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experience

Ten friends posing and laughing in stylish party outfits and boots on a paved backyard patio at night with a tall hedge backdrop

Group of friends at a backyard poolside patio dinner at night, wearing colorful party ears and holding oversized smiling face cutouts around a table with plates, drinks, string lights and balloon garlands.

Nighttime backyard fire performance: performer twirling flaming torches over a poolside fire pit on a decorated patio with string lights and spectators photographing the show.

Backyard poolside birthday party on a covered patio at dusk — friends seated along a long table with red cups, plates and balloons while a woman in a tall red novelty hat presents a gift.

Nighttime backyard poolside party with friends gathered around a table of food and drinks under a large umbrella, wearing colorful hats and leis, with smoky blue lighting and a server or chef in the background.

Large smiling group of family and friends posing on a suburban driveway by hedges and trees, baby in arms and someone holding a colorful water gun — casual outdoor gathering.

Group of family and friends on a covered outdoor patio at night wearing colorful mouse-ear and bunny-ear headbands, smiling around a table with a birthday cake and drinks, chef giving thumbs-up and festive party vibe.

Outdoor sunset scene of a chef theatrically cooking over tall flames behind a candlelit table set with wine, flowers and olives.

Two performers at a backyard patio party at night, one wearing a tall hat and holding lit torches while both pose behind a flaming grill under string lights and ceiling fans.

Outdoor backyard garden dinner party at dusk with long U-shaped banquet tables covered in blue tablecloths, white folding chairs, place settings with red napkins and salads, small yellow flower centerpieces, overhead string lights and red and yellow paper lanterns, a grilling station and lush trees surrounding a stone patio.

Awesome Hibachi At Home (AirBnb) in Chicago, IL!!! Best BACKYARD Hibachi Catering Experience

Party Pro

5 (23)
1hr 30min

From $60/person, $600/party

experience

Smiling chef in apron and headband twirling flaming torches over a portable hibachi grill at a desert sunset with red rock formations in the background, outdoor hibachi fire show.

Hibachi chef in a tall black hat and sunglasses wielding a flaming torch over an outdoor griddle at a desert sunset with red rock formations in the background.

Hibachi chef performing a dramatic fire show at sunset over a portable grill in a rocky desert landscape, wearing sunglasses and a headband.

Chef performer in striped apron blowing a dramatic fireball over a hibachi-style grill cart at dusk in a desert outdoor setting

Fire-spinning chef performer in white jacket and tall hat twirls a flaming chain in a desert at sunset, wearing gloves and sunglasses with rocky hills and a food cart in the background.

Four chefs in aprons and a chef hat performing fire-breathing with huge flame plumes at dusk in a rocky desert landscape

Flaming onion “volcano” erupting on a teppanyaki/hibachi grill above colorful stir-fry vegetables in a dimly lit restaurant.

Hibachi chef in white uniform and tall hat creates towering flames on an outdoor teppanyaki grill at night, thrilling onlookers and cameras.

Smiling woman applauding at a candlelit restaurant dinner table with cocktails, a floral centerpiece and glowing candles — lively evening celebration

Chef performing dramatic fire-breathing at an outdoor night street-food stall, a huge plume of flame lighting up the scene

Backyard bachelorette party at dusk with eleven smiling women around a pink-decorated table; one guest wearing a novelty pink balloon hat shaped like a penis, trees and fence in the background.

Smiling group of friends enjoying a lively outdoor summer dinner on a backyard patio — long table with salads, wine and drinks on a wooden deck beside a modern house and large tree.

Barbie-themed house party in a living room — a large group of smiling friends wearing pink outfits and a pink cowboy hat, holding a 'Barbie' sign and toy doll in front of framed wall art.

Outdoor hibachi chef in red jacket and tall hat performing a flaming teppanyaki show at night, holding torches with bright orange-blue flames over a patio grill.

