So apparently...
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If the yankees were willing to eat $34 mil AND give up some top prospects to facilitate an Ellsbury trade and presumably if he were in talks to come to the cubs he'd waive the NTC because familiar front office and winning team, I think that could be an interesting way to add some depth behind Almora. If we assume you're going to just buy out his Age 37 season for $5 mil, and you evenly distribute the $34 mil across the 3 remaining years he'd cost around $11.5 mil for the next 3 years. Obviously that's higher than you'd like to pay a back up outfielder but they paid Jay $8 mil last year. He hit .264/.348/.402 and the year prior hit .263/.330/.374. Given his age he's no longer great defensively in CF but probably still good enough to player there in a short side of a platoon and he does hit RHP well .287/.346/.434(109 wRC+) on his career and .274/.367/.429(113 wRC+) last year.
Now I'm not entirely saying the cubs should make this trade. To me I think it would depend on who the Yankees are offering prospect wise. But if they were willing to give up 2 prospects in their 5-15 range I think its an idea worth considering.
It would almost assuredly take you out of the Harper race to do this and I consider that such a strong possibility that it simply doesn't make the risk return it. If the Cubs didn't have Heyward and his sub replacement level offense here maybe it would make sense but to me this deal doesn't make sense because you're basically buying Ellsbury and prospects then likely trading Happ, one of the guys who's probably as valuable if not more than the guys the Yankees would give you.
Far more interesting to me would be if the Yankees did a deal like that and the Cubs used the prospects/money to flip Heyward out and shorten their commitment and get a better suited player next to Harper.
Something like
Heyward, several prospects, 30M to the Giants (10M from the Yankees this year, 20M from the Yankees next year)
- The Giants get basically two free years (2018 cost upgrade from Pence, 2019) of Heyward AND prospects. Considering their ballpark and the dimensions in RF, even Heyward below average offensively will be a huge help to them. True cost of Heyward is 6/102 with prospects coming back.
Elsbury, Pence, 3M (all from NYY in 2018) to the Cubs
- The Cubs get out of the last years of the Heyward deal (2021-2023) which coincidentally is when Q is up and when Rizzo's final year is. Extra $8 million in 2018 to do it.
Nothing of true value to the Yankees except saving a ton of money.