Chicago Spring Break Staycation Guide: March 20-23, 2026

Not traveling for spring break? Good. Your Chicago spring break staycation is going to be better than wherever everyone else is going. This weekend marks the first full weekend of spring. Moreover, this city is showing up for it in a big way. We have flowers, a 30,000-person race through the Loop, an immersive David…

Things To Do in Chicago This Weekend: March 6–8, 2026

CSO storytelling concerts, the last weekend on the Maggie Daley skating ribbon, Matisse opening weekend at the Art Institute, and a slow Saturday morning at Green City Market in Avondale. This is your Chicago weekend guide for March 6 to 8 and it is a good one.

photos with santa

🎄 Things to Do in Chicago 🎅 Holiday Edition! Where to See Santa in Chicago

Find the best places to see Santa in Chicago. Discover four festive locations with photos, hours, what to expect and nearby holiday activities.

Family Fun in Chicago This Weekend (Nov 15-16, 2025)

Chicago families can enjoy four events this weekend, November 15-16, 2025. Highlights include the Lycée French Market for artisanal shopping, the Illumination tree walk at Morton Arboretum, the Frankie Knuckles Festival for music and arts, and ZooLights at Lincoln Park Zoo, featuring festive lights and activities for all ages.

✨ Make the Most of Your Weekend: 4 Amazing Chicago Events (July 18–20)

Looking for fun things to do in Chicago this weekend, July 18–20, 2025? Whether you’re planning a night out or a family day with the kids, the city has something exciting for everyone. From lively street festivals and live music to free outdoor workouts in Millennium Park, this list highlights four top events you can…

✨Can’t-Miss Things to Do in Chicago This Weekend (July 11–13)

Looking for exciting things to do in Chicago this weekend July 11–13, 2025? Whether you’re spending time with the kids or planning a fun night out, Chicago has something for everyone. From cultural festivals to candlelit concerts and food trucks galore, this list has your perfect weekend covered. Keep reading for four top events you…

🎉 Chicago Weekend Events: July 4–6 Picks You’ll Love

Looking for things to do in Chicago this weekend? From downtown NASCAR races to fireworks and family fun, don’t miss these 4 must-do events July 4–6. 🏁 NASCAR Chicago Street Race Weekend (For Adults & Teens) 📍 Grant Park | 🗓️ Saturday & Sunday, July 5–6 | ⏰ Races begin ~9:30 AM More Info NASCAR…

🎉 4 Must-Do Events in Chicago This Weekend (June 28–29)

Whether you’re in the mood to dance under the summer sun or chill with your kiddos in the park, Chicago is bursting with things to do this weekend. We’ve rounded up two standout events for the grown-up crowd and two for families with kids. Let’s get into it. 🌈 For the Adults 1. Back Lot…

Chicago’s Best Weekend Events for All Ages: From Street Fests to Rooftop Movies

Looking for fun things to do with kids this weekend in Chicago? Whether you’re planning a family outing or seeking adult-friendly events, the city offers a plethora of activities to make your weekend memorable. Here are some top picks for both adults and kids happening this weekend, May 30–June 1, 2025. 🎉 Family-Friendly Events 1.…

🎉 Things to Do in Chicago This May: Fun for Adults & Kids Alike

As the city blooms into Spring, Chicago offers a plethora of activities for both adults and children. Whether you’re planning a date night or a family outing, here are some top picks to make the most of May this weekend! 1. Titanique: A Musical Parody Experience a hilarious twist on the classic Titanic tale with “Titanique,” a…