refusal to emphasize celebrity over the music. The result has been that fundamentalist rock critics have consistently failed to appreciate its music and that its media profile has always been low. At the same time, however, Chicago has succeeded in the ways it intended to. From the beginning of its emergence as a national act, it has been able to fill arenas with satisfied fans. And beyond the impressive sales and chart statistics, its music has endured, played constantly on the radio and instantly familiar to tens of millions. When, in 2002, Chicago's biggest hits were assembled together on the two-disc set The Very Best of Chicago: Only the Beginning and the album debuted in the Top 50, giving the band the distinction of having had chart albums in five consecutive decades, the music industry and some music journalists may have been startled. But the fans who had been supporting Chicago for over 30 years were not.

Chicago marked the confluence of two distinct, but intermingling musical strains in Chicago, IL, in the mid-'60s: an academic approach and one coming from the streets. Reed player Walter Parazaider (born March 14, 1945, in Chicago, IL), trumpeter Lee Loughnane (born October 21, 1946, in Chicago, IL), and trombonist James Pankow (born August 20, 1947, in St. Louis, MO) were all music students at DePaul University. But they moonlighted in the city's clubs, playing everything from R&B to Irish music, and there they encountered less formally educated but no less talented players like guitarist Terry Kath (born January 31, 1946, in Chicago, IL; died January 23, 1978, in Los Angeles, CA) and drummer Danny Seraphine (born August 28, 1948, in Chicago, IL). In the mid-'60s, most rock groups followed the instrumentation of the Beatles -- two guitars, bass, and drums -- and horn sections were heard only in R&B. But in the summer of 1966, the Beatles used horns on "Got to Get You into My Life" on their Revolver album and, as usual, pop music began to follow their lead. At the end of the year, the Buckinghams, a Chicago band guided by a friend of Parazaider's, James William Guercio, scored a national hit with the horn-filled "Kind of a Drag," which went on to hit number one in February 1967.

That was all the encouragement Parazaider and his friends needed. Parazaider called a meeting of the band-to-be at his apartment on February 15, 1967, inviting along a talented organist and singer he had run across, Robert Lamm (born October 13, 1944, in New York, NY [Brooklyn]). Lamm agreed to join and also said he could supply the missing bass sounds to the ensemble using the organ's foot pedals (a skill he had not actually acquired at the time).

Developing a repertoire of James Brown and Wilson Pickett material, the new band rehearsed in Parazaider's parents' basement before beginning to get gigs around town under the name the Big Thing. Soon, they were playing around the Midwest. By this time, Guercio had become a staff producer at Columbia Records, and he encouraged the band to begin developing original songs. Kath, and especially Lamm, took up the suggestion. (Soon, Pankow also became a major writer for the band.) Meanwhile, the sextet became a septet when Peter Cetera (born September 13, 1944, in Chicago, IL), singer and bassist for a rival Midwest band, the Exceptions, agreed to defect and join the Big Thing. This gave the group the unusual versatility of having three lead singers, the smooth baritone Lamm, the gruff baritone Kath, and Cetera, who was an elastic tenor. When Guercio came back to see the group in the late winter of 1968, he deemed them ready for the next step. In June 1968, he financed their move to Los Angeles.

Guercio exerted a powerful influence on the band as its manager and producer, which would become a problem over time. At first, the bandmembers were willing to live together in a two-bedroom house, practice all the time, and change the group's name to one of Guercio's choosing, Chicago Transit Authority. Guercio's growing power at Columbia Records enabled him to get the band signed there and to set in place the unusual image the band would have. He convinced the label to let this neophyte band release a double album as its debut (that is, when they agreed to a cut in their royalties), and he decided the group would be represented on the cover by a logo instead of a photograph.

