| Date | Event | Location |
| May 30 - June 1 | 24th Annual Chicago Gospel Music Festival | Millennium Park |
| June 5 - June 8 | 25th Annual Chicago Blues Festival | Grant Park |
| June 27 - July 6 | 28th Annual Taste of Chicago | Grant Park |
| July 19 | Skipperfest | Skipper's Marina |
| July 26 | 51st Annual Venetian Night | Monroe Harbor |
| Aug 16 - 17 | 50th Annual Chicago Air and Water Show | North Avenue Beach |
| Aug 23 - Aug 24 | 20th Annual Viva! Chicago Latin Music Festival | Grant Park |
| Aug 28 - Aug 31 | 30th Annual Chicago Jazz Festival | Grant Park |
| Sept 13 - Sept 14 | 12th Annual Celtic Fest Chicago | Grant Park |
| Oct 11 - Oct 12 | 18th Annual Country Music Festival | Soldier Field |
(Chicago event dates are subject to change. Please check with local resources.)
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