- July 20, 2001- Some Oakley quotes from the Bulls press conference announcing his trade: "If you need a baby sitter, you should take them to day care," Oakley said during a news conference Thursday.
- "Just because I'm 37 doesn't mean I'm going downhill. I'm going uphill. I can shoot the ball well, pass and play defense."
- "I feel like I'm an old car that just keeps riding. If you've got a car with 15,000 miles on it do you stop driving it? I try to get 100,000 miles out of every car I have."
- "Most of all, I want to come here and try to change things around and get the young guys to work. I've been around a long time. I just need to be myself and show people the way I do things and hopefully they can follow me."
- On the Bulls' youngsters:
"You've got to abide by the rules. If you can't and you're that young, you should stay in school."
- "You want see them on the hardwood and see how it translates from the hardwood with the guys around them and how they perform."
- Jerry Krause on Oakley:
"He took a team that had 16 wins when he got there three years ago to being a playoff team this year that was within one shot of going to the finals. A lot of that was taking youngsters on that team and teaching them how to play, being an example for them and doing the things a professional does."
"What we've done is brought back to Chicago a guy who played 2,700 minutes with Toronto, who averaged darn near 10 rebounds (9.5) a game and averaged near 10 points (9.6). His assists to turnovers were 2-to-1. He had an outstanding season in every respect."
- July 14, 2001- Oakley has been traded back to the Bulls. He was dealt with a 2nd round pick for Brian Skinner. Oakley on the trade: "They have a lot of young guys who maybe I can help. I started my career in Chicago and I'm happy to go back. A lot of guys wouldn't have come to Toronto. Maybe I can help the team in Chicago like I did in Toronto." Oakley will make $7.2 million next year, up from his original $6.5 as a result of a trade kicker. Oakley could have his hands full babysitting the likes of Tyson Chandler and Eddy Curry next year. Oak has often criticized the younger generation of NBA players, so it'll be interesting to see how things unfold.
- July 6, 2001- The Toronto Sun reported that the Raptors nearly traded forward
Charles Oakley for Washington's Jahidi White as part of a three-team draft-day deal. In addition to the Blazers and Wizards, the New Jersey Nets are also believed to have varying degrees of interest in Oakley. The Blazers rumors now include Damon Stoudamire.