Chicago Transit Authority, released in April 1969, debuted on the charts in May as the band began touring nationally. By July, the album had reached the Top 20, without benefit of a hit single. It had been taken up by the free-form FM rock stations and become an underground hit. It was certified gold by the end of the year and eventually went on to sell more than two million copies. (In September 1969, the band played the Toronto Rock 'n' Roll Festival, and somehow the promoter obtained the right to tape the show. That same low-fidelity tape has turned up in an endless series of albums ever since. Examples include: Anthology, Beat the Bootleggers: Live 1967, Beginnings, Beginnings Live, Chicago [Classic World], Chicago Live, Chicago Transit Authority: Live in Concert [Magnum], Chicago Transit Authority: Live in Concert [Onyx], Great Chicago in Concert, I'm a Man, In Concert [Digmode], In Concert [Pilz], Live! [Columbia River], Live [LaserLight], Live Chicago, Live in Concert, Live in Toronto, Live '69, Live 25 or 6 to 4, The Masters, Rock in Toronto, and Toronto Rock 'n' Roll Revival.) To Guercio's surprise, he was contacted by the real Chicago Transit Authority, which objected to the band's use of the name; he responded by shortening the name to simply "Chicago." When he and the group finished the second album (another double) for release at the start of 1970, it was called Chicago, though it has since become known as Chicago II.

Chicago II vaulted into the Top Ten in its second week on the Billboard chart, even before its first single, "Make Me Smile," hit the Hot 100. The single was an excerpt from a musical suite, and the band at first objected to the editing considered necessary to prepare it for AM radio play. But it went on to reach the Top Ten, as did its successor, "25 or 6 to 4." The album quickly went gold and eventually platinum. In the fall of 1970, Columbia Records released "Does Anybody Really Know What Time It Is?," drawn from the group's first album, as its next single; it gave them their third consecutive Top Ten hit.

Chicago III, another double album, was ready for release at the start of 1971, and it just missed hitting number one while giving the band a third gold (and later platinum) LP. Its singles did not reach the Top Ten, however, and Columbia again reached back, releasing "Beginnings" (from the first album) backed with "Colour My World" (from the second) to give Chicago its fourth Top Ten single. Next up was a live album, the four-disc box set Chicago at Carnegie Hall, which, despite its size, crested in the Top Five and sold over a million copies. (The band itself preferred Live in Japan, an album recorded in February 1972 and initially released only in Japan.) Chicago V, a one-LP set, released in July 1972, spent nine weeks at number one on its way to selling over two million copies, spurred by its gold-selling Top Ten hit "Saturday in the Park." Chicago VI followed a year later and repeated the same success, launching the Top Ten singles "Feelin' Stronger Every Day" and "Just You 'n' Me."

The next Top Ten hit, "(I've Been) Searchin' So Long," was released in advance of Chicago VII in the late winter of 1974. The album was the band's third consecutive chart-topper and another million-seller. "Call on Me" became its second Top Ten single. Chicago VIII, which marked the promotion of sideman percussionist Laudir de Oliveira as a full-fledged bandmember, appeared in the spring of 1975, spawned the Top Ten hit "Old Days," and became the band's fourth consecutive number one LP. After the profit-taking Chicago IX: Chicago's Greatest Hits in the fall of 1975 came Chicago X, which missed hitting number one but eventually sold over two million copies, in part because of the inclusion of the Grammy-winning number one single "If You Leave Me Now." Chicago XI, released in the late summer of 1977, continued the seemingly endless string of success, reaching the Top Ten, selling a million copies, and generating the Top Five hit "Baby, What a Big Surprise."

But there was trouble beneath the surface. The band's big hits were starting to be solely ballads sung by Cetera, which frustrated the musicians' musical ambitions. They had failed to attract critical notice, and what press attention they were given often alluded to Guercio's Svengali-like control as manager and producer. Chicago determined to fire Guercio and demonstrate that they could succeed without him. Shortly afterward, they were struck by a crushing blow. Kath, a gun enthusiast, accidentally shot and killed himself on January 23, 1978. Though he, like most of the other members of the band, was not readily recognizable outside the group, he had actually had a large say in its direction, and his loss was incalculable. Nevertheless, the band closed ranks and went on.

Guitarist Donnie Dacus was chosen from auditions and joined the band in time for its 12th LP release, which was given a non-numerical title, Hot Streets, and which put prominent pictures of the bandmembers on the cover for the first time. The sound, as indicated by the first single, the Top 20 hit "Alive Again," was harder rock, and the band's core following responded, but Hot Streets was Chicago's first album since 1969 to miss the Top Ten. Chicago 13 then missed the Top 20. (At this point, Dacus left the band, and Chicago hired guitarist Chris Pinnick as a sideman, eventually upping him to full-fledged group-member status.) Released in 1980, Chicago XIV, the last album to feature de Oliveira, didn't go gold. By 1981, with the release of the 15th album, the poor-selling Greatest Hits, Vol. 2, the band parted ways with Columbia Records and began looking for a new approach.

