| Day | Date | Time | Event | Venue / Location | More Info |
| Thu | June 20, 2019 | 12:00pm - 03:00pm | That's Amore: The Dean Martin Story | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Fri | June 21, 2019 | 03:00pm - 04:00pm | Private Concert | Sunrise Olympia Fields, 3633 Breakers Dr., Olympia Fields, IL | More Info |
| Fri | June 21, 2019 | 06:30pm - 10:00pm | Q Restaurant | 11379 W. 159th St., Orland Park, IL | More Info |
| Sat | June 22, 2019 | 07:15pm - 08:15pm | Private Wedding | Aberdeen Manor, 216 Ballantrae St., Valparaiso, IN | More Info |
| Sun | June 23, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Sun | June 23, 2019 | 02:30pm - 04:30pm | Concert | Carbon Hill Park, Carbon Hill, IL | More Info |
| Sun | June 23, 2019 | 06:30pm - 07:30pm | Private Party | Winston Tower, 7033 N. Kedzie, Chicago, IL | More Info |
| Wed | June 26, 2019 | 02:30pm - 03:30pm | Private Concert | Belmont Village Geneva, 545 Belmont Lane, Carol Stream, IL | More Info |
| Fri | June 28, 2019 | 02:00pm - 03:00pm | Private Concert | Glenview Terrace, 1511 Greenwood Rd, Glenview, IL | More Info |
| Fri | June 28, 2019 | 09:30pm - 10:00pm | National Anthem - Orland Hills Party in the Park | Kelly Park, Orland Hills, IL | More Info |
| Sat | June 29, 2019 | 06:00pm - 07:30pm | Private Birthday Party | Des Plaines, IL | More Info |
| Sun | June 30, 2019 | 07:00pm - 07:30pm | National Anthem - Orland Hills Party in the Park | Kelly Park, Orland Hills, IL | More Info |
| Thu | July 04, 2019 | 04:30pm - 05:30pm | Tinley Park 4th of July Celebration | McCarthy Park, 168th & 80th Ave., Tinley Park , IL | More Info |
| Sat | July 06, 2019 | 08:30pm - 10:00pm | Private Wedding | Seven Bridges, 1 Mulligan Dr., Woodridge, IL | More Info |
| Wed | July 10, 2019 | 02:00pm - 04:15pm | Private Concert | IL Veterans Center, 1015 Oconor Ave, LaSalle, IL | More Info |
| Fri | July 12, 2019 | 09:00pm - 01:00am | Coq d'or | Drake Hotel, 140 E. Walton Place, Chicago, IL | More Info |
| Sun | July 14, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Tue | July 16, 2019 | 06:30pm - 07:30pm | Private Concert | Peace Village, 10300 Village Cir Dr., Palos Park, IL | More Info |
| Wed | July 17, 2019 | 02:00pm - 03:00pm | Private Concert | Providence Health Care, 13259 S. Central, Palos Heights, IL | More Info |
| Thu | July 18, 2019 | 02:00pm - 03:00pm | Luncheon | Lake of the Four Season, 1048 Lakeshore Dr., Crowne Point, IN | More Info |
| Sun | July 21, 2019 | 05:00pm - 07:00pm | Chicago SummerDance | Grant Park, 601 S. Michigan Ave., Chicago, IL | More Info |
| Tue | July 23, 2019 | 12:00pm - 03:00pm | That's Amore: The Dean Martin Story | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Wed | July 24, 2019 | 03:00pm - 04:00pm | Private Concert | Asbury Court, 1750 S Elmhurst, Des Plaines, IL | More Info |
| Thu | August 08, 2019 | 01:30pm - 02:30pm | Private Concert | Village Woods, 2681 S Route 394, Crete, IL | More Info |
| Fri | August 09, 2019 | 02:00pm - 03:00pm | Private Concert | Park Pointe, 20 N Deerfield Rd, Pontiac, IL | More Info |
| Fri | August 09, 2019 | 06:00pm - 09:00pm | Concert | Daniels Vineyard, 9061 N 700 West, McCordsville, IN | More Info |
| Sat | August 10, 2019 | 02:15pm - 03:15pm | Private Concert | Glenview Terrace, 1511 Greenwood Rd, Glenview, IL | More Info |
| Sun | August 11, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Wed | August 14, 2019 | 02:00pm - 03:00pm | Private Concert | Park Pointe, 1221 Edgewater Dr., Morris, IL | More Info |
