| Event | Venue | Date/Time | |
| Chicago Sky vs. Golden State Valkyries | Wintrust Arena
Chicago, IL | Friday
8/1/2025
6:30 PM | view
tickets |
|
| Chicago Sky vs. Phoenix Mercury | Wintrust Arena
Chicago, IL | Sunday
8/3/2025
5:00 PM | view
tickets |
|
| Chicago Sky vs. Washington Mystics | Wintrust Arena
Chicago, IL | Tuesday
8/5/2025
7:00 PM | view
tickets |
|
| Chicago Sky vs. Atlanta Dream | Wintrust Arena
Chicago, IL | Thursday
8/7/2025
7:00 PM | view
tickets |
|
| Chicago Sky vs. Golden State Valkyries | Wintrust Arena
Chicago, IL | Friday
8/15/2025
6:30 PM | view
tickets |
|
| Terry Hunter's Birthday Celebration | Wintrust Arena
Chicago, IL | Saturday
8/16/2025
7:00 PM | view
tickets |
|
| Chicago Sky vs. Seattle Storm | Wintrust Arena
Chicago, IL | Tuesday
8/19/2025
7:00 PM | view
tickets |
|
| Chicago Sky vs. Connecticut Sun | Wintrust Arena
Chicago, IL | Saturday
8/23/2025
3:00 PM | view
tickets |
|
| Chicago Sky vs. Las Vegas Aces | Wintrust Arena
Chicago, IL | Monday
8/25/2025
7:00 PM | view
tickets |
|
| Chicago Sky vs. Connecticut Sun | Wintrust Arena
Chicago, IL | Wednesday
9/3/2025
7:00 PM | view
tickets |
|
| Le Sserafim | Wintrust Arena
Chicago, IL | Friday
9/5/2025
7:30 PM | view
tickets |
|
| Chicago Sky vs. New York Liberty | Wintrust Arena
Chicago, IL | Thursday
9/11/2025
7:00 PM | view
tickets |
|
| Sweetest Day Comedy Jam: Lavell Crawford, Bill Bellamy, & T.I. (TIP Harris) | Wintrust Arena
Chicago, IL | Saturday
10/18/2025
8:00 PM | view
tickets |
|
| Exhibition: DePaul Blue Demons vs. Loyola Chicago Ramblers | Wintrust Arena
Chicago, IL | Monday
10/20/2025
TBD | view
tickets |
|
| GRiZ - 2 Day Pass | Wintrust Arena
Chicago, IL | Friday
10/31/2025
TBD | view
tickets |
|
| GRiZ | Wintrust Arena
Chicago, IL | Friday
10/31/2025
7:00 PM | view
tickets |
|
| GRiZ | Wintrust Arena
Chicago, IL | Saturday
11/1/2025
7:00 PM | view
tickets |
|
| DePaul Blue Demons vs. Chicago State Cougars | Wintrust Arena
Chicago, IL | Monday
11/3/2025
TBD | view
tickets |
|
| DePaul Blue Demons Women's Basketball vs. Valparaiso University | Wintrust Arena
Chicago, IL | Tuesday
11/4/2025
TBD | view
tickets |
|
| DePaul Blue Demons vs. Stonehill Skyhawks | Wintrust Arena
Chicago, IL | Friday
11/7/2025
TBD | view
tickets |
|
| DePaul Blue Demons vs. Buffalo Bulls | Wintrust Arena
Chicago, IL | Tuesday
11/11/2025
TBD | view
tickets |
|
| DePaul Blue Demons vs. Northwestern Wildcats | Wintrust Arena
Chicago, IL | Friday
11/14/2025
TBD | view
tickets |
|
| DePaul Blue Demons Women's Basketball vs. Northwestern Wildcats | Wintrust Arena
Chicago, IL | Monday
11/17/2025
TBD | view
tickets |
|
| Depaul Blue Demons vs. Gardner-Webb Runnin' Bulldogs | Wintrust Arena
Chicago, IL | Tuesday
11/18/2025
TBD | view
tickets |
|
| DePaul Blue Demons vs. Detroit Mercy Titans | Wintrust Arena
Chicago, IL | Sunday
11/23/2025
TBD | view
tickets |
|
| DePaul Blue Demons Women's Basketball vs. Loyola Chicago Ramblers | Wintrust Arena
Chicago, IL | Wednesday
11/26/2025
TBD | view
tickets |
|
| The 85 South Show | Wintrust Arena
Chicago, IL | Friday
11/28/2025
8:00 PM | view
tickets |
|
| DePaul Blue Demons vs. Arkansas-Pine Bluff Golden Lions | Wintrust Arena
Chicago, IL | Saturday
12/6/2025
TBD | view
tickets |
|
| DePaul Blue Demons vs. Morgan State Bears | Wintrust Arena
Chicago, IL | Tuesday
12/9/2025
TBD | view
tickets |
|
| DePaul Blue Demons Women's Basketball vs. UMass Lowell River Hawks | Wintrust Arena
Chicago, IL | Wednesday
12/10/2025
TBD | view
tickets |
|
