Searching for what there is to do in Chicago this winter? Below are the best things to do in Chicago during the winter 2025/2026 from a local – whether looking for fun outdoor winter activities or the best Chicago indoor… Continue Reading
Looking for the best things to in Chicago during the holiday season? Here are the best things to do in Chicago at Christmas 2025 and during the entire holiday season that are guaranteed to get you into the holiday spirit!… Continue Reading
Not sure what is the best time to visit Chicago? I have lived in Chicago for most of my life so I’ve put together an updated month by month guide to help you figure out the best time to go… Continue Reading
Planning a trip to Chicago on a budget? Chicago can be expensive but fortunately many of the best things to do and see in Chicago are totally free! Here are my top picks for the best free things to do in Chicago.… Continue Reading
Searching for what to do in Chicago this December? Here are the best things to do in Chicago in December 2025 (from a local) – from the top attractions to festive holiday events and activities. December is one of the best… Continue Reading
Are you searching for what to do in Chicago this November? Here are the best things to do in Chicago in November 2025 (from a local) including the best November 2025 events and the top activities and attractions. I suggest bookmarking… Continue Reading
Searching for what to do in Chicago for Halloween 2025? Here are the top things to do for Halloween in Chicago for all ages. These are many Halloween events and activities taking place in Chicago and the suburbs the entire… Continue Reading
Searching for what to do in Chicago this February? Here are the best things to do in Chicago in February 2026 (from a local) – from fun outdoor winter activities to the top events and attractions. Ok I admit that… Continue Reading
Searching for what there is to do in Chicago on spring break? Below are the best things to do in Chicago for spring break 2026 (from a local) – including the top attractions and the best spring break 2026 events.… Continue Reading
Searching for what to do in Chicago this October? Here are the best things to do in Chicago in October 2025 (from a local) – from the best October events and festivals to fun fall and Halloween themed activities. Chicago… Continue Reading