 | 1: Tyler Childers
2: Caroline Spence
Country Squire Run |  | The Observatory North Park, San Diego, USA | 15 Oct 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run | | The Wiltern, Los Angeles, USA | 17 Oct 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run | | Fox Theater, Oakland, USA | 18 Oct 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run | | Crystal Ballroom, Portland, USA | 20 Oct 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run | | Crystal Ballroom, Portland, USA | 21 Oct 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run |  | Commodore Ballroom, Vancouver, Canada | 22 Oct 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run | | Paramount Theatre, Seattle, USA | 25 Oct 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run | | Knitting Factory, Spokane, USA | 26 Oct 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run | | Peabody Opera House, St. Louis, USA | 29 Oct 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run | | The Pageant, St. Louis, USA | 30 Oct 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
3: Robert Earl Keen
Country Squire Run | | Aragon Ballroom, Chicago, USA | 31 Oct 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run | | Riverside Theatre, Milwaukee, USA | 2 Nov 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run | | First Avenue, Minneapolis, USA | 3 Nov 2019 | 0 | |
| 1: Tyler Childers
2: Courtney Marie Andrews
Country Squire Run | | First Avenue, Minneapolis, USA | 4 Nov 2019 | 0 | |
| 1: Tyler Childers
2: Johnny Star And The Delivery Boys
Country Squire Run | | Culture Center Theater, Charleston, USA | 1 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | Murat Theatre, Indianapolis, USA | 5 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | The Fillmore Detroit, Detroit, USA | 6 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | Rebel, Toronto, Canada | 8 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | House Of Blues, Boston, USA | 10 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | The Fillmore Philadelphia, Philadelphia, USA | 11 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | The Anthem, Washington D.C., USA | 13 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | Brooklyn Steel, Brooklyn, USA | 14 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | Brooklyn Steel, Brooklyn, USA | 15 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | The Ritz, Raleigh, USA | 18 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | The Fillmore Charlotte, Charlotte, USA | 19 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | The Tabernacle, Atlanta, USA | 21 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Liz Cooper And The Stampede
Country Squire Run | | The Tabernacle, Atlanta, USA | 22 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Chris Knight
3: Sarah Shook And The Disarmers
Country Squire Run | | Appalachian Wireless Arena, Pikeville, USA | 27 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Chris Knight
3: Sarah Shook And The Disarmers
Country Squire Run | | Appalachian Wireless Arena, Pikeville, USA | 28 Dec 2019 | 0 | |
| 1: Tyler Childers
2: Todd Snider
3: Darrell Scott
Country Squire Run | | Appalachian Wireless Arena, Pikeville, USA | 31 Dec 2019 | 0 | |