Jun 28, 2000 - The 2000 NBA Draft took place in Minnesota.

• The Milwaukee Bucks acquired the Draft Rights to Joel Przybilla from the Houston Rockets.
  
• The Milwaukee Bucks selected Jason Collier in Round 1 with Pick 15 in the 2000 NBA Draft.
  
• The Milwaukee Bucks selected Jason Hart in Round 2 with Pick 20 in the 2000 NBA Draft.
  
• The Milwaukee Bucks selected Michael Redd in Round 2 with Pick 14 in the 2000 NBA Draft.
  

Jun 27, 2000

• The Milwaukee Bucks sent Vinny Del Negro in a trade to the Golden State Warriors.
  
• The Milwaukee Bucks sent J.R. Reid in a trade to the Cleveland Cavaliers.
  
• The Milwaukee Bucks sent Robert Traylor in a trade to the Cleveland Cavaliers.
  
• Jason Caffey was acquired in a trade by the Milwaukee Bucks from the Golden State Warriors.
  
• Billy Owens was acquired in a trade by the Milwaukee Bucks from the Golden State Warriors.
  

Apr 19, 2000

• Maceo Baston signed a multi-year contract with the Milwaukee Bucks.
  

Feb 16, 2000

• Mirsad Turkcan signed a contract with the Milwaukee Bucks.
  

Feb 7, 2000

• The Milwaukee Bucks placed the contract of Haywoode Workman on waivers.
  

Jan 19, 2000

• The Milwaukee Bucks sent Dale Ellis in a trade to the Charlotte Hornets.
  

Nov 24, 1999

• Glenn Robinson signed a veteran extension with the Milwaukee Bucks.
  

Nov 3, 1999

• Paul Grant, previously with the Milwaukee Bucks, became a free agent.
  

Nov 1, 1999

• The Milwaukee Bucks placed the contract of Paul Grant on waivers.
  
• Galen Young, previously with the Milwaukee Bucks, became a free agent.
  

Oct 29, 1999

• Brandon Williams, previously with the Milwaukee Bucks, became a free agent.
  

Oct 28, 1999

• The Milwaukee Bucks placed the contract of Galen Young on waivers.
  

Oct 27, 1999

• The Milwaukee Bucks placed the contract of Brandon Williams on waivers.
  

Oct 22, 1999

• Charles Shackleford, previously with the Milwaukee Bucks, became a free agent.
  

Oct 20, 1999

• The Milwaukee Bucks placed the contract of Charles Shackleford on waivers.
  

Oct 4, 1999

• Brandon Williams signed a contract with the Milwaukee Bucks.
  
• Galen Young signed a contract with the Milwaukee Bucks.
  

Sep 27, 1999

• Charles Shackleford signed a contract with the Milwaukee Bucks.
  

Sep 22, 1999

• Darvin Ham signed a contract with the Milwaukee Bucks.
  

Sep 15, 1999

• Rafer Alston signed a multi-year contract with the Milwaukee Bucks.
  

Aug 19, 1999

• The Milwaukee Bucks sent Chris Gatling in a trade to the Orlando Magic.
  
• The Milwaukee Bucks sent Armen Gilliam in a trade to the Orlando Magic.
  
• Dale Ellis was acquired in a trade by the Milwaukee Bucks from the Orlando Magic.
  
• Danny Manning was acquired in a trade by the Milwaukee Bucks from the Orlando Magic.
  
• J.R. Reid signed a multi-year contract with the Milwaukee Bucks.
  

Aug 9, 1999

• Haywoode Workman signed a contract with the Milwaukee Bucks.
  

Jul 1, 1999

• Jerome Allen, previously with the Milwaukee Bucks, became a free agent.
  
• Dell Curry, previously with the Milwaukee Bucks, became a free agent.
  
• Michael Curry, previously with the Milwaukee Bucks, became a free agent.
  
• Haywoode Workman, previously with the Milwaukee Bucks, became a free agent.