2025 Compare Cities Overview:
Sleepy Hollow, NY vs Chicago, IL

Are people in Chicago older or younger than people in Sleepy Hollow?
- The Median Age in Chicago is 6.0 years younger than in Sleepy Hollow.

Are housing costs cheaper in Chicago or Sleepy Hollow?
- Chicago housing costs are 68.9% less expensive than Sleepy Hollow housing costs.

Which city has a longer commute, Chicago or Sleepy Hollow?
- The average commute for residents of Chicago is 8.7 minutes longer than it is for residents of Sleepy Hollow.

Things to do in Sleepy Hollow?
Sleepy Hollow is a village located in Westchester County, New York. It is best known for its historic sites such as the Old Dutch Church of Sleepy Hollow and the popular story from Washington Irving’s 1820s tale “The Legend of Sleepy Hollow”. With a population of about 10,000 people, this small rural town offers plenty of activities such as biking to seasonal fairs, farmers markets and festivals or exploring the endless trails at Rockefeller State Park Preserve.

Things to do in Chicago?
Chicago, Illinois is an American icon. Located along the beautiful shores of Lake Michigan, it's a vibrant city with an energy like no other. It's renowned for its world-class museums and galleries, rich history and stunning architecture. With hundreds of parks and beaches to explore, amazing restaurants to sample, and a bustling nightlife scene - Chicago has something for everyone! It's the home of diverse cultures and international events, making it one of the most unique cities in the US.