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312 Eats
West Loop · Italian · $$

Ciao! Cafe & Wine Lounge

4.6149 reviews ·Opens at 5 tomorrow
There is amazing live music on the weekends with some incredibly talented musicians and singers-it's pretty common for many musicians to pop in and you get to bask in a wonderful jazz ensemble
Erik SchusterErik Schuster · 57 Google reviews
Read the reviews on Google →

Ciao! Cafe & Wine Lounge — high-caliber italian in West Loop. Romantic without trying too hard. Worth ordering a drink, because the bar holds its own, and owner on site. [$$]

What 149 diners keep saying

Family runRomanticCozyGreat cocktailsGreat for groupsHidden gem
Plan your visit
939 W Madison St, Chicago, IL 60607
West Loop
TodayClosed
Sun–TueClosed
Wed–Thu5-9PM
Fri5PM-1AM
Sat6PM-12AM
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What 149 diners keep saying

verbatim, from Google
Review photo by Linda McDonagh
Dec 2025

A very nice, cozy place that never disappoints.

Linda McDonagh

Linda McDonagh

11 reviews on Google

Review photo by Caitlin Haycock
Apr 2025

Wonderful place to go on a Friday or Saturday when there’s live music

Caitlin Haycock

Caitlin Haycock

217 reviews on Google

Review photo by D
Feb 2025

Live music looking out as the snow was falling on Valentines Day made the evening magical. The pasta was absolutely amazing! Wonderful, owner wonderful, staff and service, wonderful!

D

D

30 reviews on Google

Review photo by Terrance Jones
May 2024

The food is incredible 😍 Great music and atmosphere.

Terrance Jones

Terrance Jones

3 reviews on Google

Review photo by Fernanda Valentino
Feb 2024

Very cosy atmosphere - with limited seating. Enjoyed the live music and friendly owner checking in on us periodically. The service as well as the food and wines were very good. Note: CASH ONLY venue.

Fernanda Valentino

Fernanda Valentino

39 reviews on Google

Jun 2026

It's such a great vibe and atmosphere! The music is always awesome as is the service. Love this place and the owners!!

Marc LaRoux

Marc LaRoux

44 reviews on Google

Mar 2026

You guys this place has been around for 20 years! Parking is insanely easy I got a spot right in front! We need to keep patronizing these hidden gems. I sat at the bar with friends and the bartender Drew was such a fabulous host! So attentive and so generous and very knowledgeable about wines. He let us try a few because he understood we were picky. There was live bossa nova Music and the place is very intimate and perfect. The design is early 2000’s but somehow works so well- I love this place! Food is incredible we split the rigatoni and the bacon dates and it was Insanely delicious. There are couches to lounge and plenty of tables but still cozy! Keep this place Alive at all costs!!

Nikki Hurt

Nikki Hurt

68 reviews on Google

Nov 2025

Quiet, charming, warm place to sit and have cocktail or a glass of wine. Nice selection vinyl to spin for mood. The staff, Drew was behind the bar is vey welcoming and friendly, quickly becomes your sommelier, guide, new friend in a rough world. I will go many time more now that I’m aware of this gem.

Mark McCoy

Mark McCoy

95 reviews on Google

Oct 2025

Honestly have never been here but just a note for the owners/employees people constantly trip on the corner in front of your window and you guys should be painting it so people don't trip over it. I just saw a little kid trip over it one minute ago.

Sophie

Sophie

170 reviews on Google

Aug 2025

Luv it Friendly.. Local.. live jazz music is great

Allen Pavia

Allen Pavia

65 reviews on Google

Jul 2025

Great intimate spot for drinks and incredible and intimate live music, great food, lovely staff

Danielle Duran

Danielle Duran

34 reviews on Google

Jun 2025

Loved the vibe with the live music on weekends.

Siddharth Shah

Siddharth Shah

24 reviews on Google

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