Chicago

10 Free Things to Do in Chicago During Winter [2025]
in Chicago, Midwest, United States
on
October 13, 2024
Are you looking for free things to do in Chicago during winter? This is the guide for you! I have visited Downtown Chicago at least 25 times and consider myself an expert in…
What To Wear in Winter in Chicago: The Ultimate Packing List [2025]
in Chicago, Midwest, United States
on
September 29, 2024
• Updated on October 1, 2024
Looking for what to wear in Winter in Chicago? This is the guide for you! Visiting Chicago in winter can be a magical experience, with snow-dusted landmarks and festive lights illuminating the city.…
5 Best USA Winter Vacations With Snow [2025]
in California, Chicago, United States
on
September 17, 2024
• Updated on September 17, 2024
Looking for the best USA Winter vacations with snow? This is the guide for you! Picture yourself enjoying the serene beauty of Yosemite’s winter wonderland or experiencing a festive atmosphere in Chicago’s renowned…
7 Best Winter Road Trips From Chicago [2025]
in Chicago, Midwest
on
August 25, 2024
Looking for the best winter road trips from Chicago this holiday season? There are many drivable destinations throughout the Midwest. I firsthand know the desire to get out of town and explore something…
9 Things To Do Thanksgiving Weekend in Chicago [2024]
in Chicago, Midwest
on
August 21, 2024
Are you planning a trip to Chicago during Thanksgiving and looking for things to do? This is the guide for you! Chicago features tons of fall and holiday-themed activities during Thanksgiving weekend. The…
7 Midwest Thanksgiving Vacations [2024]
in Chicago, Indiana, Midwest, United States
on
August 14, 2024
Planning a Midwest Thanksgiving vacation? This is the guide for you! Thanksgiving break is an ideal time to travel due to the natural time off. There are tons of drivable destinations throughout the…
11 Best Things to Do in Winter in Chicago [2025]
in Chicago, United States
on
August 11, 2024
Looking for the best things to do in Chicago in winter? It may be a chilly time, but there is lots of magic in the windy (snowy) city! There are tons of indoor…
Fall Foliage in the Midwest: 9 Amazing Stops [2024]
in Chicago, Indiana, Midwest
on
August 7, 2024
• Updated on August 10, 2024
Looking for the best Fall foliage in the Midwest? Imagine witnessing the Midwest transform into a vibrant palette of reds, oranges, and yellows! There are plenty of colorful, vibrant locations all around the…