They found it in writer-producer David Foster, who returned to an emphasis on the band's talent for power ballads as sung by Cetera. They also brought in one of Foster's favorite session musicians, Bill Champlin (born May 21, 1947, in Oakland, CA), as a full-fledged bandmember. Champlin, formerly the leader of the Sons of Champlin, was a multi-instrumentalist with a gruff voice that allowed him to sing the parts previously taken by Kath. With these additions, the band signed with Full Moon Records, an imprint of Warner Bros., and released Chicago 16 in the spring of 1982, prefaced by the single "Hard to Say I'm Sorry," which topped the charts, leading to a major comeback. The album returned Chicago to million-selling, Top Ten status. Chicago 17, released in the spring of 1984, was even more successful -- in fact, the biggest-selling album of the band's career, with platinum certifications for six million copies as of 1997. It spawned two Top Five hits, "Hard Habit to Break" and "You're the Inspiration."

The renewed success, however, changed the long-established group dynamics, thrusting Cetera out as a star. He left the band for a solo career in 1985. (Pinnick also left at about this time, and the band did not immediately bring in a new guitarist.) As Cetera's replacement, Chicago found Jason Scheff, the 23-year-old bass-playing son of famed bassist Jerry Scheff, a longtime sideman with Elvis Presley. Scheff boasted a tenor voice that allowed him to re-create Cetera's singing on many Chicago hits. The split with Cetera had a negative commercial impact, however. Despite boasting a Top Five hit single in "Will You Still Love Me?," 1986's Chicago 18 only went gold. The band recovered, however, with Chicago 19, released in the spring of 1988. Among its singles, "I Don't Want to Live Without Your Love" made the Top Five, "Look Away" topped the charts, and "You're Not Alone" made the Top Ten as the album went platinum. Another single, "What Kind of Man Would I Be?," originally found on the album, was included as part of the 1989 compilation Greatest Hits 1982-1989 (which counted as the 20th album) and became a Top Five hit, while the album sold five million copies by 1997.

At the turn of the decade, Chicago underwent two more personnel changes, with guitarist DaWayne Bailey joining and original drummer Danny Seraphine departing, to be replaced by Tris Imboden. Chicago Twenty 1, released at the start of 1991, sold disappointingly, and Warner rejected the band's next offering (though tracks from it have turned up on compilations). Chicago, however, maintained a loyal following that enabled them to tour successfully every summer. In 1995, Keith Howland replaced Bailey as Chicago's guitarist. The same year, the band regained rights to its Columbia Records catalog and established its own Chicago Records label to reissue the albums. They also signed to Giant Records, another Warner imprint, to release their 22nd album, Night & Day, a collection of big-band standards that made the Top 100. They were now able to combine hits from their Columbia and Warner years, resulting in the release of the gold-selling The Heart of Chicago 1967-1997 and its follow-up, The Heart of Chicago, Vol. 2 1967-1998 (their 23rd and 24th albums, respectively). In 1998, they released Chicago 25: The Christmas Album on Chicago Records, and they followed it in 1999 with Chicago XXVI: The Live Album. In 2002, Chicago began leasing its early albums to Rhino Records for deluxe repackagings, often with bonus tracks. And the success of The Very Best of Chicago: Only the Beginning demonstrated that their music continued to appeal to fans. Feeding off the renewed interest, the band reappeared in 2006 with the new album Chicago XXX on Rhino. ~ William Ruhlmann, All Music Guide
 
 
Discography: Chicago

Chicago 16 [Bonus Track]

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Chicago 17 [Bonus Track]

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Chicago XXX

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Chicago IX: Greatest Hits [Rhino]

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Love Songs [Rhino]

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At Carnegie Hall, Vol. 1-4 (Chicago IV) [Bonus Tracks]

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Chicago X [Bonus Tracks]

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Chicago XI [Bonus Tracks]

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Chicago Story: The Complete Greatest Hits 1967-2002

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Chicago XIV [Bonus Tracks]

