| Chicago Sky vs. Connecticut Sun | 9-3-2025
Wednesday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Le Sserafim | 9-5-2025
Friday
7:30 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. New York Liberty | 9-11-2025
Thursday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Sweetest Day Comedy Jam: Lavell Crawford, Bill Bellamy, & T.I. (TIP Harris) | 10-18-2025
Saturday
8:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Exhibition: DePaul Blue Demons Basketball vs. Loyola Chicago Ramblers | 10-20-2025
Monday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| Brandy, Monica, Coco Jones & Muni Long | 10-25-2025
Saturday
8:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| GRiZ - 2 Day Pass | 10-31-2025
Friday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| GRiZ | 10-31-2025
Friday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| GRiZ | 11-1-2025
Saturday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Basketball vs. Chicago State Cougars | 11-3-2025
Monday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Women's Basketball vs. Valparaiso University | 11-4-2025
Tuesday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Basketball vs. Stonehill Skyhawks | 11-7-2025
Friday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Basketball vs. Buffalo Bulls | 11-11-2025
Tuesday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Basketball vs. Northwestern Wildcats | 11-14-2025
Friday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| Terry Hunter's Birthday Celebration: Terry Hunter, Yolanda Adams, DJ Jazzy Jeff & Deon Cole | 11-15-2025
Saturday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Women's Basketball vs. Northwestern Wildcats | 11-17-2025
Monday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| Depaul Blue Demons Basketball vs. Gardner-Webb Runnin' Bulldogs | 11-18-2025
Tuesday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Women's Basketball vs. Grambling State Tigers | 11-21-2025
Friday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Basketball vs. Detroit Mercy Titans | 11-23-2025
Sunday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Women's Basketball vs. Loyola Chicago Ramblers | 11-26-2025
Wednesday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| The 85 South Show | 11-28-2025
Friday
8:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Basketball vs. Arkansas-Pine Bluff Golden Lions | 12-6-2025
Saturday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Basketball vs. Morgan State Bears | 12-9-2025
Tuesday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Women's Basketball vs. UMass Lowell River Hawks | 12-10-2025
Wednesday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| DePaul Blue Demons Women's Basketball vs. Michigan State Spartans | 12-14-2025
Sunday
TBD | Wintrust Arena in Chicago, IL | View Tickets |
| Levity Presents Snow Day | 2-7-2026
Saturday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
