Tommy Hunter is not good. Jake Arrieta and Brian Matusz are shaky. Dempster could provide a huge lift, even if the O's would be worried about the concern of him moving from the NL Central to the AL East.
Trade suggestion: Sorry, Cubs fans, you're not getting Dylan Bundy or Manny Machado. Don't even think about it. Maybe the Orioles will be tempted to part with infielder Jonathan Schoop, hitting .241/.300/.310 at Double-A, but he's just 20 years old. The Orioles have other non-40-man talent and maybe Dan Duquette would be willing to part from his bullpen depth. (Wait, did we just use bullpen depth and Orioles in the same sentence?)