| Chicago Sky vs. Washington Mystics | 6-17-2025
Tuesday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| R&B Music Experience: Ashanti, Lil Kim & Mya | 6-19-2025
Thursday
8:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Phoenix Mercury | 6-21-2025
Saturday
12:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Los Angeles Sparks | 6-24-2025
Tuesday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| PFL World Tournament 7: Semifinals | 6-27-2025
Friday
6:30 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Dallas Wings | 7-9-2025
Wednesday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Minnesota Lynx | 7-12-2025
Saturday
12:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Minnesota Lynx | 7-14-2025
Monday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Atlanta Dream | 7-16-2025
Wednesday
11:00 AM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Seattle Storm | 7-24-2025
Thursday
7:30 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Golden State Valkyries | 8-1-2025
Friday
6:30 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Phoenix Mercury | 8-3-2025
Sunday
5:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Washington Mystics | 8-5-2025
Tuesday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Atlanta Dream | 8-7-2025
Thursday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Golden State Valkyries | 8-15-2025
Friday
6:30 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Seattle Storm | 8-19-2025
Tuesday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Connecticut Sun | 8-23-2025
Saturday
3:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| Chicago Sky vs. Las Vegas Aces | 8-25-2025
Monday
7:00 PM | Wintrust Arena in Chicago, IL | View Tickets |
| 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 |
| Exhibition: DePaul Blue Demons Basketball vs. Loyola Chicago Ramblers | 10-20-2025
Monday
TBD | 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 Basketball vs. Stonehill Skyhawks | 11-7-2025
Friday
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 |
| Depaul Blue Demons Basketball vs. Gardner-webb Runnin' Bulldogs | 11-18-2025
Tuesday
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 |
| 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 |
