Date | Time | Main Event | Event Name | Park Name | Cost |
| 07/02/09 | 3:00 AM | Craft Mobile | Craft Mobile | Matanky Playlot Park (c/o Paschen Park) | free |
| 07/02/09 | 11:30 AM | Craft Mobile | Craft Mobile | Cedar Playlot Park (c/o Broadway Armory Park) | free |
| 07/02/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Wolfe Playground Park | free |
| 07/02/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - The Improvised Shakespeare Company | Theater on the Lake | $17.50 |
| 07/02/09 | 8:30 PM | Movies in the Park | Movies in the Park - Blues Brothers | Independence Park | free |
| 07/02/09 | 8:30 PM | Movies in the Park | Movies in the Park - Eagle Eye (PG-13) | Kilbourn Park & Organic Green House | free |
| 07/02/09 | 8:30 PM | Movies in the Park | Movies in the Park - Hancock (PG-13) | Margate Park | free |
| 07/02/09 | 8:30 PM | Movies in the Park | Movies in the Park - Kung Fu Panda (PG) | Wentworth Park | free |
| 07/03/09 | 10:00 AM | Craft Mobile | Craft Mobile | Maple Playlot Park (c/o Mozart Park) | free |
| 07/03/09 | 11:30 AM | Craft Mobile | Craft Mobile | Aiello Playlot Park (c/o Riis Park) | free |
| 07/03/09 | 1:30 PM | Craft Mobile | Craft Mobile | Greenebaum Playlot Park (c/o Hermosa Park) | free |
| 07/03/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - The Improvised Shakespeare Company | Theater on the Lake | $17.50 |
| 07/04/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - The Improvised Shakespeare Company | Theater on the Lake | $17.50 |
| 07/05/09 | 6:30 PM | Theater on the Lake | Theater on the Lake - The Improvised Shakespeare Company | Theater on the Lake | $17.50 |
| 07/06/09 | 10:00 AM | Craft Mobile | Craft Mobile | Kolmar Playlot Park (c/o Mayfair Park) | free |
| 07/06/09 | 11:30 AM | Craft Mobile | Craft Mobile | Parkview Playlot Park (c/o Avondale Park) | free |
| 07/06/09 | 1:00 PM | Craft Mobile | Craft Mobile | Ravenswood Manor Playlot Park (c/o Horner Park) | free |
| 07/06/09 | 2:30 PM | Craft Mobile | Craft Mobile | Jacob Playlot Park (c/o Horner Park) | free |
| 07/06/09 | 8:30 PM | Movies in the Park | Movies in the Park - Iron Man (PG-13) | Tilton Park | free |
| 07/06/09 | 8:30 PM | Movies in the Park | Movies in the Park - Little Shop of Horrors (PG-13) | Lincoln Park | free |
| 07/06/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Longshots (PG) | Jackson Park | free |
| 07/07/09 | 11:00 AM | Craft Mobile | Craft Mobile | Roberts Square Playlot Park (c/o Jefferson Park) | free |
| 07/07/09 | 1:00 PM | Craft Mobile | Craft Mobile | Forest Glen Playlot Park (c/o Gladstone Park) | free |
| 07/07/09 | 2:30 PM | Craft Mobile | Craft Mobile | Green (Jeffrey S.) Playlot Park (c/o Edgebrook Park) | free |
| 07/07/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Washtenaw Park | free |
| 07/07/09 | 6:30 PM | Concerts in the Parks | Old Town School of Folk Music / Pre-Fest Kick-off | Welles Park | free |
| 07/07/09 | 8:30 PM | Movies in the Park | Movies in the Park - Mamma Mia! The Movie (PG-13) | Park No. 511 (Erie Park) | free |
| 07/07/09 | 8:30 PM | Movies in the Park | Movies in the Park - Mamma Mia! The Movie (PG-13) | South Shore Cultural Center | free |
| 07/07/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Wizard of Oz (G) | Sheridan Park | free |
