"Chicago Greatest Hits" is actually "Chicago IX" if you keep track of Chicago's numeric naming of their albums. This was a greatest hits album that was released early in their careers and like many Greatest Hits albums that come out early, they often get dated when the band continues to have success. In the case of Chicago, the band would still have another 1/4 century of music ahead of them. Chicago might be the greatest and most innovative band not in the Rock and Roll Hall of Fame despite having Hall of Fame eligibility. The key to their legend is the innovative use of horns and woodwinds (thanks to unheralded band members Lee Loughnane, Jimmy Pankow, and Walt Parazaider) Despite this particular Greatest Hits collection being dated - it does cover the most creative period of Chicago. This contains selections that have the most innovative use of the horn section which form an aggressive rock sound what I call the "Chicago (band) Sound". Although the band would continue to have the use of a horns section in the later stages of their career, the band would slowly transform into an adult contemporary and love ballads band.
There are other collections that will probably give you a more complete. For example, the set "The Very Best of Chicago: Only the Beginning" contains every song on this collection plus a good selection of their material that would follow in the 25 years after the release of "Chicago Greatest Hits". "The Best of Chicago" and "The Best of Chicago Volume 2" are two separate CDs that between the 2, include all of the material on this CD. "Chicago - Group Portrait" is a more complete collection while the boxed set "Chicago - The Box" will provide the most complete library. The important thing to note is this CD has a good chunk of the band's early career. Another thing to point out is that this CD takes songs from the first 8 albums of Chicago's career, but it ignores Chicago III, Chicago Live at Carnegie Hall (IV), and Chicago VIII. There are some nice songs that are also missing from the other CDs, such as "Where Do we Go From Here", and "I'm a Man". While it may seem that you could go easily elsewhere in the Chicago library and find the selections on this CD, it is worth noting there are 11 songs on the collection. Keep in mind that this album was released in 1975 and an 11 song album (without being a double album) was not especially common during that time.
The songs themselves speak for themselves - these are legendary songs and need no introduction. They are: "25 or 6 to 4", "Does Anybody Really Know What Time It Is", "Colour My World", "Just You and Me", "Saturday in the Park", "Feelin Stronger Every Day", "Make Me Smile", "Call on Me", "(I've Been) Searchin So Long", and "Beginnings". The ordering of the song does disappoint me as well. The songs are basically mixed up with no logical order. I usually prefer my greatest hits to be in chronlogical order. (It is ironic that the song "Beginnings" is the last song)
There are some very interesting facts to consider. The great songs on this collection had three different singers - Robert Lamm, Terry Kath, and Peter Cetera. Another amazing fact is that the band didn't have a number one single until the late 1980s with"Chicago 19"'s "Look Away" (almost 20 years into their careers) - yet this was probably Many say that it is the late Terry Kath who was the champion of the "Chicago Sound" and once he passed away in 1978, the balance of power started to shift to the likes of Peter Cetera who would begin to transform them into a ballads band.
The "Chicago Greatest Hits" CD has some real poor liner notes. The band members are listed - there are little in the way of production credits. I know many of the band members play multiple instruments depending on the song - I still would have liked to have seen this included. No lyrics are included. A nice thing is that the original album for each of the 'greatest hits' is listed. Normally, I would have given this 2 stars - but there is some good quality material on here and probably contains the best stuff the band did. My advice would be to only pick this album up if you can get it at a significant discount - otherwise look at some of the more recent compilations or boxed sets the band has done. You probably will get more value for your money.