Best Restaurants, Must Try Places in Frankfort Square

"This no-frills soul food diner is a South Side institution and the oldest restaurant in Chicago, opening in 1892 and becoming its current incarnation in 1918. Breakfast is served all day while the dinner menu includes fried chicken, jumbo shrimp, melt sandwiches, and burgers, all of which can be spiced up with the red pepper vinegar found on every table. Daley’s moved across the street in 2019."

"Nestled in the heart of the South Side, Daley’s has been serving residents homestyle fare since 1892. Generations upon generations of Chicagoans have grown up on its skillets, waffles, chicken wings, and patty melts. If that doesn’t whet the appetite, daily specials like boiled turkey necks, chicken and dumplings, and braised oxtail stew rise above the diner norm."

"Restaurants American Woodlawn. Depending on how you look at it, Daley’s restaurant has been around since 1892 or 1937 (the first, the original opening date; the second, the current incarnation). Either way, it’s one of the oldest restaurants in the city."

"This cafeteria-style establishment is known for their comfortable atmosphere and even more comforting food: mashed potatoes and gravy, patty melts, barbecue chicken, meatloaf, short rib, and more, all scooped up and piled high on your tray. You can also order one of President Obama’s favorites, like the steak and eggs with hashbrowns. Expect to stand in line with neighborhood regulars, students from the nearby university, and visitors who flock to this Hyde Park institution."

"President Obama cites Valois, a cafeteria-style restaurant, as one of his favorite spots in the city. He likes their breakfast, specifically the eggs and turkey sausage. Open since 1921 (making its home in a few locations over the years), the open kitchen churns out daily specials like prime rib, corned beef and cabbage, patty melts, rice pudding, and peach cobbler."

"Enjoy a fresh selection of traditional and modern dishes at this South Side gem. The Woodlawn is a modern and upbeat Internet cafe with a patio and rooftop for a unique outdoor dining experience. They offer coffee from a local South Side roaster by day and a pop-up experience by night."

"Enjoy rooftop dining in your own enclosed igloo at The Woodlawn. The clear domes seat up to five people for two hours and includes a customized three course meal with beer or wine. Make the evening extra special with romantic add-ons like roses or a live musician."

"A family-owned Mexican spot in Archer Heights that's the G.O.A.T. when it comes to goat meat. Why we love it: Thick handmade tortillas, salsas made to order, bright-pink agua fresca—you can get all of that to go. Their only purpose, however, is to accompany the restaurant’s signature platters of chopped goat meat."

"Though Chicago might be a major population center and port of call, it’s still hip deep in midwest agrarian culture. Homestead has a rooftop garden that reflects both the pastoral and the civilized, with drinks and food that clearly have taproots in natural flavoring and healthy living."

"The first Latin American-inspired brewery in the U.S., 5 Rabbit infuses Hispanic culture into American beer styles. The brews, named for days on the Aztec calendar, include an avocado stout, Mexican lager, and fruit-forward styles inspired by Mexican paletas. Try them all in their cozy taproom — they’re the perfect complement to the tacos (served on Thursday evenings) and tamales (every Saturday afternoon)."

"The DuSable is the nation's oldest museum dedicated to the exploration, documentation, and celebration of the African-American experience. It's in Chicago's Hyde Park neighborhood and is an affiliate of the Smithsonian Institution. Its holdings include 15,000 paintings, sculptures, and historic memorabilia that illuminate the African-American experience."

"It was very informative with regards to the black soldiers during the war & their contributions. The DuSable Museum has jazz in the park and there was plenty of jazz lover’s there. The bands were fantastic and the weather was great."