A bit of history: The county of Cleveland is a fairly new one, having been created in the 1970's, comprising parts of County Durham and the North Riding of Yorkshire. Prior to this, Cleveland existed in ancient times as a district centred on the market town of Guisborough (then Gisborough). The Dukes of the area are those of Northumberland and York, Northumberland (or Northumbria as it was then) having extended to Yorkshire at one time.
Cleveland as a county thankfully no longer exists. It was created in Heaths abortion of local government reform in 1974, and all but consigned to the rubbish bin of bad ideas when it was broken up into four unitary authorities recently. In the way that these things happen our leaders couldn't admit that they had made a mistake so there is still a Cleveland constabulary and a Lord Lt. It led to many anomalies such as Carlton in Cleveland, which stayed in North Yorkshire and Carlton which was in the County of Cleveland. Recently the Tories and Independants on Redcar and Cleveland council forced through a vote restoring the postal address of the area to North Yorkshire.
There was, however, a Duke of Cleveland back in the 18th and early 19th century. The last one died without direct issue, though some of his lesser titles were passed on to a kinsman whose family are still headed by Lord Barnard of Raby Castle.
There was until recently Dukes of Leeds and Manchester whose families had fallen on hard times and who spent much time in America. I think one of them was involved in some very shady dealings in Florida, but I can't remember the details.