Included in the group is Michael Brenly, son of Cubs television broadcaster Bob Brenly, who was a 36th-round pick. The younger Brenly was a catcher at UNLV.
The Cubs have signed 17 of the top 21 picks. They have yet to reach an agreement with No. 1 pick Andrew Cashner, a right-handed pitcher at TCU.
Flaherty played second base for Team USA last summer, and set a Vanderbilt single-season record with a 35-game hitting streak. This year, he led the team with 14 home runs, 63 RBIs while hitting .324 with 10 stolen bases.
The others in the top 21 to sign include Justin Bristow, a pitcher at East Carolina; infielder Josh Harrison of Cincinnati; catcher Luis Flores of Oklahoma State; pitcher James Leverton of Texas Tech; pitcher Randy Jackson of Furman; pitcher Toby Matchulat of Wabash Valley; infielder Jake Opitz of Nebraska; outfielder Anthony Campana of Cincinnati; and pitcher Dan McDaniel of Chabot College.
Joseph Coleman of Florida Gulf Coast, the 15th pick, also signed, as did first baseman Ryan Keedy of Alabama-Birmingham; pitcher Jonathan Nagel of Independence Community College; pitcher Jeffrey Beliveau of Florida Atlantic; outfielder David Macias of Vanderbilt; and outfielder Jericho Jones of Louisiana Tech.
Carrie Muskat is a reporter for MLB.com. This story was not subject to the approval of Major League Baseball or its clubs.