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Chicago (retroactively known as Chicago II) is the second studio album by the American rock band Chicago. Like their debut album, Chicago Transit Authority, this was a double album. It was their first album under the name Chicago (the band's prior name, Chicago Transit Authority, was changed due to a threatened lawsuit from the actual mass transit operator bearing the same name) and the first to use the now ubiquitous cursive Chicago logo on the cover. Released in January 1970 on Columbia Records, Chicago was commercially successful. It was certified gold by the Recording Industry Association of America (RIAA) in April of the same year of its release, and certified platinum in 1991. It reached No. 4 on the album charts in the United States and No. 6 on the album charts in the UK, and produced three top ten singles on the Billboard Hot 100. The album received three Grammy Award nominations for Album of the Year, Contemporary Vocal Group, and Best Album Cover. It was voted best album of 1970 by readers of Cash Box magazine, and the 1971 best small combo LP by readers of Playboy magazine.

The album was released in 1970 after the band had shortened its name from "The Chicago Transit Authority" following the release of their self titled debut album the previous year, in order to avoid legal action being threatened by the actual mass transit company. The official title of the album is Chicago, although it came to be known as Chicago II, keeping it in line with the succession of Roman numeral titled albums that officially began with Chicago III in 1971. Chicago Transit Authority was a success, yet Chicago is considered by many to be the group's breakthrough album, yielding three singles that made it into the top ten of the Billboard Hot 100, including "Make Me Smile" (number 9), "Colour My World" (number 7), and "25 or 6 to 4" (number 4). Chicago was released in January 1970 on Columbia Records and was an instant hit, reaching number 4 on the Billboard 200 in the United States and number 6 in the UK. Columbia Records was very active in promoting its quadraphonic four channel surround sound format in the mid 1970s, and nine of Chicago's first ten albums were made available in quad. The quad mix features elements not heard in the standard stereo mix, including additional guitar work from virtuoso Terry Kath in "25 Or 6 To 4" and a different vocal take from Lamm in "Wake Up Sunshine," which reveals a different lyric in the song's last line. In 2002, Chicago was remastered and reissued on one CD by Rhino Records with the single versions of "Make Me Smile" and "25 or 6 to 4" as bonus tracks. Rhino released a DVD Audio version of the album in 2003, featuring both Advanced Resolution Stereo and 5.1 surround sound mixes. In 2016, British producer and musician Steven Wilson remixed Chicago from the original multitrack tapes. This version was released on January 27, 2017, by Rhino Records. A vinyl edition of the remix cut by Kevin Gray was released on August 11, 2017. Robert Lamm stated in an interview that the album has been nominated for the Grammy Hall of Fame more than once.

In a 2015 article, Classic Rock Review says the album saw Chicago's, "full immersion into mainstream success while still building on their fusion of rock, funk and jazz." In Danny Seraphine's book Street Player, he describes it this way: "In between the dates of our touring schedule, we somehow found the opportunity to jump into CBS Studios in Los Angeles and record a second album in August 1969. Whereas the first record was a compilation of raw energy, we took a more controlled approach to our new effort." The centerpiece of the album was the 13 minute song cycle "Ballet for a Girl in Buchannon" written by trombone player James Pankow, from which came the singles "Make Me Smile" and "Colour My World". Guitarist Terry Kath also participated in an extended classically styled cycle of four pieces, three of which were co written by arranger, composer, and pianist Peter Matz. Politically outspoken keyboardist Robert Lamm expresses his qualms in "It Better End Soon", another modular piece. Bassist Peter Cetera contributed his first song to Chicago with "Where Do We Go From Here?". and was recorded in less than a month, during August 1969.

The Chicago logo, which made its first appearance on the cover of this album, was designed by John Berg and fashioned by Nick Fasciano, who were both nominated for a Grammy Award for Best Album Cover for their efforts. John Berg said the Coca Cola logo was the inspiration for the Chicago logo. The band's official web site labels the cover design, "silver bar." The double LP album's inner cover includes the playlist; the entire lyrics to "It Better End Soon"; a "Producer's Note" stating, "This endeavor should be experienced sequentially"; and a declaration written by Robert Lamm, "With this album, we dedicate ourselves, our futures and our energies to the people of the revolution. And the revolution in all of its forms."

Contemporary reviews for the album were mixed. In his review for the Chicago Sun Times, writer Al Rudis says Chicago's second album "confirms" that "Chicago is one of the most exciting, most original, and most accomplished jazz rock groups in existence." There have been positive retrospective reviews. Lindsay Planer from AllMusic gave the album four and a half out of five stars and said its songs "underscore the solid foundation of complex jazz changes with heavy electric rock & roll that the band so brazenly forged on the first set". Jim Beviglia, writing for American Songwriter, said, "50 years after its release, Chicago II still stands as the one of the band’s signature achievements. Listening to Chicago II now, it is remarkable just how smoothly the various pieces blend together."

Side one No. Title Writer(s) Lead vocals Length 1 "Movin' In" James Pankow Terry Kath 4:06 2 "The Road" Kath Peter Cetera 3:10 3 "Poem for the People" Robert Lamm Lamm, Cetera 4:25 4 "In the Country" Kath Kath, Cetera 6:34 Side two No. Title Writer(s) Lead vocals Length 1 "Wake Up Sunshine" Lamm Lamm, Cetera 2:29 2–8 "Ballet for a Girl in Buchannon" "Make Me Smile" Pankow Kath 3:32 "So Much to Say, So Much to Give" Lamm 1:04 "Anxiety's Moment" — 1:00 "West Virginia Fantasies" — 1:34 "Colour My World" Kath 2:58 "To Be Free" — 1:21 "Now More Than Ever" Kath 1:27 Side three No. Title Writer(s) Lead vocals Length 1 "Fancy Colours" Lamm Cetera 5:10 2 "25 or 6 to 4" 4:50 3–6 "Memories of Love" "Prelude" Kath, Peter Matz — 1:18 "A. M. Mourning" — 2:05 "P. M. Mourning" — 1:59 "Memories of Love" Kath Kath 4:01 Side four No. Title Writers(s) Lead vocals Length 1–4 "It Better End Soon" "1st Movement" Lamm Kath 2:30 "2nd Movement" Lamm, Walter Parazaider — 3:47 "3rd Movement" Lamm, Kath Kath 3:19 "4th Movement" Lamm 1:15 5 "Where Do We Go from Here?" Cetera Cetera 2:53