Chicago

7 Midwest Thanksgiving Vacations [2025]
in Chicago, Indiana, Midwest, United States
on
September 4, 2025
• Updated on September 4, 2025
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. As a Midwest local, I’ll take you through…
Top 11 Things To Do in Chicago During Christmas
in Chicago, Midwest, United States
on
September 3, 2025
Looking for the top things to do in Chicago during Christmas? This is the guide for you! Chicago is known for its dazzling holiday festivities every year, making Christmas one of the most…
11 Things To Do Thanksgiving Weekend in Chicago [2025]
in Chicago, Midwest
on
September 3, 2025
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. As…
10 Things To Do on Christmas Eve in Chicago [2025]
in Chicago, Midwest, United States
on
September 2, 2025
• Updated on September 3, 2025
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…
10 Labor Day Weekend Getaways From Chicago [2025]
in Chicago, Holiday Weekends, Midwest, School Breaks, United States
on
July 21, 2025
• Updated on July 21, 2025
Ready for a Labor Day Weekend Getaway from Chicago? This is the guide for you! As a Midwest local, I’ve got you covered on tons of local (and far!) getaway ideas from Chicago…
11 Things to Do in Chicago: Labor Day Weekend 2025
in Chicago, Holiday Weekends, Midwest, School Breaks, United States
on
July 20, 2025
• Updated on July 20, 2025
Spending Labor Day Weekend in Chicago? This is a great time to enjoy festivals, lakefront fun, and end-of-summer energy. As a Midwest local, I’ve got you on the best tips and activities in…
10 Fall Things to do in October in Chicago
in Chicago, Midwest, United States
on
June 11, 2025
• Updated on September 3, 2025
Looking for the best things to do in October in Chicago? This is the guide for you! Chicago is one of my favorite cities in the entire world, and the city has a…
10 Best Things to Do for 4th of July in Chicago [2025]
in Chicago, United States
on
May 30, 2025
Looking for the best things to do over 4th of July weekend in Chicago? This is the guide for you! We cover tons of local tips in addition to the best attractions to…