2. Chicago Bears
The Chicago Bears have the most cap space in the league this offseason and are definitely looking to use it to maximize Justin Fields. Not only do the Bears have a surplus of cap space but the team also has the first overall pick that they can straight-up use or leverage into more picks.
The no. 1 thing this team needs is pass catchers for Fields and while they have the means to acquire players, there are not many great options available. The free-agent class is not great and the draft class is the worst it has been (receiver-wise) in quite a few years.
Chicago should probably still draft a young receiver in the second or third round to help buld out a complete room but trading for a veteran like Allen is certainly on the table. The Chase Claypool trade may not have been a great one for the Bears but it showed that they are willing to make a trade.
The Chargers and Bears have a rapport, making two separate trades last year (one for Khalil Mack, one essentially being a draft pick swap). Not only does Chicago have an extra pick in the fourth round but the team has two extra picks in the fifth round as well.
Chicago might have its eyes set on a bigger prize, though. DeAndre Hopkins is a name to watch on the trade market and Chicago is in the best position to trade for him. Hopkins is the bigger prize but Allen could be a great backup plan.