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
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
Spending 4th of July weekend in Chicago and looking for fun things to do? You are in luck because the Fourth of July weekend is a great time to visit Chicago. Summer is in full swing and there are tons… Continue Reading
Searching for what there is to do in Chicago this summer? Below are the best things to do in Chicago in the summer of 2026 (from a local) – including the best summer 2026 events and festivals. I suggest bookmarking… 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 2026 and during the entire holiday season that are guaranteed to get you into the holiday spirit!… Continue Reading
Spending Labor Day weekend in Chicago and looking for things to do? You are in luck because Labor Day weekend (September 4-7, 2026) is a great time to visit Chicago. There are tons of fun 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 2026 (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 2026 (from a local) including the best November 2026 events and the top activities and attractions. I suggest bookmarking… Continue Reading
Searching for what to do in Chicago this October? Here are the best things to do in Chicago in October 2026 (from a local) – from the best October 2026 events and festivals to fun fall and Halloween themed activities.… Continue Reading
Looking for what to do in Chicago this September? Here are the best things to do in Chicago in September 2026 including all of the best September 2026 festivals and events. I suggest bookmarking this blog post as I will… Continue Reading