1999 Major League Baseball Draft Pick Transactions
Rounds 1 - 10
Rounds 1-10 Rounds 11-20 Rounds 21-30 Rounds 31-40 Rounds 41-50
| Overall # | Round # | Team | Transactions | Player Drafted |
| Round 1 | ||||
| 1 | 1-1 | Devil Rays | Josh Hamilton | |
| 2 | 1-2 | Marlins | Josh Beckett | |
| 3 | 1-3 | Tigers | Eric Munson | |
| 4 | 1-4 | Diamondbacks | Corey Myers | |
| 5 | 1-5 | Twins | B.J. Garbe | |
| 6 | 1-6 | Expos | Josh Girdley | |
| 7 | 1-7 | Royals | Kyle Snyder | |
| 8 | 1-8 | Pirates | Bobby Bradley | |
| 9 | 1-9 | Athletics | Barry Zito | |
| 10 | 1-10 | Brewers | Ben Sheets | |
| 11 | 1-11 | Mariners | Ryan Christiansen | |
| 12 | 1-12 | Phillies | Brett Myers | |
| 13 | 1-13 | Orioles | Mike Paradis | |
| 14 | 1-14 | Reds | Ty Howington | |
| 15 | 1-15 | White Sox | Jason Stumm | |
| 16 | 1-16 | Rockies | Jason Jennings | |
| 17 | 1-17 | Angels | > Red Sox — Received from Angels as compensation for free agent Mo Vaughn | Eric Asadoorian |
| 18 | 1-18 | Cardinals | > Orioles — Received from Cardinals as compensation for free agent Eric Davis | Richard Stahl |
| 19 | 1-19 | Blue Jays | Alexis "Alex" Rios | |
| 20 | 1-20 | Dodgers | > Padres — Received from Dodgers as compensation for free agent Kevin Brown | Vince Faison |
| 21 | 1-21 | Rangers | > Orioles — Received from Rangers as compensation for free agent Rafael Palmeiro | Larry Bigbie |
| 22 | 1-22 | Mets | > White Sox — Received from Mets as compensation for free agent Robin Ventura | Matt Ginter |
| 23 | 1-23 | Indians | > Orioles — Received from Indians as compensation for free agent Roberto Alomar | Keith Reed |
| 24 | 1-24 | Giants | Kurt Ainsworth | |
| 25 | 1-25 | Red Sox | > Royals — Received from Red Sox as compensation for free agent Jose Offerman | Mike MacDougal |
| 26 | 1-26 | Cubs | Ben Christensen | |
| 27 | 1-27 | Yankees | David Walling | |
| 28 | 1-28 | Padres | Gerik Baxter | |
| 29 | 1-29 | Astros | > Padres — Received from Astros as compensation for free agent Ken Caminiti | Omar Ortiz |
| 30 | 1-30 | Braves | > Cardinals — Received from Braves as compensation for free agent Brian Jordan | Chance Caple |
| compensatory Round A | ||||
| 31 | A-Comp-1 | Diamondbacks | supplemental pick received as compensation for free agent Devon White | Casey Daigle |
| 32 | A-Comp-2 | Royals | supplemental pick received as compensation for free agent Jose Offerman | Jay Gehrke |
| 33 | A-Comp-3 | Mariners | supplemental pick received as compensation for free agent Mike Timlin | Jeff Heaverlo |
| 34 | A-Comp-4 | Orioles | supplemental pick received as compensation for free agent Roberto Alomar | Joshua Cenate |
| 35 | A-Comp-5 | White Sox | supplemental pick received as compensation for free agent Albert Belle | Brian West |
| 36 | A-Comp-6 | Cardinals | supplemental pick received as compensation for free agent Brian Jordan | Nick Stocks |
| 37 | A-Comp-7 | Dodgers | supplemental pick received as compensation for free agent Scott Radinsky | Jason Repko |
