Best Fun Restaurants in Streeterville
Price
Cuisine
Regions
Areas
Top Rated
Dining Options
Seating Options
Accessibility
32 restaurants available nearby
Booked 35 times today
Price: Expensive
• Japanese • River North (Chicago)
Booked 40 times today
Price: Moderate
• American • River North (Chicago)
Booked 48 times today
Booked 11 times today
Booked 160 times today
Booked 47 times today
Booked 125 times today
Price: Moderate
• American • River North (Chicago)
Booked 35 times today
Price: Expensive
• Pizzeria • Gold Coast / Streeterville
Booked 110 times today
Booked 19 times today
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.
See what locals rave about
From verified diners like you
From verified diners like you
- MMariaChicago / Illinois •3 reviews4.0Dined 1 day agoOverall our server was great…. I was taken by surprise that we were charge 20% service fee and told by the waiter that it doesn’t go to them. It goes to paying every hosts hourly wages and if we did extra tip he would then get that . Like WTH….. don’t be shady like that to the poor waiter. Also don’t tell me toward the end and why do i have to pay everyone’s hourly pay, prices are already high. I felt bad for the waiter because he was great and of course gave him extra . However Wouldn’t go again base on the companies ethics of charging us even more because they have to pay hourly wages not my fault.More infoSugar Factory - Chicago River NorthPrice: Moderate• American• River North (Chicago)•3.6
- EEllenWashington, D.C. Area •1 review5.0Dined 3 days agoAccommodations were exceptional, food was excellent and our server went above and beyond!More infoPizzeria PortofinoPrice: Expensive• Italian• River North (Chicago)•4.8
- IIanVIPPhoenix / Arizona •7 reviews4.0Dined 5 days agoAlways a great spot for some cocktails. The atmosphere is very intimate and the dealers choice is a fun and easy way to try some new profiles of drinks. Went with a group of friends and everyone was happy with the experience. Great option for a date or some drinks before going out.More infoThe Berkshire RoomPrice: Moderate• Cocktail Bar• River North (Chicago)•4.5
- JJosephVIPChicago / Illinois •6 reviews4.0Dined 5 days agoHad a coupon from Hugo Boss. At first the waiter was not happy about it and went to check with management. Once it was clear that the coupon was acceptable he was an attentive waiter. The food was great especially the curried peanuts!More infoUpstairs at The GwenPrice: Expensive• American• River North (Chicago)•4.1
- OTOpenTable DinerChicago / Illinois •1 review5.0Dined on 4 Mar 2025Had a 5 star experience at dinner with 10 other gentlemen. They were gracious and put us on the 3rd floor with the in-ground dinning long table. The food was delicious, cooking at our own desired pace and level made it that much more enjoyable. Would highly recommend to anyone going with a big group looking to have a great dinner or celebrate with friends.More infoGyu-Kaku Japanese BBQ - Chicago, IL | Streeterville (Magnificent Mile)Price: Expensive• Japanese• River North (Chicago)•4.7