| Chicago Wolves vs. Grand Rapids Griffins | 10/5/2019 19:00 | Allstate Arena |
| San Antonio Rampage vs. Chicago Wolves | 10/12/2019 19:00 | AT&T Center |
| Rockford Icehogs vs. Chicago Wolves | 10/18/2019 19:00 | BMO Harris Bank Center |
| Chicago Wolves vs. Rockford IceHogs | 10/19/2019 19:00 | Allstate Arena |
| Chicago Wolves vs. Milwaukee Admirals | 10/20/2019 15:00 | Allstate Arena |
| Chicago Wolves vs. Texas Stars | 10/23/2019 11:00 | Allstate Arena |
| Chicago Wolves vs. Manitoba Moose | 10/26/2019 19:00 | Allstate Arena |
| Tucson Roadrunners vs. Chicago Wolves | 10/29/2019 19:05 | Tucson Arena |
| Tucson Roadrunners vs. Chicago Wolves | 10/30/2019 19:05 | Tucson Arena |
| Milwaukee Admirals vs. Chicago Wolves | 11/2/2019 18:00 | UWM Panther Arena |
| Rockford Icehogs vs. Chicago Wolves | 11/3/2019 16:00 | BMO Harris Bank Center |
| Iowa Wild vs. Chicago Wolves | 11/7/2019 10:30 | Wells Fargo Arena – IA |
| Chicago Wolves vs. Manitoba Moose | 11/9/2019 19:00 | Allstate Arena |
| Chicago Wolves vs. Rockford IceHogs | 11/10/2019 15:00 | Allstate Arena |
| Milwaukee Admirals vs. Chicago Wolves | 11/13/2019 19:00 | UWM Panther Arena |
| Chicago Wolves vs. Iowa Wild | 11/16/2019 19:00 | Allstate Arena |
| Iowa Wild vs. Chicago Wolves | 11/17/2019 17:00 | Wells Fargo Arena – IA |
| Chicago Wolves vs. San Antonio Rampage | 11/19/2019 19:00 | Allstate Arena |
| Cleveland Monsters vs. Chicago Wolves | 11/21/2019 19:00 | Rocket Mortgage FieldHouse |
| Cleveland Monsters vs. Chicago Wolves | 11/23/2019 13:00 | Rocket Mortgage FieldHouse |
| Chicago Wolves vs. Grand Rapids Griffins | 11/27/2019 19:00 | Allstate Arena |
| Rockford Icehogs vs. Chicago Wolves | 11/29/2019 19:00 | BMO Harris Bank Center |
| Chicago Wolves vs. Manitoba Moose | 11/30/2019 19:00 | Allstate Arena |
| Grand Rapids Griffins vs. Chicago Wolves | 12/4/2019 19:00 | Van Andel Arena |
| Milwaukee Admirals vs. Chicago Wolves | 12/13/2019 19:00 | UWM Panther Arena |
| Chicago Wolves vs. Milwaukee Admirals | 12/14/2019 19:00 | Allstate Arena |
| Chicago Wolves vs. San Antonio Rampage | 12/17/2019 11:00 | Allstate Arena |
| Chicago Wolves vs. Texas Stars | 12/21/2019 19:00 | Allstate Arena |
| Chicago Wolves vs. Texas Stars | 12/22/2019 15:00 | Allstate Arena |
| Iowa Wild vs. Chicago Wolves | 12/28/2019 18:00 | Wells Fargo Arena – IA |
| Chicago Wolves vs. Milwaukee Admirals | 12/29/2019 15:00 | Allstate Arena |
| Grand Rapids Griffins vs. Chicago Wolves | 12/31/2019 18:00 | Van Andel Arena |
| Chicago Wolves vs. Texas Stars | 1/2/2020 19:00 | Allstate Arena |
| Chicago Wolves vs. Iowa Wild | 1/4/2020 19:00 | Allstate Arena |
| Rockford Icehogs vs. Chicago Wolves | 1/5/2020 16:00 | BMO Harris Bank Center |