| 07/08/09 | | Special Olympics | Special Olympics Tennis Competition | McFetridge Sports Center (a.k.a. California Park) | free |
| 07/08/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Humboldt Park | free |
| 07/08/09 | 6:00 PM | Dance | 13th Annual Chicago Summer Dance in the Parks - Salsa | Jackson Park | free |
| 07/08/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Jacques Brel's Lonesome Loser of the Night - Theo Ubique Theatre Company | Theater on the Lake | $17.50 |
| 07/08/09 | 8:30 PM | Movies in the Park | Movies in the Park - Igor (PG) | Gross Park | free |
| 07/08/09 | 8:30 PM | Movies in the Park | Movies in the Park - Kung Fu Panda (PG) | Gompers Park | free |
| 07/08/09 | 8:30 PM | Movies in the Park | Movies in the Park - Party Time (Spanish film, English Subtitles) (NR) | Mozart Park | free |
| 07/09/09 | 3:00 AM | Craft Mobile | Craft Mobile | Matanky Playlot Park (c/o Paschen Park) | free |
| 07/09/09 | 10:00 AM | Craft Mobile | Craft Mobile | Senn Playlot Park (c/o Broadway Armory Park) | free |
| 07/09/09 | 11:30 AM | Craft Mobile | Craft Mobile | Cedar Playlot Park (c/o Broadway Armory Park) | free |
| 07/09/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | | free |
| 07/09/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Jacques Brel's Lonesome Loser of the Night - Theo Ubique Theatre Company | Theater on the Lake | $17.50 |
| 07/09/09 | 8:30 PM | Movies in the Park | Movies in the Park - Hancock (PG-13) | Fosco Park | free |
| 07/09/09 | 8:30 PM | Movies in the Park | Movies in the Park - Kung Fu Panda (PG) | Pasteur Park | free |
| 07/09/09 | 8:30 PM | Movies in the Park | Movies in the Park - Madagascar 2: Escape 2 Africa | Chopin Park | free |
| 07/10/09 | 7:00 AM | Concerts in the Parks | Musikano (alt music) | Horner Park | free |
| 07/10/09 | 10:00 AM | Craft Mobile | Craft Mobile | Maple Playlot Park (c/o Mozart Park) | free |
| 07/10/09 | 11:30 AM | Craft Mobile | Craft Mobile | Aiello Playlot Park (c/o Riis Park) | free |
| 07/10/09 | 1:30 PM | Craft Mobile | Craft Mobile | Greenebaum Playlot Park (c/o Hermosa Park) | free |
| 07/10/09 | 6:00 PM | Tournaments | Summer Smash 12 & Under Singles Tennis Tournament (FMC) | McFetridge Sports Center (a.k.a. California Park) | free for spectators |
| 07/10/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Jacques Brel’s Lonesome Loser of the Night - Theo Ubique Theatre Company | Theater on the Lake | $17.50 |
| 07/10/09 | 8:00 PM | Concerts in the Parks | Mike Mangione & The Band (alt music) | Horner Park | free |
| 07/10/09 | 8:30 PM | Movies in the Park | Movies in the Park - Hancock (PG-13) | Gwendolyn Brooks Park | free |
| 07/10/09 | 8:30 PM | Movies in the Park | Movies in the Park - Kung Fu Panda (PG) | Riis Park | free |
| 07/10/09 | 8:30 PM | Movies in the Park | Movies in the Park - Shrek (PG) | Nichols Park | free |
| 07/10/09 | 9:00 PM | Concerts in the Parks | Colin Gilmore (alt. music) | Horner Park | free |
| 07/11/09 | 9:00 AM | Nature Oasis | Family Fish Festival | Sherman Park | free |
| 07/11/09 | 10:00 AM | Tournaments | Summer Smash 12 & Under Singles Tennis Tournament (FMC) | McFetridge Sports Center (a.k.a. California Park) | free for spectators |
