| MLB First Round Draft Picks - 1999 | ||||
| PICK | PLAYER | POS | TEAM | SCHOOL/HOMETOWN |
| 1 | Josh Hamilton | OF | Tampa Bay Devil Rays | Raleigh, NC |
| 2 | Josh Beckett | RHP | Florida Marlins | Spring, Texas |
| 3 | Eric Munson | C | Detroit Tigers | U. of Southern California |
| 4 | Corey Myers | SS | Arizona Diamondbacks | Scottsdale, AZ |
| 5 | B.J. Garbe | OF | Minnesota Twins | Moses Lake, WA |
| 6 | Josh Girdley | LHP | Montreal Expos | Jasper, Texas |
| 7 | Kyle Snyder | RHP | Kansas City Royals | U. of North Carolina |
| 8 | Bobby Bradley | RHP | Pittsburgh Pirates | W. Palm Beach, FL |
| 9 | Barry Zito | LHP | Oakland Athletics | U. of Southern California |
| 10 | Ben Sheets | RHP | Milwaukee Brewers | NE Louisiana U. |
| 11 | Ryan Christianson | C | Seattle Mariners | Riverside, CA |
| 12 | Brett Myers | RHP | Philadelphia Phillies | Jacksonville, FL |
| 13 | Mike Paradis | RHP | Baltimore Orioles | Clemson U. |
| 14 | Ty Howington | LHP | Cincinnati Reds | Vancouver, WA |
| 15 | Jason Stumm | RHP | Chicago White Sox | Centralia, WA |
| 16 | Jason Jennings | RHP | Colorado Rockies | Baylor U. |
| 17 | Rick Asadoorian | OF | Boston Red Sox | Whitinsville, MA |
| 18 | Richard Stahl | LHP | Baltimore Orioles | Covington, GA |
| 19 | Alex Rios | 3B/OF | Toronto Blue Jays | Guaynabo, PR |
| 20 | Vince Faison | OF | San Diego Padres | Lyons, GA |
| 21 | Larry Bigbie | OF | Baltimore Orioles | Ball State U. |
| 22 | Matt Ginter | RHP | Chicago White Sox | Mississippi State U. |
| 23 | Keith Reed | OF | Baltimore Orioles | Providence College |
| 24 | Kurt Ainsworth | RHP | San Francisco Giants | Louisiana State U. |
| 25 | Mike Macdougal | RHP | Kansas City Royals | Wake Forest U. |
| 26 | Ben Christiansen | RHP | Chicago Cubs | Wichita State U. |
| 27 | David Walling | RHP | New York Yankees | U. of Arkansas |
| 28 | Gerik Baxter | RHP | San Diego Padres | Edmonds, WA |
| 29 | Omar Ortiz | RHP | San Diego Padres | Texas-Pan Am U. |
| 30 | Chance Caple | RHP | St. Louis Cardinals | Texas A&M U. |
