City guides

Fun restaurants in Chicago

Explore Chicago's diverse dining scene with our guide to the city's most captivating eateries, offering a blend of unique atmospheres and delectable dishes for unforgettable experiences.

September 19, 2023
 min read
Last updated:
Jan 15
A view of the Chicago skyline, with the Chicago river in the foreground.

Chicago, a city renowned for its rich culinary heritage, offers a plethora of dining experiences that cater to every palate. But if you're looking for a side of fun with your meal, there are certain spots that stand out from the rest. Let's dive into some of the city's most entertaining eateries that promise not just great food, but also a memorable time.

Deuce’s Major League Bar

Deuce’s Major League Bar is not just another sports bar; it's an elevated experience for sports enthusiasts. Every corner of this establishment pays homage to the world of sports, with a special emphasis on the beloved Chicago Cubs. The walls are adorned with jerseys, signed baseballs, and vintage posters, creating a nostalgic atmosphere. The outdoor patio, bathed in sunlight, is an ideal spot to enjoy a game on a big screen while soaking in the sun. Their menu is a gastronomic delight, featuring innovative cocktails and dishes that are both visually appealing and tantalizing to the taste buds. The MLB sliders, with their juicy patties and fresh toppings, are a crowd favorite, while the meat lovers flatbread offers a hearty treat for those with a robust appetite. If you're someone who appreciates the thrill of a game and the joy of a good meal, Deuce’s Major League Bar is the place to be.

Beatnik On The River

Beatnik On The River is more than just a restaurant; it's a journey to a Mediterranean paradise right in the heart of Chicago. The interiors are reminiscent of a grand palace, with intricate designs, plush seating, and ornate chandeliers. Its prime location by the river ensures that diners are treated to breathtaking views, making it a perfect spot for romantic dinners or celebratory occasions. The menu is a harmonious blend of traditional Mediterranean dishes and modern culinary innovations. The steak kabobs, grilled to perfection and seasoned with exotic spices, are a must-try. Their double cheeseburger, juicy and flavorful, is a testament to their ability to master diverse cuisines. Whether you're in the mood for a lavish meal or just want to sip on a cocktail while enjoying the view, Beatnik On The River promises an unforgettable experience. 


Located within the luxurious Viceroy Hotel, Somerset is a trip back in time to the glamorous 1920s. The decor is a blend of opulence and elegance, with a dominant gold and blue color palette, reminiscent of the Gatsby era. The menu is as diverse as it is delicious. The roasted beef short rib, tender and flavorful, melts in your mouth, while the miso-citrus salmon offers a delightful fusion of flavors. The cocktail menu is inspired by iconic personalities, with drinks named after legends like Sinatra and Monroe. Each sip transports you to a bygone era of glitz and glamor. Whether you're celebrating a special occasion or just want to indulge in a luxurious dining experience, Somerset is the place to be. 

Three Dots and a Dash

Three Dots and a Dash is Chicago's tropical oasis, offering an escape from the hustle and bustle of city life. The ambiance is a delightful mix of Polynesian decor, vibrant colors, and eclectic music. The handcrafted cocktails, made with premium spirits and exotic ingredients, are a treat for the senses. The food menu complements the tropical theme, with dishes like the pu pu platter, a medley of appetizers that offer a taste of the islands. The Thai fried chicken, crispy and flavorful, is a favorite among regulars, while the coconut shrimp, with its sweet and tangy sauce, is a must-try. Whether you're looking for a fun night out with friends or a date night with a twist, Three Dots and a Dash promises a memorable experience.