| 38 | A-Comp-8 | Rangers | supplemental pick received as compensation for free agent Todd Stottlemyre | Colby Lewis |
| 39 | A-Comp-9 | Giants | supplemental pick received as compensation for free agent Jose Mesa | Jerome Williams |
| 40 | A-Comp-10 | Red Sox | supplemental pick received as compensation for free agent Mo Vaughn | Brad Baker |
| 41 | A-Comp-11 | Padres | supplemental pick received as compensation for free agent Kevin Brown | Casey Burns |
| 42 | A-Comp-12 | Astros | supplemental pick received as compensation for free agent Randy Johnson | Mike Rosamond |
| 43 | A-Comp-13 | Royals | supplemental pick received as compensation for free agent Dean Palmer | Jimmy Gobble |
| 44 | A-Comp-14 | Orioles | supplemental pick received as compensation for free agent Eric Davis | Scott Rice |
| 45 | A-Comp-15 | White Sox | supplemental pick received as compensation for free agent Robin Ventura | Rob Purvis |
| 46 | A-Comp-16 | Cardinals | supplemental pick received as compensation for free agent Delino DeShields | Chris Duncan |
| 47 | A-Comp-17 | Rangers | supplemental pick received as compensation for free agent Will Clark | Mike Mead |
| 48 | A-Comp-18 | Red Sox | supplemental pick received as compensation for free agent Greg Swindell | Casey Fossum |
| 49 | A-Comp-19 | Padres | supplemental pick received as compensation for free agent Ken Caminiti | Mike Bynum |
| 50 | A-Comp-20 | Orioles | supplemental pick received as compensation for free agent Rafael Palmeiro | Brian Roberts |
| 51 | A-Comp-21 | Padres | supplemental pick received as compensation for free agent Steve Finley | Nick Trzesniak |
| Round 2 | ||||
| 52 | 2-1 | Devil Rays | Carl Crawford | |
| 53 | 2-2 | Marlins | Terence Byron | |
| 54 | 2-3 | Tigers | > Royals — Received from Tigers as compensation for free agent Dean Palmer | Brian Sanches |
| 55 | 2-4 | Diamondbacks | > Astros — Received from Diamondbacks as compensation for free agent Randy Johnson | James Perez |
| 56 | 2-5 | Twins | Rob Bowen | |
| 57 | 2-6 | Expos | Brandon Phillips | |
| 58 | 2-7 | Royals | Wes Obermueller | |
| 59 | 2-8 | Pirates | Ryan Doumit | |
| 60 | 2-9 | Athletics | Ryan Ludwick | |
| 61 | 2-10 | Brewers | Joshua Johnson | |
| 62 | 2-11 | Mariners | > Giants — Received from Mariners as compensation for free agent Jose Mesa | John Thomas |
| 63 | 2-12 | Phillies | Jason Cooper | |
| 64 | 2-13 | Orioles | > White Sox — Received from Orioles as compensation for free agent Albert Belle | Jonathan Wright |
| 65 | 2-14 | Reds | Ben Broussard | |
| 66 | 2-15 | White Sox | Bobby Hill | |
| 67 | 2-16 | Rockies | Ryan Kibler | |
| 68 | 2-17 | Angels | John Lackey | |
| 69 | 2-18 | Cardinals | > Dodgers — Received from Cardinals as compensation for free agent Scott Radinsky | Brennan King |
| 70 | 2-19 | Blue Jays | Michael Snyder | |
