| Date | Artist | City | Venue |
|---|---|---|---|
| Thu, Jul 30th 2026 | CHICAGO TRANSIT | Richmond Hill, ON | Millpond Park Summer Concert Series |
| Time: 7:00pm. Admission: FREE. Age restrictions: All Ages/Licensed. Address: 321 Mill St. Outdoor festival! Bring a blanket and/or chair! | |||
| Sat, Aug 8th 2026 | CHICAGO TRANSIT | Bright, ON | Walters Theatre |
| Time: 2:00pm. Admission: 59.50. Age restrictions: All Ages/Licensed. Address: 836074 Hubbard Rd.. Venue phone: (519) 463-5559. Tickets | |||
| Sat, Aug 8th 2026 | CHICAGO TRANSIT | Bright, ON | Walters Theatre |
| Time: 7:30pm. Admission: 59.50. Age restrictions: All Ages/Licensed. Address: 836074 Hubbard Rd.. Venue phone: (519) 463-5559. Tickets | |||
| Sat, Aug 15th 2026 | CHICAGO TRANSIT | Ancaster, Ontario | Hamilton Golf & Country Club – PRIVATE PARTY |
| Time: 7:30pm. Age restrictions: All Ages/Licensed. Address: 232 Golf Links Rd. | |||
| Sat, Aug 29th 2026 | CHICAGO TRANSIT | Peterborough, ON | DOCFEST – Dr. Bill and Jennifer Hughes Private Party |
| Time: 3:00pm. Age restrictions: All Ages/Licensed. | |||
| Sun, Sep 13th 2026 | CHICAGO TRANSIT | Midland, Ontario | Midland Cultural Centre |
| Time: 7:30pm. Admission: 52.50. Age restrictions: All Ages/Licensed. Address: 333 King Street. Tickets | |||
| Fri, Sep 18th 2026 | CHICAGO TRANSIT | Vincennes, Indiana | Red Skeleton Theatre |
| Time: 7:30pm. Age restrictions: All Ages/Licensed. Address: 20 W Red Skelton Blvd. Venue phone: 812.888.4510. Tickets | |||
| Sat, Sep 19th 2026 | CHICAGO TRANSIT | Decatur, IL | Lincoln Square Theatre |
| Time: 7:00pm. Admission: $35.71 – $86.05. Age restrictions: All Ages/Licensed. Address: 141 N Main St. Venue phone: (217) 454-4583. Tickets | |||
| Thu, Sep 24th 2026 | CHICAGO TRANSIT | Greensburg, PA | The Palace Theatre |
| Time: 8:00pm. Admission: $35 – $75. Age restrictions: All Ages/Licensed. Address: 21 W Otterman St. Tickets | |||
| Sat, Oct 3rd 2026 | CHICAGO TRANSIT | HAMILTON, ON | The Westdale Theatre |
| Time: 7:30pm. Age restrictions: All Ages/Licensed. Address: 1014 KING ST W. NOTE DATE CHANGE! Tickets | |||
| Sun, Oct 4th 2026 | CHICAGO TRANSIT | Owen Sound, Ontario | Roxy Theatre |
| Time: 2:00pm. Admission: $45.00. Age restrictions: All Ages/Licensed. Address: 251 9th St East. Tickets | |||
| Sun, Oct 11th 2026 | CHICAGO TRANSIT | Vernon, New York | Vernon Downs Casino |
| Time: 7:00pm. Age restrictions: All Ages/Licensed. Address: 4229 Stuhlman Road. Venue phone: 315-829-6800. | |||
| Fri, Oct 16th 2026 | CHICAGO TRANSIT | Port Dover, ON | LIGHTHOUSE FESTIVAL THEATRE |
| Time: 7:30pm. Admission: $54.00. Age restrictions: All Ages/Licensed. Address: 247 Main Street N0A 1N0. Venue phone: 1.888.779.7703. Tickets | |||
| Wed, Oct 21st 2026 | CHICAGO TRANSIT | Boca Raton, Florida | The Funky Biscuit |