Six friends smiling in pink-themed party outfits on an outdoor patio at night, posing behind a table with colorful roses, drinks, and gold chairs.

Group of women smiling and posing in a modern living room with a sofa in the foreground, flat-screen TV and floor-to-ceiling windows, casual indoor party/gathering.

Backyard summer party: group of women in colorful dresses and a chef posing behind a mobile hibachi grill on a suburban front porch, smiling with playful props.

All-Inclusive Hibachi Experience: Includes Hibachi Dining, Fire Show & All-You-Can-Drink Flavored Sake

Party Pro

1hr 30min

From $60/person

experience

Outdoor hibachi scene on a patio: smiling chef in black uniform holding a spatula and a woman in a striped dress wearing a tall chef hat behind a flat-top griddle cart with condiment bottles, cooler, propane tank and colorful flame banner in front of glass doors and stone wall — backyard catering setup.

Smiling blonde woman pours oil onto a hot teppanyaki griddle, creating a dramatic blaze as a chef watches at an outdoor sports-bar style grill with condiment bottles and a game on TV in the background.

Nighttime house holiday party selfie of five friends in festive pajamas and ugly Christmas sweaters — one wearing a Santa hat, cars visible outside.

Group of friends at a covered backyard patio party — outdoor dining on long white-tablecloth tables with pink bunting, paper lanterns, drinks and folding chairs, smiling and enjoying the gathering.

Sizzling diced chicken on a hot flat-top griddle being flipped with spatulas by a cook, steam rising and blurred diners in the background.

Smiling woman in a gray cap, white cropped top and red sweatpants poses beside a chef in a gray coat and black cap holding a spatula and tongs on a nighttime outdoor wooden deck.

Friends cheering and raising plastic cups for a toast under a white event tent, lively party scene with laughter and a visible tattooed arm.

Heart-shaped fried rice with scrambled egg pieces on a black outdoor flat-top griddle, metal spatula at the top and grass visible at the edge

Close-up surf-and-turf: seasoned grilled shrimp and seared steak cubes atop egg fried rice with broccoli and carrots on a white plate, outdoor dining vibe.

Backyard outdoor dining scene with two guests in paper chef hats laughing as a server pours condiments from squeeze bottles into their open mouths at a casual dinner table

Chigago, Let's Hibachi! Best Hibachi Party Experience

Party Pro

5 (21)
1hr 30min

From $60/person

Explore your destination through the lens of someone who’s already been there done that!

experience

Healthy Mediterranean Catering Delivered to Your Airbnb or Venue in Chicago image 1

Healthy Mediterranean Catering Delivered to Your Airbnb or Venue in Chicago image 3

Grilled steak and roasted vegetable couscous bowl with bell peppers, baby carrots and corn in a white bowl

Grilled chicken couscous bowl — seasoned sliced chicken over fluffy couscous with charred cauliflower, red and green bell peppers, kale and cilantro, served in a white bowl with a small cup of green dressing.

Grilled peach and roasted red pepper salad on mixed baby greens with dried figs, candied pecans, crumbled goat cheese and balsamic vinaigrette in a white bowl

Salad-bar style toppings in foil pans with tongs and blank labels on a long wooden counter in a modern coworking lounge with chairs and wall planters.

Healthy Mediterranean Catering Delivered to Your Airbnb or Venue in Chicago

5 Reviews

bar

Ghost Donkey: Mezcal and Tequila Bar image 1

Ghost Donkey: Mezcal and Tequila Bar image 2

Two bartenders shake cocktail shakers while a smiling woman stands between them at a neon-lit downtown bar, surrounded by bottles, glassware and festive string lights in a lively nightlife scene.

Ghost Donkey: Mezcal and Tequila Bar image 4

Ghost Donkey: Mezcal and Tequila Bar image 5

Ghost Donkey: Mezcal and Tequila Bar image 6

Ghost Donkey: Mezcal and Tequila Bar

5 (12)
Cocktail

$$

experience

Bachelorette party in a dim karaoke lounge — eight women in white mini dresses, bride-to-be with veil singing into a microphone as friends cheer and toast.