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Wikipedia: Chicago (band)
Chicago
Chicago in 2003
Chicago in 2003
Background information
Origin Chicago, Illinois
Genre(s) Jazz-Rock
Rock
Pop
Years active 1967 - Present
Label(s) Columbia, Warner Bros., Rhino
Website ChicagoTheBand.com
Members
Robert Lamm
James Pankow
Lee Loughnane
Walter Parazaider
Bill Champlin
Jason Scheff
Tris Imboden
Keith Howland
Former members
Terry Kath (1967-1978)
Peter Cetera (1967-1985)
Danny Seraphine (1967-1990)
Laudir DeOliveira (1973-1981)
Donnie Dacus (1978-1979)
Chris Pinnick (1980-1985)
Dawayne Bailey (1986-1995)

Chicago is a pop-rock-blues-jazz-fusion band formed in 1967 in Chicago, Illinois. The band began as a politically charged, sometimes experimental rock band and later moved to a softer sound, becoming famous for producing a number of hit ballads. They had a steady stream of hits throughout the 1970s and 1980s. Second only to the Beach Boys, Chicago, in terms of singles and albums, is one of the longest running and most successful U.S. pop/rock and roll groups. [1] According to Billboard, Chicago was the leading U.S. singles charting group during the 1970s.

Biography

Beginnings

The band was formed when a group of DePaul University music students began playing a series of late-night jams at clubs on and off campus. They added more members, eventually growing to seven players, and went professional as a cover band called The Big Thing. The band featured an unusual and unusually versatile line-up of instrumentalists, including saxophonist Walter Parazaider, trombonist James Pankow, and trumpet player Lee Loughnane, along with more traditional rock instruments — guitarist Terry Kath, keyboardist Robert Lamm, drummer Danny Seraphine, and bassist Peter Cetera (who was the last to join the original group). While gaining some success as a cover band, the group worked on original songs and, in 1968, moved to Los Angeles, California under the guidance of their friend and manager James William Guercio, and signed with Columbia Records. Upon release of their first record in early 1969, the band took a new name, Chicago Transit Authority.

The band's first album, the eponymous The Chicago Transit Authority, was an audacious debut: a sprawling double album (virtually unheard of for a rookie band; only "Freak Out!" by the Mothers of Invention preceded it) that included jazzy instrumentals, extended jams featuring Latin percussion, and experimental, feedback-laden guitar abstraction. The album began to receive heavy airplay on the newly popular FM radio band; it included a number of pop-rock gems — "Does Anybody Really Know What Time It Is?", "Beginnings", and "Questions 67 and 68" — which would later be edited to a radio-friendly length, released as singles, and eventually become rock radio staples.

Soon after the album's release, the band's name was shortened to simply Chicago, when the actual Chicago Transit Authority threatened legal action.

Chicago's heyday

The band's popularity exploded with the release of their second album, another double-LP set, which included several top-40 hits. This second album, titled Chicago (also known as Chicago II), was the group's breakthrough album. The centerpiece track was a thirteen-minute suite composed by James Pankow called "Ballet For A Girl In Buchannon" (the structure of this suite was inspired by Pankow's love for classical music). The suite yielded two top ten hits, the crescendo-filled "Make Me Smile" and prom-ready ballad "Colour My World", both sung soulfully by Terry Kath. Among the other popular tracks on the album: Robert Lamm's dynamic but cryptic wah-wah-buttressed "25 or 6 to 4" (sung by Peter Cetera), and the lengthy war protest song "It Better End Soon." With that, the pattern had been set: the band, ever prolific, recorded and released music at a rate of more than two LP discs per year from their third album in 1971 through the 1970s. During this period, the group's album titles invariably consisted of the band's name followed by a Roman numeral indicating the the album's sequence in the group's canon, a naming pattern that lent an encyclopedic aura to the band's work. (The two exceptions to this scheme were the band's fourth album, a live boxed set entitled Chicago at Carnegie Hall and their twelfth album Hot Streets. While the live album, itself, did not bear a number, each of the four discs within the set was numbered Volumes I through IV.)

