Upcoming Festivals and Special Events 28 Jun 28 Jun - 29 Jun Chicago Food Truck Festival 2025 June 28, 2025 at 10:00 AM - June 29, 2025 at 07:00 PM South Loop Food Festivals 11 Jul 11 Jul - 13 Jul International Festival of Life 2025 July 11, 2025 - July 13, 2025 Park 540 Cultural Festivals 12 Jul 12 Jul Chicago Gospel Music Festival 2025 July 12, 2025 at 12:00 PM Millennium Park Music Festivals 18 Jul 18 Jul - 20 Jul Roscoe Village Burger Fest 2025 July 18, 2025 - July 20, 2025 2000 W Belmont Ave Food Festivals 19 Jul 19 Jul - 20 Jul Ravenswood On Tap 2025 July 19, 2025 - July 20, 2025 Ravenswood Corridor Beer Festivals 31 Jul 31 Jul - 03 Aug Lollapalooza 2025 July 31, 2025 - August 3, 2025 Grant Park Music Festivals 19 Sep 19 Sep - 21 Sep Riot Fest 2025 September 19, 2025 - September 21, 2025 Douglass Park Music Festivals