Modern purple-lit karaoke lounge interior with wraparound booth seating, geometric LED wall accents, neon script sign and low tables reflecting on a glossy floor.

Two people toasting at a neon-lit cocktail bar — smiling bartender and patron clinking whiskey glasses over a glossy black counter with backlit bottles and festive lights.

Crispy golden fried chicken wing held over a small bowl of peppery dipping salt, more wings piled on a plate on a dim bar counter

Top-down view of a Korean-style food spread: spicy noodle stew in a pot, skewered glazed fish cakes, a large crispy savory pancake with dipping sauce, a bowl of soft tofu topped with scallions, and a cup of milky rice wine on a dark table.

Dim neon-lit karaoke booth with brick wall and yellow script neon, purple and green spotlights, cushioned corner seating and a low table holding a microphone and control panel

Close-up of spicy Korean acorn-jelly salad (dotori-muk) in a black bowl, tossed with fresh greens, chili flakes and toasted sesame seeds.

Cozy modern restaurant interior with exposed wooden ceiling beams, geometric backlit wall panels, rows of set tables and wooden chairs with wine glasses and small flower vases, and a large projected outdoor mural adding a relaxed, ambient vibe.

Korean restaurant table spread with grilled pork belly and spicy kimchi on a white plate, bowls of rice and banchan, a small dish of garlic and green chili, and a black plate of fresh greens with two nests of white somyeon noodles.

Private karaoke room with wall-mounted TV showing subtitles, moody purple LED lighting, low black table holding microphones and a remote, bench seating and ceiling fan.

Sliced Korean-style braised pork hock (jokbal) on a wooden board with spicy dipping sauce, lettuce, garlic and green chilies for wraps

Sizzling cast-iron platter with thinly sliced seared meat alongside a scallion-and-onion salad tossed with sesame seeds and chili glaze, served on a wooden board.

Bachelorette party at a karaoke bar — group of women in matching white dresses, bride-to-be wearing a veil singing and raising champagne flutes under neon lights

Bachelorette party scene: bride in a white mini dress and veil singing into a microphone in a dim karaoke room with a neon "Gangnam" sign, surrounded by six bridesmaids in mauve dresses cheering and holding champagne flutes.

Group of women on a girls' night raising champagne flutes in a dim karaoke lounge with a neon sign, laughing and toasting.

Close-up of a steaming stack of sticky, charred barbecue ribs glazed in smoky reddish-brown sauce on a white plate — a mouthwatering BBQ platter.

Overhead shot of a Korean feast: bubbling kimchi stew, spicy braises, corn cheese, kimchi pancake, fried chicken, rice and pickled radish

Group dining in a cozy, dim Korean-style bar with shared plates, soju bottles and a small table lamp, colorful animated music video projected across the wall

Top-down view of a colorful Korean food feast featuring spicy tteokbokki, cheese-topped ramyeon stew, bibimbap, sliced pork belly, kimchi stew, crispy Korean fried chicken and assorted side dishes on a white table.

Dinner, Drinks & Private Karaoke Rooms: Celebrate at TAK Korean Bistro

5 (10)
1hr

From $60/party

bar

Sunlit coastal restaurant interior with panoramic floor-to-ceiling windows overlooking the ocean, striped blue banquettes, wooden tables set for dining, globe pendant lights, and an outdoor rooftop terrace with high tables and bar stools.

Rooftop crowd overlooking Chicago skyline at dusk, glowing skyscrapers, the illuminated metallic band shell in a waterfront park and Lake Michigan in the background.

