Best Fun Restaurants in South Side

33 restaurants available nearby

1. Pilsen Yards

4.7

Exceptional(1594)

Price: Moderate

• Mexican • Pilsen

Booked 21 times today

Pilsen Yards is a bar-centric and music-driven hangout in the heart of Pilsen with an open air vibe and one of the largest patios in the city.Exec. chef Juan Carlos Gutierrez's menu of latin-inspired street food, from tacos to ceviches, hummus to carne asada is plated up next to a mezcal, tequila, & whiskey charged bar program from bev director Lance Bowman, and it’s all on the cheap.

2. 312 Fish Market

4.7

Exceptional(15)

Price: Expensive

• Japanese • Lower West Side

Booked 8 times today

Hidden inside 88 Marketplace is 312 Fish Market -- a sushi lover's dream. We take great pride in improving upon your favorite nigiri, sashimi, hand rolls, sushi rolls, and party sets in new and creative ways.As we do not compromise on quality, our chef sources the best fish from all over the world including Tuna, Madai, Kanpachi, Uni, Caviar, and more.312 Fish Market is a BYOB establishment.Closed every Wednesday. We are also available for pickup, delivery and catering. Please reach us at 312FishMarket@gmail.com or 872-222-7288.

A photo of Pizzeria Portofino restaurant

3. Pizzeria Portofino

4.7

Exceptional(1482)

Price: Expensive

• Italian • River North (Chicago)

Booked 106 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. Three Dots and a Dash

4.8

Exceptional(1807)

Price: Expensive

• Cocktail Bar • River North (Chicago)

Booked 64 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 Robert's Pizza and Dough Company restaurant

5. Robert's Pizza and Dough Company

4.8

Exceptional(2025)

Price: Expensive

• Pizzeria • Gold Coast / Streeterville

Booked 77 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 SUSHI-SAN - River North restaurant

6. SUSHI-SAN - River North

4.8

Exceptional(1286)

Price: Moderate

• Japanese • River North (Chicago)

Booked 109 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 Upstairs at The Gwen restaurant

7. Upstairs at The Gwen

4.2

Awesome(244)

Price: Expensive

• American • River North (Chicago)

Booked 14 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 JoJo's ShakeBAR - River North restaurant

8. JoJo's ShakeBAR - River North

3.8

Excellent(2634)

Price: Moderate

• American • River North (Chicago)

Booked 219 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

9. Parlay River North

4.4

Awesome(35)

Price: Moderate

• American • River North (Chicago)

Booked 25 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

10. Parlor Pizza Bar - River North

4.6

Exceptional(897)

Price: Moderate

• American • River North (Chicago)

Booked 58 times today

For more information please email info@parlorchicago.com . Entire party must be present to be seated.

See what locals rave about

From verified diners like you

A
Adriannevip
Orlando / Central Florida East •5 reviews
5.0
Dined 1 day ago
We came here with a work group, in town for a conference. Three dots, and a dash was the perfect place to let loose. We enjoyed the fun whimsical drinks, and the atmosphere! Our server was wonderful! And we will definitely be back!
More info
Three Dots and a DashPrice: Expensive• Cocktail Bar• River North (Chicago)
•
4.8
S
Scottvip
Chicago / Illinois •12 reviews
5.0
Dined 5 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
R
Ritu
Chicago / Illinois •1 review
5.0
Dined 5 days ago
Pizza Portofino is one of my favorite spots in the city. The garlic bread and truffle pizza (request hot honey, trust me) are GAME CHANGER. I went with a few friends and we all agreed that they both redefined garlic bread and pizza (at least in Illinois) respectively. Great service and great vibes!
More info
Pizzeria PortofinoPrice: Expensive• Italian• River North (Chicago)
•
4.7
V
Vanessa
Chicago / Illinois •1 review
5.0
Dined 7 days ago
Ryan was our server and he was excellent in his knowledge of food and very kind. He went above and beyond.
More info
Pilsen YardsPrice: Moderate• Mexican• Pilsen
•
4.7
B
Bradvip
Chicago / Illinois •5 reviews
5.0
Dined on 23 Nov 2024
Some incredibly unique nigiri pieces from freshly butchered tuna. Always a great meal.
More info
312 Fish MarketPrice: Expensive• Japanese• Lower West Side
•
4.7

Best Fun Restaurants in South Side

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33 restaurants available nearby

1. Pilsen Yards

2. 312 Fish Market

3. Pizzeria Portofino

4. Three Dots and a Dash

5. Robert's Pizza and Dough Company

6. SUSHI-SAN - River North

7. Upstairs at The Gwen

8. JoJo's ShakeBAR - River North

9. Parlay River North

10. Parlor Pizza Bar - River North

See what locals rave about

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