| Kentucky Wildcats Women's Volleyball vs. Ole Miss Rebels Volleyball | Memorial Coliseum | | 2026-10-11 |
| Struggle Jennings | Manchester Music Hall | | 2026-10-14 |
| CKY | Manchester Music Hall | | 2026-10-15 |
| University of Kentucky Opera Theatre presents Rappahannock County | Lexington Opera House | | 2026-10-16 |
| Jonas Brothers: The Burning Up Tour All Over Again | Rupp Arena | | 2026-10-17 |
| Tommy James & The Shondells; Herman's Hermits starring Peter Noone | Gatton Park | | 2026-10-17 |
| University of Kentucky Opera Theatre presents Rappahannock County | Lexington Opera House | | 2026-10-17 |
| Premium Plaza Add-on (Tommy James & Peter Noone) | Gatton Park | | 2026-10-17 |
| Rupp Club Add-on (Jonas Brothers Parking & Club Access) | Rupp Arena | | 2026-10-17 |
| Judah & The Lion | Manchester Music Hall | | 2026-10-18 |
| University of Kentucky Opera Theatre presents Rappahannock County | Lexington Opera House | | 2026-10-18 |
| LIL WAYNE: 20 YEARS OF CARTER CLASSICS | Rupp Arena | | 2026-10-22 |
| Lauren Alaina - The Stages Tour | Manchester Music Hall | | 2026-10-22 |
| Rupp Club Add On (LIL WAYNE Parking & Club Access) | Rupp Arena | | 2026-10-22 |
| The Brook & The Bluff | Manchester Music Hall | | 2026-10-23 |
| Kentucky Wildcats Football vs. Vanderbilt Commodores Football | Kroger Field | | 2026-10-24 |
| VMI Keydets Football vs. East Tennessee State Buccaneers Football | Alumni Memorial Field at Foster Stadium | | 2026-10-24 |
| Kentucky Wildcats Women's Volleyball vs. Texas A&M Volleyball | Memorial Coliseum | | 2026-10-25 |
| Elmo's Got The Moves - Photo Experience (Post Show) | Lexington Opera House | | 2026-10-29 |
| Sesame Street Live! Elmo's Got the Moves | Lexington Opera House | | 2026-10-29 |
| CAIN Live and In Worship Tour with special guest Patrick Mayberry - Lexington, SC | Mt. Horeb Church | | 2026-10-30 |
| Johnny Blue Skies & the Dark Clouds - Mutiny for the Masses 2026 Tour | Rupp Arena | | 2026-10-30 |
| The Robert Cray Band | Lexington Opera House | | 2026-10-30 |
| Kentucky Wildcats Women's Volleyball vs. University of Missouri Volleyball | Memorial Coliseum | | 2026-10-30 |
| MUSHROOMHEAD/FEAR FACTORY - SOULS OF A NEW MACHINE TOUR | Manchester Music Hall | | 2026-11-03 |
| Kentucky Wildcats Women's Volleyball vs. University of Alabama Crimson Tide Volleyball | Memorial Coliseum | | 2026-11-06 |
| Kentucky Wildcats Women's Volleyball vs. Mississippi State Bulldogs Volleyball | Memorial Coliseum | | 2026-11-08 |
| Michelle Branch: Everywhere And Back Again Tour | Manchester Music Hall | | 2026-11-13 |
| Christone Ingram | Manchester Music Hall | | 2026-11-14 |
| Christone “Kingfish” Ingram - The Hard Road Tour | Manchester Music Hall | | 2026-11-14 |
| Kentucky Wildcats Football vs. Florida Gators Football | Kroger Field | | 2026-11-14 |
| VMI Keydets Football vs. Citadel Bulldogs Football | Alumni Memorial Field at Foster Stadium | | 2026-11-14 |
| Gabriel Iglesias: The 1976 Tour | Rupp Arena | | 2026-11-15 |
| STS9 - Human Dream Tour | Manchester Music Hall | | 2026-11-15 |
| Rupp Club Add On (GABRIEL IGLESIAS Parking & Club Access) | Rupp Arena | | 2026-11-15 |
| The Lexington Theatre Co. presents White Christmas | Lexington Opera House | | 2026-11-19 |
| The Lexington Theatre Co. presents White Christmas | Lexington Opera House | | 2026-11-20 |
| Austin Snell | The Burl | | 2026-11-21 |
| VMI Keydets Football vs. Furman Paladins Football | Alumni Memorial Field at Foster Stadium | | 2026-11-21 |
| The Lexington Theatre Co. presents White Christmas | Lexington Opera House | | 2026-11-21 |
| The Lexington Theatre Co. presents White Christmas | Lexington Opera House | | 2026-11-22 |
| Kentucky Wildcats Football vs. Louisville Cardinals Football | Kroger Field | | 2026-11-28 |
| Acoustic Jam 2026 | Lexington Opera House | | 2026-12-08 |
| Cirque Musica Holiday Wonderland - Pre-show Backstage Tour | Lexington Opera House | | 2026-12-09 |
| Cirque Musica Holiday Wonderland | Lexington Opera House | | 2026-12-09 |
| A Celtic Christmas | Lexington Opera House | | 2026-12-22 |
| The Wiz (Touring) | Lexington Opera House | | 2027-01-29 |
| The Wiz (Touring) | Lexington Opera House | | 2027-01-30 |
| The Wiz (Touring) | Lexington Opera House | | 2027-01-31 |
| The Black Jacket Symphony Presents Michael Jackson's 'Thriller' | Lexington Opera House | | 2027-02-06 |
| Shucked (Touring) | Lexington Opera House | | 2027-02-12 |
| Shucked (Touring) | Lexington Opera House | | 2027-02-13 |
| Shucked (Touring) | Lexington Opera House | | 2027-02-14 |
| Jimmy Failla | Lexington Opera House | | 2027-02-20 |
| Swan Lake by International Ballet Stars | Lexington Opera House | | 2027-03-13 |
| Public Image Ltd - This is Not The Last Tour | Manchester Music Hall | | 2027-03-17 |
| Legally Blonde (Touring) | Lexington Opera House | | 2027-05-07 |
| Legally Blonde (Touring) | Lexington Opera House | | 2027-05-08 |
| Legally Blonde (Touring) | Lexington Opera House | | 2027-05-09 |
| SIX (Touring) | Lexington Opera House | | 2027-06-25 |
| SIX (Touring) | Lexington Opera House | | 2027-06-26 |
| SIX (Touring) | Lexington Opera House | | 2027-06-27 |