September 9, 2025
Chicago
Events

Starting at Randolph and Green

On August 21-23, the Fulton Market District was transformed into an open air Porsche gallery. This year’s Checkeditout brought hundreds of Stuttgart’s finest machines and thousands of enthusiasts into the heart of the West Loop. Against the urban backdrop, One Drivers Club added depth to the experience with strong member participation and exclusive hospitality across the three-day celebration.

An Exclusive Prelude: Singer Unveiling

The weekend began with a private evening hosted at One Drivers Club alongside Singer Vehicle Design. Guests enjoyed guided tours in an atmosphere that blended casual conversations between Singer's team, select partners, vendors, VIPs, and Members. The highlight was the unveiling of Singer’s latest masterpiece: a bespoke, twin-turbocharged Porsche 911, an homage to the legendary 930 Turbo, fully reimagined and refined to modern perfection.

Friday Night Momentum

Energy built further on Friday at the Check’25 Pre-Party, staged at Porsche Downtown Chicago. Alongside Singer, Graham Rahal Performance brought an impressive lineup of rare machinery and extra horsepower to an already electric gathering.

Saturday’s Main Event

By Saturday, the West Loop erupted in sound and style. More than 370 Porsches stretched across two city blocks, spanning the marque’s lineage from track-ready racers to concours d’elegance veterans. A morning downpour couldn’t dampen spirits. In true Chicago fashion, the weather only heightened the grit and authenticity of the experience.

Checkeditout’s journey from its 2018 debut with barely 70 cars on a Randolph and Halsted basketball court to today’s sprawling showcase was a demonstration of both the city’s passion for Porsche and the event’s growing global reputation. This year’s lineup included member-owned standouts such as a Porsche 992 Targa and a classic turbocharged 930, each standing as a reminder of Porsche’s unmatched engineering DNA.

The Real Value: Connections

Across the three days, One Drivers Club engaged with over 20 members and 30 industry partners and professionals. Beyond the showcase of polished bodywork and roaring engines, the true spirit of the event lived in private conversations, late-night pre-parties, and the unspoken bond between enthusiasts.

Until next year… To learn more about the event, visit https://www.checkeditout.io/.