| 71 | 2-20 | Dodgers | > Diamondbacks — Received from Dodgers as compensation for free agent Devon White | Jeremy Ward |
| 72 | 2-21 | Rangers | Nick Regilio | |
| 73 | 2-22 | Mets | Neal Musser | |
| 74 | 2-23 | Indians | Will Hartley | |
| 75 | 2-24 | Giants | Jack Taschner | |
| 76 | 2-25 | Red Sox | Mat Thompson | |
| 77 | 2-26 | Cubs | Mike Mallory | |
| 78 | 2-27 | Yankees | Gary Winrow | |
| 79 | 2-28 | Padres | Alberto Concepcion | |
| 80 | 2-29 | Astros | Travis Anderson | |
| 81 | 2-30 | Braves | Matt Butler | |
| compensatory Round B | ||||
| 82 | B-Comp-1 | Cardinals | supplemental pick received as compensation for free agent Tom Lampkin | Josh Pearce |
| 83 | B-Comp-2 | Dodgers | supplemental pick received as compensation for free agent Brian Bohanon | Drew Meyer |
| 84 | B-Comp-3 | Mets | supplemental pick received as compensation for free agent Armando Reynoso | Jake Joseph |
| Round 3 | ||||
| 85 | 3-1 | Devil Rays | Doug Waechter | |
| 86 | 3-2 | Marlins | Josh Wilson | |
| 87 | 3-3 | Tigers | James Jenkins | |
| 88 | 3-4 | Diamondbacks | > Red Sox — Received from Diamondbacks as compensation for free agent Greg Swindell | Rich Rundles |
| 89 | 3-5 | Twins | Justin Morneau | |
| 90 | 3-6 | Expos | Drew McMillan | |
| 91 | 3-7 | Royals | Kiki Bengochea | |
| 92 | 3-8 | Pirates | Gordon Weston | |
| 93 | 3-9 | Athletics | Jorge Soto | |
| 94 | 3-10 | Brewers | Ruddy Lugo | |
| 95 | 3-11 | Mariners | Willie Bloomquist | |
| 96 | 3-12 | Phillies | Russ Jacobson | |
| 97 | 3-13 | Orioles | > Mariners — Received from Orioles as compensation for free agent Mike Timlin | Sheldon Fulse |
| 98 | 3-14 | Reds | Brandon Love | |
| 99 | 3-15 | White Sox | Jon Rauch | |
| 100 | 3-16 | Rockies | Josh Bard | |
| 101 | 3-17 | Angels | Phil Wilson | |
| 102 | 3-18 | Cardinals | Brent Cook | |
| 103 | 3-19 | Blue Jays | Matt Ford | |
| 104 | 3-20 | Dodgers | > Orioles — Received from Dodgers as compensation for free agent Alan Mills | Jon Kessick |
| 105 | 3-21 | Rangers | Hank Blalock | |
| 106 | 3-22 | Mets | Jeremy Griffiths | |
| 107 | 3-23 | Indians | Eric Johnson | |
| 108 | 3-24 | Giants | Sean McGowan | |
| 109 | 3-25 | Red Sox | Antron Seiber | |
| 110 | 3-26 | Cubs | Ryan Gripp | |
| 111 | 3-27 | Yankees | Alex Graman | |
| 112 | 3-28 | Padres | Joshua Vitek | |
| 113 | 3-29 | Astros | Jimmy Barrett | |
| 114 | 3-30 | Braves | Pat Manning | |
| Round 4 | ||||
| 115 | 4-1 | Devil Rays | Alex Santos | |
| 116 | 4-2 | Marlins | Dominic Woody | |
| 117 | 4-3 | Tigers | Cody Ross | |
| 118 | 4-4 | Diamondbacks | > Rangers — Received from Diamondbacks as compensation for free agent Todd Stottlemyre | Kevin Mench |
| 119 | 4-5 | Twins | Jeff Randazzo | |
| 120 | 4-6 | Expos | Matt Cepicky | |
| 121 | 4-7 | Royals | Mackeel Rodgers | |
| 122 | 4-8 | Pirates | Justin Reid | |
| 123 | 4-9 | Athletics | Keith Surkont | |
| 124 | 4-10 | Brewers | Travis Horne | |
| 125 | 4-11 | Mariners | Vaughn Schill | |
| 126 | 4-12 | Phillies | Brad Pautz | |
