Richard Gere did not receive an Oscar nomination, despite winning the Golden Globe and being nominated for Sag, for portraying Billy Flynn in Chicago.
I will start with what I think Gere does do right which is that he seems to be enjoying himself a great deal throughout the film, and particularly all of his musical numbers. This is a very nice variation of things when compared to the oddly grim faces often displayed by Catherin Zeta-Jones and Zellweger. Gere always does bring a nice light touch and a lot of energy into all of scenes. His singing voice not be amazing, but even so he always still seems to bring everything he has to every number anyway. He is always definitely trying to be entertaining though of course how much enjoyment your going to get from the performance does depend a great deal of how much you like Richard Gere as an actor to begin with.
Well I personally I'm just not that crazy about Gere to being with. He is an actor with charisma, but he does not always use the charisma in the very best of ways. He often just kind of has rather than really infusing it into a role to do something really special. More than that though I do feel that Billy Flynn simply could have been a more entertaining character, and I do think maybe the character could have made the film far more enjoyable than it ended up being. He could have been more than just a scene stealer and maybe could have made scenes work purely from his presence. I will admit that is a tall order, and Gere doesn't quite meet, this challenge sometimes falling quite short even bordering a little on being a bit hammy.
Richard Gere's work does not reach the heights that he potentially could have in the role of Billy Flynn as it does seem the type part is ripe to steal the whole film with which he does not do. I don't think that Gere fails though in his role either. He does offer some entertainment through his method of just throwing himself into every scene for better or worse. This technique is a two edged sword as it does mean he is one of the bright spots of the film as he does go in all or nothing, but this also is what makes him maybe go just step too much in various moments during the course of the film when his face might just seem a little too knowing for his own good. A mixed bag for sure but I will credit Gere for giving his all even if that might not have been quite enough and just a little too much at same time.