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Best Fun Restaurants in Lakeshore East

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464 restaurants available nearby

A photo of Andy's Jazz Club restaurant
1. Andy's Jazz Club
4.7
Exceptional(5058)
Price: Moderate
• Contemporary American • River North (Chicago)
Booked 93 times today
Admission is charged to all guests entering the venue and goes toward the musical entertainment that all will be enjoying while inside the club. All dining tables are good for 1 musical performance only. Please choose your reservation time according to your desired performance time. Andy's Jazz Club is a unique as a Jazz Room that offers full dining. We hope for a quiet room during all performances. We do ask that all guests be courteous to the artists while performing and keep conversation volume down during shows.
A photo of Terrace 16 restaurant
2. Terrace 16
4.4
Awesome(2173)
Price: Expensive
• Contemporary American • Near North
Booked 33 times today
Terrace 16 captures the spirit of Chicago’s glorious summer months year-round with genuine hospitality, warm design, a convivial bar, unmatched vistas and an ever-changing menu whose ingredients shine bright. Located on the 16th floor of Trump International Hotel & Tower Chicago, the American rooftop restaurant in Chicago includes a bustling indoor bar and dining room, as well as expansive outdoor seating on its idyllic rooftop patio – all punctuated by breathtaking views of the city’s most iconic landmarks. A vibrant menu features new American flavors, allowing ingredients to speak simply and powerfully for themselves. An extensive craft cocktail program and thoughtful wine list enhance the experience of the downtown Chicago restaurant with a view. Terrace 16 offers fresh options for a variety of tastes and preferences and our expert culinary team can accommodate any dietary needs.
A photo of 10pin Bowling Lounge restaurant
3. 10pin Bowling Lounge
4.6
Exceptional(417)
Price: Expensive
• American • River North (Chicago)
Booked 17 times today
10pin is a Chicago original located in the heart of River North, along the Chicago River. Next to the House of Blues, 10pin offers 20,000 square feet of 24 luxury bowling lanes, ping pong, pool table and table shuffleboard games that cater to all group sizes. When reserving a table on OpenTable you are reserving the lane and table! The rates are $25/hour per person plus shoe rental. For information on booking an event or for groups of 13 or more, please call our event sales team at 312-644-0100. Guests must be 21 beginning at 8pm. Dress code will be enforced, including pants at waist level. 10pin has the right to include any clothing deemed inappropriate. No outside food or drinks. Management has the right to refuse entry to anyone acting in a rude or disrespectful manner.
A photo of Shaw's Crab House & Oyster Bar - Chicago restaurant
4. Shaw's Crab House & Oyster Bar - Chicago
4.8
Exceptional(14300)
Price: Very Expensive
• Seafood • River North (Chicago)
Booked 153 times today
Since 1984, Shaw’s Crab House has earned its status as a Chicago icon with its unwavering commitment to quality and warm, dedicated staff. This generational restaurant embodies timeless seafood traditions inspired by America's coastal crab houses, creating a classic dining experience that stands the test of time. Signature dishes include King Crab Legs, oysters from both coasts, hand-rolled sushi, fresh fish, and more. After 40 years of excellence, Shaw's was ranked #8 in Chicago Magazine's Best Chicago Restaurants of 2024.The restaurant's 1940s-style design features two distinct dining rooms: the lively, casual Oyster Bar and the elegant, white-tablecloth Main Dining Room. Guests who reserve "Hightop" seating will dine in the Oyster Bar, while "Standard" seating is for the Main Dining Room.Located in the heart of River North, Shaw’s is just a short walk from Michigan Avenue and the Chicago River, making it a perfect spot to enjoy a memorable seafood experience.
A photo of Broken English Taco Pub - Lake Street restaurant
5. Broken English Taco Pub - Lake Street
4.6
Exceptional(672)
Price: Expensive
• Mexican • Downtown / Loop
Booked 19 times today
From the minds of Adolfo Garcia (Son of a Butcher, Pearl Tavern) and long-time restaurateur, Phil Stefani, comes Broken English Taco Pub. Located on the corner of Michigan Avenue and Lake Street, Broken English is steps away from Millennium Park, and in the center of the new vibrant hotel and residential area. On the name, Garcia says, “I speak English with my friends, and I often find myself mixing in Spanish words because there are some phrases that simply don’t translate to English. This happens in many other languages and cultures, but that is what makes the name ‘Broken English’ fun – it is part of our daily slang.”
A photo of Upstairs at The Gwen restaurant