| 07/11/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Jacques Brel's Lonesome Loser of the Night - Theo Ubique Theatre Company | Theater on the Lake | $17.50 |
| 07/11/09 | 8:30 PM | Movies in the Park | Movies in the Park - Get Smart (PG-13) | Senn Playlot Park (c/o Broadway Armory Park) | free |
| 07/11/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Longshots (PG) | Brainerd Park | free |
| 07/12/09 | 10:00 AM | Tournaments | Summer Smash 12 & Under Singles Tennis Tournament (FMC) | McFetridge Sports Center (a.k.a. California Park) | free for spectators |
| 07/12/09 | 5:00 PM | Concerts in the Parks | Chicago Catz (R&B jazz) | Oz Park | free |
| 07/12/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Jacques Brel’s Lonesome Loser of the Night - Theo Ubique Theatre Company | Theater on the Lake | $17.50 |
| 07/13/09 | 10:00 AM | Craft Mobile | Craft Mobile | Kolmar Playlot Park (c/o Mayfair Park) | free |
| 07/13/09 | 11:30 AM | Craft Mobile | Craft Mobile | Parkview Playlot Park (c/o Avondale Park) | free |
| 07/13/09 | 1:00 PM | Craft Mobile | Craft Mobile | Ravenswood Manor Playlot Park (c/o Horner Park) | free |
| 07/13/09 | 2:30 PM | Craft Mobile | Craft Mobile | Jacob Playlot Park (c/o Horner Park) | free |
| 07/13/09 | 8:30 PM | Movies in the Park | Movies in the Park - Madagascar 2: Escape 2 Africa (PG) | Lincoln Park | free |
| 07/14/09 | 11:00 AM | Craft Mobile | Craft Mobile | Roberts Square Playlot Park (c/o Jefferson Park) | free |
| 07/14/09 | 1:00 PM | Craft Mobile | Craft Mobile | Forest Glen Playlot Park (c/o Gladstone Park) | free |
| 07/14/09 | 2:30 PM | Craft Mobile | Craft Mobile | Green (Jeffrey S.) Playlot Park (c/o Edgebrook Park) | free |
| 07/14/09 | 5:00 PM | Festivals | "Movin' to the Music" | Athletic Field Park | free |
| 07/14/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Commercial Club Playground | free |
| 07/14/09 | 6:30 PM | Concerts in the Parks | Tin Lynott (Thin Lizzy Tribute) | Welles Park | free |
| 07/14/09 | 8:30 PM | Movies in the Park | Movies in the Park - Bringing Up Baby (NR) | Indian Boundary Park & Cultural Center | free |
| 07/14/09 | 8:30 PM | Movies in the Park | Movies in the Park - Dirty Dancing (PG-13) | South Shore Cultural Center | free |
| 07/14/09 | 8:30 PM | Movies in the Park | Movies in the Park - Ferris Bueller's Day Off (PG-13) | Lincoln Park | free |
| 07/15/09 | 10:00 AM | Nature Oasis | Stroller Strut | Gompers Park | free |
| 07/15/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Columbus Park | free |
| 07/15/09 | 6:00 PM | Dance | 13th Annual Chicago Summer Dance in the Parks - Salsa | Athletic Field Park | free |
| 07/15/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - These Shining Lives - Rivendell Theatre Ensemble | Theater on the Lake | $17.50 |
| 07/15/09 | 8:30 PM | Movies in the Park | Movies in the Park - Conozca La Cabeza de Juan Pérez (Spanish Film, English Subtitles) (NR) | Harrison Park | free |
| 07/15/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Tale of Despereaux (G) | Mann Park | free |
| 07/15/09 | 8:30 PM | Movies in the Park | Movies in the Park - Tyler Perry's The Family That Preys (PG-13) | Sherman Park | free |
| 07/16/09 | 3:00 AM | Craft Mobile | Craft Mobile | Matanky Playlot Park (c/o Paschen Park) | free |
| 07/16/09 | 10:00 AM | Craft Mobile | Craft Mobile | Senn Playlot Park (c/o Broadway Armory Park) | free |