Chicago skyline at night over a lakefront park — illuminated modern bandshell and reflective public sculpture near lit walking paths and trees, with fireworks bursting over the water

Amber cocktail in an etched coupe glass garnished with a thyme sprig, sitting on a wooden bar table next to a brown menu

Cindy's Rooftop

Cocktail

$$

bar

Sunlit beachfront dining tent with light wooden tables and cross-back chairs, a central planter of orange flowers, geometric pendant lights, and floor-to-ceiling windows framing a sandy beach and calm blue ocean.

Wooden flight of colorful mini cocktails garnished with citrus and berries held over Lake Michigan with the sunny Chicago skyline in the background

Cozy outdoor patio scene with three colorful cocktails on a gray woven table: a copper pineapple cup topped with jalapeño slices, an orange iced drink with a lime wheel, and a chili-rimmed red shot in front of a white cushioned wicker sectional.

Shiny copper flamingo pitcher filled with tropical garnish beside a white stand of small colorful liquor bottles, two iced glasses and a spoon on a sunny outdoor patio table with pink flowering planters

Beachfront brunch spread on a white table: two tropical mimosas, French toast with berries, a wooden charcuterie board with smoked salmon and toasted bread, a bowl topped with a sunny-side egg, lounge chairs and turquoise ocean in the background

Champagne bottle chilling in a shell-shaped holder with a mimosa glass and avocado toast with cherry tomatoes and burrata on a wooden table in a bright outdoor lounge with tropical pillows and flowering planters — brunch scene

Two-tier galvanized seafood tower on an oceanfront table: ice-filled trays with shrimp cocktail, sesame-crusted seared tuna, avocado poke, marinated olives, cucumber slices and lemon wedges, sandy beach and blue sea beyond.

Tropical coconut drink with pink straw and paper umbrella on a beachside deck at sunset, string lights and ocean in the background

Crispy breaded chicken sliced over romaine salad with charred corn, pickled red onions, grated Parmesan and microgreens, with a metal cup of tangy dressing in a white bowl set against green tropical foliage.

Hand holding a wooden tray of six colorful, fruit‑garnished tropical cocktails on a sandy oceanfront beach under a bright blue sky

Two sunny orange cocktails garnished with orange slices and straws on a wooden bar counter in a bright beachside bar interior with tropical plants and red flowers in the foreground.

Sunny seaside table with four bottles of rosé, a chilled ice bucket with a bottle, a wine glass, halved oranges, a seashell-filled lantern and small succulents against a turquoise ocean and clear blue sky.

Fresh mixed greens salad in a white bowl with roasted red and yellow peppers, sautéed mushrooms, crumbled white cheese, a mound of sunflower seeds and a small metal cup of creamy dressing on a wooden table.

Knife-stabbed club sandwich with bacon, turkey, lettuce and a sunny-side-up egg on toasted bread, served on a wooden board next to two mini sliders at a bright brunch bar.

Wooden board with smoked salmon, grilled bread slices, cherry tomatoes, pickled red onions, capers, cream cheese and sliced boiled egg, served on a tray at a sunlit beachfront patio with ocean view

Two hands holding a fresh coconut drink with a pink cocktail umbrella and a dark rum bottle wrapped in a woven band, set against tall beach grasses for a tropical, carefree vibe.

Bright pink blackberry cocktail in a stemmed glass topped with mint, set on a planter-lined outdoor café table with orange blooms and white patio chairs in the background.

Beachside shrimp cocktail on ice with lemon wedges and mini hot sauce bottles held over a sunny oceanfront patio and boardwalk with white umbrellas and outdoor dining

Six colorful frozen cocktails on a wooden tasting board on an outdoor patio table, each garnished with citrus peel, orange slice, raspberry, pineapple leaf, strawberry, and lime wheel

Vibrant Mediterranean mezze platter on a white tray: hummus with breadsticks, pita triangles, feta cubes, olives, stuffed yellow pepper, carrot sticks, mushrooms and pita chips, held by a person in white.

