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Best Fun Restaurants in West Town

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34 restaurants available nearby

A photo of Pizzeria Portofino restaurant
4.7
Exceptional(1484)
Price: Expensive
• Italian • River North (Chicago)
Booked 172 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 Three Dots and a Dash restaurant
4.8
Exceptional(1809)
Price: Expensive
• Cocktail Bar • River North (Chicago)
Booked 61 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 - River North restaurant
4.8
Exceptional(1287)
Price: Moderate
• Japanese • River North (Chicago)
Booked 99 times today
Sushi-San serves up the best sushi in Chicago made with the freshest ingredients they can find, all served with a side of old-school hip-hop and ice-cold beer. The bar is kept stocked with rare Japanese whisky, sake, wine and inventive cocktails. Join them for lunch and dinner.
A photo of Robert's Pizza and Dough Company restaurant
4.8
Exceptional(2025)
Price: Expensive
• Pizzeria • Gold Coast / Streeterville
Booked 95 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 Upstairs at The Gwen restaurant
4.2
Awesome(244)
Price: Expensive
• American • River North (Chicago)
Booked 22 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 Azul restaurant
4.1
Excellent(982)
Price: Expensive
• Seafood • Goose Island
Booked 7 times today
Located along the Chicago river in the burgeoning Goose Island neighborhood, Azul is an upscale mariscos (seafood) restaurant serving an expansive menu of Latin-inspired fare. The concept aims to combine the ethos of an authentic mariscos restaurant with modern hospitality practices and all the touches of a sophisticated, lively spot.Celebrating the rich flavors and fresh ingredients of Latin culinary culture, Azul’s chef-driven menu is brimming with refined representations of classic mariscos cuisine. Created by Executive Chef Michael Hernandez, Azul offers a variety of grilled, baked, fried and raw proteins as well as ceviches, seafood, cocktails and artfully arranged family-style platters.
A photo of JoJo's ShakeBAR - River North restaurant
3.8
Excellent(2639)
Price: Moderate
• American • River North (Chicago)
Booked 179 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 Parlay River North restaurant
4.4
Awesome(36)
Price: Moderate
• American • River North (Chicago)
Booked 17 times today
Parlay River North, located within the vibrant Joy District at 112 W Hubbard St, offers a high-energy sports bar experience perfect for both casual outings and lively nights out. This modern sports parlor on the first floor serves elevated bar fare alongside a curated selection of drinks in a dynamic and engaging atmosphere. Guests can enjoy American classics while watching the latest sports events on numerous big screens, ensuring they never miss a moment of the action. The stylish and comfortable setting, inspired by contemporary trends, provides a welcoming space for sports enthusiasts and casual visitors alike.Whether you're here for the game, a night out with friends, or a private event, Parlay River North promises a memorable experience with its vibrant ambiance and top-notch service. Come for the sports, stay for the food, drinks, and unbeatable energy.NO OUTSIDE LIQUOR,NO BIG BAGS, 1 BAG PER PERSON, NO RUBBER SOLES…Exceptions can be made on a case by case basis
A photo of Parlor Pizza Bar - River North restaurant
4.6
Exceptional(897)
Price: Moderate
• American • River North (Chicago)
Booked 32 times today
For more information please email info@parlorchicago.com . Entire party must be present to be seated.
A photo of Recess restaurant
4.5
Awesome(1465)
Price: Expensive
• American • West Loop
Booked 4 times today
Located in Chicago’s West Loop, Recess (838 W. Kinzie St.) offers a vibrant, playful, escape to the daily grind. Home of Chicago’s largest patio, Recess encourages guests to adult…like a kid, while serving up delicious American food and drink. The Recess menu taps into the cravings of everyday life, offering casually elevated dishes with playful Chicago swagger, while our beverage program takes a bright, ingredient-driven approach with cocktails both classic and original. In addition to the energetic adult playground vibes and menu offerings, Recess also offers a nostalgic array of indoor and outdoor activities including giant Jenga and Connect 4, all of your favorite board games.Recess is a 21+ establishment.

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See what locals rave about

From verified diners like you
From verified diners like you
  • danielle
    Grand Rapids / Western Michigan •1 review
    5.0
    Dined 2 days ago
    I was here a few years ago and remembered how fantastic it was, so I suggested it for a group lunch for some people coming out of town!
    More info
    SUSHI-SAN - River NorthPrice: Moderate• Japanese• River North (Chicago)
    4.8
  • Jacqueline
    Las Vegas •2 reviews
    5.0
    Dined 2 days ago
    Pizzeria Portofino - Chicago I had the pleasure of celebrating my birthday at Pizzeria Portofino in Chicago, and I can’t recommend it enough! From the moment I made the reservation, the experience was exceptional. The manager emailed me to ensure everything would be perfect for my special day, which was a thoughtful and personal touch. The atmosphere at the restaurant is warm and inviting, with a lovely Italian charm that makes you feel right at home. The staff is incredibly friendly and attentive, providing service that made the night feel truly special. And then, of course, the food – absolutely amazing! The pizzas were cooked to perfection with fresh ingredients, and the flavors were spot-on. We also enjoyed a variety of appetizers and pasta dishes, all of which were delicious. It’s rare to find a place that combines great food, fantastic service, and a personal touch like this. Pizzeria Portofino definitely made my birthday one to remember, and I’ll certainly be back again.
    More info
    Pizzeria PortofinoPrice: Expensive• Italian• River North (Chicago)
    4.7
  • Marilyn
    San Diego •5 reviews
    5.0
    Dined 3 days ago
    We had a terrific Thanksgiving at the Gwen. Our grandchildren were treated royally and we all enjoyed the food and service.
    More info
    Upstairs at The GwenPrice: Expensive• American• River North (Chicago)
    4.2
  • Alexandra
    Miami - Dade •2 reviews
    5.0
    Dined 4 days ago
    Amosphere was vibrant and truly captured the essence of a tropical underground getaway. Our server, Sofia, was nothing short of amazing—attentive, friendly, and incredibly knowledgeable about the menu. She recommended beverages that were simply delicious, each crafted with unique flavors that left a lasting impression. If you're looking for a great place to unwind with fantastic drinks and exceptional service, this is a must-visit!
    More info
    Three Dots and a DashPrice: Expensive• Cocktail Bar• River North (Chicago)
    4.8
  • Scottvip
    Chicago / Illinois •12 reviews
    5.0
    Dined 6 days ago
    The Detroit Pizzas on Tuesday nights are a delicious addition to the menu!
    More info
    Robert's Pizza and Dough CompanyPrice: Expensive• Pizzeria• Gold Coast / Streeterville
    4.8

Discover best fun restaurants in West Town

Discover the vibrant and exciting dining scene in West Town, Chicago, where every restaurant promises an unforgettable experience that’s all about "fun". This trendy area is home to a variety of dining spots that cater to those looking for an energetic and enjoyable atmosphere. Celebrating diverse culinary traditions, these restaurants offer everything from tantalizing tacos and empanadas to exquisite Latin-inspired dishes. Guests can expect lively music, creative decor, and a playful vibe that perfectly complements the innovative menus. The service across these establishments is often highlighted for its excellence, contributing to the overall dynamic and inviting environment. Whether you’re a local or just visiting, West Town’s fun-themed restaurants provide not just a meal, but a truly festive and engaging dining experience. Perfect for anyone looking to add a dash of joy to their dining outings, these spots are sure to impress with their unique blend of ambiance, service, and culinary delights.

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