Transactions
Transactions listed are from October 1 of previous year to April 1 of the following year.
- November 3, 1998
Traded a player to be named later and cash to the Minnesota Twins. Received Mike Morgan. The Chicago Cubs sent Scott Downs (November 3, 1998) to the Minnesota Twins to complete the trade.
- November 5, 1998
Signed Terry Mulholland as a free agent.
- November 12, 1998
Signed Alan Zinter as a free agent.
- November 13, 1998
Signed Steve Gajkowski as a free agent.
Signed Andrew Lorraine as a free agent.
Signed Scott Stahoviak as a free agent.
- November 25, 1998
Don Wengert granted Free Agency.
- December 2, 1998
Signed Henry Rodríguez as a free agent.
Signed Scott Sanders as a free agent.
Released Dave Stevens.
- December 7, 1998
Signed Gary Gaetti as a free agent.
Signed Glenallen Hill as a free agent.
- December 8, 1998
Released Matt Mieske.
Released Pedro Valdés.
- December 9, 1998
Signed Benito Santiago as a free agent.
- December 14, 1998
Traded Brant Brown to the Pittsburgh Pirates. Received Jon Lieber.
- December 29, 1998
Signed David Manning as a free agent.
- January 4, 1999
Signed Derrick White as a free agent.
- January 11, 1999
Signed Bry Nelson as a free agent.
- January 29, 1999
Signed Doug Creek as a free agent.
- January 31, 1999
Signed Renyel Pinto as an amateur free agent.
- March 4, 1999
Signed Hee-Seop Choi as an amateur free agent.
- March 24, 1999
Jason Maxwell selected by the Detroit Tigers off waivers.
- March 28, 1999
Traded John Cotton (minors) and Kevin Rawitzer (minors) to the Colorado Rockies. Received a player to be named later. The Colorado Rockies sent Tarrik Brock (July 7, 1999) to the Chicago Cubs to complete the trade.
- March 29, 1999
Selected Curtis Goodwin off waivers from the Colorado Rockies.
- March 30, 1999
Released Marc Pisciotta.
- March 31, 1999
Purchased Dan Serafini from the Minnesota Twins.
Selected Brad Woodall off waivers from the Milwaukee Brewers.
- April 2, 1999
Signed Hideo Nomo as a free agent.
- April 23, 1999
Released Hideo Nomo.
- April 28, 1999
Alan Zinter player rights sold to Seibu Lions (Japan Pacific).
- May 21, 1999
Traded Kyle Lohse and Jason Ryan to the Minnesota Twins. Received Rick Aguilera and Scott Downs.
- June 2, 1999
Drafted Steve Smyth in the 4th round of the 1999 amateur draft. Player signed June 8, 1999.
Drafted John Webb in the 19th round of the 1999 amateur draft. Player signed June 16, 1999.
Drafted Peter Zoccolillo in the 23rd round of the 1999 amateur draft. Player signed June 3, 1999.
Drafted Ray Sadler in the 30th round of the 1999 amateur draft. Player signed May 30, 2000.
Drafted Dale Thayer in the 47th round of the 1999 amateur draft, but did not sign the player.
- July 3, 1999
Signed Carlos Marmól as an amateur free agent.
Signed José Reyes as an amateur free agent.
- July 8, 1999
Signed Jeff Reed as a free agent.
- July 31, 1999
Traded José Hernández and Terry Mulholland to the Atlanta Braves. Received a player to be named later, Micah Bowie and Rubén Quevedo. The Atlanta Braves sent Joey Nation (August 24, 1999) to the Chicago Cubs to complete the trade.
- August 6, 1999
Curtis Goodwin selected by the Toronto Blue Jays off waivers.
- August 27, 1999
Signed Ronny Cedeño as an amateur free agent.
- August 31, 1999
Traded Rod Beck to the Boston Red Sox. Received a player to be named later and Mark Guthrie. The Boston Red Sox sent Cole Liniak (September 1, 1999) to the Chicago Cubs to complete the trade.
Traded Tyler Houston to the Cleveland Indians. Received Richard Negrette (minors).
- September 3, 1999
Signed Bobby Ayala as a free agent.
- September 10, 1999
Signed Shane Andrews as a free agent.
Released Doug Creek.
- October 5, 1999
Released Lance Johnson.
- October 15, 1999
Robin Jennings granted Free Agency.
Sandy Martínez granted Free Agency.
Bry Nelson granted Free Agency.
Brad Woodall granted Free Agency.
Released Gary Gaetti.
- October 27, 1999
Signed Mike Mahoney as a free agent.
- October 28, 1999
Jeff Blauser granted Free Agency.
Mickey Morandini granted Free Agency.
Benito Santiago granted Free Agency.
Steve Trachsel granted Free Agency.
- November 1, 1999
Bobby Ayala granted Free Agency.
- November 5, 1999
Signed Mike Heathcott as a free agent.
- November 7, 1999
Signed Alan Zinter as a free agent.
- November 11, 1999
Signed Chris Hatcher as a free agent.
- November 12, 1999
Signed Ángel Guzmán as a free agent.
- November 14, 1999
Signed Daniel Garibay as a free agent.
- November 15, 1999
Signed Chris Petersen as a free agent.
- November 18, 1999
Signed Raúl González as a free agent.
- November 22, 1999
Signed Todd Van Poppel as a free agent.
- December 12, 1999
Traded a player to be named later, Chad Ricketts (minors) and Terry Adams to the Los Angeles Dodgers. Received Ismael Valdez and Eric Young Sr.. The Chicago Cubs sent Brian Stephenson (minors) (December 16, 1999) to the Los Angeles Dodgers to complete the trade.
Traded Manny Alexander to the Boston Red Sox. Received Damon Buford.
- December 13, 1999
Bo Porter drafted by the Oakland Athletics in the 1999 rule 5 draft.
Traded Richard Negrette (minors) to the Baltimore Orioles. Received Augie Ojeda.
- December 15, 1999
Signed Joe Girardi as a free agent.
- December 17, 1999
Signed Andy Larkin as a free agent.
- December 20, 1999
Signed Ricky Gutiérrez as a free agent.
- December 21, 1999
Scott Sanders granted Free Agency.
- December 22, 1999
Traded Dan Serafini to the San Diego Padres. Received Brandon Pernell (minors).
- January 7, 2000
Signed Brian Williams as a free agent.
- January 14, 2000
Signed Jeff Huson as a free agent.
- January 19, 2000
Signed Willie Greene as a free agent.
- February 8, 2000
Signed Greg McMichael as a free agent.
- February 14, 2000
Released Andy Larkin.
- March 23, 2000
Released Greg McMichael.
Traded Rodney Myers to the San Diego Padres. Received Gary Matthews.
- March 24, 2000
Released Chris Petersen.
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