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Best Fun Restaurants in South Loop

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40 restaurants available nearby

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A photo of Three Dots and a Dash restaurant
4.8
Exceptional(1956)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 52 times today
With a secret alleyway entrance, Three Dots and a Dash is a speakeasy-style take on the traditional island bar—ready to transport you to the glamorous bygone eras of Trader Vic, Stephen Crane and Don the Beachcomber. Descend underground to discover a subterranean hideaway featuring a rum-soaked menu of more than two dozen classic, modern and original tropical cocktails and a selection of island fare. We are a 21+ venue.
A photo of SUSHI-SAN - Lincoln Park restaurant
4.9
Exceptional(299)
Price: Moderate
• Sushi • Lincoln Park
Booked 121 times today
Serving up the best sushi in Chicago and binchotan roasted meats using the freshest ingredients we can find, all with a side of old-school hip-hop and ice-cold beer.
A photo of Parlay River North restaurant
4.1
Excellent(88)
Price: Moderate
• Sports Bar • River North (Chicago)
Booked 35 times today
Located in the heart of River North, Parlay at Joy District is a lively, ultramodern sports bar perfect for catching the game, weekend brunch, or after-work happy hour. With high-definition TVs throughout, elevated bar fare, and thirst-quenching cocktails, it's a go-to for Chicago locals and sports fans alike. The vibrant atmosphere and versatile private event space make Parlay River North ideal for game days, group gatherings, and special celebrations.
A photo of Starbucks Reserve® Chicago Roastery restaurant
4.8
Exceptional(51)
Price: Expensive
• Café • River North (Chicago)
Booked 8 times today
The World's Largest Starbucks.A spectacular destination. Our passion for craft, innovation, and discovery comes to life in an ever-evolving menu of coffee, cocktails and food.An immersive and thoughtfully designed experience, this one-of-a-kind space will bring your event to life in a uniquely memorable way.
A photo of Wonderland at Tree House restaurant
4.3
Awesome(299)
Price: Moderate
• Italian • River North (Chicago)
Booked 35 times today
✨ Fall down the rabbit hole into Wonderland—Chicago’s newest pop-up experience where curiosity leads to magic and every corner tells a story! 🌸💫 Think Mad Hatter tea parties, dreamy cocktails, oversized blooms, and photo ops straight out of your wildest imagination.From playful surprises to enchanting decor, Wonderland is the perfect escape for dreamers, romantics, and anyone craving a night unlike any other. Whether you're sipping a "Drink Me" potion or striking a pose with the Queen of Hearts, expect an unforgettable adventure full of charm and cheek.Bring your curiosity, your crew, and your best Wonderland look—it’s time to get wonderfully lost! 🐇
A photo of Bandit restaurant
4.6
Exceptional(1038)
Price: Moderate
• Bar / Lounge / Bottle Service • West Loop
Booked 30 times today
Bandit is a fun and lively place that offers a unique dining experience. Customers love the 'fun vibes' and 'great service' mentioned in the reviews. The ambiance is described as 'festive and fun', creating an 'unfussy and welcoming' atmosphere. The menu offers unique and delicious items at reasonable prices. The combination of rustic materials, vintage paraphernalia, and polished décor with edgy neon bar signs creates an inviting feel. It's a perfect spot to catch up with friends or enjoy a casual business meal.
A photo of La Pizza & La Pasta - Eataly Chicago restaurant
4.3
Awesome(2305)
Price: Moderate
• Italian • River North (Chicago)
Booked 102 times today
La Pizza & La Pasta features two of the best-loved Italian dishes: Napoli-style pizza and al dente pasta. Enjoy our seasonal selection just steps away from our expert pasta chefs and dough-slinging pizzaioli (pizza makers). To create our traditional but innovative dishes, our chefs cook with both fresh pasta made daily in-house and air-dried, bronze-extruded pasta from Campania, Italy. Eataly has teamed up with the experts at Rossopomodoro, a Napoli-based pizza company, to bring you traditional Neapolitan pizza. Creamy mozzarella, charred yet elastic crust, and sweet San Marzano tomatoes are the basis for the most traditional Pizza.
A photo of RAMEN-SAN - River North restaurant
4.8
Exceptional(290)
Price: Moderate
• Japanese • River North (Chicago)
Booked 73 times today
Ramen-san is a bold and energetic neighborhood joint that slings hot noodles, ice-cold beer and rare expressions of Japanese whisky all to the tune of the best ’90s hip-hop in town. It respects the traditions but keep things uniquely untraditional in its yuzu sake bombs, crispy dumplings, spicy kimchi fried ramen and more. The restaurant is open for lunch, dinner and late-night dining seven days a week.
A photo of Happy Camper Pizza - Old Town restaurant
4.7
Exceptional(637)
Price: Moderate
• Pizzeria • River North (Chicago)
Booked 73 times today
Minors must be accompanied by parent or guardian for entry. A valid ID is required for guests age 21+.A chic, outdoorsy pizza haven located in Old Town. Happy Camper boasts a décor that includes Airstream trailers, neon renditions of the Great Lakes, warm wooden accents, and tire swing seating around the bar. A wide variety of colorful pizzas and delicious appetizers await you.F*ckin' Charity Bingo on Sundays at 1:30pm is sat on a first come first serve basis. All reservations will be sat in the non-bingo area.We cannot guarantee inside or outside seating.Neighborhood ordinances require our patio to close by 12am. Your table is weather permitting. If there is inclement weather, Happy Camper reserves the right to cancel your reservation. If you are dining when inclement weather occurs your food will be packed and given your bill. You are more than welcome to head to the bar afterward.
A photo of Shore Club restaurant
4.5
Awesome(743)
Price: Expensive
• Global, International • Gold Coast / Streeterville
Booked 102 times today
Opening May 17th, 2025. Inspired by beautiful beaches around the world, the elevated food menu, great service, and unobstructed views of Lake Michigan making it Chicago's go-to summer destination.Outdoor Patio Seating is available for reservations and walk-ins. In the case of inclement weather, our team will do our best to accommodate outdoor patio reservations inside, but indoor seating is not guaranteed. Reservations for The Oasis at Shore Club can be made at https://www.shoreclubchi.com/oasis-shore-clubShore Club Chicago is Credit Card Only. We Accepts All Major Credit Cards & Apple Pay. We Do Not Accept CASH.

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Discover best fun restaurants in South Loop

Discover the vibrant and exciting dining scene in Chicago's South Loop, where restaurants are serving up fun and flavor in every bite! If you're searching for a culinary adventure in Chicago, the South Loop offers an eclectic mix of dining options that embody the spirit of fun. From inventive cocktails and creative tapas to hearty Italian dishes and unique pizzas, each establishment provides a lively atmosphere perfect for both casual outings and special occasions. These restaurants are celebrated not only for their diverse menus but also for their dynamic environments that enhance every dining experience. Whether you're a local or a visitor, the South Loop's dining scene promises a delightful mix of great food, engaging service, and an overall enjoyable atmosphere. It's a place where every meal is an opportunity to create lasting memories, making it a top destination for anyone looking for a fun dining experience in Chicago. So, if you're planning your next meal out and crave something exciting, look no further than the South Loop in Chicago, where fun meets flavor and every visit is uniquely memorable.

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