| 127 | 4-13 | Orioles | > Cardinals — Received from Orioles as compensation for free agent Delino DeShields | Ben Johnson |
| 128 | 4-14 | Reds | Kenneth Lutz | |
| 129 | 4-15 | White Sox | Brandon Sloan | |
| 130 | 4-16 | Rockies | Chuck Crowder | |
| 131 | 4-17 | Angels | Stan Bukowski | |
| 132 | 4-18 | Cardinals | Jimmy Journell | |
| 133 | 4-19 | Blue Jays | Brian Cardwell | |
| 134 | 4-20 | Dodgers | Joe Thurston | |
| 135 | 4-21 | Rangers | Christopher Jaile | |
| 136 | 4-22 | Mets | Angel Pagan | |
| 137 | 4-23 | Indians | Jeff Baker | |
| 138 | 4-24 | Giants | Jeremy Cunningham | |
| 139 | 4-25 | Red Sox | Rory Shortell | |
| 140 | 4-26 | Cubs | Steve Smyth | |
| 141 | 4-27 | Yankees | Robert Corrado | |
| 142 | 4-28 | Padres | Jason Moore | |
| 143 | 4-29 | Astros | Jon Topolski | |
| 144 | 4-30 | Braves | Alec Zumwalt | |
| Round 5 | ||||
| 145 | 5-1 | Devil Rays | Seth McClung | |
| 146 | 5-2 | Marlins | Nate Robertson | |
| 147 | 5-3 | Tigers | Dayle Campbell | |
| 148 | 5-4 | Diamondbacks | > Padres — Received from Diamondbacks as compensation for free agent Steve Finley | Chris Heck |
| 149 | 5-5 | Twins | Edward Schoening | |
| 150 | 5-6 | Expos | Pat Collins | |
| 151 | 5-7 | Royals | Ken Harvey | |
| 152 | 5-8 | Pirates | J.R. House | |
| 153 | 5-9 | Athletics | Darin Moore | |
| 154 | 5-10 | Brewers | Dustin Lansford | |
| 155 | 5-11 | Mariners | Clint Nageotte | |
| 156 | 5-12 | Phillies | Joe Saunders | |
| 157 | 5-13 | Orioles | > Rangers — Received from Orioles as compensation for free agent Will Clark | Andy Cavazos |
| 158 | 5-14 | Reds | Mike Esposito | |
| 159 | 5-15 | White Sox | Josh Stewart | |
| 160 | 5-16 | Rockies | Chris Testa | |
| 161 | 5-17 | Angels | Vince Lacorte | |
| 162 | 5-18 | Cardinals | Melvin Williams | |
| 163 | 5-19 | Blue Jays | Scott Porter | |
| 164 | 5-20 | Dodgers | Phil Devey | |
| 165 | 5-21 | Rangers | Victor Hillaert | |
| 166 | 5-22 | Mets | Nicholas James | |
| 167 | 5-23 | Indians | Curtis Gay | |
| 168 | 5-24 | Giants | Ryan Cox | |
| 169 | 5-25 | Red Sox | Greg Montalbano | |
| 170 | 5-26 | Cubs | Todd Deininger | |
| 171 | 5-27 | Yankees | Tom Taylor | |
| 172 | 5-28 | Padres | Mike Thompson | |
| 173 | 5-29 | Astros | Mike Gallo | |
| 174 | 5-30 | Braves | Matt McClendon | |
| Round 6 | ||||
| 175 | 6-1 | Devil Rays | Eric Henderson | |
| 176 | 6-2 | Marlins | Charlie Frazier | |
| 177 | 6-3 | Tigers | Brant Ust | |
| 178 | 6-4 | Diamondbacks | Justin Maureau | |
| 179 | 6-5 | Twins | Brian Wolfe | |
| 180 | 6-6 | Expos | Dominick Ambrosini | |
| 181 | 6-7 | Royals | Ryan Baerlocher | |
| 182 | 6-8 | Pirates | B.J. Barns | |
| 183 | 6-9 | Athletics | Mario Ramos | |
| 184 | 6-10 | Brewers | Mark Ernster | |
| 185 | 6-11 | Mariners | J.J. Putz | |
| 186 | 6-12 | Phillies | Daniel Tosca | |
| 187 | 6-13 | Orioles | Erik Bedard | |
| 188 | 6-14 | Reds | Ronald Leflore | |
| 189 | 6-15 | White Sox | David Sanders | |
