Bannockburn – Bannockburn is 30 miles from Chicago and home to upscale, widespread acreage. Lots are relatively inexpensive when compared to neighborhoods closer to Chicago, as the average home price in Bannockburn is around $590,500, but they are much bigger. The Tri-State Tollway gives residents easy access to the commerce of downtown Chicago. However, this location is based around the hiking and biking of the outdoors. Chicago notables such as Bears coach Mike Ditka and famed Bulls coach Phil Jackson live here away from the hustle of professional sports.