| San Antonio Rampage vs. Chicago Wolves | 1/8/2020 19:00 | AT&T Center |
| San Antonio Rampage vs. Chicago Wolves | 1/10/2020 19:00 | AT&T Center |
| Milwaukee Admirals vs. Chicago Wolves | 1/15/2020 19:00 | UWM Panther Arena |
| Chicago Wolves vs. Milwaukee Admirals | 1/18/2020 19:00 | Allstate Arena |
| Chicago Wolves vs. Rockford IceHogs | 1/19/2020 15:00 | Allstate Arena |
| Texas Stars vs. Chicago Wolves | 1/24/2020 19:00 | HEB Center at Cedar Park |
| Texas Stars vs. Chicago Wolves | 1/25/2020 19:00 | HEB Center at Cedar Park |
| Chicago Wolves vs. Milwaukee Admirals | 1/31/2020 19:00 | Allstate Arena |
| Chicago Wolves vs. Manitoba Moose | 2/1/2020 19:00 | Allstate Arena |
| Chicago Wolves vs. Milwaukee Admirals | 2/13/2020 19:00 | Allstate Arena |
| Chicago Wolves vs. Grand Rapids Griffins | 2/15/2020 19:00 | Allstate Arena |
| Chicago Wolves vs. Cleveland Monsters | 2/16/2020 15:00 | Allstate Arena |
| Chicago Wolves vs. Grand Rapids Griffins | 2/20/2020 11:00 | Allstate Arena |
| Milwaukee Admirals vs. Chicago Wolves | 2/21/2020 19:00 | UWM Panther Arena |
| Chicago Wolves vs. Rockford IceHogs | 2/23/2020 15:00 | Allstate Arena |
| Iowa Wild vs. Chicago Wolves | 2/25/2020 19:00 | Wells Fargo Arena – IA |
| Chicago Wolves vs. Tucson Roadrunners | 3/5/2020 19:00 | Allstate Arena |
| Chicago Wolves vs. Tucson Roadrunners | 3/7/2020 19:00 | Allstate Arena |
| Chicago Wolves vs. Rockford IceHogs | 3/8/2020 15:00 | Allstate Arena |
| Chicago Wolves vs. San Antonio Rampage | 3/13/2020 19:00 | Allstate Arena |
| Chicago Wolves vs. Rockford IceHogs | 3/14/2020 19:00 | Allstate Arena |
| Chicago Wolves vs. Manitoba Moose | 3/15/2020 15:00 | Allstate Arena |
| Texas Stars vs. Chicago Wolves | 3/20/2020 19:00 | HEB Center at Cedar Park |
| Texas Stars vs. Chicago Wolves | 3/21/2020 19:00 | HEB Center at Cedar Park |
| Chicago Wolves vs. Cleveland Monsters | 3/24/2020 19:00 | Allstate Arena |
| Grand Rapids Griffins vs. Chicago Wolves | 3/27/2020 19:00 | Van Andel Arena |
| Chicago Wolves vs. San Antonio Rampage | 3/28/2020 19:00 | Allstate Arena |
| Rockford Icehogs vs. Chicago Wolves | 3/29/2020 16:00 | BMO Harris Bank Center |
| Rockford Icehogs vs. Chicago Wolves | 4/3/2020 19:00 | BMO Harris Bank Center |
| Chicago Wolves vs. Iowa Wild | 4/4/2020 19:00 | Allstate Arena |
| Chicago Wolves vs. Iowa Wild | 4/5/2020 15:00 | Allstate Arena |
| Milwaukee Admirals vs. Chicago Wolves | 4/8/2020 19:00 | UWM Panther Arena |
| Grand Rapids Griffins vs. Chicago Wolves | 4/10/2020 19:00 | Van Andel Arena |
| Chicago Wolves vs. Manitoba Moose | 4/11/2020 19:00 | Allstate Arena |
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