| Fun Bands at Navy Pier Beer Garden nightly. |
| 6:00p Chi Hack Night at 1871. |
| 6:30p Millennium Park Movies (Tu). |
| 7:00p Tributosaurus at Martyrs'. |
| Harry Truman's Birthday. |
| V.E. Day. |
| 9:00p South Park new episode on COM. |
| 7:30p Group Skate at Daley Plaza. |
| 9:30p "Twisted" at Berlin. |
| 10:30p Vaudezilla! at Stage 773. |
| Disclaimer. |
| * National Teachers Day. |
| Police Memorial Day. |
| 10:00a * FINAL Great Parker Rummage Sale at Francis W. Parker School. |
| 6:30p *** Ride of Silence at Daley Plaza. |
| 10:00p Drum&Bass night at SmartBar. |
| 10:00p Blacklight Blackout at Exit. |
| Armed Forces Day. |
| 10:00a Fr-Su: LakeView Mayfest. |
| 10:00a Fr-Su: Long Grove Chocolate Fest. |
| National Restaurant Association show at McCormick. |
| Shavuot. |
| 9:00a Bark In The Park at Soldier Field. |
| 11:00a Vintage Garage. |
| 2:00p Model Rocket Launching at East Branch Forest Preserve. |
| Start of Gemini. |
| 9:00a Sweets & Snack Expo at McCormick Place. |
| * International Mister Leather competition at various locations. |
| 7:00p Bands at Montrose Beach. |
| 12:00p Belmont/Sheffield Music Festival. |
| 12:00p * Memorial Day Parade. |
| Memorial Day. |
| 5:30a *** Bike The Drive at Upper Hutchinson Field. |
| 10:00p Bittersweet at Berlin. |
| 10:15p Fireworks at Navy Pier (We+Sa). |
| Ascension Day. |
| * World No Tobacco Day. |
| 5:45p Critical Mass at Daley Plaza. |
| Farmers Markets at Various city locations. |
| Movies in the Parks at Various Chicago parks. |
| 6:30p * Full Moon Fire Jam near lake south of Foster. |
| 9:30a LaGrange Pet Parade. |
| WAY too much great theater and comedy and dance to cover at Hundreds of city locations. |