Nine places to enjoy summer weather on the South Side
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North Side and South Side residents might not be able to agree on much, but they do share a love of enjoying the city’s all-too-elusive nice weather by spending time drinking outside. The neighborhoods of Bronzeville and Hyde Park don’t have the flashy rooftops of downtown, but they both have a wide variety of excellent patios where diners can BYOB or enjoy a glass of wine or a signature cocktail while dining on Southern, Cajun, or Jamaican fare. There’s even a deck bar right at the 31st Street Beach perfect for really making the most out of a hot day.
For updated information on coronavirus cases, please visit the city of Chicago’s COVID-19 dashboard. Health experts consider dining out to be a high-risk activity for the unvaccinated; it may still pose a risk for the vaccinated, especially in areas with substantial COVID transmission. The latest CDC guidance is here; find a COVID-19 vaccination site here.
Note: Restaurants on this map are listed geographically.
3101 S Lake Shore Dr
Chicago, IL 60616
Just steps away from the sand, the restaurant on 31st Street Beach features a deck looking out over Lake Michigan. Grab a cocktail and Chicago dog or cheeseburger and enjoy the entertainment, which includes salsa dancing on Tuesdays and a reggae band on Saturday afternoons.
56 E Pershing Rd
Chicago, IL 60653
The BYOB breakfast spot features a heated patio with curtains, umbrellas, and an awning to provide protection from the elements. Come for specialties like a jerk shrimp alfredo omelet served with cheesy hash browns or Cajun crawfish and grits and take home a container of ready-to-mix French toast batter made with strawberries, blueberries, or caramel.
4420 S Cottage Grove Ave
Chicago, IL 60653
Flowers from East Garfield Park farm Herban Produce line the sidewalk patio in front of Bronzeville Winery. Outdoor reservations are available with a $10 deposit, allowing diners to secure a spot to try something on the new restaurant’s rotating list of wines from around the world or a summery sipper like the Haji Healer, a blend of grapefruit, apple juice, orange juice, ginger, and rosemary available spirit-free or with rum.
1510 E Harper Ct
Chicago, IL 60615
The patio at Ja’ Grill features both fully covered tables and an area flanked by planters that offers a mix of direct sun and shady seats beneath red umbrellas. Either space provides the opportunity to get a taste of Jamaica by sipping a rum punch or a classic daiquiri along with a plate of jerk shrimp or goat curry.
1462 E 53rd St
Chicago, IL 60615
Freshly-minted James Beard award-winner Erick Williams’s Southern restaurant features a sidewalk patio with bright yellow chairs and a bit of shade beneath the awning. Try fare like blackened catfish with barbecue carrots and shrimp & crawfish with stone-ground grits with a cocktail such as the Peach Tree Fizz (vodka, elderflower, peach tea, and prosecco) or Pass the Peas (gin, English peas, and mint).
1401 E 53rd St
Chicago, IL 60615
Dubbed the Sanctuary, the tree-lined outdoor space at Mesler features a fire pit, lounge seating, and lights strung from the ceiling. It’s a cozy space to enjoy a seasonal cocktail like a guava margarita or frozen rosé blended with passion fruit liqueur, and small plates such as chili-glazed chicken wings or shrimp cocktail.
1509 E 53rd St
Chicago, IL 60615
Bright red umbrellas provide shade on Chant’s sidewalk patio, providing a comfortable space to enjoy fried green tomatoes and blackened shrimp tacos paired with a sidecar or old fashioned. Stop in on Saturday morning for brunch, where bottomless mimosas are available for $20 from 11:30 a.m. to 2 p.m., or later in the evening to catch jazz and blues bands perform from 6-9 p.m.
1055 E 55th St
Chicago, IL 60615
Located right next to the University of Chicago, this New Orleans-inspired all-day breakfast spot with a menu from Lillie’s Q founder Charlie McKenna has opened a sidewalk patio for its first summer. Place an order at the register and then grab a seat to wait for a mimosa or bloody mary and a plate of beignets or brisket hash with hot sauce hollandaise.
