| Date | Event | Location |
| May 1st | Harbors are Officially Open | |
| May 27th – 30th | Memorial Day Weekend | |
| May 28th – September 3rd | Navy Pier Fireworks every Wednesday 9:3o pm and Saturday 10:15 pm | Navy Pier |
| June 10th-12th | America’s Cup World Series | Navy Pier |
| June 11th | ACWS Boater’s Bash | Monroe Harbor |
| June 17th – 19th | NOOD Regatta | |
| June 25th – 26th | Harbor Fest 2016 | 31st Street Harbor |
| July 1st – 4th | 4th of July Weekend | |
| July 6ht – 10th | Taste of Chicago | Grant Park |
| July 22nd – 23rd | Race to Mackinac | CYC Monroe |
| July 28 – 31st | Lollapalooza | Grant Park |
| August 6th | Chicago Scene Boat Party | Playpen |
| August 6th | 31st Street Music Festival (formerly Aquapalooza) | 31st Street Habor |
| August 12th – 14th | Verve Cup Offshore Regatta | |
| August 19th – 21st | Air and Water Show | North Ave Beach |
| September 5th | Labor Day Weekend | |
| September 10th | Venetian Night | Navy Pier |
| September 10th | Chicago Regatta | 31st Street Harbor |
| October 31st | Harbors are Officially Closed |
Chicago Harbors 2016 Weekend Schedule, your #1 guide for all the top events and activities for boating in Chicago this summer.