| 07/16/09 | 11:30 AM | Craft Mobile | Craft Mobile | Cedar Playlot Park (c/o Broadway Armory Park) | free |
| 07/16/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Nichols Park | free |
| 07/16/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - These Shining Lives - Rivendell Theatre Ensemble | Theater on the Lake | $17.50 |
| 07/16/09 | 8:30 PM | Movies in the Park | Movies in the Park - Ghostbusters (PG) | Rainey Park | free |
| 07/16/09 | 8:30 PM | Movies in the Park | Movies in the Park - Kung Fu Panda (PG) | Wicker Park | free |
| 07/16/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Longshots (PG) | Galewood Park | free |
| 07/17/09 | 10:00 AM | Craft Mobile | Craft Mobile | Maple Playlot Park (c/o Mozart Park) | free |
| 07/17/09 | 11:30 AM | Craft Mobile | Craft Mobile | Aiello Playlot Park (c/o Riis Park) | free |
| 07/17/09 | 1:30 PM | Craft Mobile | Craft Mobile | Greenebaum Playlot Park (c/o Hermosa Park) | free |
| 07/17/09 | 6:00 PM | Tournaments | Summer Swing 14 & Under Singles Tennis Tournament (FMC) | McFetridge Sports Center (a.k.a. California Park) | free for spectators |
| 07/17/09 | 6:30 PM | Concerts in the Parks | Jazz and R&B Concert Featuring Sax Preacher | Woodhull Playground Park | free |
| 07/17/09 | 7:30 PM | JazzCity | Jazz City: 3rd Annual Latin Jazz Festival | Humboldt Park | free |
| 07/17/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - These Shining Lives - Rivendell Theatre Ensemble | Theater on the Lake | $17.50 |
| 07/17/09 | 8:30 PM | Movies in the Park | Movies in the Park - Hotel for Dogs (PG) | Athletic Field Park | free |
| 07/17/09 | 8:30 PM | Movies in the Park | Movies in the Park - Igor (PG) | Olympia Park | free |
| 07/17/09 | 8:30 PM | Movies in the Park | Movies in the Park - Kung Fu Panda (PG) | Jefferson (Thomas) Memorial Park | free |
| 07/17/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Dark Knight (PG-13) | Meyering Playground Park | free |
| 07/17/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Longshots (PG) | O'Hallaren Park | free |
| 07/18/09 | 10:00 AM | Tournaments | Summer Swing 14 & Under Singles Tennis Tournament (FMC) | McFetridge Sports Center (a.k.a. California Park) | free for spectators |
| 07/18/09 | 7:00 PM | Concerts in the Parks | Small Town Murder (concert) | Horner Park | free |
| 07/18/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - These Shining Lives - Rivendell Theatre Ensemble | Theater on the Lake | $17.50 |
| 07/18/09 | 8:00 PM | Concerts in the Parks | Life Like Fire (concert) | Horner Park | free |
| 07/18/09 | 8:30 PM | Movies in the Park | Movies in the Park - Hancock (PG-13) | Mandrake Park (504) | free |
| 07/18/09 | 8:30 PM | Movies in the Park | Movies in the Park - Iron Man (PG-13) | Horner Park | free |
| 07/18/09 | 8:30 PM | Movies in the Park | Movies in the Park - Iron Man (PG-13) | Loyola Park | free |
| 07/19/09 | 10:00 AM | Tournaments | Summer Swing 14 & Under Singles Tennis Tournament (FMC) | | free for spectators |
| 07/19/09 | 6:30 PM | Theater on the Lake | Theater on the Lake - These Shining Lives - Rivendell Theatre Ensemble | Theater on the Lake | $17.50 |
| 07/19/09 | 8:30 PM | Movies in the Park | Movies in the Park - Snoopy Come Home (G) | Beverly Park | free |
