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Sweetest Day Comedy Jam

        <h2>Guide to Live Events in Chicago: Concerts, Sports and Shows Near You</h2>
<p>Chicago, IL, is a vibrant hub for live events, offering everything from concerts and theater performances to major sporting events and music festivals. Whether you’re looking to cheer on your favorite team or catch a chart-topping artist live, Vivid Seats has you covered.</p>
        
        <h2>Things to Do in Chicago This Week</h2> 
        
<p>From cheering on the <a href="https://www.vividseats.com/chicago-cubs-tickets--sports-mlb-baseball/performer/162">Chicago Cubs</a> at <a href="https://www.vividseats.com/chicago-cubs-tickets-wrigley-field-6-15-2025--sports-mlb-baseball/production/5099812">Wrigley Field</a> to laughing along with <a href="https://www.vividseats.com/trevor-wallace-tickets--theater-comedy/performer/91585">Trevor Wallace</a> at <a href="https://www.vividseats.com/trevor-wallace-tickets-chicago-chicago-theatre-6-13-2025--theater-comedy/production/5489778">Chicago Theatre</a> there is something for every mood. Music fans can catch rap innovator <a href="https://www.vividseats.com/smino-tickets/performer/57088">Smino</a> at <a href="https://www.vividseats.com/smino-tickets-chicago-salt-shed---indoor-shed-6-13-2025--concerts-rap-hip-hop/production/5413819">Salt Shed - Indoor Shed</a> on June 13 or pop star <a href="https://www.vividseats.com/jessie-reyez-tickets/performer/58153">Jessie Reyez</a> there on June 15 before dancing to <a href="https://www.vividseats.com/boiler-room-tickets/performer/191848">Boiler Room</a> at <a href="https://www.vividseats.com/boiler-room-tickets-chicago-radius-chicago-6-14-2025--concerts-dance-electronica/production/5611617">Radius Chicago</a>. For a touch of elegance the world-renowned cellist <a href="https://www.vividseats.com/hauser-tickets/performer/126514">Hauser</a> takes the stage at <a href="https://www.vividseats.com/hauser-tickets-chicago-chicago-theatre-6-10-2025--concerts-classical/production/5290555">Chicago Theatre</a>.</p>        
        <h2>Things to Do in Chicago Next Week</h2> 
        
<p>Chicago's summer kickstarts next week with a classic MLB showdown as the <a href="https://www.vividseats.com/chicago-cubs-tickets--sports-mlb-baseball/performer/162">Chicago Cubs</a> take the field at Wrigley Field on June 22. Music fans can catch pop star <a href="https://www.vividseats.com/halsey-tickets/performer/40546">Halsey</a> at Huntington Bank Pavilion at Northerly Island on June 17 followed by reggae groove from <a href="https://www.vividseats.com/stick-figure-tickets/performer/33020">Stick Figure</a> on June 18.</p><p>Rock enthusiasts have a double dose with <a href="https://www.vividseats.com/queens-of-the-stone-age-tickets/performer/2797">Queens of the Stone Age</a> on June 21 and <a href="https://www.vividseats.com/jacks-mannequin-tickets/performer/8424">Jacks Mannequin</a> on June 20 at Salt Shed - Outdoor Fairgrounds while alternative legends <a href="https://www.vividseats.com/simple-minds-tickets/performer/2633">Simple Minds</a> also hit Northerly Island on June 20 under the Chicago sky.</p>

Chicago IL

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Concert, Comedy, Sports & Theater Tickets in Chicago, IL

Live Events near Chicago, IL

Wintrust Arena

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Sweetest Day Comedy Jam at Wintrust Arena

Sweetest Day Comedy Jam Wintrust Arena in Chicago, IL Sat, Oct 18 at 8:00pm