Hampton Social

Hampton Social is not just a restaurant; it's a lifestyle. With multiple locations across the city, it has become a favorite haunt for those seeking a laid-back, beachy vibe in the heart of Chicago. The interiors are a delightful blend of coastal chic and urban sophistication, with neon lights adding a touch of modernity. The iconic “rosé all day” neon sign has become a popular backdrop for Instagram enthusiasts. The menu is as diverse as it is delectable. From shrimp tacos that evoke the flavors of a seaside shack to an extensive dinner menu that caters to varied palates, there's something for everyone. The specialty cocktails, crafted with precision and flair, are the perfect accompaniment to any meal. Whether you're in the mood for a brunch with friends or a romantic dinner, Hampton Social promises an experience that's both unique and unforgettable. 

Au Cheval

Au Cheval stands as a testament to Chicago's rich culinary heritage. Known for serving what many claim to be the city's best burger, this establishment has become a must-visit for both locals and tourists. But it's not just about the burger. The menu is a delightful mix of classic American dishes and innovative culinary creations. The fried bologna sandwich, with its layers of meat and cheese, is a nostalgic treat, while the pork porterhouse offers a hearty meal for meat lovers. The ambiance is cozy and inviting, with dim lighting and vintage decor adding to the charm. Whether you're craving a late-night snack or a hearty lunch, Au Cheval promises a dining experience that's both satisfying and memorable. 

Virtue Restaurant

Virtue Restaurant brings the flavors and warmth of the South to the Midwest. The ambiance is a blend of rustic charm and modern elegance, creating a welcoming atmosphere for diners. The menu is a celebration of Southern cuisines, with dishes that are both comforting and innovative. The barbecue pork chops, smoked to perfection and served with traditional sides, are a crowd favorite. The seafood offerings, fresh and flavorful, transport you to the coastal regions of the South. What sets Virtue apart is its personalized cocktail menu, where drinks are crafted based on individual preferences, ensuring a unique experience for every guest. If you're looking to savor authentic Southern flavors with a contemporary twist, Virtue Restaurant is the place to be. 

Lula Café

Lula Café is a culinary gem in Chicago, offering a taste of Italy in the heart of the city. Known for its premium steaks, this establishment has garnered a loyal following among meat enthusiasts. But it's not just about the steaks. The menu offers a range of contemporary pasta dishes, crafted with fresh ingredients and traditional recipes. The range of veggies and salads ensures that there's something for everyone, from health enthusiasts to those looking for a hearty meal. The ambiance is a blend of modern chic and rustic charm, with wooden interiors and ambient lighting creating a cozy atmosphere. Whether you're celebrating a special occasion or just in the mood for some Italian goodness, Lula Café promises a dining experience that's both authentic and memorable. 

Piece Brewery and Pizzeria

Piece Brewery and Pizzeria is the perfect spot for a casual night out with friends or family. The spacious interiors, with its laid-back vibe, make it ideal for group outings. As the name suggests, the pizzeria offers a range of pizzas, from classic favorites to innovative creations. The beers, brewed in-house, are the perfect accompaniment to the pizzas, offering a refreshing contrast to the flavors. The varied activities, from live music to trivia nights, ensure that there's never a dull moment. Whether you're in the mood for a quiet dinner or a lively night out, Piece Brewery and Pizzeria promises an experience that's both fun and fulfilling. 

5 Rabanitos

5 Rabanitos is a celebration of Mexican cuisine, offering a taste of the country's rich culinary heritage. The menu is a delightful mix of traditional dishes and modern creations. The tacos, with their diverse fillings, cater to varied palates, from meat lovers to vegetarians. The queso fundido, with its blend of melted cheese and spices, is a must-try. The ambiance is vibrant and colorful, with traditional decor and lively music adding to the charm. Whether you're in the mood for a hearty meal or just want to savor some authentic Mexican flavors, 5 Rabanitos promises a dining experience that's both authentic and unforgettable.

Chicago's dining scene is as diverse as its culture. These fun restaurants not only offer culinary delights but also ensure that every meal is an experience in itself. Whether you're a local or a visitor, these eateries promise a blend of flavors and fun, making every visit memorable.


*Prices fluctuate based on season and day of the week.

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