When the lights go down in River North, the rhythm takes over. This downtown Chicago neighborhood—known for its art galleries, sleek lounges, and historic clubs—is also home to some of the city’s best live jazz spots.

Whether you’re a jazz purist or just looking for a laid-back night of cocktails and great music, these River North venues deliver smooth tunes, good vibes, and that timeless Chicago energy.

🎷 1. Andy’s Jazz Club & Restaurant

📍 11 E Hubbard St, Chicago, IL

A true Chicago institution, Andy’s Jazz Club has been a cornerstone of the city’s music scene for decades. It features live performances seven nights a week with everything from local legends to up-and-coming jazz quartets.

Pair your tunes with classic cocktails and upscale comfort food — or grab dinner before the show for the full experience.

👉 Check for dining or show-night deals in Groupon Chicago Restaurants.

🎺 2. Tortoise Supper Club

📍 350 N State St, Chicago, IL

Step into old-school elegance at Tortoise Supper Club, where jazz meets fine dining and timeless style. Live music fills the room on weekends, creating the perfect backdrop for martinis, steak, and candlelight conversations.

The club’s vintage decor and warm lighting make it one of River North’s most romantic spots for a date night.

👉 Explore more Chicago date night ideas in Groupon Things to Do.

🎤 3. The Redhead Piano Bar

📍 16 W Ontario St, Chicago, IL

Not strictly a jazz bar, but The Redhead Piano Bar is a River North legend known for its live music, classy cocktails, and throwback charm. Expect a mix of jazz standards, piano classics, and spontaneous sing-alongs in an intimate setting.

The Redhead has no cover charge but enforces a smart-casual dress code — perfect for a late-night stop after dinner.

🎸 4. Untitled Supper Club

📍 111 W Kinzie St, Chicago, IL

Hidden behind an unmarked door, Untitled Supper Club combines the feel of a 1920s speakeasy with modern flair. With its Burlesque-inspired shows, live jazz sets, and one of the largest whiskey selections in the country, it’s a full sensory experience.

It’s also a favorite for special events — from New Year’s Eve parties to themed nights inspired by Chicago’s Prohibition past.

👉 Find more live music and cocktail lounges in Groupon Nightlife Chicago

🎵 5. Howl at the Moon

📍 26 W Hubbard St, Chicago, IL

Okay, technically not a pure jazz venue — but if you want a high-energy night of live music, this dueling piano bar never disappoints. You’ll hear jazz, pop, and rock remixes in a lively crowd that keeps the dance floor going late into the night.

Perfect for group nights out, birthdays, or just an impromptu Friday adventure.

🍸 Pro Tips for a Night of Jazz in River North

• Make a reservation — weekend seats fill fast at Andy’s and Tortoise Supper Club.

• Dress the part — most clubs have an upscale-casual vibe.

• Arrive early for the first set and stay for the late-night lineup; the second show often features local improv legends.

• Combine your night with a dinner deal or cocktail experience on Groupon.

🎶 Beyond River North: More Chicago Jazz Classics

If you want to keep the groove going, explore more iconic spots around the city:

• The Green Mill (Uptown) – legendary speakeasy tied to the Al Capone era.

• Winter’s Jazz Club (Streeterville) – intimate waterfront venue with incredible acoustics.

• Jazz Showcase (South Loop) – Chicago’s oldest jazz club, still hosting world-class performers.

👉 Discover more local experiences in the Chicago Things to Do section on Groupon.

🌟 Wrap-Up

From historic clubs to hidden lounges, River North is Chicago’s heartbeat of live jazz. Each venue blends soulful sounds, signature cocktails, and that irresistible Windy City charm.

So grab a seat, order something smooth, and let the music carry you through the night — because in Chicago, jazz never goes out of style.