Midwest

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…
12 Top Midwest Spring Break Destinations in 2025
in United States, Midwest, School Breaks, Spring Break
on
October 6, 2024
• Updated on April 10, 2025
Planning to take a Midwest spring break this year? This guide has the top Midwest spring break destinations to plan an epic trip in 2025. From world-class destinations like urban Chicago to smaller…
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.…
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…
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…