Shore Club Chicago

Cocktail

$$

bar

Pete's Dueling Piano Bar - Chicago image 1

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Pete's Dueling Piano Bar - Chicago image 3

Pete's Dueling Piano Bar - Chicago image 4

Pete's Dueling Piano Bar - Chicago image 5

Pete's Dueling Piano Bar - Chicago image 6

Pete's Dueling Piano Bar - Chicago image 7

Pete's Dueling Piano Bar - Chicago image 8

Pete's Dueling Piano Bar - Chicago image 9

Pete's Dueling Piano Bar - Chicago image 10

Pete's Dueling Piano Bar - Chicago image 11

Pete's Dueling Piano Bar - Chicago image 12

Pete's Dueling Piano Bar - Chicago image 13

Pete's Dueling Piano Bar - Chicago image 14

Pete's Dueling Piano Bar - Chicago image 15

Happy woman at a neon-lit bar holding a glass of ice, smiling across a busy bartop with cups, bottles and cocktail tools — casual nightlife scene.

Pete's Dueling Piano Bar - Chicago image 17

Pete's Dueling Piano Bar - Chicago image 18

Pete's Dueling Piano Bar - Chicago image 19

Pete's Dueling Piano Bar - Chicago image 20

Pete's Dueling Piano Bar - Chicago image 21

Pete's Dueling Piano Bar - Chicago image 22

Pete's Dueling Piano Bar - Chicago image 23

Pete's Dueling Piano Bar - Chicago

Club

$$

bar

Four vibrant margarita-style cocktails with colorful sugared rims clinking in a rooftop toast on an urban patio with string lights and city buildings beyond

Top-down view of two hands clinking colorful margaritas—lime-garnished orange and red cocktails with salted rims—over a tray of street-style tacos, guacamole and nachos.

Taco trio close-up: three colorful Mexican street tacos in a metal rack — fried chicken with pickles, grilled fish with corn salsa and pico, and seasoned beef topped with onion and cilantro.

Close-up of an outstretched hand tossing a melting ice cube with water droplets suspended mid-air in front of a rustic iron bell

Two friends laughing and sipping bright red cocktails with colorful sugar rims and lime wedges at an urban patio bar with string lights

Assorted Mexican-style tacos in a tray — grilled seasoned fish, charred corn, pico de gallo, cilantro and lime wedges, with a salted-rim margarita blurred in the background.

Two friends smiling and hugging at a lively indoor party with teal and white balloons — fun city nightlife celebration

Zesty lime wedges on ice-filled shot glasses in a red tray on a metal bar counter with a blurred bokeh bar background

Man taking a shot at a lively urban bar with friends; someone films on a smartphone, lime wedges and beer bottles on the table, warm indoor lighting

Crispy fried chicken lettuce wraps with pickled cucumber slices and shredded purple cabbage, served as a colorful appetizer on a restaurant plate.

Pink tequila punch in a clear plastic party bucket with ice, lime slices, an inverted mini bottle and bright neon straws, hand with green nails reaching a straw

Smiling group of friends enjoying al fresco dining on a busy downtown urban patio with black umbrellas, string lights, and city buildings in the background.

Close-up of creamy soft-serve ice cream sundae overflowing a blue-rimmed ceramic cup, golden caramel sauce dripping as a hand lifts a spoonful, served on a white plate with red rim.

Authentic Mexican street-style corn taco with seasoned meat, chopped onions, cilantro and a lime wedge in a metal taco holder on a wooden table, blurred salsa and drink in the background.

Crispy rolled taquitos in a parchment-lined metal bucket with a white sauce boat of red salsa, surrounded by colorful cocktails and Mexican-style sides on a dark wooden table

Federales Fulton: Ice Shots, Tacos + Margaritas image 18

Top-down view of three festive cocktails held over a tray of tacos — a lime-and-jalapeño margarita with a salted rim, a chili-rimmed red cocktail with a lime slice, and an iced amber cocktail garnished with an olive.

