From Downtown rooftops to Lawrenceville favorites and Shadyside gems, Pittsburgh is made for natural connection. MyCheekyDate hosts boutique, host-led speed dating events throughout the city — social, warm, and a little cheeky. Blind-date matchmaking is also available in Pittsburgh for singles who want something more intentional.

Pittsburgh Speed Dating, Hosted with Experience

MyCheekyDate hosts professionally organized speed dating events in Pittsburgh, bringing together local singles for structured, in-person conversations — no swiping, no guesswork.

As one of the world’s longest-running speed dating companies, we’ve produced tens of thousands of events internationally, with Pittsburgh evenings following the same proven, host-led format used in major cities worldwide.

Events are ticketed through Eventbrite, with clear expectations, transparent policies, and a calm, welcoming flow designed to help guests actually connect.

Transparency & Trust  |  How Our Events Work  |  Independent Reviews & Media