Pet Fest 2026 is a MUST for Chicagoland pet families! Join 100+ vendors-pet-related and beyond for Chicagoland's biggest dog-friendly outdoor event! Caricature artists, raffles, food, live music and so much more! This year, Live Like Roo’s Pet Fest is teaming up with Hideaway Brew Garden for their Pirates & Paws celebration, bringing even more fun to the day, including a dog water park and plenty of pirate-themed adventures. 🏴‍☠️🐶 (Note: Pet Fest ends at 3 p.m. while Pirates and Paws fun continues until 11 p.m.!) 🎶 BAND LINEUP 🎶 Serendipity • 12:30 PM High Infidelity • 4:30 PM 7th Heaven • 8:30 PM Who are we seeing there? #chicagodogs #chicagoland #chicagoevents #dogevents #petfest