2. Houston Astros
The Houston Astros are a team to keep on our radar here as they are strong in all areas except for the one where the Cubs have a surplus. They currently sit 9th in the AL in terms of starting pitching ERA but are 4th in the AL in terms of Runs Per Game, as well as having the 4th best bullpen in the AL. Adding a quality starting pitcher now likely sees the Astros start to run away with the AL West, where they currently own a record of 52-47 but are locked in a tie for the division with Seattle.
The Cubs and Astros almost reached a deal regarding Willson Contreras at the deadline in 2022, but former head coach Dusty Baker ultimately blocked it. However, things start to get complicated when you consider Houston's roster when making a deal.
Given that the Cubs want to add players to help compete next year, the Astros are low on quality prospects that can offer the Hoyer that luxury. Houston only has one top-100 prospect in Jacon Melton, an outfielder currently batting just .244 in Double-A in over 200 ABs. The Cubs obviously aren't going to take a rental for 2024, and it's doubtful that Houston wants to move anybody worthy off of their major league roster. I'm not sure what Houston will be able to offer here, but they will no doubt at least be inquiring the closer we get to the trade deadline.