Each year, the Jumping Jack Program delights children across Chicago. This inflatable playground, provided by the Department of Cultural Affairs and Special Events, is available for FREE on Saturdays and Sundays from Saturday, May 24 through Sunday, August 31, 2025.

Please carefully review the Application Information and General Rules.

Application Information

• The Jumping Jack is limited to residential block parties only within the Chicago city limits.
• The 2025 Jumping Jack Registration Portal will open on Tuesday, April 15 at 8 a.m.
• Applicants must reside on the block where the Residential Block Party is taking place.
• When completing the application, if all information is submitted correctly, the applicant will receive an immediate auto-reply confirmation message containing the request. 
• If the applicant does not receive the auto-reply message, the request WAS NOT received.
• To avoid errors:
• Complete the application on a computer using Google Chrome.
• Be sure to manually fill in each of the boxes on the application; errors can occur when the fields auto-populate on phones or computers.
• Please try putting a “.” (period) after the letter used to denote the street direction (i.e., N., S., E. or W.) of the block party address.
• Press “SUBMIT” at the end of the application.
• Applicants will receive APPROVAL or DENIAL emails once their application is processed.
• Jumping Jacks are available on Saturdays and Sundays only. Requests are typically highest on Saturdays – please consider Sundays.
• Only one request per block per season will be honored.  Multiple requests from the same block will be denied.
• If the incorrect date is selected in error, applicant MUST email JumpingJack@cityofchicago.org for further instruction.  Last minute date changes will not be honored.
• Requests are filled on a first-come, first-served basis. 
• All requests must be made through the Registration Portal – email requests will not be accepted.
• Applicants MUST complete the Block Party Permit Information Form and receive a permit from their Alderman’s office in order to hold a Block Party. More information online.