1642 E 56th St #1
Chicago, IL 60637
A Hyde Park institution since 1985, Piccolo Mondo features a large tented patio that provides a view of the nearby Museum of Science and Industry. The white tablecloth-covered tables provide an elegant space for an Italian dinner accompanied by something from the large wine list or a cocktail from the bar. Diners can also visit in the morning for Argentinian pastry and a cafe con leche from the restaurant’s bakery.
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Just steps away from the sand, the restaurant on 31st Street Beach features a deck looking out over Lake Michigan. Grab a cocktail and Chicago dog or cheeseburger and enjoy the entertainment, which includes salsa dancing on Tuesdays and a reggae band on Saturday afternoons.
3101 S Lake Shore Dr
Chicago, IL 60616
The BYOB breakfast spot features a heated patio with curtains, umbrellas, and an awning to provide protection from the elements. Come for specialties like a jerk shrimp alfredo omelet served with cheesy hash browns or Cajun crawfish and grits and take home a container of ready-to-mix French toast batter made with strawberries, blueberries, or caramel.
56 E Pershing Rd
Chicago, IL 60653
Flowers from East Garfield Park farm Herban Produce line the sidewalk patio in front of Bronzeville Winery. Outdoor reservations are available with a $10 deposit, allowing diners to secure a spot to try something on the new restaurant’s rotating list of wines from around the world or a summery sipper like the Haji Healer, a blend of grapefruit, apple juice, orange juice, ginger, and rosemary available spirit-free or with rum.
4420 S Cottage Grove Ave
Chicago, IL 60653
The patio at Ja’ Grill features both fully covered tables and an area flanked by planters that offers a mix of direct sun and shady seats beneath red umbrellas. Either space provides the opportunity to get a taste of Jamaica by sipping a rum punch or a classic daiquiri along with a plate of jerk shrimp or goat curry.
1510 E Harper Ct
Chicago, IL 60615
Freshly-minted James Beard award-winner Erick Williams’s Southern restaurant features a sidewalk patio with bright yellow chairs and a bit of shade beneath the awning. Try fare like blackened catfish with barbecue carrots and shrimp & crawfish with stone-ground grits with a cocktail such as the Peach Tree Fizz (vodka, elderflower, peach tea, and prosecco) or Pass the Peas (gin, English peas, and mint).
1462 E 53rd St
Chicago, IL 60615
Dubbed the Sanctuary, the tree-lined outdoor space at Mesler features a fire pit, lounge seating, and lights strung from the ceiling. It’s a cozy space to enjoy a seasonal cocktail like a guava margarita or frozen rosé blended with passion fruit liqueur, and small plates such as chili-glazed chicken wings or shrimp cocktail.
1401 E 53rd St
Chicago, IL 60615
Bright red umbrellas provide shade on Chant’s sidewalk patio, providing a comfortable space to enjoy fried green tomatoes and blackened shrimp tacos paired with a sidecar or old fashioned. Stop in on Saturday morning for brunch, where bottomless mimosas are available for $20 from 11:30 a.m. to 2 p.m., or later in the evening to catch jazz and blues bands perform from 6-9 p.m.
1509 E 53rd St
Chicago, IL 60615
Located right next to the University of Chicago, this New Orleans-inspired all-day breakfast spot with a menu from Lillie’s Q founder Charlie McKenna has opened a sidewalk patio for its first summer. Place an order at the register and then grab a seat to wait for a mimosa or bloody mary and a plate of beignets or brisket hash with hot sauce hollandaise.
1055 E 55th St
Chicago, IL 60615
A Hyde Park institution since 1985, Piccolo Mondo features a large tented patio that provides a view of the nearby Museum of Science and Industry. The white tablecloth-covered tables provide an elegant space for an Italian dinner accompanied by something from the large wine list or a cocktail from the bar. Diners can also visit in the morning for Argentinian pastry and a cafe con leche from the restaurant’s bakery.
1642 E 56th St #1
Chicago, IL 60637