| 190 | 6-16 | Rockies | Roney Johnson | |
| 191 | 6-17 | Angels | Dustin Bergman | |
| 192 | 6-18 | Cardinals | Josh Teekel | |
| 193 | 6-19 | Blue Jays | David Hanson | |
| 194 | 6-20 | Dodgers | Shane Victorino | |
| 195 | 6-21 | Rangers | Aaron Harang | |
| 196 | 6-22 | Mets | Tyler Parker | |
| 197 | 6-23 | Indians | Shane Wallace | |
| 198 | 6-24 | Giants | Ryan Pene | |
| 199 | 6-25 | Red Sox | Jon Kail | |
| 200 | 6-26 | Cubs | Ben Shaffar | |
| 201 | 6-27 | Yankees | Reggie Laplante | |
| 202 | 6-28 | Padres | Blair Dehart | |
| 203 | 6-29 | Astros | Jason Lane | |
| 204 | 6-30 | Braves | Andy Brown | |
| Round 7 | ||||
| 205 | 7-1 | Devil Rays | Andrew Beinbrink | |
| 206 | 7-2 | Marlins | Jake Laidlaw | |
| 207 | 7-3 | Tigers | Tim Kalita | |
| 208 | 7-4 | Diamondbacks | Ryan Owens | |
| 209 | 7-5 | Twins | Darren Ciraco | |
| 210 | 7-6 | Expos | Cletis Boyer | |
| 211 | 7-7 | Royals | James McAuley | |
| 212 | 7-8 | Pirates | Matthew Schneider | |
| 213 | 7-9 | Athletics | Josh Hochgesang | |
| 214 | 7-10 | Brewers | Jeff Robinson | |
| 215 | 7-11 | Mariners | Michael Davies | |
| 216 | 7-12 | Phillies | Dave Gil | |
| 217 | 7-13 | Orioles | David Farren | |
| 218 | 7-14 | Reds | Okorie Barrow | |
| 219 | 7-15 | White Sox | Mike Patten | |
| 220 | 7-16 | Rockies | Carlos Figueroa | |
| 221 | 7-17 | Angels | Alan Wawrzyniak | |
| 222 | 7-18 | Cardinals | Covelli "Coco " Crisp | |
| 223 | 7-19 | Blue Jays | Derrick Nunley | |
| 224 | 7-20 | Dodgers | Jose Escalera | |
| 225 | 7-21 | Rangers | Luz Portobanco | |
| 226 | 7-22 | Mets | Rodney Nye | |
| 227 | 7-23 | Indians | Daylon Monette | |
| 228 | 7-24 | Giants | Joe Jester | |
| 229 | 7-25 | Red Sox | Rich Carroll | |
| 230 | 7-26 | Cubs | Mike Dzurilla | |
| 231 | 7-27 | Yankees | George Phillips | |
| 232 | 7-28 | Padres | John Scheschuk | |
| 233 | 7-29 | Astros | Nick Roberts | |
| 234 | 7-30 | Braves | Brett Evert | |
| Round 8 | ||||
| 235 | 8-1 | Devil Rays | Ryan Gloger | |
| 236 | 8-2 | Marlins | Kevin Hooper | |
| 237 | 8-3 | Tigers | Anthony Ware | |
| 238 | 8-4 | Diamondbacks | Chris Capuano | |
| 239 | 8-5 | Twins | Matt Scanlon | |
| 240 | 8-6 | Expos | Luke Lockwood | |
| 241 | 8-7 | Royals | Eric Nelson | |
| 242 | 8-8 | Pirates | Jon Searles | |
| 243 | 8-9 | Athletics | Chuck Lehr | |
| 244 | 8-10 | Brewers | David Pember | |
| 245 | 8-11 | Mariners | Terrmel Sledge | |
| 246 | 8-12 | Phillies | Jesse Thrasher | |
| 247 | 8-13 | Orioles | Matt Tate | |
| 248 | 8-14 | Reds | Ryan Lundquist | |
| 249 | 8-15 | White Sox | Dennis Ulacia | |
| 250 | 8-16 | Rockies | Greg Catalanotte | |
| 251 | 8-17 | Angels | Aaron Franke | |
| 252 | 8-18 | Cardinals | Shawn Schumacher | |
| 253 | 8-19 | Blue Jays | Ryan McCullem | |
| 254 | 8-20 | Dodgers | T.J. Nall | |
| 255 | 8-21 | Rangers | Joshua Rahrer | |
| 256 | 8-22 | Mets | Forrest Lawson | |
| 257 | 8-23 | Indians | Devin Rogers | |