| 07/20/09 | 10:00 AM | Craft Mobile | Craft Mobile | Kolmar Playlot Park (c/o Mayfair Park) | free |
| 07/20/09 | 11:30 AM | Craft Mobile | Craft Mobile | Parkview Playlot Park (c/o Avondale Park) | free |
| 07/20/09 | 1:00 PM | Craft Mobile | Craft Mobile | Ravenswood Manor Playlot Park (c/o Horner Park) | free |
| 07/20/09 | 2:30 PM | Craft Mobile | Craft Mobile | Jacob Playlot Park (c/o Horner Park) | free |
| 07/20/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Muppets Take Manhattan (G) | Lincoln Park | free |
| 07/21/09 | 11:00 AM | Craft Mobile | Craft Mobile | Roberts Square Playlot Park (c/o Jefferson Park) | free |
| 07/21/09 | 1:00 PM | Craft Mobile | Craft Mobile | Forest Glen Playlot Park (c/o Gladstone Park) | free |
| 07/21/09 | 2:30 PM | Craft Mobile | Craft Mobile | Green (Jeffrey S.) Playlot Park (c/o Edgebrook Park) | free |
| 07/21/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Daley Bicentennial Plaza | free |
| 07/21/09 | 6:30 PM | Concerts in the Parks | Paloma (German) | Welles Park | free |
| 07/21/09 | 8:30 PM | Movies in the Park | Movies in the Park - Guess Who's Coming to Dinner (PG) | Austin Town Hall | free |
| 07/21/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Water Horse: Legend of the Deep (PG) | Bauler Playlot Park (c/o Oz Park) | free |
| 07/21/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Wiz (G) | South Shore Cultural Center | free |
| 07/22/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Lincoln Park | free |
| 07/22/09 | 6:00 PM | Dance | 13th Annual Chicago Summer Dance in the Parks - Puerto Rican Bomba | Humboldt Park | free |
| 07/22/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Fun O'Clock: A Very Special "That's Weird Grandma" - Barrel of Monkeys | Theater on the Lake | $17.50 |
| 07/22/09 | 8:30 PM | Movies in the Park | Movies in the Park - Madagascar 2: Escape 2 Africa (PG) | Touhy Park | free |
| 07/22/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Longshots (PG) | Union Park | free |
| 07/22/09 | 8:30 PM | Movies in the Park | Movies in the Park - Yveete (Spanish Film, English Subtitles) (NR) | Calumet Park | free |
| 07/23/09 | 3:00 AM | Craft Mobile | Craft Mobile | Matanky Playlot Park (c/o Paschen Park) | free |
| 07/23/09 | 10:00 AM | Craft Mobile | Craft Mobile | Senn Playlot Park (c/o Broadway Armory Park) | free |
| 07/23/09 | 11:30 AM | Craft Mobile | Craft Mobile | Cedar Playlot Park (c/o Broadway Armory Park) | free |
| 07/23/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Gage Park | free |
| 07/23/09 | 6:30 PM | Concerts in the Parks | Concert in the Park - Khmer Arts & Culture Dance Troupe w/ Traditional Ensemble | Ronan Park (c/o River Park) | free |
| 07/23/09 | 6:30 PM | Concerts in the Parks | Jazz Concert Featuring The Merchants | Nat King Cole Park | free |
| 07/23/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Fun O'Clock: A Very Special "That's Weird Grandma" - Barrel of Monkeys | Theater on the Lake | $17.50 |
| 07/23/09 | 8:30 PM | Movies in the Park | Movies in the Park - Iron Man (PG-13) | Hoyne Playground Park | free |
| 07/23/09 | 8:30 PM | Movies in the Park | Movies in the Park - Madagascar 2: Escape 2 Africa (PG) | White (Willye B.) Park (formerly Gale Park) | free |
