2026 Compare Cities Overview:
Chicago, IL vs South Boston, VA

Are people in South Boston older or younger than people in Chicago?
- The Median Age in South Boston is 7.9 years older than in Chicago.

Are housing costs cheaper in South Boston or Chicago?
- South Boston housing costs are 50.0% less expensive than Chicago housing costs.

Which city has a longer commute, South Boston or Chicago?
- The average commute for residents of South Boston is 18.2 minutes shorter than it is for residents of Chicago.

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.

Things to do in South Boston?
South Boston, VA is a charming small town with a lot to offer its residents. It has a thriving downtown district with plenty of options for shopping and dining, as well as parks and other outdoor activities. Residents enjoy all the amenities that come with living in a larger city while still having the peace and quiet of a small town. The friendly people are welcoming and create an inviting atmosphere for all who live there. South Boston is perfect for those who want to live somewhere that offers all the conveniences of city life without the hustle and bustle.