Chicago's LGBTQ Neighborhoods: Uptown & Edgewater

Where to eat, stay, shop, and play in two LGBTQ-friendly neighborhoods on Chicago's north side.

by Amber Holst in Chicago
June 12, 2018

Scroll

| words

Located on the north side of Chicago, the neighborhoods of Uptown & Edgewater contain some of the city's best hidden gems. From jazz clubs and beaches to gay bars adjacent to weekend brunch spots, these neighborhood make for a relaxing day among the LGBTQ-friendly locals.

What to Do

Kathy Osterman Beach (a.k.a. Hollywood Beach)

It is apt that the gay beach in Chicago, popularly called Hollywood Beach, is officially named after Kathy Osterman, the Chicago politician who fought for gay rights in the 1980s. The beach is full of sandy stretches that, on a sunny Midwest day, makes you feel as if you are in Florida rather than Illinois. You’ll also find a friendly, down-to-earth crowd with a lot less attitude than other Chicago area beaches.

Edgewater Theater District

Chicago is known nationwide for its iconic storefront theatre scene–it’s the kind of theatre where you’ll experience knock-your-socks off acting and innovative, jaw-dropping productions from intimate 50-100 seat theaters. With over fifteen theater companies based in Edgewater, the neighborhood is a hotbed for the kind of theatre that’s put Chicago on the map and helped make Edgewater the vibrant, exciting community that it is. Our favorites include The Raven Theater on Clark Street, the Rivendell and Steep Theatre companies, and the NeoFuturists on Ashland Avenue

Where to Eat

Gino’s North

Not to be confused with Chicago’s famous Gino’s East pizzeria known for their deep dish pizza, this Edgewater gem is a family-run neighborhood institution that does cracker-thin pizza right. Best described as a “time warp”, this old-school joint is located underneath the Granville Red Line L stop and boasts a delightfully retro decor, complete with horseshoe-shaped leather booths and a curvy, back-light bar. Added bonus? Owner Peggy, who turns 86 this August, hand-makes the pies and the bartenders here are known for their filled-to-the-brim $5 pours.

Where to Brunch

A favorite in the community, this colorful and cozy Uptown spot known for its fresh and organic breakfast options and the charming, eccentric, décor. The menu here consists of creative Benedicts, breakfast burritos, corn arepas, and has a plethora of veggie and gluten-free friendly options. Insider tip: It is cash only and if you’re looking to “drunch” definitely opt for the Bloody Mary (hello garnishes!).

Where to Kick Back

Big Chicks

Big Chicks in Uptown, Tweet’s boozy sibling, has an amazing back patio, fun atmosphere, and well-priced drinks. If that’s not a winning combination we don’t know what is, which is why this place is a sure-fire favorite of locals. Don’t miss the free summer BBQ on Sundays and their oh-so-delicious vodka lemonades! This LGBTQ staple also features DJs and dancing after dark in the adjoining Tweet space.

The Granville Anvil

Located half a block west from Gino’s North, this no-frills gay bar is worth popping into if only to marvel at the low set circular bar that sometimes doubles as—much to the bartender’s dismay—a catwalk for those looking to strut their stuff once a quarter’s dropped in the jukebox. While it’s a tad divey, the clientele here is as friendly and diverse as they come and the patio out back is a great place to kick back when the weather allows.

The Green Mill

This retro cocktail lounge is one of the city's most famous music venues—and for good reason. Some of the best jazz and cabaret music takes the stage most nights, and on Saturday afternoons, an array of local (and, occasionally, famous acts) comedians, musicians, and storytellers perform at The Paper Machete, a free "live magazine" that embraces diverse, original voices.

by Amber Holst of Concierge Preferred

Love the Story?

Save to Favorites Remove from Favorites

Related Reads:

Chicago's LGBTQ Neighborhoods: Andersonville

Chicago's LGBTQ Neighborhoods: Andersonville
in Arts & Culture, Chicago, Activities

Where to eat, stay, shop, and play in one of the largest LGBTQ communities in Ch...

Epiphany Farms

Epiphany Farms
in Food & Beverages, Illinois Makers

Healthy living through sustainable, environmentally sound farming that relies on...

The Best Takeout in Illinois

The Best Takeout in Illinois
in Eat & Drink, Food & Beverages

Great restaurants just down the road is something we often take for granted in I...

Enjoy Illinois Magazine

Find unexpected ways to enjoy Illinois in this biannual magazine that explores every corner of the state. Each issue offers a mix of travel stories, stunning photography and timely trip ideas that make the most of each season.

Order a Copy

Order a copy of Enjoy Illinois and also receive the Illinois State Park Guide and an Official Highway Map.

Order Print Version

Grab a Digital Copy

Read Enjoy Illinois magazine online or download the PDF and start exploring trip ideas around Illinois.

View it Online Download PDF

Send me Enjoy Illinois Magazine

Get inspired by top travel stories, and discover even more reasons to #EnjoyIllinois.

Order a Copy!

Discover top travel stories and even more reasons to #EnjoyIllinois with our free magazine.

Get Your Copy Now!

Things to Do

Places to Go

Places to Stay

Explore Our Past

Stories & Highlights

Trip Ideas

Events

Road Trip

Stories & Highlights

Seasonal Adventures

Getting Here & Getting Around

Around Illinois by Amtrak

Stories & Highlights

Chicago's LGBTQ Neighborhoods: Uptown & Edgewater

What to Do

Kathy Osterman Beach (a.k.a. Hollywood Beach)

Edgewater Theater District

Where to Eat

Gino’s North

Where to Brunch

Tweet