6. Upstairs at The Gwen
4.1
Excellent(249)
Price: Expensive
• American • River North (Chicago)
Booked 20 times today
Experience the premier terrace in River North, located on the 5th floor of The Gwen, a one MICHELIN Key hotel, nestled along the iconic Magnificent Mile! Savor creative cocktails and indulge in delicious small and large plates crafted by Executive Chef Matt Jergens, all while enjoying the warm ambiance of our firepits and the stunning backdrop of towering skyscrapers. Our candlelit indoor lounge and bar offer the perfect setting to unwind, relax, and embrace the good life!Join us on the weekends for Chicago's liveliest, most unique tea service, Tipsy Tea! Featuring scrumptious savory and sweet bites, bottomless beverages, a DJ spinning, and a special themed menu every month, this is one pinkies-down tea service you will never forget!
A photo of Lou Malnati's - Chicago, Michigan Ave. restaurant
7. Lou Malnati's - Chicago, Michigan Ave.
4.6
Exceptional(391)
Price: Moderate
• Pizzeria • River North (Chicago)
Booked 82 times today
No true Chicago experience is complete without a visit to one of the oldest names in Deep Dish Pizza: Lou Malnati’s. Located in the Wrigley Building just north of the Chicago River on the Magnificent Mile, enjoy Legendary Chicago Deep Dish and thin crust at the place that’s been perfecting it for 50+ years. A cozy, yet stylish dining experience awaits in the lower level of the two-story space, with an ambience that pays homage to the history of the Wrigley Building in unique ways. Whether you’ve been out shopping, sightseeing or in a day full of meetings, Lou Malnati’s Michigan Avenue is the perfect spot to satiate your deep dish cravings.
A photo of Smith & Wollensky Steakhouse - Chicago restaurant
8. Smith & Wollensky Steakhouse - Chicago
4.6
Exceptional(9149)
Price: Very Expensive
• Steakhouse • River North (Chicago)
Booked 126 times today
Riverfront dining in the heart of the Windy City. Join us for a magnificent meal on the water and let the good times flow. Ideal for gatherings of all sizes with easy access to parking, major hotels, and convention centers.
A photo of STK – Chicago restaurant
9. STK – Chicago
4.1
Excellent(6375)
Price: Expensive
• Steakhouse • River North (Chicago)
Booked 112 times today
STK – Chicago is a lively and fun place to dine, with its trendy decor and high-energy atmosphere. As one reviewer puts it, it offers an 'elegant environment' with 'great music, even better food and drink options.' The live DJ, frequent sparklers, and attentive service add to the vibrant ambiance. The food is consistently praised for its quality and taste. It's an excellent choice for a memorable fine dining experience.
A photo of Kitchen + Kocktails by Kevin Kelley - Chicago restaurant
10. Kitchen + Kocktails by Kevin Kelley - Chicago
4.1
Excellent(3272)
Price: Expensive
• Southern • River North (Chicago)
Booked 65 times today
Created to deliver the best in food, drinks and vibes to Chicago, IL, Kitchen + Kocktails is here to please. A dynamic comfort food restaurant at its core, Kitchen + Kocktails will focus on nicely plated comfort foods, including flavored fried chicken and lobster tails, shrimp and grits, creative waffles and other southern classics made with a twist. Parties of 9+ call: 312-659-1951 If you are past the 15 minute grace period your reservation will be forfeited then you will be accommodated as a walk-in.Proper Dress Attire Required.• No Tank Tops• No Athletic Slides or Flip Flops (Regardless of brand)• No Crocs• No Explicit Clothing• No Sagging• No Revealing Attire • No Jerseys• No Hoods, Durags, Stocking Caps, etc on While Dining*NO OUTSIDE FOOD/CAKES/DRINKSWhile we do recognize special circumstances, it is solely at our team’s discretion to allow exceptions.

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Discover best fun restaurants in Lakeshore East

Discover the vibrant and entertaining dining options in Chicago's Lakeshore East, where fun meets culinary excellence. This neighborhood boasts a diverse array of restaurants that promise an enjoyable experience, perfect for those searching for a lively meal out with friends or family. Each establishment in this area uniquely caters to the keyword "fun," offering dynamic atmospheres and creative menus that keep diners coming back. From innovative takes on classic dishes to exciting live entertainment options, these restaurants ensure a memorable evening in one of Chicago's most scenic locales. The dining scene in Lakeshore East is characterized by its energetic vibe and commitment to quality, making it a top choice for both casual and sophisticated eaters. Whether you're a local or just visiting, the area's culinary offerings are sure to delight anyone looking for a fun and fulfilling dining experience.

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