People have to understand that teams who hold the top pick to high end QBs in the draft won't be trading the pick.
I mean, let's say Caleb Williams meets the hype in 2024 draft. The only teams I could see who would deal the pick are the following, every other team holds onto it.
KC with Mahomes. Bills with Allen. Cin with Burrow. LAC with Herbert. Jax with Lawrence. Clev has no pick. Asking a lot of Williams to be as good as these 5 Qbs.
Now, Add in whichever team signs a multi year deal with Lamar, Hurts if he signs this offseason, Denver with Wilson and AZ with Murray, will have massive dead caps for 2024 if they move off their guy. They'd have to work the phones to see what they could do because they won't get the full benefit of the rookie QB contract if they are eating massive dead caps in 2024 and 2025 (Post June 1 cut) or whatever trade they can work out.
Everyone else, even if they are eating some dead cap in 2024, would get rid of a Dak, Jones, Smith, Carr, Goff, etc. and Draft Williams.
Like you said, Chicago would be dumping Fields if Williams was draft eligible.