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Kit Kat Club's Pride weekend brunch is the kind of Saturday morning that turns into an all-day celebration—bottomless drinks, elevated food from Chef Chelsea Poe, and the Kit Kat Divas performing in that stunning Art Deco space. Two seatings at 11am and 1:30pm mean you can time it however you want. This is how you start Pride.

Kit Kat Club's kitchen is open all day Saturday, from 11am to 11pm, so you can grab elevated dining whenever the mood strikes — whether that's a leisurely brunch, an early dinner before the shows, or late-night bites between performances. Chef Chelsea Poe's menu pairs perfectly with signature craft cocktails and the venue's nightly drag entertainment.

Queer women, trans, and non-binary folks — this is your Pride celebration. Vespertine takes over The Hole for a four-hour daytime event that answers the question "Does kink belong at Pride?" with a resounding hell yes. Expect interactive hands-on learning, safe scene play, and a room full of people ready to express themselves through fetish and BDSM. Fetish dress code required (leather, PVC, uniform, goth, rope, neoprene — get creative). $30 tickets in advance; 21+.

The ultimate Pride bar crawl hits Chicago's Proudest Neighborhood on Saturday, June 27. Kick off at 1pm at Sidetrack, then hop your way through Northalsted's legendary venues with the community. Tickets available through Ticket Tailor — this is the neighborhood's biggest Pride celebration, and it's worth showing up for.

Saturday afternoons at Meeting House Tavern belong to the people who show up to decompress, connect, and be themselves without judgment. It's part social mixer, part chosen family gathering — the kind of space where you can actually talk and be heard. A low-key, welcoming afternoon that reminds you why community matters.

Hydrate's weekend afternoon party is the kind of event that turns a lazy Saturday into a full day out — early enough to start fresh, late enough to keep the energy going. Expect a packed dance floor, resident DJs spinning the hits, and a crowd that knows how to have a good time without taking itself too seriously.