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Chicago's LGBTQIA+ Neighborhoods: Northalsted

Feb 25, 2025 Arts, Culture & History

Two men drinking at a bar

By Amber Holst of Concierge Preferred

Home to the annual Chicago Pride Festival and Parade, Northalsted is home to one of the most vibrant LGBTQIA+ communities in the world.

The neighborhood offers much more than gay bars, though. Here's your guide to the best of the neighborhood, just in time for Pride Weekend.

Interior to a bar/resturaunt Exterior of a resturaunt

Taste the Rainbow: A Culinary Journey in Northalsted

ANGELINA RISTORANTE

This Italian bistro's two dining rooms are as sweetly ornate as a jewelry box, with candles and flowers, gauzy curtains, and softly painted walls. It's a favorite spot for fettuccine norte or veal marsala at good prices. Rumor has it this is Madonna's favorite Italian restaurant in Chicago.

WOOD

Whether you like to indulge in a weekend brunch, or a few cocktails and a fabulous meal on a weeknight, this neighborhood hang is for you. Chef Ashlee Aubin, who comes with Alinea credentials, is a big fan of local and seasonal ingredients and it shows in his super high-quality food.

DREW'S ON HALSTED

On weekends you can kick off your day with a vibrant mimosa breakfast. In the evenings, indulge in a sumptuous dinner experience featuring a diverse, carefully curated menu and exceptional service that consistently earns glowing reviews.

Interior of shop with clothing

Shopping: Curated Picks for the LGBTQIA+ Community

CHICAGO MALE

Unlike its name suggests, this Northalsted spa welcomes dudes and ladies for cuts, color and special treatments. Saddle up for a quick trim or buzz cut or enjoy something a bit more indulgent, like a scalp balance treatment or dual exfoliation peel facial.

EGOIST UNDERWEAR

Like its name suggests, this boutique is a one-stop shop for underwear, swimwear and athletic wear. Stocking specialty brands like Diesel, Andrew Christian and Aussiebum, it's the best place to find everything you'll need to update your underwear drawer.

RAGSTOCK

Ragstock is a local staple. With an entrance in the alleyway, it occupies the second floor and basement of the same building as Hollywood Mirror. You can grab some funky sweaters, $5 sunglasses or a trendy outfit without breaking the bank.

A sign and rainbow clolours

Art, History & Heart: Explore Northalsted’s Creative Scene

CENTER ON HALSTED

This home for the LGBTQIA+ community opened in 2007 as a LEEDS-certified eco-friendly delight. The Hoover-Leppen Theater hosts LGBTQIA+ themed events and doubles as a house of queer-friendly worship on Sundays while the Billie Jean King Recreation Hall beckons sports enthusiasts, but it's the wide array of social services that lures LGBTQIA+ youth, seniors and minorities from the South and West Sides.

THE LEGACY WALK

Beginning in 2012, North Halsted Street became the world’s first LGBTQIA+ outdoor museum as the Legacy Project began installing a collection of placards on the street’s rainbow-colored pylons (erected in 1998 by then Mayor Richard M. Daley), honoring heroes like Oscar Wilde, Harvey Milk, Antonia Pantoja, Frida Kahlo and Alvin Ailey. New placards are rotated in every year on National Coming Out Day, October 11.

ANNOYANCE THEATRE

Annoyance put itself on the map with its famously distasteful gross-out musical Co-Ed Prison Sluts. Three decades later, it still cranks out bizarre, unconventional comedy. Its new home on Belmont, established in 2014, gives it two performance venues and classroom space all in the same building.

People in a bar

Dance, Drink & Be Bold: Explore Northalsted’s Nightlife

ELIXIR

At this shoebox of a cocktail bar, the drinks are skillfully prepared, the crowd is kept to a minimum by the doorman, and the music never gets too loud so you’re still able to converse. The clientele is mixed in age but not in gender—and everyone is on their best behavior, which makes it an altogether more sophisticated and adult experience than Elixir’s next-door sister, Hydrate.

HYDRATE

Hot and sweaty boys pack themselves in for all-night dancing at this thumpin’ after-hours club. A rotating menu of entertainment includes the Honeys on Halsted Drag Show, RuPaul’s Drag Race viewing parties, and more.

KIT KAT LOUNGE

Regular strut-through performances by talented female impersonators are a draw for straight and gay patrons alike at this popular night (and brunch) spot, as is the lengthy (and potent) martini list.

SIDETRACK

This huge Northalsted hot spot gets packed, but there are six big rooms, an open-air courtyard and a lush rooftop deck, so you can move around till you find a spot to sip your slushy drink. A longstanding anchor of the Halsted strip, Sidetrack also plays host to a number of community fundraisers and events throughout the year.

ROSCOE’S TAVERN

This long standing landmark has multiple bars, a dance floor, an outdoor patio and is known for playing all of your favorite diva jams. The drink specials are among the best in the neighborhood, with $15–$17 cocktail pitchers, $5 shots and bombs each day, and $1 Miller Lites on Sundays. Roscoe’s is also a favored venue for visits by current and past RuPaul’s Drag Race personalities.

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