What better way to start your South Side adventure than with a delicious, hearty brunch in the historic Kenwood neighborhood? From standard breakfast fare such as bacon, eggs and pancakes, to some notable favorites like the Jamaican jerk salad and crab cakes. The popularity of Café on the Grove has grown thanks in part to their decedent cheesecakes.

When it’s late at night and you have a craving for craft beer and rare tequila, Pilsen has you covered. Mexican food with a modern flare, Del Toro sits on a blink-and-you’ll-miss it corner on Halsted. The bar is lined with many classic tequilas, and even more tequilas you’ve never heard of—some they even make into flaming jalapeno margaritas.

You know this grilled chicken is the real deal as you exit I-55 and take Pulaski south into Little Village and smell the smoke emanating into the street. Grilled marinated chicken is the specialty of this tiny little shop - you get to pick either natural or with their special blend of delicious seasonings. They offer many grilled, smoky sides to go with your chicken as well.

While Englewood is not usually perceived to be a destination for foodies, the culture is changing and the neighborhood is receiving loans and grants to assist the rebuild. At the forefront of what may be the beginning of gentrification is the non-profit community roastery known as Kusayna Café. Breakfast, sandwiches, and pizzas served all day and their coffee is roasted in house daily. “Join the revolution,” as Kusayna puts it.

What do health food, a "mission from god," and President Barack Obama have in common? They all resided in Hyde Park, and this organic, gluten-free, wholesome Christian restaurant takes a healthy approach to a variety of dishes that include bowls, burritos, and tacos. Take note: it follows Christian Sabbath hours.

Not to be confused with the newer Triple Crown Restaurant on Wentworth that caters to a more Americanized palate, the Original Triple Crown is a gritty Cantonese restaurant for the adventurous diner. Nestled on 22nd Place in Chinatown, this mainstay has been serving up some of the best sautéed clams and fried squid for decades. Their intensely flavorful “100 Flavors Chicken” will send your senses in 100 different directions.

One of the best beefs in Chicago has resided at this family-run West Lawn restaurant since 1975. This eight-seater is always jammed with locals crushing homemade beef, red sauce and signature giardinara. If the classic beef isn’t your thing, go with breaded steak or chicken parm.

No need to book a flight to Africa for authentic Senegalese cuisine—simply request an Uber to Bronzeville. One of the most unique restaurants on either side of the city, The menu hosts a variety of dishes tinged with rich French and Spanish influences that please a wide range of tastes. Grilled fish and lamb are amongst their most popular items.