Roy Gregory has been a staple of suburban Chicago radio since 1993. He spent 28 years hosting the Morning Show on 98.3 WCCQ. Today Roy can be heard on 103.7/101.7/ 96.1 River Country out of Bourbonnais. Roy Gregory has helped country fans start each day with fresh facts and fun, as one of the best-known and beloved names in Chicagoland Radio. His friendly, always upbeat style resonates well with listeners of all ages.

Upcoming Appearances

• Friday July 17th, 2026– WIVR live from 6pm-7pm at the Braidwood Summerfest with Roy Gregory and lots of giveaways before the Hillbilly Rockstarz.
• Sunday July 19th from 2pm-6pm (The Roy Gregory Country, Rock. Blues Party at the Braidwood Summerfest @ City Park in Braidwood.
• Thursday July 23rd from 6pm-8pm @ Catfish Days on North Island in Wilmington
• Saturday July 25th from Noon-4pm (Roy Gregory DJ Party @ Catfish Days on North Island in Wilmington

Upcoming Country Dances

• Saturday July 18th, 2026 @ Joliet Elks Lodge (Coyote Moon Dance hosted by Roy Gregory. 7pm-10pm. The dance is open to the public. Couple & Line Dancing Fun @ The Joliet Elks Lodge on Frontage Road (Off I-55 and Route 52) in Joliet.
• Saturday September 19th, 2026 @ Joliet Elks Lodge (Coyote Moon Dance hosted by Roy Gregory. 7pm-10pm. The dance is open to the public. Couple & Line Dancing Fun @ The Joliet Elks Lodge on Frontage Road (Off I-55 and Route 52) in Joliet.
• Saturday October 11th, 2026 @ Joliet Moose Lodge #300 (Kingsway Kickers Dance hosted by Roy Gregory. 7pm-10pm. The dance is open to the public. Couple & Line Dancing Fun @ The Joliet Moose Lodge @ 25 Springfield Avenue in Joliet.
• Saturday November 21st 2026 @ Joliet Elks Lodge (Coyote Moon Dance hosted by Roy Gregory. 7pm-10pm. The dance is open to the public. Couple & Line Dancing Fun @ The Joliet Elks Lodge on Frontage Road (Off I-55 and Route 52) in Joliet.
• Saturday December 12th, 2026 @ Joliet Moose Lodge #300 (Kingsway Kickers Christmas Dinner Dance hosted by Roy Gregory. 7pm-10pm. Dinner for KWK members is from 6pm-7pm. The dance is open to the public. Couple & Line Dancing Fun @ The Joliet Moose Lodge @ 25 Springfield Avenue in Joliet. For more info on the Dinner/Dance contact Gail Butler at gailtom2@yahoo.com