Harry and Tonto (1974) on Netflix

Widowed septuagenarian Harry Coombes lives with his beloved cat Tonto in the same inner city New York apartment he has for much of his adult life. So it is with great resistance that Harry moves from that apartment as his building is scheduled for immediate demolition. With no plans as to where to live, he and Tonto move in with his son Bert Coombes and his family in the suburbs. Independent minded Harry knows this situation is not either to his liking or to Bert's wife's liking. Before making a decision as to a more permanent living situation, Harry, with Tonto in tow, decides to visit his bookstore owning divorcée daughter Shirley Mallard in Chicago. But the planned New York to Chicago flight changes out of circumstances to a road trip. Along the way, Harry and Tonto meet a variety of people which affect his thoughts and ultimately where he goes, which includes a possible visit with Jessie Stone, an old flame he hasn't seen in fifty years, and a visit with his irresponsible playboy son Eddie Coombes in Los Angeles.