Every city has nightlife, but Chicago does it with flair. Between glittering rooftop views, jazz-filled lounges, and laughter spilling out of comedy clubs, it’s a city made for unforgettable nights with friends. Whether the plan calls for cocktails and conversation or a dance floor that goes until sunrise, these girls night out ideas in Chicago guarantee stories worth retelling.

Sip and Savor at Chicago Wine Bars

Start the evening on a classy note with a glass of something red, white, or bubbly. City Winery Chicago combines urban winery vibes with great food and live music, perfect for groups looking for a cozy-yet-energetic atmosphere. For something chic and intimate, ENJOY Andersonville Wine Bar has a curated list of pours in a warm, inviting space. If the group leans toward European flair, D.O.C Wine Bar offers rustic charm and a menu built for sharing.

Laugh the Night Away at Comedy Clubs

There’s no better way to bond than with uncontrollable laughter. Comedy clubs in Chicago are world-famous for a reason. The Second City continues to be a training ground for household names and delivers a mix of improv, sketch, and stand-up. For something more intimate, Zanies Comedy Club in Old Town serves up big laughs in a smaller venue. Comedy guarantees a fun start—or end—to the night.

Skyline Views at Rooftop Lounges

Chicago knows how to do rooftop chic. LondonHouse Rooftop boasts some of the most stunning city views for cocktail hour. Cindy’s Rooftop at the Chicago Athletic Association brings in seasonal drinks and a bright, airy vibe overlooking Millennium Park. For something trendier, ROOF on theWit offers DJs, craft cocktails, and the kind of ambiance that makes a night feel instantly elevated.

Dance Clubs That Keep the Party Going

When the goal is to hit the dance floor, Chicago delivers. Tao Chicago is the ultimate blend of luxury and high-energy beats, with plenty of room to dance and celebrate. Over in River North, PRYSM Nightclub brings Vegas-style energy with big-name DJs. For something more eclectic, The Disco spins funky beats late into the night. These dance clubs keep the party alive well past midnight.

A Plot Twist: Murder Mystery Fun

For a night that’s completely different from the usual bar-and-club circuit, step into a world of intrigue. Hosting a murder mystery party with The Murder Mystery Company transforms the group into suspects and detectives in an unforgettable game of whodunnit. Or, book tickets to a murder mystery dinner theater in Chicago, where a three-course meal pairs perfectly with an interactive performance full of twists, laughs, and surprises. It’s part theater, part comedy, and all fun.

The Last Laugh Before Sunrise

From wine bars and rooftops to comedy stages and dance floors, Chicago has endless ways to make a girls’ night unforgettable. Add in a murder mystery, and suddenly the night comes with its own built-in storyline. No matter the mix, the city offers something for every group and every mood.

For a night that’s totally unique, contact The Murder Mystery Company to host your own private event, or snag seats at a public show. Call 888-643-2583 or fill out the contact form on their website to start planning the ultimate girls night out.