| Sat, Oct 20 | Garth Brooks | Notre Dame Stadium | |
| Mon, Oct 22 | Phil Collins | United Center | |
| Wed, Oct 24 | Chris Janson (with Rhett Akins) | Joe's Live-Rosemont | |
| Thu, Oct 25 | Jake Owen (with David Lee Murphy & Morgan Wallen) | Sears Centre Arena-Hoffman Estates | |
| Fri, Oct 26 | Elton John | United Center | |
| Sat, Oct 27 | Elton John 2 | United Center | |
| Mon, Oct 29 | Carrie Underwood (with Maddie & Tae) | United Center | |
| Thu, Nov 1 | Aaron Watson | Joe's On Weed-Chicago | |
| Fri, Dec 14 | Bob Seger & the Silver Bullet Band | Allstate Arena | |
| Sat, Dec 15 | Midland | Joe's On Weed-Chicago | |
| Fri, Dec 21 | Chase Rice (with Brandon Ray) | Joe's Live-Rosemont | |
| Wed, Jan 9 | Lanco | Joe's On Weed-Chicago | |
| Fri, Feb 15 | Kane Brown (with Jimmie Allen & Granger Smith) | B.M.O. Harris Bank Center-Rockford | |
| Fri, Feb 22 | Kelly Clarkson (with Kelsea Ballerini) | Allstate Arena | |
| Fri, Mar 22 | Eric Church (Double Down Tour 1) | Allstate Arena | |
| Sat, Mar 23 | Eric Church (Double Down Tour 2) | Allstate Arena | |