| 258 | 8-24 | Giants | Kevin Vent | |
| 259 | 8-25 | Red Sox | Andrew Heimbach | |
| 260 | 8-26 | Cubs | Dustin Pate | |
| 261 | 8-27 | Yankees | Scott Oliver | |
| 262 | 8-28 | Padres | Todd Donovan | |
| 263 | 8-29 | Astros | Chris Sampson | |
| 264 | 8-30 | Braves | Christerson Spencer | |
| Round 9 | ||||
| 265 | 9-1 | Devil Rays | Dan Ortiz | |
| 266 | 9-2 | Marlins | Benjaman Hickman | |
| 267 | 9-3 | Tigers | Casey Rowe | |
| 268 | 9-4 | Diamondbacks | Matt Kata | |
| 269 | 9-5 | Twins | Grant Gregg | |
| 270 | 9-6 | Expos | Brandon Watson | |
| 271 | 9-7 | Royals | Mark Ellis | |
| 272 | 9-8 | Pirates | Shane Wright | |
| 273 | 9-9 | Athletics | Kirk Asche | |
| 274 | 9-10 | Brewers | Matthew Tindell | |
| 275 | 9-11 | Mariners | Steve Kent | |
| 276 | 9-12 | Phillies | Julio Collazo | |
| 277 | 9-13 | Orioles | Pete Shier | |
| 278 | 9-14 | Reds | Casey Bookout | |
| 279 | 9-15 | White Sox | Corwin Malone | |
| 280 | 9-16 | Rockies | Colin Young | |
| 281 | 9-17 | Angels | Brian Specht | |
| 282 | 9-18 | Cardinals | Paul Thames | |
| 283 | 9-19 | Blue Jays | Joshua Holliday | |
| 284 | 9-20 | Dodgers | Jon Berry | |
| 285 | 9-21 | Rangers | Brett Cadiente | |
| 286 | 9-22 | Mets | Wayne Lydon | |
| 287 | 9-23 | Indians | Stephen Cowie | |
| 288 | 9-24 | Giants | Josh Cook | |
| 289 | 9-25 | Red Sox | Richard Thoms | |
| 290 | 9-26 | Cubs | Chris Curry | |
| 291 | 9-27 | Yankees | Jeffrey Leaumont | |
| 292 | 9-28 | Padres | John Puccinelli | |
| 293 | 9-29 | Astros | Jon Helquist | |
| 294 | 9-30 | Braves | Angelo Burrows | |
| Round 10 | ||||
| 295 | 10-1 | Devil Rays | Nathan Cromer | |
| 296 | 10-2 | Marlins | Scott Goodman | |
| 297 | 10-3 | Tigers | Jerrod Fuell | |
| 298 | 10-4 | Diamondbacks | Matt Abram | |
| 299 | 10-5 | Twins | Jim Caine | |
| 300 | 10-6 | Expos | Grant Dorn | |
| 301 | 10-7 | Royals | Jesse Kurtz-Nicholl | |
| 302 | 10-8 | Pirates | Jeremy Sickles | |
| 303 | 10-9 | Athletics | Justin Sobchuk | |
| 304 | 10-10 | Brewers | Ben Hendrickson | |
| 305 | 10-11 | Mariners | Justin Smith | |
| 306 | 10-12 | Phillies | Marlon Byrd | |
| 307 | 10-13 | Orioles | Octavio Martinez | |
| 308 | 10-14 | Reds | Scott Dunn | |
| 309 | 10-15 | White Sox | Matt Guerrier | |
| 310 | 10-16 | Rockies | Sean Daly | |
| 311 | 10-17 | Angels | Robb Quinlan | |
| 312 | 10-18 | Cardinals | Kevin Sprague | |
| 313 | 10-19 | Blue Jays | Rob Cosby | |
| 314 | 10-20 | Dodgers | Lamont Matthews | |
| 315 | 10-21 | Rangers | Jason Bryan | |
| 316 | 10-22 | Mets | Prentice Redman | |
| 317 | 10-23 | Indians | Fernando Cabrera | |
| 318 | 10-24 | Giants | Anthony Yacco | |
| 319 | 10-25 | Red Sox | Brian Wiese | |
| 320 | 10-26 | Cubs | Jim Deschaine | |
| 321 | 10-27 | Yankees | Bradley Ticehurst | |
| 322 | 10-28 | Padres | Todd Shiyuk | |
| 323 | 10-29 | Astros | Greg Dobbs | |
| 324 | 10-30 | Braves | Bryan Cetani | |
Rounds 1-10 Rounds 11-20 Rounds 21-30 Rounds 31-40 Rounds 41-50