| 1 | Wed Oct 23 | at Hornets | L125-126 | 0-1 | .000 | Spectrum Center · Charlotte, NC |
| 2 | Fri Oct 25 | at Grizzlies | W110-102 | 1-1 | .500 | FedExForum · Memphis, TN |
| 3 | Sat Oct 26 | vs Raptors | L84-108 | 1-2 | .333 | United Center · Chicago, IL |
| 4 | Mon Oct 28 | at Knicks | L98-105 | 1-3 | .250 | Madison Square Garden · Manhattan, NY |
| 5 | Wed Oct 30 | at Cavaliers | L111-117 | 1-4 | .200 | Rocket Mortgage FieldHouse · Cleveland, OH |
| 6 | Fri Nov 1 | vs Pistons | W112-106 | 2-4 | .333 | United Center · Chicago, IL |
| 7 | Sun Nov 3 | at Pacers | L95-108 | 2-5 | .286 | Gainbridge Fieldhouse · Indianapolis, IN |
| 8 | Tue Nov 5 | vs Lakers | L112-118 | 2-6 | .250 | United Center · Chicago, IL |
| 9 | Wed Nov 6 | at Hawks | W113-93 | 3-6 | .333 | State Farm Arena · Atlanta, GA |
| 10 | Sat Nov 9 | vs Rockets | L94-117 | 3-7 | .300 | United Center · Chicago, IL |
| 11 | Tue Nov 12 | vsKnicks | W120-102 | 4-7 | .364 | United Center · Chicago, IL |
| 12 | Thu Nov 14 | at Bucks | L115-124 | 4-8 | .333 | Fiserv Forum · Milwaukee, WI |
| 13 | Sat Nov 16 | vs Nets | L111-117 | 4-9 | .308 | United Center · Chicago, IL |
| 14 | Mon Nov 18 | vsBucks | L101-115 | 4-10 | .286 | United Center · Chicago, IL |
| 15 | Wed Nov 20 | vsPistons | W109-89 | 5-10 | .333 | United Center · Chicago, IL |
| 16 | Fri Nov 22 | vs Heat | L108-116 | 5-11 | .313 | United Center · Chicago, IL |
| 17 | Sat Nov 23 | atHornets | W116-115 | 6-11 | .353 | Spectrum Center · Charlotte, NC |
| 18 | Mon Nov 25 | vs Blazers | L94-117 | 6-12 | .333 | United Center · Chicago, IL |
| 19 | Wed Nov 27 | at Warriors | L90-104 | 6-13 | .316 | Chase Center · San Francisco, CA |
| 20 | Fri Nov 29 | atBlazers | L103-107 | 6-14 | .300 | Moda Center · Portland, OR |
| 21 | Mon Dec 2 | at Kings | W113-106 | 7-14 | .333 | Golden 1 Center · Sacramento, CA |
| 22 | Wed Dec 4 | vsGrizzlies | W106-99 | 8-14 | .364 | United Center · Chicago, IL |
| 23 | Fri Dec 6 | vsWarriors | L98-100 | 8-15 | .348 | United Center · Chicago, IL |
| 24 | Sun Dec 8 | atHeat | L105-110 (OT) | 8-16 | .333 | FTX Arena · Miami, FL |
| 25 | Mon Dec 9 | vsRaptors | L92-93 | 8-17 | .320 | United Center · Chicago, IL |
| 26 | Wed Dec 11 | vsHawks | W136-102 | 9-17 | .346 | United Center · Chicago, IL |
| 27 | Fri Dec 13 | vsHornets | L73-83 | 9-18 | .333 | United Center · Chicago, IL |
| 28 | Sat Dec 14 | vs Clippers | W109-106 | 10-18 | .357 | United Center · Chicago, IL |
| 29 | Mon Dec 16 | at Thunder | L106-109 | 10-19 | .345 | Paycom Center · Oklahoma City, OK |
| 30 | Wed Dec 18 | at Wizards | W110-109 (OT) | 11-19 | .367 | Capital One Arena · Washington, D.C. |
| 31 | Sat Dec 21 | atPistons | W119-107 | 12-19 | .387 | Little Caesars Arena · Detroit, MI |
| 32 | Mon Dec 23 | at Magic | L95-103 | 12-20 | .375 | Amway Center · Orlando, FL |
| 33 | Sat Dec 28 | vsHawks | W116-81 | 13-20 | .394 | United Center · Chicago, IL |
