Chicago's Obstacle Course Authority, Built to Last
Jump Guy runs the deepest inflatable obstacle course fleet in Chicago – 23 units from 25 to 100+ feet. Our mission is to make every Chicago event unforgettable.
From 25-foot starter courses to 100+ foot mega obstacle runs, our 23-unit fleet covers every age, space, and crowd size. Every inflatable is commercial-grade, safety-inspected, and cleaned before it ever reaches your event.
We show up early, set up clean, and run it right — no subcontractors, ever. Fully licensed, insured, and Illinois DOL registered, our own crew handles everything so your only job is to watch the kids have a blast.
30+
Years of Fun
Our Journey
Three Decades of Inflatable Fun in Chicago
Started in 1992
One truck, one inflatable, and a name a kid shouted from the porch — the Jump Guy story began.
A Fleet That Grew
Over 150 commercial-grade units now, including 23 dedicated inflatable obstacle courses.
All of Chicagoland
Delivery across Cook, DuPage, Lake, Will, Kane and McHenry — within ~50 miles of the city.
The Future
Growing the largest, most-varied obstacle course lineup in the Chicago market.
The Biggest Lineup in Chicagoland
We bring Chicagoland the widest inflatable obstacle-course lineup anywhere — commercial-grade units, on-time setup, and a crew that makes every event easy, safe, and unforgettable.
Unmatched Course Selection
23 courses in every size, theme, and style - more obstacle courses than anyone in Chicago.
Licensed, Insured & Crew-Delivered
Illinois DOL registered and fully insured, set up by our own crew, never a subcontractor.
Built For Every Kind Of Event
School field days, corporate team building, birthdays, block parties, and church festivals.
Beyond the Finish Line - Customer Reviews
Best Event Rental in Chicago!
The crew set up early, ran it all day long, and the kids never stopped racing. Every single detail was perfect.
Sarah M. / Chicago, IL – School Eventer
Booked Again Already!
Booking was simple, the crew was friendly, and the obstacle course was the hit of our block party. Already locked in the same date for next.
Marcus T. / CEO & Founder
Made Our Field Day
Setup was done before the first bell and the kids were obsessed all day. Clean equipment, on-time crew, zero stress for our staff.
Jenna R. / PTA Coordinator
5,000
Events delivered
Every season we deliver thousands of inflatable rentals to events all across Chicagoland metro
23 Courses
The biggest fleet in Chicago.
From 25 ft starters to a 100+ ft mega course, we have a size and theme for every Chicago event
100+ FT
Our largest course
Our modular courses connect into custom runs of 100+ feet for the biggest Chicago field days.
