**SOLD OUT** Speed Dating in Chicago | Gay Men Singles Event

Inclusive speed dating with British charm, modern connection, and a whole lot of pride.MyCheekyGayDate hosts gay and LGBTQ+ speed dating and singles events in 50+ cities worldwide, creating fun, stylish, and welcoming spaces for genuine conversation and connection. We believe dating should feel natural and joyful — not forced — and that everyone deserves a space where confidence and kindness come first.Each event blends the energy of a mixer with the focus of curated mini-dates, hosted in relaxed, inclusive venues chosen for ambiance and comfort. Guests meet 8–12 singles in one night — all within a friendly, affirming environment.Our exclusive Smart-Card technology makes matchmaking seamless. Participants select who they’d like to see again right from their phone, with results delivered the next day. No apps, no awkwardness — just modern, cheeky convenience.From London to Los Angeles, Chicago to Sydney, MyCheekyGayDate connects gay, bi, trans, and queer singles through events that celebrate pride, authenticity, and a touch of British wit.With over 18 years of experience and features in NBC, BBC, GQ, Cosmopolitan, and The Guardian, MyCheekyGayDate has become an international leader in redefining modern dating for the LGBTQ+ community.Discover upcoming events and community offerings at mycheekygaydate.com.MyCheekyGayDate — where pride meets connection.

MyCheekyGayDate

Speed Dating in Chicago | Fancy a Go? | Gay Men Singles Event

Recess

<h2>Sophisticated Simplicity</h2><h2> </h2>Our events offer a fresh alternative to speed dating and matchmaking. We don't find anything romantic about whistles, name-tags or over-the-top party trimmings typically found at singles events so we have done away with them. Creating an atmosphere that is at once casual and comfortable. It's what we call cheeky-chic!Meeting your special someone shouldn't be anything but an enjoyable and relaxed experience. Creating a private club atmosphere while recognizing our clients are also our product - we reward lovely daters with discounts and complimentary events and refuse service to anyone we don't think you'll fancy meeting. This is where being lovely has its perks!Offering uncompromising value with unparalleled service. Lovely venues and our lovely Hosts to assist you with anything or anyone.For those that prefer a more intimate one on one experience - learn more about our Blind-Date Matchmaking with Complimentary Events <a href="https://www.mycheekygaydate.com/matchmaking-packages-1" title="https://www.mycheekygaydate.com/matchmaking-packages-1" target="_blank" data-msys-clicktrack="0" rel="nofollow noopener noreferrer">here</a>.---**SOLD OUT - Wait list tickets are available for purchase. Look out for an email if a spot opens up! If not you may use your ticket for any future event.** Gay Men Speed Dating @ Recess - February 17th 2026Ages: 22-44 | 8PM838 W Kinzie St, Chicago, IL 60642 <a href="https://www.mycheekygaydate.com/" title="https://www.mycheekygaydate.com/" target="_blank" data-msys-clicktrack="0" rel="nofollow noopener noreferrer">https://www.mycheekygaydate.com/</a><a href="https://www.mycheekygaydate.com/" title="https://www.mycheekygaydate.com/" target="_blank" data-msys-clicktrack="0" rel="nofollow noopener noreferrer">MyCheekyGayDate</a> See what all the fuss is about! From Marie Claire to The New Yorker, from Top Chef Masters to Bravo's 'Rate The Date', find out why everyone can't stop getting cheeky by <a href="https://www.mycheekygaydate.com/press" title="https://www.mycheekygaydate.com/press" target="_blank" data-msys-clicktrack="0" rel="nofollow noopener noreferrer">clicking here!</a>Also offering heterosexual events &amp; matchmaking! Find out more by <a href="https://www.mycheekydate.com/" title="https://www.mycheekydate.com/" target="_blank" data-msys-clicktrack="0" rel="nofollow noopener noreferrer">clicking here!</a>

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SOLD OUT Speed Dating in Chicago | Gay Men Singles Event

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**SOLD OUT** Speed Dating in Chicago | Gay Men Singles Event

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SOLD OUT Speed Dating in Chicago | Gay Men Singles Event