Chicago

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
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…
12 Best Summer Vacations in The Midwest [2025]
in Chicago, Indiana, Midwest, School Breaks, Summer Break, Wisconsin
on
May 1, 2025
• Updated on May 3, 2025
Looking for the best summer vacations in the Midwest? There are tons of ideas for every budget. The Midwest United States refers to the states in the middle of the country, including Illinois,…
What to Wear in Summer in Chicago: The Ultimate Packing List [2025]
in Chicago, United States
on
April 28, 2025
• Updated on May 13, 2025
Are you searching for what to wear in Chicago this summer? This ultimate packing list has got you covered! I spend tons of time in the city during all seasons of the year…
10 Things To Do in Chicago Over Memorial Day Weekend [2025]
in Chicago, United States
on
April 24, 2025
Are you looking for the best things to do in Chicago over Memorial Day Weekend? This is the guide for you! Memorial Day Weekend in Chicago marks the start of summer with festivals,…
Best 4 Day Chicago Itinerary [2025]
in Chicago, United States
on
April 13, 2025
• Updated on April 17, 2025
Looking for the Best 4-Day Chicago Itinerary? I have got the guide for you! Dramatic skyscrapers above deep blue water paint the backdrop for America’s Windy City, Chicago. Located in the midwestern United…