| Thu | August 15, 2019 | 02:30pm - 03:30pm | Private Concert | Brookdale Orland Park, 16051 S. LaGrange, Orland Park, IL | More Info |
| Sat | August 17, 2019 | 06:00pm - 07:30pm | Private Wedding | Italian Comm Center, 631 E Chicago Ave, Milwaukee, WI | More Info |
| Wed | August 21, 2019 | 09:30am - 10:00am | Corporate Event | Swissotel, 323 E Wacker Dr, Chicago, IL | More Info |
| Fri | August 23, 2019 | 02:30pm - 03:30pm | Private Concert | Hartsfield Village, 10000 Columbia Ave, Munster, IN | More Info |
| Sun | August 25, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Thu | August 29, 2019 | 05:00pm - 06:00pm | Private Concert | Lake Forest Place, 1100 Pembridge Dr., Lake Forest, IL | More Info |
| Fri | August 30, 2019 | 02:15pm - 03:15pm | Private Concert | Lexington Healthcare of Wheeling, 730 W Hintz Rd., Wheeling, IL | More Info |
| Sun | September 01, 2019 | 06:00pm - 07:30pm | Private Wedding | Rialto Square Theater, 102 N Chicago, Joliet, IL | More Info |
| Fri | September 13, 2019 | 03:00pm - 06:00pm | Anniversary | Cordia Senior Living, 865 N. Cass Ave., Westmont, IL | More Info |
| Mon | September 16, 2019 | 12:00pm - 03:00pm | Concert | Starved Rock Lodge, Route 178 & 71, Utica, IL | More Info |
| Tue | September 17, 2019 | 12:00pm - 03:00pm | Concert | Starved Rock Lodge, Route 178 & 71, Utica, IL | More Info |
| Thu | September 19, 2019 | 12:00pm - 03:00pm | That's Amore: The Dean Martin Story | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Sun | September 22, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Mon | September 23, 2019 | 01:00pm - 02:00pm | Private Luncheon | St. Andrews Church, 5649 N Sheridan, Chicago, IL | More Info |
| Fri | September 27, 2019 | 01:30pm - 02:30pm | Private Concert | Mayslake Village, 1789 35th St., Oak Brook, IL | More Info |
| Sat | September 28, 2019 | 12:00pm - 03:00pm | Private Wedding | Creek Bend Nature Preserve, 37W700 Dean St., St. Charles, IL | More Info |
| Sun | October 06, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Thu | October 10, 2019 | 02:30pm - 03:30pm | Private Concert | Brookdale Orland Park, 16051 S. LaGrange, Orland Park, IL | More Info |
| Mon | October 14, 2019 | 02:30pm - 03:30pm | Private Concert | Hartsfield Village, 10000 Columbia Ave, Munster, IN | More Info |
| Fri | October 18, 2019 | 07:00pm - 08:00pm | Private Concert | The Garlands of Barrington, 1000 Garlands Ln., Barrington, IL | More Info |
| Thu | October 24, 2019 | 12:00pm - 03:00pm | That's Amore: The Dean Martin Story | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Sat | October 26, 2019 | 05:00pm - 11:00pm | Private Wedding | Blossom Heath Inn, 24800 Jefferson, St. Clair Shores, MI | More Info |
| Sun | October 27, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Sun | November 03, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Fri | November 08, 2019 | 02:00pm - 03:00pm | Private Concert | Park Pointe, 1221 Edgewater Dr., Morris, IL | More Info |
| Sat | November 09, 2019 | 07:30pm - 09:15pm | Fundraiser | Friendship Park Conservatory, 395 W Algonquin Rd., Des Plaines, IL | More Info |
| Wed | November 13, 2019 | 02:00pm - 03:00pm | Private Concert | Park Pointe, 20 N Deerfield Rd, Pontiac, IL | More Info |
| Wed | November 20, 2019 | 12:00pm - 03:00pm | Classic Crooner's Christmas | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Thu | November 21, 2019 | 12:00pm - 03:00pm | Classic Crooner's Christmas | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Fri | November 22, 2019 | 12:00pm - 03:00pm | Classic Crooner's Christmas | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Sat | November 23, 2019 | 02:15pm - 03:15pm | Private Concert | Glenview Terrace, 1511 Greenwood Rd, Glenview, IL | More Info |
