Chicago

10 Things To Do on Christmas Eve in Chicago [2024]
in Chicago, Midwest, United States
on
October 20, 2024
Looking for things to do on Christmas Eve in Chicago? This is the guide for you! Christmas in Chicago is a wonderful time of year. There are wonderful holiday activities all over the…
The Ultimate Chicago Girls Weekend Itinerary [2025]
in Chicago, United States
on
October 19, 2024
• Updated on January 26, 2025
Looking for the best girls’ weekend in Chicago? This is the planning guide for you! Chicago has so many amazing activities that you can enjoy for a girls’ weekend. The giant, metropolitan city…
10 Things To Do in Chicago on Christmas Day [2024]
in Chicago, Midwest, School Breaks, United States, Winter Break
on
October 17, 2024
• Updated on January 30, 2025
Looking for the best things to do in Chicago on Christmas Day? This is the guide for you! Winter in Chicago is one of the most beautiful times of the year, with holiday…
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 April 27, 2025
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…