Giving JHS, Gabe and Hayes for Drummond(picks) and Caruso(JHS as rookie future) i think Chicago would accept this trade.

Swiping Hachimure (i love him a lot) for Bridges and Ish(3d pg option) makes some sense cause bridges is expiring and LA would go ALL IN to be a championship team with him on the wing or PF.

Adding the trade for Dejounte and taking Sadiq for Dlo and Taurean(making ham free himself from his sweetheart) and a 1st round, would be easy to convence the Hawks to do the Trade, also we are at the last day on the deadline.