| Sun | December 01, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Wed | December 04, 2019 | 05:00pm - 07:00pm | Private Concert | Riverside Healthcare, 100 Westood Oaks Ct., Kankakee, IL | More Info |
| Thu | December 05, 2019 | 12:00pm - 03:00pm | Classic Crooner's Christmas | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Thu | December 05, 2019 | 05:00pm - 07:00pm | Private Concert | Riverside Healthcare, 1485 Butterfield Trail, Kankakee, IL | More Info |
| Fri | December 06, 2019 | 01:00pm - 03:00pm | Dinner-Dance | Wicker Park Social Center, 2000 Ridge Rd, Highland, IN | More Info |
| Wed | December 11, 2019 | 10:00am - 03:00pm | Private Concert | IL Veterans Center, 1015 Oconor Ave, LaSalle, IL | More Info |
| Thu | December 12, 2019 | 12:00pm - 01:00pm | Private Concert | Our Lady of Victory, 11400 Theresa, Lemont, IL | More Info |
| Thu | December 12, 2019 | 02:30pm - 03:30pm | Private Concert | Brookdale Orland Park, 16051 S. LaGrange, Orland Park, IL | More Info |
| Fri | December 13, 2019 | 01:30pm - 02:30pm | Private Luncheon | Teibel's, 1775 US 41, Schererville, IN | More Info |
| Sat | December 14, 2019 | 08:00pm - 11:00pm | Dinner-Dance | Elks Lodge, 3535 W. McKinley Ave, South Bend, IN | More Info |
| Mon | December 16, 2019 | 02:30pm - 03:30pm | Private Concert | Hartsfield Village, 10000 Columbia Ave, Munster, IN | More Info |
| Tue | December 17, 2019 | 01:00pm - 02:00pm | Private Luncheon | Plainfield Comm Center, 15014 S Des Plaines, Plainfield, IL | More Info |
| Wed | December 18, 2019 | 12:00pm - 03:00pm | Classic Crooner's Christmas | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Thu | December 19, 2019 | 12:00pm - 03:00pm | Classic Crooner's Christmas | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Fri | December 20, 2019 | 02:00pm - 03:00pm | Private Concert | Glenview Terrace, 1511 Greenwood Rd, Glenview, IL | More Info |
| Fri | December 20, 2019 | 04:30pm - 05:30pm | Private Concert | Asbury Court, 1750 S Elmhurst, Des Plaines, IL | More Info |
| Fri | December 27, 2019 | 02:30pm - 03:30pm | Private Concert | Silverado Senior Living, 550 America Ct., Lake Zurich, IL | More Info |
| Sun | April 26, 2020 | 07:30pm - 10:00pm | Dance | The Armory, 727 S Eddy, South Bend, IN | More Info |
| Tue | May 05, 2020 | 02:15pm - 03:15pm | Private Concert | Lexington Healthcare of Wheeling, 730 W Hintz Rd., Wheeling, IL | More Info |
| Sat | May 30, 2020 | 06:30pm - 09:30pm | Private Wedding | Lovett Hall, 20900 Oakwood, Dearborn, MI | More Info |
| Fri | June 12, 2020 | 01:00am - 02:00pm | Private Luncheon | Glen View Club, 100 Golf Rd., Golf, IL | More Info |
| Mon | July 20, 2020 | 12:00pm - 03:00pm | Concert | Starved Rock Lodge, Route 178 & 71, Utica, IL | More Info |
| Tue | July 21, 2020 | 12:00pm - 03:00pm | Concert | Starved Rock Lodge, Route 178 & 71, Utica, IL | More Info |
| Tue | August 25, 2020 | 12:45pm - 02:45pm | Concert | Starved Rock Lodge, Route 178 & 71, Utica, IL | More Info |
| Tue | August 25, 2020 | 06:00pm - 08:00pm | Concert | Starved Rock Lodge, Route 178 & 71, Utica, IL | More Info |
| Thu | September 03, 2020 | 12:00pm - 03:00pm | That's Amore: The Dean Martin Story | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Fri | November 20, 2020 | 02:15pm - 03:15pm | Private Concert | Lexington Healthcare of Wheeling, 730 W Hintz Rd., Wheeling, IL | More Info |