In 1971, Chicago released the ambitious quadruple-album live set, Chicago at Carnegie Hall Volumes I, II, III, and IV, consisting of live performances, mostly of music from their first three albums, from a week-long run at the famous venue (along with the James Gang in 1969, one of the few rock bands to play the historic concert hall since the Beatles performed there on February 12, 1964). The performances and sound quality were judged sub-par; in fact, one group member went on record to say that "the horn section sounded like kazoos." The packaging of the album also contained some rather strident political messaging about how "We [youth] can change The System," including massive wall posters and voter registration information. Nevertheless, Chicago at Carnegie Hall went on to become the best-selling box set by a rock act, and held that distinction for 15 years.

The group bounced back in 1972 with their first single-disc release, Chicago V, a diverse set that reached number one on both the Billboard pop and jazz albums charts and yielded the Robert Lamm-composed-and-sung radio hit and perennial fan favorite "Saturday in the Park", which mixed everyday life and political yearning in a more subtle way. Chicago would long open their concerts with the hit song.

In 1973 the group's manager, Guercio, produced and directed Electra Glide in Blue, a movie about an Arizona motorcycle policeman. The movie starred Robert Blake, and featured Cetera, Kath, Loughnane, and Parazaider in supporting roles. The group also appeared prominently on the movie's soundtrack.

Percussionist Guille Garcia, (Captain Beyond, Rolling Stones, Manassas, etc.) also appears in Electra Glide in Blue in addition to playing congas on the song "Byblos" from the Chicago VII album.

Other successful albums and singles followed in each of the succeeding years. 1973's Chicago VI topped the charts buoyed by hits "Feelin' Stronger Every Day" and "Just You 'N' Me"; it was also the first of several albums to include Brazilian jazz percussionist Laudir DeOliveira. Chicago VII, the band's double-disc 1974 release, featured the Cetera-composed "Wishing You Were Here", sung by Terry Kath with background vocals by Cetera and The Beach Boys and some fusion jazz. Chicago VII also provided one of the group's enduring signature tunes, the anthemic "(I've Been) Searchin' So Long," which started with as a soft ballad and culminated in a hard-rock conclusion featuring Terry Kath's electric guitar soloing against the Chicago horn section. "Happy Man," another song from Chicago VII, was also a popular favorite on FM radio. Their 1975 release, Chicago VIII, featured the political allegory "Harry Truman" and the nostalgic Pankow-composed "Old Days". That summer also saw a very successful joint tour across America with The Beach Boys, with each act performing some of the other's material. The concert at the time was considered one of the highest grossing of all time.

Chicago gave a concert in Mèxico City in 1975 at the Auditorio Nacional highly appreciated by the attendants in spite of the fact that the Mexican press later reviewed it not as one of the band’s best concerts ever presumably for not being 'in good shape'. The tickets for the concert sold so fast that thousands of people were not able to get in, so Terry Kath asked those inside to applaud for those standing outside. Carmen Romano de Lòpez Portillo, the wife of Mèxico's then-President Josè Lòpez Portillo, is said to have been among the attendants, on the first row. [citation needed]

But for all their effort, none of their singles went to number one until Chicago X in 1976, when Cetera's slow, exquisite ballad "If You Leave Me Now" climbed to the top of the charts. The song also won Chicago their only Grammy award, for Best Pop Performance by a Duo or Group in 1977. Ironically, the tune almost did not make the cut for the album; "If You Leave Me Now" was recorded at the very last minute. The huge success of the song would foreshadow a later reliance on ballads that would typecast the group on radio, despite the presence of ballads on all the previous albums. The group's 1977 release, Chicago XI, was another big success for the band; it included Cetera's hit ballad "Baby, What a Big Surprise" which became one of the group's last big hits of the decade.

Time of transition

1978 was a tragic and transitional year for Chicago. The year began with an acrimonious split with long-time manager James William Guercio. Then, in late January, guitarist/singer/songwriter/group co-founder Terry Kath died of an accidental self-inflicted gunshot wound (reportedly incurred while cleaning his gun), delivering a devastating blow to the band. Another version describes Kath's drunken last words to the band: "Don't worry, guys. It isn't even loaded. See?" Kath was the group's leader onstage, and for many longtime fans, its musical soul. Terry Kath's stunning death could have meant the end for Chicago, but encouraged by friends and admirers such as Doc Severinsen, the group held fast and soldiered on.

