| Day | Date | Time | Event | Venue / Location | More Info |
| Thu | January 24, 2019 | 01:30pm - 02:30pm | Private Concert | Village Woods, 2681 S Route 394, Crete, IL | More Info |
| Sat | January 26, 2019 | 08:00pm - 11:30pm | Palm Court | Drake Hotel, 140 E. Walton Place, Chicago, IL | More Info |
| Tue | February 05, 2019 | 01:15pm - 02:45pm | Private Corporate Event | Romer's Catering, 1100 S Main, Celina, OH | More Info |
| Wed | February 06, 2019 | 01:30pm - 02:15pm | Private Luncheon | More Info | |
| Thu | February 07, 2019 | 02:30pm - 03:30pm | Private Concert | Brookdale Orland Park, 16051 S. LaGrange, Orland Park, IL | More Info |
| Fri | February 08, 2019 | 01:00pm - 02:00pm | Luncheon | Niles Senior Center, 999 Civic Center Dr., Niles, IL | More Info |
| Fri | February 08, 2019 | 03:00pm - 04:00pm | Private Concert | Symphony Lincoln Park, 1300 W. Fullerton, Chicago, IL | More Info |
| Tue | February 12, 2019 | 02:00pm - 03:00pm | Private Concert | The Pointe, 1221 Edgewater Dr., Morris, IL | More Info |
| Wed | February 13, 2019 | 03:00pm - 04:00pm | Private Concert | Asbury Court, 1750 S Elmhurst, Des Plaines, IL | More Info |
| Thu | February 14, 2019 | 02:00pm - 04:15pm | Private Concert | IL Veterans Center, 1015 Oconor Ave, LaSalle, IL | More Info |
| Thu | February 14, 2019 | 07:00pm - 09:00pm | Dinner-Dance | Sun City Del Webb, 12880 Del Webb Blvd, Huntley, IL | More Info |
| Fri | February 22, 2019 | 02:30pm - 03:30pm | Private Concert | Silverado Senior Living, 550 America Ct., Lake Zurich, IL | More Info |
| Sun | March 03, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Thu | March 07, 2019 | 07:00pm - 09:00pm | Private Corporate Event | Horseshoe Casino, 777 Casino Center Dr., Hammond, IN | More Info |
| Mon | March 11, 2019 | 02:30pm - 03:30pm | Private Concert | Hartsfield Village, 10000 Columbia Ave, Munster, IN | More Info |
| Thu | March 14, 2019 | 12:00pm - 01:00pm | Private Concert | Our Lady of Victory, 11400 Theresa, Lemont, IL | More Info |
| Sun | March 24, 2019 | 03:00pm - 06:30pm | St. Joseph's Day Italian Fest | St. Paul of the Cross, 320 S. Washington, Park Ridge, IL | More Info |
| Thu | March 28, 2019 | 11:00am - 02:00pm | Concert | Forrest View Educational Center, 2121 S. Goebbert Rd., Arlington Heights, IL | More Info |
| Sat | March 30, 2019 | 07:30pm - 09:30pm | Concert | Portage Center for the Arts, 301 E Cook Strret, Portage, WI | More Info |
| Tue | April 02, 2019 | 11:00am - 12:00pm | Private Luncheon | St Elizabeth Seton Church, 9300 W 167th St., Orland Hills, IL | More Info |
| Tue | April 02, 2019 | 01:00pm - 02:00pm | Private Luncheon | Park Ridge Country Club, 636 N Prospect, Park Ridge, IL | More Info |
| Wed | April 03, 2019 | 02:00pm - 04:15pm | Private Concert | IL Veterans Center, 1015 Oconor Ave, LaSalle, IL | More Info |
| Fri | April 05, 2019 | 07:00pm - 09:00pm | Private Concert | The Garlands of Barrington, 1000 Garlands Ln., Barrington, IL | More Info |
| Sat | April 06, 2019 | 02:00pm - 05:00pm | Private Birthday | Springfield, IL | More Info |
| Sun | April 07, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Wed | April 10, 2019 | 12:30pm - 02:00pm | Private Luncheon | St. Andrew Golf Club, 2241 Route 59, West Chicago, IL | More Info |