| Time: 6:00pm. Admission: $60 – $65. Age restrictions: All Ages/Licensed. Address: 303 SE Mizner Blvd #59. Tickets | |||
| Wed, Oct 21st 2026 | CHICAGO TRANSIT | Boca Raton, Florida | The Funky Biscuit |
| Time: 9:00pm. Admission: $50-$55. Age restrictions: All Ages/Licensed. Address: 303 SE Mizner Blvd #59. Tickets | |||
| Thu, Oct 22nd 2026 | CHICAGO TRANSIT | The Villages, Florida | Savannah Center |
| Time: 7:00pm. Age restrictions: All Ages/Licensed. Address: 1545 North Buena Vista Blvd. Tickets | |||
| Thu, Oct 22nd 2026 | CHICAGO TRANSIT | The Villages, Florida | Savannah Center |
| Time: 7:00pm. Age restrictions: All Ages/Licensed. Address: 1545 North Buena Vista Blvd. | |||
| Fri, Oct 23rd 2026 | CHICAGO TRANSIT | Naples, FL | Vinyards Country Club – PRIVATE |
| Time: 7:00pm. Age restrictions: All Ages/Licensed. Address: 400 Vineyards Blvd. | |||
| Fri, Nov 6th 2026 | CHICAGO TRANSIT | Canandaigua, NY | Fort Hill Theatre |
| Time: 7:00pm. Admission: $40.56. Age restrictions: All Ages/Licensed. Address: 20 Fort Hill Avenue. Tickets | |||
| Sat, Nov 7th 2026 | CHICAGO TRANSIT | Newtown, PA | Newtown Theatre |
| Time: 7:00pm. Age restrictions: All Ages/Licensed. Address: 20 N State St. | |||
| Sat, Nov 14th 2026 | CHICAGO TRANSIT | Vaughan, ON | Stage North |
| Time: 7:30pm. Age restrictions: All Ages/Licensed. Address: 2800 Highway 7. | |||
| Fri, Nov 20th 2026 | CHICAGO TRANSIT | Warrendale, PA | Jergel’s Rhythm Grille |
| Time: 8:00pm. Admission: $29.65 – $44.15. Age restrictions: All Ages/Licensed. Address: 103 Slade Lane. Tickets | |||
| Sat, Nov 28th 2026 | CHICAGO TRANSIT | Port Stanley, ON | Port Stanley Festival Theatre |
| Time: 2:00pm. Admission: $50.50. Age restrictions: All Ages/Licensed. Address: 302 Bridge St. Venue phone: 1-855-782-4353. Tickets | |||
| Sat, Nov 28th 2026 | CHICAGO TRANSIT | Port Stanley, ON | Port Stanley Festival Theatre |
| Time: 7:30pm. Admission: $50.50. Age restrictions: All Ages/Licensed. Address: 302 Bridge St. Venue phone: 1-855-782-4353. Tickets | |||
| Fri, Dec 4th 2026 | FOREVER YOUNG – ROD STEWART TRIBUTE backed by CHICAGO TRANSIT | HAMILTON, ON | The Westdale Theatre |
| Time: 8:00pm. Admission: $48.00. Age restrictions: All Ages/Licensed. Address: 1014 KING ST W. Tickets | |||
| Sat, Dec 5th 2026 | CHICAGO TRANSIT | Hamilton, ON | Scottish Rite |
| Time: 8:00pm. Admission: $50 – $100. Age restrictions: All Ages/Licensed. Address: 4 Queen Street South. Dinner @ 6:30PM – $100.00 Show Only @ 8:00PM – $50.00 Tickets | |||
| Year: Florida Tour | |||
| Tue, Feb 2nd 2027 | CHICAGO TRANSIT | Ormond Beach, Florida | Ormond Beach Performing Arts Centre |
| Time: 7:00pm. Age restrictions: All Ages/Licensed. Address: 399 N. US 1. FEBRUARY 2 – FEBRUARY 8, 2027. WATCH FOR VENUE POSTINGS! Tickets | |||