After auditioning over 30 potential replacements for Terry Kath, Chicago added guitarist/singer/songwriter Donnie Dacus, who joined the band in the summer of 1978, just in time for the Hot Streets album and its lead-off single "Alive Again". The group was briefly re-energized by Dacus, whose long blond hair and rock star stage presence seemingly overshadowed his musical abilities. The kinetic Dacus may have been out of character for the normally laid-back Chicago, but he could sing and play, and the band responded by delivering some of their tightest live performances ever. Hot Streets was Chicago's first album with an actual title rather than a number, a move that was seen by many as a way to indicate the band had changed following Kath's death. To a degree, the band returned to the old naming scheme on its subsquent releases, although titles would now bear Arabic numerals rather than Roman numerals. The release of Hot Streets also marked a move somewhat away from the jazz-rock direction favored by Kath and towards more pop songs and ballads. Unfortunately, Dacus didn't last long, staying with the band through the 1979 album Chicago 13. (Dacus is also featured in a promotional video on the DVD included in the Rhino Records Chicago box set from 2004.)

The second major phase of the band's career took off in 1981 with a new producer (David Foster), a new label (Warner Brothers), and the addition of keyboardist/guitarist/singer Bill Champlin and guitarist Chris Pinnick; percussionist Laudir DeOliveira also departed at this time.

Foster brought in top studio musicians for some of the tracks on Chicago 16 (including the core members of Toto), and Chicago once again topped the charts with the single "Hard to Say I'm Sorry/Get Away". This was followed up by a song that barely missed the top 20, "Love Me Tomorrow." The following album, Chicago 17, became the biggest selling album of the band's history, producing two more Top Ten singles ("You're the Inspiration" and "Hard Habit to Break") and two other singles ("Stay The Night" and "Along Comes a Woman") which charted in the top 20.

But a conflict arose as to which direction the band was taking due to Cetera's increasing focus on slow ballads. That, plus the pressure of launching a solo career while supporting the band's concert schedule, caused Cetera to leave the band in 1985. Although other band members (including Lamm and Champlin) have released solo material, Cetera has proved the most successful, topping the pop charts with The Karate Kid, Part II theme song "Glory of Love," and also with a duet with Amy Grant, "The Next Time I Fall."

The post-Cetera era

Cetera was replaced by bassist/singer Jason Scheff, who joined the band for the final Foster-produced album Chicago 18. This album was not as commercially successful as the previous two, but still produced the #3 single "Will You Still Love Me?", a Top 5 Adult Contemporary song ("If She Would Have Been Faithful..."), and also a high-tech and highly programmed version of "25 Or 6 To 4" with a concept video that got a lot of airplay on MTV. Soon after the album was recorded, the band hired the talented Dawayne Bailey from Bob Seger's Silver Bullet Band. Bailey and Scheff had previously played in bands together, so Scheff introduced Bailey to the band in time for the Chicago 18 tour (Scheff and Bailey's first concert with Chicago took place on Friday Oct 17, 1986 in Rockford, Illinois).

Chicago playing in Queenstown, New Zealand.
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Chicago playing in Queenstown, New Zealand.

In 1988, the band replaced producer Foster with Ron Nevison and Chas Sanford, and they topped the charts again with the Diane Warren-composed single, "Look Away" from the album Chicago 19. The album also yielded three more Top 10 hits. Chicago 19 was followed in short order by Greatest Hits 1982-1989, which included the hit "What Kind Of Man Would I Be?," a slightly remixed tune originally included on 19. During 1989, Chicago did a reprise joint concert tour with The Beach Boys.

The band continued in the decade of the 1990s, even though their popularity began to decline. There was also another personnel change: founding member Danny Seraphine was fired by the band in 1990 and was replaced by ace session drummer Tris Imboden, who first appeared on the 1991 album Twenty 1. Imboden was well-known in the industry as the longtime drummer for Kenny Loggins. On a happier note, Chicago was recognized with a star on the Hollywood Walk of Fame on July 23, 1992.

