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| Dec 4 | Arcada Theatre Harry Chapin's Greatest Stories LIVE | St. Charles, IL | 7:30 PM | With The Chapin Family: Tom Chapin, The Harry Chapin Band, Jen Chapin, The Chapin Sisers |
Live Show Please bring non-perishable food to donate to the Irving Park Community Food Pantry |
| Dec 5 | Des Plaines Theatre Harry Chapin's Greatest Stories LIVE | Des Plaines, IL | 7:30 PM | With The Chapin Family: Tom Chapin, The Harry Chapin Band, Jen Chapin, The Chapin Sisers |
Live Show Please bring non-perishable food to donate to the Irving Park Community Food Pantry |
| Dec 6 | Olde Church Acoustic Series | Meriden, CT | 7:00 PM | Solo | Live Show |
| Dec 8 | M&T Bank Christmas Tree Lighting | Piermont, NY | 4:00 - 6:00 PM | with The Chapin Sisters |
Live (a few songs) |
| Dec 10 | The BiPolar Express Benefit for Urban Stages’ Outreach Program | New York, NY | 7:00 PM | with John Forster, The Chapin Sisters, Amy Englehardt | Live Show |
| Dec 11 | Mohonk Mountain House | New Paltz, NY | 8:30 PM | with Jon Cobert & Michael Mark | Live Show |
| Dec 19 | Relationship Songs & Stories: History & Mystery, Love & Loss | Watch on Facebook | 7:30 PM Eastern | Solo | Streaming |
| Dec 29 | The Turning Point | Piermont, NY | 4:00 PM | with Jon Cobert & Michael Mark | Live Show |
| Dec 30 | The Turning Point | Piermont, NY | 7:30 PM | with Jon Cobert & Michael Mark | Live Show |
| Jan 24 | Kean Stage Harry Chapin's Greatest Stories LIVE | Union, NJ | 7:30 PM Show | With The Chapin Family: Tom Chapin, The Harry Chapin Band, Jen Chapin, The Chapin Sisers |
Live Show Please bring non-perishable food to donate to the Kean University Wellness Center and Cougar Pantry |
| Jan 25 | The Grand Harry Chapin's Greatest Stories LIVE | Wilmington, DE | 8:00 PM Show | With The Chapin Family: Tom Chapin, The Harry Chapin Band, Jen Chapin, The Chapin Sisers |
Live Show Please bring non-perishable food to donate. |
| Feb 14 | Mohonk Mountain House | New Paltz, NY | 8:30 PM | with Jon Cobert & Michael Mark | Live Show |
| Feb 15 | Caffe Lena | Saratoga Springs, NY | Solo | Live & Streamed | |
| Feb 21 | Toluca Lake Elementary School | N. Hollywood, CA | 6:00 PM Family Show | Solo | Live Show |
| Feb 28 | The Elks Crystal Hall | Prescott, AZ | 7:00 PM | Solo | Live Show |
| Mar 1 | Fiddler's Dream | Phoenix, AZ | 8:00 PM | Solo | Live Show |
| Mar 7 | The Minstrel Tom Chapin's 80th Big Birthday Bash Part 1 (West of Hudson River) | Morristown, NJ | 7:30 PM |
with Jon Cobert | Live & Streamed |
| Mar 8 | Towne Crier Cafe Tom Chapin's 80th Big Birthday Bash Part 2 (East of Hudson River) and CD Release Party! | Beacon, NY | 8:00 PM |
with Jon Cobert & Michael Mark | Live Show Please bring non-perishable food to donate. |
| Apr 5 | Tupelo Music Hall Harry Chapin's Greatest Stories LIVE | Derry, NH | 8:00 PM | With The Chapin Family: Tom Chapin, The Harry Chapin Band, Jen Chapin, The Chapin Sisers |
Live Show Please bring non-perishable food to donate. |
| Apr 26 | Green Wood Coffee House | Ann Arbor, MI | 7:30 PM | Solo | Live Show |
| May 22 | Uptown Concerts | Fulton, MD | 7:30 PM | Solo | Live Show |