Hip-Hop Concerts in Chicago in May

The Pharcyde and Jeff K%nz

House of Blues - Chicago, Chicago, IL, US

The New Pornographers Will Sheff

Metro, Chicago, IL, US

Bill Callahan Jana Horn

Comrade, Chicago, IL, US

Bill Callahan Jana Horn

Comrade, Chicago, IL, US

Bill Callahan

Comrade, Chicago, IL, US

Lords of Acid, Dead On A Sunday, and Princess Superstar

Bottom Lounge, Chicago, IL, US

Kottonmouth Kings, A Killers Confession, and Kung Fu Vampire

WC Social Club, West Chicago, IL, US

The Afghan Whigs Mercury Rev

Metro, Chicago, IL, US

Anthony Hamilton and The Hamiltones

The Venue at Horseshoe Casino, Hammond, IN, US

Nonpoint, SOiL, and Sumo Cyco

Bottom Lounge, Chicago, IL, US

Teen Suicide and Cloud Nothings

Bottom Lounge, Chicago, IL, US

Gucci Mane

Hard Rock Live - Northern Indiana, Gary, IN, US

Ari Lennox, Lekan, and Phabo

Chicago Theatre, Chicago, IL, US

Khalid and Lauv

Huntington Bank Pavilion at Northerly Island, Chicago, IL, US

Kid Cudi, Big Boi, and A-Trak

Credit Union 1 Amphitheatre, Tinley Park, IL, US

The Kid LAROI., Tommy Richman, and WizTheMc

Fairgrounds, The Salt Shed (Outdoors), Chicago, IL, US

Paul Wall, Yung Joc, and Roscoe Dash

Joe's Live, Rosemont, IL, US

The Jesus and Mary Chain, Pixel Grip, Tortoise, Smerz, and Kumo 99

Salt Shed, Chicago, IL, US

Sueños Festival 2026 J Balvin, Kali Uchis, Manuel Turizo, Danny Ocean, Paulo Londra, Tito El Bambino, and De La Rose

Grant Park, Chicago, IL, US

Warm Love Cool Dreams Festival - Saturday - with The Jesus and Mary Chain, Tortoise, Smerz, and more 2026 The Jesus and Mary Chain, Tortoise, Smerz, mark william lewis, Pixel Grip, Kumo 99, and YHWH Nailgun

Fairgrounds, The Salt Shed (Outdoors), Chicago, IL, US

Forever Mine Music Festival 2026 Shaggy, Kaytranada, Kelly Rowland, Keyshia Cole, Lloyd, JoJo, Baby Bash, and Mya

Union Park, Chicago, IL, US

Sueños Festival 2026 Yandel, Deorro, Fuerza Regida, Ryan Castro, Chino Pacas, Tokischa, Yeri Mua, and Kane Rodriguez

Grant Park, Chicago, IL, US

A$AP Rocky

United Center, Chicago, IL, US

Claire Rosinkranz and Stevie Bill

Thalia Hall, Chicago, IL, US

Belle and Sebastian

Shed, The Salt Shed (Indoors), Chicago, IL, US

Belle and Sebastian

Shed, The Salt Shed (Indoors), Chicago, IL, US

Ski Mask The Slump God

WC Social Club, West Chicago, IL, US

Jacquees

House of Blues - Chicago, Chicago, IL, US

Roy Blair

Outset, Chicago, IL, US

By Storm and Injury Reserve Lerado Khalil

Beat Kitchen, Chicago, IL, US