Bridgeport is one of Chicago’s most diverse community areas and as a result, its best restaurants cover a wide variety of flavors. Some places have been operating for decades while others are relative newcomers, but they all help make the South Side neighborhood a hotbed for quality dining. Their focuses range from spicy Sichuan specialties and Italian red sauce dishes to iconic Chicago foods like tavern-style pizza and Polish sausage. So no matter what Chicagoans are in the mood for, they’ll find it and more in burgeoning Bridgeport, the home of the Chicago White Sox and Guaranteed Rate Field.Read More
Where to Eat and Drink in Bridgeport
The South Side neighborhood is brimming with diverse options
1. Big Boss Spicy Fried Chicken
An eye-popping façade helps draw diners in for fiery fried chicken at this Bridgeport newcomer. Owner Jassy Lee adopts the Belizean method of seasoning the meat overnight before frying and then coating it in a Nashville-style sauce. Five spice levels on the chicken, also available as a sandwich, are offered. The restaurant’s decor also overloads the senses with colorful graffiti artwork.
Old-school Italian-American fare is the appeal of this family-owned establishment that’s been in operation since 1946. Loyal customers pack the large dining room for what some proclaim to be the best sandwich in the world — the breaded steak sandwich. This meaty legend is worth getting messy for and features breaded steak, mozzarella, tomato sauce, and giardiniera on a Turano French roll. It’s also open late.
3. Sugar Shack
Adults and children alike flock to this walk-up dessert stand for a sugar high. The signature funnel cake sundae is an oversized treat capable of feeding several people, and other highlights include banana splits and blizzards. No matter the choice, though, customers are bound to walk away happy at this essential summertime spot.
4. A Place By Damao
Sichuan specialties are available at many Chinese restaurants around the city but this tiny storefront delves into the unexplored street food of Chengdu. Savor hot pot mixes, spicy braised offal-y items, and regional dishes like spare ribs and handmade bell dumplings. The bold flavors are designed to set the mouth afire so be ready for the heat or order the water jelly cake dessert to offset it.
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5. The Duck Inn
Owner Kevin Hickey’s lauded neighborhood tavern blends classic Midwestern comfort cuisine with his chef-driven technique. The menu boasts playful-yet-refined bites, such as a duck-fat hot dog and a hamburger sandwich, as well as a signature rotisserie duck served with duck jus reduction. The retro-inspired space, housed inside a pre-Prohibition era building, is equally enthralling while the lovely back patio is an ideal place to hang out during the summer.
6. Gio's Cafe and Deli
Chicago, IL 60616
Half deli and half restaurant, Gio’s specializes in hearty Italian fare. Grab a seat at one of the checkered tables and feast on hearty portions of arancini, chicken parm, rigatoni alla vodka, seafood pastas, and more. Diners are welcome to bring their own alcohol too.
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7. Bridgeport Bakery
Chicago, IL 60608
Bridgeport briefly lost a pillar of the community when this longstanding bakery closed its doors late last year. Fortunately, a new owner quickly emerged and brought back everyone’s favorite assortment of pastries. Indulge in paczki, bacon buns, maple-bacon doughnuts, and other new additions.
8. Franco's Ristorante
Although Franco’s looks like a relatively new restaurant thanks to a remodel in 2016, it has actually been serving Bridgeport residents for more than 30 years. The charmingly modern-yet-vintage space is home to housemade Italian staples, such as thick-cut pork chop vesuvio, light gnocchi, chicken giardiniera, and tiramisu.
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Disparate cuisines collide for a unique mashup at Kimski. The Korean-Polish fusion restaurant delivers street-food-inspired dishes like Polish sausages topped with “kraut-chi”; smoked and fried wings glazed in sweet and spicy sauce; and a marinated beef sandwich with shishito peppers, onions, Muenster cheese, and gochujang butter. The food can also be taken next door to Maria’s Packaged Goods and paired with the extensive beer list.
10. Maria's Packaged Goods and Community Bar
The neighborhood’s most well-known bar also offers one of the city’s largest beer lineups. Enjoy dozens of craft brews alongside a selection of daily-changing cocktails in a small and intimate setting. Hungry patrons can order food from Kimski, and there’s a liquor store in the front of the space for on-the-go libations. Chicagoans call this set-up a packaged good store, a place that’s part bar, part liquor store.
11. Maxwell Street Depot
Late-night cravings should be satiated with greasy delights and in Bridgeport, Maxwell Street Depot is the best place to get it. This 24-hour institution dishes out some of the city’s most iconic foods, including juicy bone-in pork chop sandwiches, Polish sausages, and Chicago-style hot dogs.
12. Han 202
Chinatown is the obvious central hub for Chinese food in Chicago but Bridgeport has its fair share of standouts. Head to this fusion eatery for a $35 four-course prix fixe experience. The kitchen’s contemporary approach to traditional flavors results in dishes like soft shell crab with sweet chili sauce; rainbow trout with sweet and sour sauce; and rack of lamb with bonito plum sauce. An added bonus: Alcohol is BYO.
13. Bernice's Tavern
Chicago, IL 60608
Dark, cozy, and staffed by friendly folks, Bernice’s Tavern has all the traits of a good dive. Stop into the timeless watering hole for a low-key evening full of cheap beer and jukebox tunes. The bar also hosts open mic and bingo nights.
14. Phil's Pizza
Thin-crust is the preferred pizza style for many Chicagoans and few places are as highly regarded as this longtime specialist. South Siders love the satisfying crispy pies, which are topped with a variety of ingredients like sliced beef, giardiniera, and housemade fennel-flecked sausage. Just make sure to bring a few bills; Phil’s is cash only.