Destinations

Do you have a layover or only 1 day to spend in Chicago? If you have 24 hours in Chicago or less, I have put together the perfect one day in Chicago itinerary for 2025 to make the most of your… Continue Reading →

Planning 3 days in Chicago and seeking the perfect itinerary? I have lived in Chicago almost my entire life so I have created the perfect detailed Chicago 3 day itinerary with the best things to do, best places to eat,… Continue Reading →

Searching for what to do in Chicago this February? Here are the best things to do in Chicago in February (from a local) – from fun outdoor winter activities to the top events and attractions. Ok I admit that February… Continue Reading →

I am probably biased because it is my hometown, but Chicago is one of the best places to visit in the USA. Many first timers travel to Chicago for a weekend trip, so I have put together a guide for… Continue Reading →

Spending Labor Day weekend in Chicago and looking for things to do? You are in luck because Labor Day weekend (August 29-September 1, 2025) is a great time to visit Chicago. There are tons of fun things to do in… 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 →