In the spring of 1864 he moved to Chicago, Illinois where he practiced law and "engaged... in some commercial pursuits" until May of 1873, when he moved to Benton Harbor, Michigan, where he practiced law until his death.
In the spring of 1864 he moved to Chicago, Illinois, at the same time as his father-in-law the former Congressman. In Chicago Eastman practiced law and "engaged... in some commercial pursuits" until May of 1873, when he moved to Benton Harbor, Michigan, where he practiced law until his death.