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| First Round Draft Pick History |
| 1 | 12 | 12 | 2012 | Annual Draft | P | Chris | Archer | MLB |
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| 1 | 15 | 15 | 2012 | Annual Draft | P | Matt | Harvey | MLB |
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| 1 | 6 | 6 | 2011 | Annual Draft | 1B | Anthony | Rizzo | MLB |
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| 1 | 4 | 4 | 2009 | Annual Draft | OF | Andrew | McCutchen | MLB |
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| 1 | 6 | 6 | 2005 | Annual Draft | SS | Hanley | Ramirez | MLB |
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| Complete Draft History |
| 3 | 12 | 44 | 2014 | Annual Draft | P | Dominic | Leone | MLB |
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| 4 | 3 | 51 | 2014 | Annual Draft | P | Michael | Pineda | MLB |
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| 4 | 9 | 57 | 2014 | Annual Draft | OF | Brock | Holt | MLB |
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| 4 | 10 | 58 | 2014 | Annual Draft | P | Brad | Boxberger | MLB |
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| 5 | 6 | 70 | 2014 | Annual Draft | C | Francisco | Cervelli | MLB |
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| 6 | 6 | 86 | 2014 | Annual Draft | P | Mike | Morin | MLB |
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| 7 | 6 | 102 | 2014 | Annual Draft | P | Josh | Tomlin | MLB |
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| 8 | 6 | 118 | 2014 | Annual Draft | P | Shane | Greene | MLB |
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| 2 | 9 | 25 | 2013 | Annual Draft | P | Michael | Wacha | MLB |
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| 3 | 8 | 40 | 2013 | Annual Draft | P | Henderson | Alvarez | MLB |
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| 3 | 10 | 42 | 2013 | Annual Draft | P | Martin | Perez | MLB |
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| 3 | 11 | 43 | 2013 | Annual Draft | P | Aaron | Loup | MLB |
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| 5 | 1 | 65 | 2013 | Annual Draft | P | Anthony | Swarzak | MLB |
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| 5 | 3 | 67 | 2013 | Annual Draft | P | Brandon | Kintzler | MLB |
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| 5 | 11 | 75 | 2013 | Annual Draft | C | Francisco | Cervelli | MLB |
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| 6 | 9 | 89 | 2013 | Annual Draft | P | Alex | Torres | MLB |
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| 6 | 15 | 95 | 2013 | Annual Draft | P | Trevor | Bauer | MLB |
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| 8 | 9 | 121 | 2013 | Annual Draft | 2B | Jonathan | Schoop | MLB |
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| 1 | 12 | 12 | 2012 | Annual Draft | P | Chris | Archer | MLB |
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| 1 | 15 | 15 | 2012 | Annual Draft | P | Matt | Harvey | MLB |
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| 3 | 12 | 44 | 2012 | Annual Draft | P | Mike | Minor | MLB |
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| 4 | 16 | 64 | 2012 | Annual Draft | 1B | Yan | Gomes | MLB |
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| 5 | 12 | 76 | 2012 | Annual Draft | P | Craig | Stammen | MLB |
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| 6 | 12 | 92 | 2012 | Annual Draft | P | Trevor | Rosenthal | MLB |
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| 7 | 12 | 108 | 2012 | Annual Draft | P | Casey | Fien | MLB |
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| 8 | 12 | 124 | 2012 | Annual Draft | OF | Brett | Gardner | MLB |
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| 1 | 6 | 6 | 2011 | Annual Draft | 1B | Anthony | Rizzo | MLB |
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| 2 | 2 | 18 | 2011 | Annual Draft | SS | Brandon | Crawford | MLB |
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| 3 | 6 | 38 | 2011 | Annual Draft | P | Alex | Cobb | MLB |
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| 4 | 5 | 53 | 2011 | Annual Draft | P | Anthony | Bass | MLB |
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| 4 | 10 | 58 | 2011 | Annual Draft | P | Matt | Moore | MLB |
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| 5 | 1 | 65 | 2011 | Annual Draft | P | Al | Alburquerque | MLB |
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| 6 | 5 | 85 | 2011 | Annual Draft | P | Mike | MacDougal | MLB |
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| 7 | 6 | 102 | 2011 | Annual Draft | SS | Sean | Rodriguez | MLB |
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| 8 | 5 | 117 | 2011 | Annual Draft | P | Travis | Wood | MLB |
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| 9 | 6 | 134 | 2011 | Annual Draft | P | James | Russell | MLB |
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| 2 | 11 | 27 | 2010 | Annual Draft | P | Greg | Holland | MLB |
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| 4 | 12 | 60 | 2010 | Annual Draft | P | Matt | Harrison | MLB |
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| 5 | 16 | 80 | 2010 | Annual Draft | C | Welington | Castillo | MLB |
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| 6 | 12 | 92 | 2010 | Annual Draft | P | Joel | Hanrahan | MLB |
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| 7 | 13 | 109 | 2010 | Annual Draft | P | Kameron | Loe | MLB |
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| 8 | 12 | 124 | 2010 | Annual Draft | P | Erick | Threets | MLB |
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| 9 | 13 | 141 | 2010 | Annual Draft | P | Sergio | Santos | MLB |
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| 10 | 12 | 156 | 2010 | Annual Draft | P | Kerry | Wood | MLB |
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| 11 | 13 | 173 | 2010 | Annual Draft | P | Manny | Acosta | MLB |