In 1992 and 1993, Chicago wrote and recorded their 22nd album, Stone of Sisyphus. Their record company at the time, Reprise [Warner Music Group], was unhappy with the finished result, and thus the album was never released officially, although in succeeding years bootleg recordings of the album have surfaced worldwide, including over the Internet. It is also rumored that the label would not release the album as a result of being unable to reach a licensing agreement with band management over the back catalog. Selected tracks from the unreleased album have since been officially released on four international compilation greatest hits CDs and the Rhino Records box set, and four were re-recorded for band members' solo albums. One track, "The Pull", was performed live during their 1992 appearance at the Greek Theatre (taped for PBS, and released on video in 1993).

Starting on their 1994 tour, Chicago attempted to merge their unique sound with Big Band music for the 1995 album Night & Day Big Band, which consisted of covers of songs originally recorded by Sarah Vaughan, Glenn Miller, and Duke Ellington (from whom the album mainly got its inspiration).

Keith Howland joined the band as guitarist in 1995 to replace the departed Dawayne Bailey.

During a Los Angeles concert in 1997, Chicago teamed up with the Hollywood Bowl Orchestra to perform a James Pankow/Dwight Mikelson orchestral arrangement of Pankow's rock epic "Ballet For A Girl In Buchannon". Also during this year, the group released The Heart of Chicago 1967-1997, a compilation album which went gold and yielded the #1 Adult Contemporary hit "Here in My Heart."

In 1998, Chicago released Chicago XXV: The Christmas Album, which mixed traditional holiday favorites with original compositions. It went gold in the US. (The album was re-released with additional tracks in 2003, under the title What's It Gonna Be, Santa?)

The band released a live album in 1999, Chicago XXVI, which included only two of the many songs Cetera helped to write while in the group. In 2000, the group (minus Cetera) had the opportunity to tell their story in an episode of VH1's Behind The Music. This included gems such as Pankow relating this story from the early 1980s: "One record company said 'Man, if you get rid of the horn section, we'll sign ya... That's like tellin' Elton John to get rid of the piano." The show, however, was not without its difficulties. The episode put more emphasis on the tragic death of Terry Kath than their entire career combined. Cetera completely disowned the special and went so far as to not allow VH1 to use any of the songs he composed for the band, even declining to be interviewed (although stock news footage of a Cetera interview does appear).

Chicago today

Chicago in concert at the Chumash Casino Resort in Santa Ynez, California, 2005.
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Chicago in concert at the Chumash Casino Resort in Santa Ynez, California, 2005.

Despite the personnel changes over the years, the group still keeps active four decades after its founding. They are one of the few major rock groups that has never broken up or even taken an extended hiatus, although with original frontmen Kath and Cetera long gone, the group sometimes seems like an ensemble calling itself Chicago (this problem is encountered by many aging rock groups and is not unique to Chicago). Nevertheless, four of the six founding members (major songwriters Lamm and Pankow, plus Loughnane and Parazaider) remain to this day providing continuity, while Bill Champlin has put in over 25 years with the band, Jason Scheff over 20, Tris Imboden with 15 and Keith Howland having 11.

As a new century turned, the band licensed their entire recorded output to Rhino Records (after years with Columbia Records and Warner Brothers as well as their own short-lived label). In 2002 Rhino released a two-disc compilation, The Very Best of Chicago: Only The Beginning, which spans the band's entire career. Rhino has also begun releasing new versions of most of the band's albums, each including several bonus tracks; and in 2005 they released a compilation entitled Love Songs.

Chicago continues to appear in big and small venues world-wide. In 2004-2005 they toured jointly with the band Earth, Wind & Fire; a DVD recorded during that tour, Chicago/Earth, Wind & Fire - Live at the Greek Theatre, was certified platinum just two months after its release.

In 2006 the group released their first all-new studio album since Twenty 1, entitled Chicago XXX, on March 21, 2006. Two songs from this album, "Feel" and "Caroline" were performed live during Chicago's Fall 2005 tour; the studio recording of "Feel" debuted on WPLJ radio in New York in November, 2005. "Feel" was the first single released from the new album. "Love Will Come Back" was the second single released from XXX. The album was produced by Rascal Flatts bassist Jay Demarcus, who is a friend of Chicago bassist Jason Scheff. Seven of the 12 tracks on XXX were co-written by Scheff. Some fans of the band were critical of the slick-as-glass production approach, where many Nashville-based session players performed the music tracks, sidelining the band's own players.

While Chicago XXX did manage to debut at No. 41 on the US album chart besting some other weaker entries i