Distance Between Chicago and Ossining = Miles
Calculated driving distance between Chicago, Illinois and Ossining, New York is miles, this equals kilometres. Estimated driving time is in current traffic conditions. With an average car, this trip would cost around $ in gasoline, since you would need about gallons of fuel.(Based on current US Gas prices and average mileage of 3.6 gallons gas per mile).
Leaving from Chicago, Illinois located in Illinois - United States you would reach Ossining, New York (New York - United States) in about driving an average speed of miles per hour to cover the miles, assuming traffic conditions stay unchanged and you don't take any breaks.
The map overview below shows the best driving route from Chicago, Illinois to Ossining, New York as a blue line on the map, with starting point (Chicago) marked A, and destination point (Ossining) marked B. You can zoom in on the map to view road numbers, street names and other details both in Chicago, Illinois and Ossining, New York as well as every other town near or on your route.