| Event | Venue | Date/Time | |
| Critical Role | Wintrust Arena
Chicago, IL | Thursday
4/10/2025
6:00 PM | view
tickets |
|
| New Japan Pro Wrestling | Wintrust Arena
Chicago, IL | Friday
4/11/2025
7:00 PM | view
tickets |
|
| The Millennium Tour: Trey Songz, Omarion, Bow Wow & Boosie BadAzz | Wintrust Arena
Chicago, IL | Thursday
4/17/2025
8:00 PM | view
tickets |
|
| The Millennium Tour: Trey Songz, Omarion, Bow Wow & Boosie BadAzz | Wintrust Arena
Chicago, IL | Friday
4/18/2025
8:00 PM | view
tickets |
|
| We Them Ones Comedy Tour: Mike Epps, Kountry Wayne, Karlous Miller & Lil Duval | Wintrust Arena
Chicago, IL | Saturday
4/19/2025
8:00 PM | view
tickets |
|
| Theo Von | Wintrust Arena
Chicago, IL | Thursday
4/24/2025
7:30 PM | view
tickets |
|
| WNBA Preseason: Chicago Sky vs. Minnesota Lynx | Wintrust Arena
Chicago, IL | Tuesday
5/6/2025
6:00 PM | view
tickets |
|
| Chicago Sky Season Tickets (Includes Tickets To All Regular Season Home Games) | Wintrust Arena
Chicago, IL | Saturday
5/10/2025
TBD | view
tickets |
|
| Chicago Sky vs. New York Liberty | Wintrust Arena
Chicago, IL | Thursday
5/22/2025
7:00 PM | view
tickets |
|
| Live Breathe Fight Tour: David and Tamela Mann, Erica Campbell, Tye Tribbett, Karen Clark-Sheard & Kierra Sheard | Wintrust Arena
Chicago, IL | Friday
5/23/2025
8:00 PM | view
tickets |
|
| Chicago Sky vs. Dallas Wings | Wintrust Arena
Chicago, IL | Thursday
5/29/2025
7:00 PM | view
tickets |
|
| Chicago Sky vs. Washington Mystics | Wintrust Arena
Chicago, IL | Tuesday
6/17/2025
7:00 PM | view
tickets |
|
| Chicago Sky vs. Phoenix Mercury | Wintrust Arena
Chicago, IL | Saturday
6/21/2025
12:00 PM | view
tickets |
|
| Chicago Sky vs. Los Angeles Sparks | Wintrust Arena
Chicago, IL | Tuesday
6/24/2025
7:00 PM | view
tickets |
|
| Chicago Sky vs. Dallas Wings | Wintrust Arena
Chicago, IL | Wednesday
7/9/2025
7:00 PM | view
tickets |
|
| Chicago Sky vs. Minnesota Lynx | Wintrust Arena
Chicago, IL | Saturday
7/12/2025
12:00 PM | view
tickets |
|
| Chicago Sky vs. Minnesota Lynx | Wintrust Arena
Chicago, IL | Monday
7/14/2025
7:00 PM | view
tickets |
|
| Chicago Sky vs. Atlanta Dream | Wintrust Arena
Chicago, IL | Wednesday
7/16/2025
11:00 AM | view
tickets |
|
| Chicago Sky vs. Seattle Storm | Wintrust Arena
Chicago, IL | Thursday
7/24/2025
8:30 PM | view
tickets |
|
| 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 |
|
| 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
4:00 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 |
|
| Chicago Sky vs. New York Liberty | Wintrust Arena
Chicago, IL | Thursday
9/11/2025
7:00 PM | view
tickets |
|
| R&B Vibe Tour: Tyrese Gibson, Monica & 112 | Wintrust Arena
Chicago, IL | Friday
3/1/2075
7:00 PM | view
tickets |
|
