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Wintrust Arena Tickets 200 E Cermak Rd. Chicago, IL 60616 Wintrust Arena has the following events taking place at the following dates and times. To sort the list, click on the column header. To find tickets for the given event, date & time, click the tickets link in that row. Event Venue Date/Time   Le Sserafim Wintrust Arena Chicago, IL Friday 9/5/2025 7:30 PM Chicago Sky vs. New York Liberty Wintrust Arena Chicago, IL Thursday 9/11/2025 7:00 PM Sweetest Day Comedy Jam: Lavell Crawford, Bill Bellamy, & T.I. (TIP Harris) Wintrust Arena Chicago, IL Saturday 10/18/2025 8:00 PM Exhibition: DePaul Blue Demons vs. Loyola Chicago Ramblers Wintrust Arena Chicago, IL Monday 10/20/2025 TBD Brandy, Monica, Coco Jones & Muni Long Wintrust Arena Chicago, IL Saturday 10/25/2025 8:00 PM GRiZ - 2 Day Pass Wintrust Arena Chicago, IL Friday 10/31/2025 TBD GRiZ Wintrust Arena Chicago, IL Friday 10/31/2025 7:00 PM GRiZ Wintrust Arena Chicago, IL Saturday 11/1/2025 7:00 PM DePaul Blue Demons vs. Chicago State Cougars Wintrust Arena Chicago, IL Monday 11/3/2025 TBD DePaul Blue Demons Women's Basketball vs. Valparaiso University Wintrust Arena Chicago, IL Tuesday 11/4/2025 TBD DePaul Blue Demons vs. Stonehill Skyhawks Wintrust Arena Chicago, IL Friday 11/7/2025 TBD DePaul Blue Demons vs. Buffalo Bulls Wintrust Arena Chicago, IL Tuesday 11/11/2025 TBD DePaul Blue Demons vs. Northwestern Wildcats Wintrust Arena Chicago, IL Friday 11/14/2025 TBD Terry Hunter's Birthday Celebration: Terry Hunter, Yolanda Adams, DJ Jazzy Jeff & Deon Cole Wintrust Arena Chicago, IL Saturday 11/15/2025 7:00 PM DePaul Blue Demons Women's Basketball vs. Northwestern Wildcats Wintrust Arena Chicago, IL Monday 11/17/2025 TBD Depaul Blue Demons vs. Gardner-Webb Runnin' Bulldogs Wintrust Arena Chicago, IL Tuesday 11/18/2025 TBD DePaul Blue Demons Women's Basketball vs. Grambling State Tigers Wintrust Arena Chicago, IL Friday 11/21/2025 TBD DePaul Blue Demons vs. Detroit Mercy Titans Wintrust Arena Chicago, IL Sunday 11/23/2025 TBD DePaul Blue Demons Women's Basketball vs. Loyola Chicago Ramblers Wintrust Arena Chicago, IL Wednesday 11/26/2025 TBD The 85 South Show Wintrust Arena Chicago, IL Friday 11/28/2025 8:00 PM DePaul Blue Demons vs. Arkansas-Pine Bluff Golden Lions Wintrust Arena Chicago, IL Saturday 12/6/2025 TBD DePaul Blue Demons vs. Morgan State Bears Wintrust Arena Chicago, IL Tuesday 12/9/2025 TBD DePaul Blue Demons Women's Basketball vs. UMass Lowell River Hawks Wintrust Arena Chicago, IL Wednesday 12/10/2025 TBD DePaul Blue Demons Women's Basketball vs. Michigan State Spartans Wintrust Arena Chicago, IL Sunday 12/14/2025 TBD Levity Presents Snow Day Wintrust Arena Chicago, IL Saturday 2/7/2026 7:00 PM