Date | Time | Main Event | Event Name | Park Name | Cost |
| 07/01/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | Wilson (Frank J.) Park | free |
| 07/02/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | Valley Forge Park | free |
| 07/02/08 | 7:30 PM | Theater on the Lake | Too Much Light Makes the Baby Go Blind; 30 Plays in 60 Minutes: The Neo-Futurists | Theater on the Lake | $17.50 per ticket |
| 07/03/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | Unity Playlot Park (c/o Avondale Park) | free |
| 07/03/08 | 7:30 PM | Theater on the Lake | Too Much Light Makes the Baby Go Blind, 30 Plays in 60 Minutes: The Neo-Futurists | Theater on the Lake | $17.50 per ticket |
| 07/04/08 | 5:00 PM | Nature Oasis | Toddlers, Tunes & Turtles | | free |
| 07/04/08 | 7:30 PM | Theater on the Lake | Too Much Light Makes the Baby Go Blind, 30 Plays in 60 Minutes: The Neo-Futurists | Theater on the Lake | $17.50 per ticket |
| 07/05/08 | 7:30 PM | Theater on the Lake | Too Much Light Makes the Baby Go Blind, 30 Plays in 60 Minutes: The Neo-Futurists | Theater on the Lake | $17.50 per ticket |
| 07/06/08 | 6:30 PM | Theater on the Lake | Too Much Light Makes the Baby Go Blind, 30 Plays in 60 Minutes: The Neo-Futurists | Theater on the Lake | $17.50 per ticket |
| 07/08/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | Munroe Park | free |
| 07/09/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | Hollywood Park | free |
| 07/09/08 | 7:30 PM | Theater on the Lake | Cadillac: Chicago Dramatists | Theater on the Lake | $17.50 |
| 07/10/08 | 5:00 PM | Nature Oasis | Toddlers, Tunes & Turtles | Humboldt Park | free |
| 07/10/08 | 7:30 PM | Theater on the Lake | Cadillac: Chicago Dramatists | Theater on the Lake | $17.50 |
| 07/11/08 | 7:30 PM | Theater on the Lake | Cadillac: Chicago Dramatists | Theater on the Lake | $17.50 per ticket |
| 07/12/08 | 1:00 PM | Nature Oasis | Family Fish Festival | McKinley Park | free |
| 07/12/08 | 7:30 PM | Theater on the Lake | Cadillac: Chicago Dramatists | Theater on the Lake | $17.50 per ticket |
| 07/13/08 | 6:30 PM | Theater on the Lake | Cadillac: Chicago Dramatists | Theater on the Lake | $17.50 per ticket |
| 07/15/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | Sheil Park | free |
| 07/16/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | Hiawatha Park | free |
| 07/16/08 | 7:30 PM | Theater on the Lake | Songs for a New World: Bohemian Theatre Ensemble | Theater on the Lake | $17.50 per ticket |
| 07/17/08 | 10:00 AM | Nature Oasis | Stroller Struts | Gompers Park | free |
| 07/17/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | Touhy Park | free |
| 07/17/08 | 7:30 PM | Theater on the Lake | Songs for a New World: Bohemian Theatre Ensemble | | $17.50 per ticket |
| 07/18/08 | 7:30 PM | Theater on the Lake | Songs for a New World: Bohemian Theatre Ensemble | Theater on the Lake | $17.50 per ticket |
| 07/19/08 | 7:30 PM | Theater on the Lake | Songs for a New World: Bohemian Theatre Ensemble | Theater on the Lake | $17.50 per ticket |
| 07/20/08 | 6:30 PM | Theater on the Lake | Songs for a New World: Bohemian Theatre Ensemble | Theater on the Lake | $17.50 per ticket |
| 07/22/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | Austin Town Hall | free |
| 07/23/08 | 7:30 PM | Theater on the Lake | The Attempters: The House Theatre of Chicago | Theater on the Lake | $17.50 per ticket |
| 07/24/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | Wolfe Playground Park | free |
| 07/24/08 | 7:30 PM | Theater on the Lake | The Attempters: The House Theatre of Chicago | Theater on the Lake | $17.50 per ticket |
| 07/25/08 | 7:30 PM | Theater on the Lake | The Attempters: The House Theatre of Chicago | Theater on the Lake | $17.50 per ticket |
| 07/26/08 | 7:30 PM | Theater on the Lake | The Attempters: The House Theatre of Chicago | Theater on the Lake | $17.50 per ticket |
| 07/27/08 | 6:30 PM | Theater on the Lake | The Attempters: The House Theatre of Chicago | Theater on the Lake | $17.50 per ticket |
| 07/29/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | Daley Bicentennial Plaza | free |
| 07/30/08 | 5:30 PM | Nature Oasis | Family Evening at Kilbourn Park | Kilbourn Park | free |
| 07/30/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | 13th Street Playlot Park | free |
| 07/30/08 | 7:30 PM | Theater on the Lake | Suddenly Last Summer: Shattered Globe Theatre | Theater on the Lake | $17.50 per ticket |
| 07/31/08 | 5:30 PM | Nature Oasis | Toddlers, Tunes & Turtles | McKinley Park | free |
| 07/31/08 | 7:30 PM | Theater on the Lake | Suddenly Last Summer: Shattered Globe Theatre | Theater on the Lake | $17.50 per ticket |