So if history repeats itself the Bears will get Cade McNown 2.0.
Yeah that sounds about right.
That assumes nobody learns from history.
In 1998, the Bears had Erik Kramer (at the end of the road), Steve Stenstrom (not very good), and Moses Moreno (also not very good). It was an awful situation at QB, to put it mildly, and McNown was the last first-round QB taken at #12. It wasn't lie the Bears had options at QB - and arguably, they should have decided to get Tait in the first round over McNown, and to snag Shaun King over Russell Davis in the second that year.
Now, in the later rounds of that 1999 draft, the Bears did get Rex Tucker (a starter for the 2001 team who was hurt the next two years, and left as a FA), Warrick Holdman (solid WLB), Marty Booker (great WR who was foolishly dealt), Roosevelt Colvin (excellent pass rusher who should have been retained after `02), Jerry Azumah (decent CB/KR who should have been kept at RB), and Jim Finn (who blossomed into an excellent fullback - but who was foolishly cut).
In 2020, the Bears have Mitch Trubisky (solid numbers, but often graded on a harsh curve due to being the #2 overall pick - one who the Bears traded up for) and Nick Foles (who's probably one of the better backup QBs in the league, and miscast as a QB1). It's not 1998 bad, and given the draft position, unless Da Bears want to blow up the team and rebuild (not very likely), they can't trade up for a shot at a decent QB without wrecking future drafts.
So, the better option may be to stand pat at QB, then trade down and look for other holes that desperately need to be filled - that replacement for Trevethan that is so desperately needed, maybe a new DT to replace Hicks down the road, younger DEs to replace Urban and Jenkins, maybe an immediate nickel corner who can be an eventual replacement for Fuller at CB, and some help at the tackle positions to replace Massie and eventually Leno.