Champlin (lead vocal), was expecting a big hit from the first single from the album. The #13 showing of the song on the old people…ah, Adult Contemporary Chart while only getting to #39 pretty much marked the end to the band’s pop expectations.
Like a middle-aged debutant trying to wear a mini skirt, Chicago was out of place on the pop and rock charts and out of steps with the flannel wearing hoard. The doesn’t mean that ”Chasin’ the Wind” wasn’t good. Bill Champlin continued to bring his ’A’ game ( at least in the studio). His partnership with Diane Warren songs produced strong pop efforts. Yet this was the weakest Warren song the band would record. The fake strings and fake drums don’t do the song any major favors (thanks to remixer Humberto Gatica) and the song’s Pankow-Loughhane horn chart seems like an afterthought but the song has a good cinematic flair to it. Musically the song is as middle of the road as you could get, with almost most no identity. Overall the song comes across as a paint by numbers effort included to appease a record company chasin’ a hit.