| 07/23/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Dark Knight (PG-13) | Horan Park | free |
| 07/24/09 | 10:00 AM | Craft Mobile | Craft Mobile | Maple Playlot Park (c/o Mozart Park) | free |
| 07/24/09 | 11:30 AM | Craft Mobile | Craft Mobile | Aiello Playlot Park (c/o Riis Park) | free |
| 07/24/09 | 1:30 PM | Craft Mobile | Craft Mobile | Greenebaum Playlot Park (c/o Hermosa Park) | free |
| 07/24/09 | 6:30 PM | Concerts in the Parks | Latin Concert Featuring Latin Street 911 | Veterans' Memorial Park | free |
| 07/24/09 | 7:00 PM | Concerts in the Parks | Eric Lambert (alt. music) | Horner Park | free |
| 07/24/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Fun O'Clock: A Very Special "That's Weird Grandma" - Barrel of Monkeys | Theater on the Lake | $17.50 |
| 07/24/09 | 8:00 PM | Concerts in the Parks | Northside Southpaws (alt. music) | Horner Park | free |
| 07/24/09 | 8:30 PM | Movies in the Park | Movies in the Park - Kung Fu Panda (PG) | Haas Park | free |
| 07/24/09 | 8:30 PM | Movies in the Park | Movies in the Park - Madagascar 2: Escape 2 Africa (PG) | Moore Park | free |
| 07/24/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Dark Knight (PG-13) | Kelvyn Park | free |
| 07/24/09 | 9:00 PM | Concerts in the Parks | Sabertooth (alt. music) | Horner Park | free |
| 07/25/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Fun O'Clock: A Very Special "That's Weird Grandma" - Barrel of Monkeys | Theater on the Lake | $17.50 |
| 07/25/09 | 8:30 PM | Movies in the Park | Movies in the Park - Arsenic and Old Lace (NR) | Berger Park Cultural Center | free |
| 07/26/09 | 2:00 PM | Theater | Mime & Magic | Indian Boundary Park & Cultural Center | free |
| 07/26/09 | 6:30 PM | Theater on the Lake | Theater on the Lake - Fun O'Clock: A Very Special "That's Weird Grandma" - Barrel of Monkeys | Theater on the Lake | $17.50 |
| 07/26/09 | 8:30 PM | Movies in the Park | Movies in the Park - Best I Can (NR)* | Northerly Island | free |
| 07/26/09 | 8:30 PM | Movies in the Park | Movies in the Park - Raiders of the Lost Ark (PG) | Churchill Field Playlot Park (c/o Holstein Park) | free |
| 07/27/09 | 10:00 AM | Craft Mobile | Craft Mobile | Kolmar Playlot Park (c/o Mayfair Park) | free |
| 07/27/09 | 11:30 AM | Craft Mobile | Craft Mobile | Parkview Playlot Park (c/o Avondale Park) | free |
| 07/27/09 | 1:00 PM | Craft Mobile | Craft Mobile | Ravenswood Manor Playlot Park (c/o Horner Park) | free |
| 07/27/09 | 2:30 PM | Craft Mobile | Craft Mobile | Jacob Playlot Park (c/o Horner Park) | free |
| 07/27/09 | 8:30 PM | Movies in the Park | Movies in the Park - Necessary Roughness (PG-13) | Shabbona Park | free |
| 07/27/09 | 8:30 PM | Movies in the Park | Movies in the Park - School of Rock (PG-13) | Lincoln Park | free |
| 07/28/09 | 11:00 AM | Craft Mobile | Craft Mobile | Roberts Square Playlot Park (c/o Jefferson Park) | free |
| 07/28/09 | 1:00 PM | Craft Mobile | Craft Mobile | Forest Glen Playlot Park (c/o Gladstone Park) | free |
| 07/28/09 | 2:30 PM | Craft Mobile | Craft Mobile | Green (Jeffrey S.) Playlot Park (c/o Edgebrook Park) | free |
| 07/28/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Mayfair Park | free |
| 07/28/09 | 6:30 PM | Concerts in the Parks | Karen 4 Kids Band (for children) | Welles Park | free |
