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Best Fun Restaurants in Old Town

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31 restaurants available nearby

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A photo of Utopian Tailgate restaurant
1. Utopian Tailgate
3.8
Excellent(189)
Price: Expensive
• American • Lincoln Park
Utopian Tailgate is a fun spot for grownups, perched high up on Piper's Alley, offering a playground of elevated eats and a never-ending rooftop party. It's all about the fun vibes, with super-sized Jenga, drinking games, disco dance party, and more. Reviewers rave about the 'nice ambiance', 'great vibe', and 'fun games'. The diverse crowd, tasty food, and strong drinks only add to the fun.
A photo of Pizzeria Portofino restaurant
2. Pizzeria Portofino
4.8
Exceptional(1804)
Price: Expensive
• Italian • River North (Chicago)
Booked 420 times today
Pizzeria Portofino is a sun-drenched casual restaurant located directly on the Chicago riverfront offering hand-stretched pizzas, coastal wines, an expansive patio and breezy decor that will instantly transport you to the Italian Riviera.
A photo of SUSHI-SAN - Lincoln Park restaurant
3. SUSHI-SAN - Lincoln Park
4.8
Exceptional(260)
Price: Moderate
• Sushi • Lincoln Park
Booked 94 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 Quartino - Chicago restaurant
4. Quartino - Chicago
4.6
Exceptional(11147)
Price: Moderate
• Italian • River North (Chicago)
Booked 158 times today
Quartino Ristorante is a lively, authentic Italian restaurant and wine bar in Chicago's River North neighborhood. Our menu features Italy's regional specialties including artisanal salumi, Neapolitan thin-crust pizza, house-made pasta, and seasonal dishes. Menu items, served in moderate portions and meant to be shared, are perfect for adventurous diners ready for a unique experience.
A photo of Olio e Più - Chicago restaurant
5. Olio e Più - Chicago
4.4
Awesome(1130)
Price: Expensive
• Italian • River North (Chicago)
Booked 71 times today
OLIO E PIÙ brings Italian tradition and true sense of Mediterranean liveliness to the vibrant neighborhood in Chicago.As an authentic trattoria, its cuisine is based on classic Italian dishes. As you dine at OLIO E PIÙ, you’ll be transported not just by the flavors of Italy but also by the authentic atmosphere that surrounds you. It’s a place where time slows down, and conversations flow freely, just as they do in a true Italian household. Here, the spirit of 1970s Italian elegance lives on, and every meal is a celebration of life, love, and the joy of shared moments, especially with the open kitchen concept.OLIO E PIÙ is more than just a restaurant; it’s a portal to a different time and place, where the essence of Italy’s rich culinary and cultural heritage is captured in every detail.
A photo of RAMEN-SAN - Lincoln Park restaurant
6. RAMEN-SAN - Lincoln Park
4.8
Exceptional(232)
Price: Moderate
• Asian • Lincoln Park
Booked 64 times today
RAMEN-SAN is a neighborhood noodle joint that slings hot broth, ice-cold beer and the best ’90s hip-hop in town. With locations in Lincoln Park, River North, Fulton Market and Streeterville, the Lincoln Park location is the newest addition to the RAMEN-SAN squad.
A photo of JoJo's ShakeBAR - River North restaurant
7. JoJo's ShakeBAR - River North
3.5
Very Good(2774)
Price: Moderate
• American • River North (Chicago)
Booked 31 times today
JoJo’s ShakeBAR is a next-generation restaurant and bar, and River North’s next go-to spot for hangouts, first dates, and family affairs. Its’ modern, yet familiar, diner experience is grounded in nostalgia and focuses on creative desserts and elevated diner favorites.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 Are Highly Recommended & Walk Ins Are Available Based Upon Availability.
A photo of Starbucks Reserve® Chicago Roastery restaurant
8. Starbucks Reserve® Chicago Roastery
4.8
Exceptional(28)
Price: Expensive
• Café • River North (Chicago)
Booked 13 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 Robert's Pizza and Dough Company restaurant
9. Robert's Pizza and Dough Company
4.8
Exceptional(2145)
Price: Expensive
• Pizzeria • Gold Coast / Streeterville
Booked 119 times today
Robert's Pizza and Dough Company serves it's award winning thin-crust artisanal pizzas with fresh and unique ingredients.
A photo of Sapori Trattoria restaurant
10. Sapori Trattoria
4.7
Exceptional(4486)
Price: Moderate
• Italian • Lincoln Park
Booked 98 times today
Cozy Italian Restaurant serving fresh pasta & other authentic Italian dishes in Chicago's Lincoln Park & Lakeview Neighborhoods

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Discover best fun restaurants in Old Town

Discover the vibrant dining scene in Old Town, Chicago, where the keyword "fun" truly comes to life in its selection of eateries. Whether you're looking for a lively atmosphere for a night out with friends or a cozy spot to enjoy some well-crafted cocktails and dishes, Old Town's dining options are sure to elevate your experience. Each restaurant in this bustling neighborhood boasts unique attributes, from exuberant settings and live music to creative culinary delights that keep the vibe energetic and engaging. Patrons can expect a variety of fun-themed restaurants that cater to all tastes, ensuring that every dining experience is not only delicious but also delightfully entertaining. The area is known for its eclectic mix of dining establishments that seamlessly blend great food and a fun atmosphere, making it a prime destination for those looking to add a little excitement to their mealtime. Enjoy the essence of Old Town where each meal is served with a side of amusement and joy, making it a perfect backdrop for creating memorable moments.

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