Country Music Festivals in Chicago

Check out happening country music festivals events all around Chicago, IL

Brooks & Dunn in Chicago

 Fri, 19 Jun at 07:00 pm Soldier Field

Windy City Smokeout Festival: Blake Shelton Warren Zeiders & George Birge - Sunday

 Sat, 11 Jul at 06:00 pm Windy City Smokeout

Outlaw Music Festival with Willie Nelson & Family, The Avett Brothers, Sheryl Crow and more

 Tue, 25 Aug at 08:20 pm Huntington Bank Pavilion at Northerly Island

Windy City Smokeout Festival: Jordan Davis Russell Dickerson & Tyler Hubbard - Saturday

 Fri, 10 Jul at 06:00 pm Windy City Smokeout

Windy City Smokeout Festival: Lainey Wilson Hudson Westbrook & Vincent Mason - Friday

 Thu, 09 Jul at 06:00 pm Windy City Smokeout

Windy City Smokeout 2026 - Passcode "BOOTS"

 Wed, 08 Jul at 12:00 pm 1901 W Madison St, Chicago, IL 60612, United States

Windy City Smokeout

 Thu, 09 Jul at 01:00 pm United Center

Turnpike Troubadours, Muscadine Bloodline, Katie Pruitt in Chicago

 Fri, 12 Jun at 07:00 pm Huntington Bank Pavilion at Northerly Island

Billy Currington and Kip Moore with Kenny Whitmire

 Sat, 22 Aug at 12:00 am The Salt Shed - Outdoors

Billy Currington and Kip Moore at Salt Shed - Outdoor Fairgrounds

 Fri, 21 Aug at 06:00 pm Salt Shed - Outdoor Fairgrounds

Outlaw Festival: Willie Nelson, Avett Brothers, Lukas Nelson & More!

 Tue, 25 Aug at 03:20 pm Huntington Bank Pavilion at Northerly Island

Turnpike Troubadours with Muscadine Bloodline and Katie Pruitt

 Sat, 13 Jun at 12:00 am Huntington Bank Pavilion at Northerly Island

Wrigleyville Country Fest - Live Music All Day @ Chicago's Top Country Bars

 Sat, 22 Aug at 11:00 am Wrigleyville's BEST Country Bars TBA USD 10 to 37

Go Country Cruisin’ with Joe Nichols

 Tue, 10 Nov at 06:00 pm 600 E Grand Ave Chicago, IL

DEMOLA LIVE!

 Sun, 04 Oct at 07:30 pm Park West

Koe Wetzel with Cory Kent, Bayker Blankenship and Logan Jahnke

 Thu, 08 Oct at 10:45 pm The Salt Shed - Outdoors

Caryn Dixon with Zack Fedor

 Thu, 11 Jun at 07:00 pm UncommonGround - Lakeview USD 18

Owen Riegling - In The Feeling Tour with Payton Smith

 Fri, 02 Oct at 09:00 pm Carol's Pub Free

Authors on Tap: Ben Fountain and Camille Bordas

 Mon, 15 Jun at 07:00 pm Exile in Bookville Free

Fleuke and Carter Hulsey

 Sat, 20 Jun at 08:00 pm UncommonGround - Lakeview USD 18

Operation Icons of Country

 Sat, 29 Aug at 03:00 pm Chicago Bridgeport VFW Post 5079 USD 34

Windy City Smokeout Festival: Hootie and The Blowfish Scotty McCreery & Ghost Hounds - Thursday

 Wed, 08 Jul at 06:00 pm Windy City Smokeout

Windy City Smokeout Festival: Hootie and The Blowfish Blake Shelton Jordan Davis & Lainey Wilson - 4 Day Pass

 Wed, 08 Jul at 06:00 pm Windy City Smokeout