Steve Evan's confirmed through his Instagram account that the Chewbacca figure for The Vintage Collection 2019 will be a re-release and that it will be released with the first issued classic image on the card. As you all know, the Vintage Collection is just as much about the classic packaging as it is about the figures, and since Chewbacca hasn't been released in TVC yet, this is a welcome addition (the VOTC version from 2004 used the Return Of The Jedi logo).
The figure itself looks to be a re-release of the Black Series 3 3/4" Chewbacca figure from 2015.
So we can expect something similar to what was seen below. Picture credit to Chris Fawcett's 12back.com.
Here is a comparison image with our database entry for Chewbacca: