The most romantic things to do in Chicago for couples in 2026. Whether planning a weekend getaway in the city with your significant other or looking for unique Chicago date night ideas, these are the best activities to enjoy in… 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
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
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 2026 to make the most of your… Continue Reading
Spending Thanksgiving in Chicago and looking for fun things to do other than eat turkey? You are in luck because Thanksgiving is a great time to visit Chicago. There are tons of things to do in Chicago on Thanksgiving Day (November… Continue Reading
Searching for what to do in Chicago this January? Here are the best things to do in Chicago in January (from a local) – from fun outdoor winter activities to the best indoor events and attractions. I suggest bookmarking this… Continue Reading
Spending New Year’s Eve in Chicago and looking for a fun way to celebrate? There are tons of unique things to do in Chicago on New Year’s Eve to ring in the New Year whether you are looking to party… Continue Reading
My hometown of Chicago has a reputation for brutal winters. While this reputation is not necessarily undeserved, winter is still a great time to visit. I even think winter is the one of the best times to visit Chicago – accommodation costs… Continue Reading
Looking to escape winter and visit someplace hot and sunny this January? You don’t have to leave the United States to enjoy great weather. Here are the best warm places to visit in the USA in January. January is one of… Continue Reading
The best winter weekend getaways near Chicago. From romantic getaways for couples to fun winter road trips for families and friends, there is something for everyone on this list. Winter Getaways Near Chicago/ Road Trips from Chicago in Winter Looking… Continue Reading