Best Live Music Restaurants in Old Town
Price
- $30 and under
- $31 to $50
- $50 and over
Cuisine
Regions
Neighborhoods
Top Rated
Dining Options
Seating Options
Award-winning
Accessibility
85 restaurants available nearby
Price: Moderate
• Contemporary American • River North (Chicago)
Booked 45 times today
Price: Expensive
• Steakhouse • River North (Chicago)
Booked 41 times today
Price: Very Expensive
• Afternoon Tea • Gold Coast / Streeterville
Booked 50 times today
Booked 37 times today
Booked 59 times today
Booked 16 times today
See what locals rave about
From verified diners like you
From verified diners like you
- AAlejandraChicago / Illinois •7 reviews5.0Dined 2 days agoWe had Afternoon Tea for Valentine's Day for $78 per person. Very reasonable prize for Chicago and for the amount and quality of food served. Tea variety on the menu was great. Items on the trays were very good and very filling. Most people cannot finish it all. We were offered tea and food refills which is rare when having afternoon tea anywhere so it was a nice gesture from The Drake Palm Court. Our server Azmir was super friendly and courteous and did a great job. The Palm Court hostess at the entrance was very kind and friendly, sitting us on our desired table, previously requested in the reservation. This place is a Chicago classic and noise level is high since it is always packed. We highly recommend the Palm Court not only for Afternoon Tea but for lively dinners.More infoThe Palm CourtPrice: Very Expensive• Afternoon Tea• Gold Coast / Streeterville•4.6
- TTeauntoVIPChicago / Illinois •25 reviews5.0Dined 2 days agoOur food was very good and flavorful, I always love the live music. The restaurants vibe was electric and joyous. Great valentines dinner.More infoMastro's Steakhouse - ChicagoPrice: Expensive• Steakhouse• River North (Chicago)•4.5
- AAndrewChicago / Illinois •1 review5.0Dined 2 days agoOur Valentines Dinner was amazing, La Serre has a beautiful aesthetic and the food was impeccable and impressive and the drinks were amazing as well! But the highlight was the service my girlfriend and I received when we had issues getting in due to the weather and were late for our reservation. Wendolyn was able to move things around and still get us in at the bar and made sure we still had a wonderful Valentine’s. We are incredibly appreciative and will be back, and will be telling everyone we know they need to come as well!More infoLa SerrePrice: Expensive• French• West Loop•4.6
- JJaniceVIPGreater Boston •26 reviews5.0Dined 3 days agoGreat to hear live music. Paul Marinaro quartet were amazing. Service very good and food and wine good enough. We will be back ! Glad there is a podium ask to keep voices down but some could have used a reminder during the setMore infoAndy's Jazz ClubPrice: Moderate• Contemporary American• River North (Chicago)•4.7
- MMarissaChicago / Illinois •2 reviews5.0Dined 3 days agoWe go every year for Valentine’s Day and we always have a great experience. The service, atmosphere and food are all wonderful. It’s a cozy and romantic spot for couples and also a good time for friends.More infoGeja's CafePrice: Expensive• Fondue• Lincoln Park•4.8