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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.
Erik Schuster
57 reviews
“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”
We went here because our friend was playing a jazz set and we wanted to see them play.
Here is the reason why I gave them only 2 stars.
We were the only people in the whole place for the bulk of our time there for dinner. That was a bit off putting.
939 W Madison St, Chicago, IL 60607
“A very nice, cozy place that never disappoints.”
Linda McDonagh
Dec 2025
“Wonderful place to go on a Friday or Saturday when there’s live music.”
Caitlin Haycock
Apr 2025
“Live music looking out as the snow was falling on Valentines Day made the evening magical.”
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
Feb 2025
“Very cosy atmosphere - with limited seating.”
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
Feb 2024
“Delicious food in a cute and intimate setting.”
Delicious food in a cute and intimate setting. Service staff was also very friendly and professional. Loved the live music too!
Ant Wirjoprawiro
Dec 2019
“Ciao is a great place to sit, have a relaxing glass of wine and some appetizers, and listen to some jazz.”
Ciao is a great place to sit, have a relaxing glass of wine and some appetizers, and listen to some jazz. The night we attended, they were hosting an open mic jazz night and we watched a number of very talented performers sing jazz standards very well. Our server was both kind and attentive. The space itself was small and cozy, and that only felt cozier as the rain began to fall outside.
Ian Pozdol
Jul 2019
“Really cool spot that transforms you into another world outside of the city.”
Really cool spot that transforms you into another world outside of the city! The ambience makes you feel as if you are in a romantic restaurant that was entirely reserved as a private dining experience. Great fate night spot for the west loop or to get away from the typical bars/restaurants. Definitely recommend for both small bites and the avid wine selection!
Phillipe Sobon
Nov 2018
“Here is the reason why I gave them only 2 stars.”
Here is the reason why I gave them only 2 stars. The server was not at all friendly, he had an attitude and was obviously not happy to work there. Most of the time he was at his cellphone. At the end he put a gratuity (20.5 %) on our bill for 2 people. It is noted on their menu that for groups of 6 or more people, they will put a gratuity on the bill. When we asked why he added a gratuity of 20.5% on our tab, he merely replied that this is what they do recently. I don't think it is ok to add an automatic gratuity of over 20% for a tab of two! So, no we were not happy. However, the appetizer was delicious and the food was just ok. Nevertheless, you can get that food anywhere else in the West Loop for a similar price. I definitely cannot recommend this place!
darius barner
May 2019
“Quiet, charming, warm place to sit and have cocktail or a glass of wine.”
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
Nov 2025
“Honestly have never been here but just a note for the owners/employees people constantly trip on...”
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
Oct 2025
“Luv it Friendly.”
Luv it Friendly.. Local.. live jazz music is great
Allen Pavia
Aug 2025
“Great intimate spot for drinks and incredible and intimate live music, great food, lovely staff.”
Danielle Duran
Jul 2025
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