| 34 | Mon Dec 30 | vsBucks | L102-123 | 13-21 | .382 | United Center · Chicago, IL |
| 35 | Thu Jan 2 | vs Jazz | L98-102 | 13-22 | .371 | United Center · Chicago, IL |
| 36 | Sat Jan 4 | vs Celtics | L104-111 | 13-23 | .361 | United Center · Chicago, IL |
| 37 | Mon Jan 6 | at Mavericks | L110-118 | 13-24 | .351 | American Airlines Center · Dallas, TX |
| 38 | Wed Jan 8 | at Pelicans | L108-123 | 13-25 | .342 | Smoothie King Center · New Orleans, LA |
| 39 | Fri Jan 10 | vsPacers | L105-116 | 13-26 | .333 | United Center · Chicago, IL |
| 40 | Sat Jan 11 | atPistons | W108-99 | 14-26 | .350 | Little Caesars Arena · Detroit, MI |
| 41 | Mon Jan 13 | atCeltics | L101-113 | 14-27 | .341 | TD Garden · Boston, MA |
| 42 | Wed Jan 15 | vsWizards | W115-106 | 15-27 | .357 | United Center · Chicago, IL |
| 43 | Fri Jan 17 | at 76ers | L89-100 | 15-28 | .349 | Wells Fargo Center · Philadelphia, PA |
| 44 | Sat Jan 18 | vsCavaliers | W118-116 | 16-28 | .364 | United Center · Chicago, IL |
| 45 | Mon Jan 20 | atBucks | L98-111 | 16-29 | .356 | Fiserv Forum · Milwaukee, WI |
| 46 | Wed Jan 22 | vs T-wolves | W117-110 | 17-29 | .370 | United Center · Chicago, IL |
| 47 | Fri Jan 24 | vsKings | L81-98 | 17-30 | .362 | United Center · Chicago, IL |
| 48 | Sat Jan 25 | atCavaliers | W118-106 | 18-30 | .375 | Rocket Mortgage FieldHouse · Cleveland, OH |
| 49 | Mon Jan 27 | vs Spurs | W110-109 | 19-30 | .388 | United Center · Chicago, IL |
| 50 | Wed Jan 29 | atPacers | L106-115 (OT) | 19-31 | .380 | Gainbridge Fieldhouse · Indianapolis, IN |
| 51 | Fri Jan 31 | atNets | L118-133 | 19-32 | .373 | Barclays Center · Brooklyn, NY |
| 52 | Sun Feb 2 | atRaptors | L102-129 | 19-33 | .365 | Scotiabank Arena · Toronto, ON |
| 53 | Thu Feb 6 | vsPelicans | L119-125 | 19-34 | .358 | United Center · Chicago, IL |
| 54 | Sun Feb 9 | at76ers | L111-118 | 19-35 | .352 | Wells Fargo Center · Philadelphia, PA |
| 55 | Tue Feb 11 | atWizards | L114-126 | 19-36 | .345 | Capital One Arena · Washington, D.C. |
| 56 | Thu Feb 20 | vsHornets | L93-103 | 19-37 | .339 | United Center · Chicago, IL |
| 57 | Sat Feb 22 | vs Suns | L104-112 | 19-38 | .333 | United Center · Chicago, IL |
| 58 | Sun Feb 23 | vsWizards | W126-117 | 20-38 | .345 | United Center · Chicago, IL |
| 59 | Tue Feb 25 | vsThunder | L122-124 | 20-39 | .339 | United Center · Chicago, IL |
| 60 | Sat Feb 29 | atKnicks | L115-125 | 20-40 | .333 | Madison Square Garden · Manhattan, NY |
| 61 | Mon Mar 2 | vsMavericks | W109-107 | 21-40 | .344 | United Center · Chicago, IL |
| 62 | Wed Mar 4 | atT-wolves | L108-115 | 21-41 | .339 | Target Center · Minneapolis, MN |
| 63 | Fri Mar 6 | vsPacers | L102-108 | 21-42 | .333 | United Center · Chicago, IL |
| 64 | Sun Mar 8 | atNets | L107-110 | 21-43 | .328 | Barclays Center · Brooklyn, NY |
| 65 | Tue Mar 10 | vsCavaliers | W108-103 | 22-43 | .338 | United Center · Chicago, IL |
