UPDATED 9-10-2019
As things stand right now...
71 Cubs minor leaguers (including six second-contract players) are eligible for selection in the December 2019 MLB Rule 5 Draft, and 22 Cubs minor leaguers are eligible to be MLB Rule 55 minor league 6YFA at 5 PM Eastern on the 5th day following the final game of the 2019 World Series.
In addition, one player (1B-OF Jim Adduci) is eligible to be an Article XX-D minor league free-agent (he had the right to elect free-agency after being outrighted in June, but he elected to accept the outright assignment and defer the choice until after the conclusion of the 2019 MLB regular season).