| Thu | April 11, 2019 | 02:30pm - 03:30pm | Private Concert | Brookdale Orland Park, 16051 S. LaGrange, Orland Park, IL | More Info |
| Thu | April 18, 2019 | 12:00pm - 01:00pm | Luncheon | Lakefront Park Bldg, 71 Nippersink Blvd, Fox Lake, IL | More Info |
| Thu | April 25, 2019 | 02:30pm - 03:30pm | Private Concert | Silverado Senior Living, 550 America Ct., Lake Zurich, IL | More Info |
| Fri | April 26, 2019 | 12:30pm - 01:30pm | Private Luncheon | The Abby, 407 W St. Charles Rd, Elmhurst, IL | More Info |
| Sat | April 27, 2019 | 08:00pm - 11:00pm | Dance | The Century Center, 120 S St. Joseph St, South Bend, IL | More Info |
| Sun | April 28, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Tue | May 07, 2019 | 12:30pm - 01:15pm | Private Luncheon | Field House, 5861 N Kostner, Chicago, IL | More Info |
| Wed | May 08, 2019 | 01:00pm - 02:00pm | Private Concert | Marian Village, 15624 Marian Drive, Homer Glen, IL | More Info |
| Thu | May 09, 2019 | 12:00pm - 01:00pm | Private Concert | Our Lady of Victory, 11400 Theresa, Lemont, IL | More Info |
| Sun | May 12, 2019 | 10:30am - 02:00pm | Mother's Day Brunch | Wicker Park Social Center, 2000 Ridge Rd, Highland, IN | More Info |
| Thu | May 16, 2019 | 12:00pm - 03:00pm | That's Amore: The Dean Martin Story | White Fence Farm, 1376 Joliet Rd., Romeoville, IL | More Info |
| Fri | May 24, 2019 | 03:00pm - 05:00pm | Private Concert | Timbers of Shorewood, 1100 N River Road, Shorewood, IL | More Info |
| Sun | May 26, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Sun | June 02, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, IL | More Info |
| Mon | June 10, 2019 | 02:30pm - 03:30pm | Private Concert | Hartsfield Village, 10000 Columbia Ave, Munster, IN | More Info |
| Wed | June 12, 2019 | 02:00pm - 03:00pm | Private Concert | Park Pointe, 1221 Edgewater Dr., Morris, IL | More Info |
| Thu | June 13, 2019 | 02:30pm - 03:30pm | Private Concert | Brookdale Orland Park, 16051 S. LaGrange, Orland Park, IL | More Info |
| Fri | June 14, 2019 | 02:00pm - 03:00pm | Private Concert | Park Pointe, 20 N Deerfield Rd, Pontiac, IL | More Info |
| Fri | June 14, 2019 | 07:00pm - 08:00pm | Private Concert | Friendship Village , 350 W. Schaumburg Rd., Schaumburg, IL | 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 |
| 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 |
| Thu | July 04, 2019 | 02:00pm - 04:00pm | Private Birthday Party | Private Residence, South Barrington, IL | More Info |
| Sat | July 06, 2019 | 07:00pm - 08:30pm | 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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, 20 N Deerfield Rd, Pontiac, IL | More Info |
| Wed | November 13, 2019 | 02:00pm - 03:00pm | Private Concert | Park Pointe, 1221 Edgewater Dr., Morris, 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 |
| Sun | December 01, 2019 | 02:00pm - 04:30pm | Dance | Glendora Ballroom, 10225 Harlem Ave, Chicago Ridge, 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 |
| 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 |
| Mon | December 16, 2019 | 02:30pm - 03:30pm | Private Concert | Hartsfield Village, 10000 Columbia Ave, Munster, IN | 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 | 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 |
