UPDATED 7-31-2019
As things stand right now...
64 Cubs minor leaguers are eligible for selection in the December 2019 MLB Rule 5 Draft, and 33 Cubs minor leaguers (20 6YFA and 13 second-contract players) are eligible to be MLB Rule 55 minor league free-agents at 5 PM Eastern on the 5th day following the final game of the 2019 World Series. In addition, one player is eligible to be an Article XX-D minor league free-agent (had the right to elect free-agency after being outrighted, but elected to defer the choice until after the conclusion of the 2019 MLB regular season).