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| 12 | 12 | 188 | 2010 | Annual Draft | C | J.P. | Arencibia | MLB |
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| 13 | 13 | 205 | 2010 | Annual Draft | 2B | Blake | DeWitt | MLB |
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| 1 | 4 | 4 | 2009 | Annual Draft | OF | Andrew | McCutchen | MLB |
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| 2 | 3 | 19 | 2009 | Annual Draft | P | Ricky | Romero | MLB |
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| 4 | 11 | 59 | 2009 | Annual Draft | P | Jhoulys | Chacin | MLB |
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| 5 | 9 | 73 | 2009 | Annual Draft | P | Bob | Howry | MLB |
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| 5 | 15 | 79 | 2009 | Annual Draft | C | Nick | Hundley | MLB |
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| 6 | 11 | 91 | 2009 | Annual Draft | P | Derek | Holland | MLB |
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| 7 | 15 | 111 | 2009 | Annual Draft | P | Matt | Harrison | MLB |
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| 2 | 4 | 20 | 2008 | Annual Draft | P | Chad | Bradford | MLB |
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| 3 | 14 | 46 | 2008 | Annual Draft | P | Randy | Wells | MLB |
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| 4 | 2 | 50 | 2008 | Annual Draft | P | Phil | Coke | MLB |
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| 5 | 14 | 78 | 2008 | Annual Draft | 3B | Ian | Stewart | MLB |
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| 6 | 12 | 92 | 2008 | Annual Draft | P | Jason | Motte | MLB |
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| 7 | 14 | 110 | 2008 | Annual Draft | P | Jeff | Niemann | MLB |
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| 8 | 12 | 124 | 2008 | Annual Draft | P | Tommy | Hunter | MLB |
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| 9 | 14 | 142 | 2008 | Annual Draft | 1B | Nick | Johnson | MLB |
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| 3 | 7 | 39 | 2007 | Annual Draft | OF | Matt | Stairs | MLB |
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| 3 | 8 | 40 | 2007 | Annual Draft | P | Micah | Owings | MLB |
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| 4 | 11 | 59 | 2007 | Annual Draft | 3B | Chase | Headley | MLB |
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| 4 | 13 | 61 | 2007 | Annual Draft | C | Dioner | Navarro | MLB |
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| 5 | 10 | 74 | 2007 | Annual Draft | 2B | Erick | Aybar | MLB |
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| 5 | 14 | 78 | 2007 | Annual Draft | P | Kevin | Cameron | MLB |
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| 6 | 8 | 88 | 2007 | Annual Draft | 3B | Akinori | Iwamura | MLB |
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| 7 | 10 | 106 | 2007 | Annual Draft | P | Jonathan | Albaladejo | MLB |
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| 8 | 8 | 120 | 2007 | Annual Draft | P | Tyler | Clippard | MLB |
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| 2 | 2 | 18 | 2006 | Annual Draft | C | Josh | Bard | MLB |
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| 3 | 1 | 33 | 2006 | Annual Draft | SS | Stephen | Drew | MLB |
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| 3 | 2 | 34 | 2006 | Annual Draft | P | Fausto | Carmona | MLB |
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| 3 | 16 | 48 | 2006 | Annual Draft | OF | Chris | Duncan | MLB |
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| 4 | 15 | 63 | 2006 | Annual Draft | P | Casey | Janssen | MLB |
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| 4 | 16 | 64 | 2006 | Annual Draft | 3B | Mark | Teahen | MLB |
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| 1 | 6 | 6 | 2005 | Annual Draft | SS | Hanley | Ramirez | MLB |
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| 3 | 5 | 37 | 2005 | Annual Draft | OF | Shane | Victorino | MLB |
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| 5 | 11 | 75 | 2005 | Annual Draft | 2B | Rickie | Weeks | MLB |
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| 5 | 12 | 76 | 2005 | Annual Draft | P | Brandon | League | MLB |
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| 7 | 12 | 108 | 2005 | Annual Draft | OF | Cody | Ross | MLB |
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| 8 | 10 | 122 | 2005 | Annual Draft | P | Vic | Darensbourg | MLB |
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| 2 | 12 | 28 | 2004 | Annual Draft | 1B | J.T. | Snow | MLB |
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| 2 | 14 | 30 | 2004 | Annual Draft | 3B | Garrett | Atkins | MLB |
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| 4 | 2 | 50 | 2004 | Annual Draft | P | Jarrod | Washburn | MLB |
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| 4 | 12 | 60 | 2004 | Annual Draft | OF | Curtis | Granderson | MLB |
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| 5 | 16 | 80 | 2004 | Annual Draft | 1B | Tony | Clark | MLB |
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| 6 | 12 | 92 | 2004 | Annual Draft | P | Jorge | Sosa | MLB |
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| 7 | 16 | 112 | 2004 | Annual Draft | 2B | Jamey | Carroll | MLB |
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| 8 | 12 | 124 | 2004 | Annual Draft | P | Cliff | Politte | MLB |
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| 9 | 16 | 144 | 2004 | Annual Draft | OF | Brady | Clark | MLB |
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| 10 | 12 | 156 | 2004 | Annual Draft | P | Brett | Myers | MLB |
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| 11 | 16 | 176 | 2004 | Annual Draft | OF+ | Craig | Wilson | MLB |
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