Chicago Events Summer 2025: Your Ultimate Guide to Summer Fun in the City

Gene Teigland

Looking for the best events in Chicago this summer? Whether you’re a lifelong local or a new resident, TAWANI Property Management has you covered. From rooftop happy hours and live music to cultural festivals and family-friendly activities, there’s something for everyone this summer. Explore our curated list and click through to grab tickets or learn more!

Live Music & Summer Concerts

Soak up the sounds of Chicago’s iconic music scene.

This FREE inspirational music festival brings audiences of all ages and backgrounds together to celebrate the power of music.

Happy Hours, Breweries & Mixology

Raise a glass with these laid-back, flavor-forward experiences.

Comedy, Theater & Nightlife

Laugh out loud and lean into Chicago’s iconic entertainment scene.

Culture, Arts & Free Attractions

Feed your mind with these artistic and educational experiences.

Can’t-Miss: July 4th in Downtown Chicago

Celebrate Independence Day in style.

Make the Most of Chicago Summer

Living or working in a TAWANI-managed property means you’re always near the action. Bookmark this guide, share it with friends, and make Summer 2025 your most memorable yet.

Looking for a place in the heart of Chicago?
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