| 07/28/09 | 8:30 PM | Movies in the Park | Movies in the Park - Lilies of the Field (NR) | Palmer Park | free |
| 07/28/09 | 8:30 PM | Movies in the Park | Movies in the Park - Little Giants (PG) | Normandy Playground Park | free |
| 07/28/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Incredible Hulk (PG-13) | Vittum Park | free |
| 07/29/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Gross Park | free |
| 07/29/09 | 5:30 PM | Nature Oasis | Family Evening at Kilbourn Park | Kilbourn Park & Organic Green House | free |
| 07/29/09 | 6:00 PM | Dance | 13th Annual Chicago Summer Dance in the Parks - Swing | Jackson Park | free |
| 07/29/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Juno and the Paycock - The Artistic Home | Theater on the Lake | $17.50 |
| 07/29/09 | 8:30 PM | Movies in the Park | Movies in the Park - Hancock (PG-13) | Fuller Park | free |
| 07/29/09 | 8:30 PM | Movies in the Park | Movies in the Park - Open Season 2 (PG) | Durkin Park | free |
| 07/29/09 | 8:30 PM | Movies in the Park | Movies in the Park - To Sir, With Love (NR) | Hamilton Park | free |
| 07/30/09 | 3:00 AM | Craft Mobile | Craft Mobile | Matanky Playlot Park (c/o Paschen Park) | free |
| 07/30/09 | 10:00 AM | Craft Mobile | Craft Mobile | Senn Playlot Park (c/o Broadway Armory Park) | free |
| 07/30/09 | 11:30 AM | Craft Mobile | Craft Mobile | Cedar Playlot Park (c/o Broadway Armory Park) | free |
| 07/30/09 | 5:00 PM | Nature Oasis | Toddlers, Tunes, and Turtles | Kenwood Community Park | free |
| 07/30/09 | 6:30 PM | Concerts in the Parks | Concert in the Park - Old Town School of Folk Music; The Gypsy Jazz Swing string quartet | Ronan Park (c/o River Park) | free |
| 07/30/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Juno and the Paycock - The Artistic Home | Theater on the Lake | $17.50 |
| 07/30/09 | 8:30 PM | Movies in the Park | Movies in the Park - Matilda (PG) | Munroe Park | free |
| 07/30/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Water Horse: Legend of the Deep (PG) | Archer Park | free |
| 07/30/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Wizard of Oz (G) | Chase Park | free |
| 07/31/09 | | Special Olympics | Special Olympics Golf Competition | South Shore Beach | free |
| 07/31/09 | 10:00 AM | Craft Mobile | Craft Mobile | Maple Playlot Park (c/o Mozart Park) | free |
| 07/31/09 | 11:30 AM | Craft Mobile | Craft Mobile | Aiello Playlot Park (c/o Riis Park) | free |
| 07/31/09 | 1:30 PM | Craft Mobile | Craft Mobile | Greenebaum Playlot Park (c/o Hermosa Park) | free |
| 07/31/09 | 6:00 PM | Tournaments | Beat the Heat 16 & Under Singles Tennis Tournament (FMC) | McFetridge Sports Center (a.k.a. California Park) | free for spectators |
| 07/31/09 | 6:30 PM | Concerts in the Parks | Jazz and R&B Concert Featuring Sax Preacher | Gage Park | free |
| 07/31/09 | 7:30 PM | Theater on the Lake | Theater on the Lake - Juno and the Paycock - The Artistic Home | Theater on the Lake | $17.50 |
| 07/31/09 | 8:30 PM | Movies in the Park | Movies in the Park - Kung Fu Panda (PG) | Emmerson Park | free |
| 07/31/09 | 8:30 PM | Movies in the Park | Movies in the Park - Kung Fu Panda (PG) | Kosciuszko Park | free |
| 07/31/09 | 8:30 PM | Movies in the Park | Movies in the Park - The Dark Knight (PG-13) | Rowan Park | free |