Two crispy shredded-meat tacos topped with cilantro, diced onion and lime wedges in a metal taco holder on an enamel tray, held over a blurred street-food/bar background

Close-up of a creamy cocktail being poured into an ice-filled glass with a bright blue salt rim, bartender in background

Lively urban outdoor patio bar at dusk with warm string lights, umbrellas and patio heaters, groups of people socializing and enjoying drinks

Close-up street-style taco in a metal stand with grilled meat, zesty charred corn salsa, pickled red onions and fresh cilantro, blurred margarita and side bowl in the background

Overhead shot of colorful Mexican tacos and loaded nachos: three soft tacos (fish, shredded meat, veggie) on an oval plate with green salsa, a bowl of fresh guacamole with lime and radish, loaded nachos with cheese and pickled onions, and a margarita with lime and chili-rim.

Two young men in casual jackets smiling and holding tall yellow cans at an outdoor downtown street festival under string lights

Bright Mexican-style guacamole topped with diced red onion, chopped cilantro and radish slices with a lime wedge in a stone bowl, blurred tortilla chips in the background

Close-up of a crispy hard-shell taco filled with seasoned meat, shredded lettuce and cheddar, drizzled with spicy red sauce — colorful street taco

Federales Fulton: Ice Shots, Tacos + Margaritas image 28

Federales Fulton: Ice Shots, Tacos + Margaritas

5 (12)
Cocktail

$

restaurant

Two white yachts moored on the Chicago River beside a bustling multi-level riverwalk with outdoor dining, glass high-rises and a red steel bridge.

Sunlit al fresco table with wood-fired pizzas, bowl of mussels and grilled bread, charcuterie platter with breadsticks and dips, chilled white wine in an ice bucket, rosé and a pink cocktail

Inviting sunlit coastal restaurant interior with whitewashed wood beams, hanging pendant and string lights, marble bar, wicker chairs, and yellow-striped booth seating.

Close-up of a thin-crust pepperoni pizza with curled pepperoni and grated cheese on a white serving stand, a mushroom pizza blurred behind it on a bright pizzeria table.

Pizzeria Portofino

Italian

$$$

bar

Vibrant rooftop lounge at night — glowing red neon sculpture in the foreground, people socializing on sofas under purple-blue string lights with a twinkling downtown skyscraper skyline beyond.

Chicago riverfront skyline with cylindrical Marina City towers, glass skyscrapers and red bridges spanning the Chicago River on a sunny day

Chic urban cocktail bar interior with backlit liquor shelves, amber leather lounge chairs at a sleek bar, patterned metallic wallpaper, arched windows, a black-and-white portrait, and a starburst chandelier.

Frothy espresso martini in a martini glass topped with three coffee beans, resting on a white napkin on a marble countertop.

London House Rooftop

Cocktail

$$

bar

Empty retro-modern nightclub interior with a glowing dotted LED dance floor, mirrored walls, disco ball and pink-purple ambient lighting over plush booths and geometric ceiling.

Cozy upscale cocktail bar interior with a marble-topped green bar, brass stools, tufted velvet banquettes, round wooden tables with candles, exposed brick walls and warm ambient lighting

Dimly lit speakeasy-style cocktail bar interior with a long polished wood bar, leather stools, backlit shelves of spirits and warm pendant lighting, cozy urban nightlife vibe

Cozy urban courtyard patio with tropical potted plants, ivy-covered brick walls, patterned lounge sofas and small round tables under string lights

Celeste

Cocktail

$$

bar

Packed nightclub dance floor with cheering crowd under a disco ball, bottle service sparklers lighting a lively late-night party scene

DJ booth overlooking a packed nightclub dance floor with blue lights, fog blasts and a mirrored disco ball — lively urban nightlife scene.

Partygoer in a fitted orange mini dress raising a champagne bottle topped with sparklers in a dark nightclub, lively bottle-service celebration scene.

Five smiling women posing on a velvet lounge in a nightclub, holding red cocktails with mirrors and exposed-brick walls — lively girls' night out.

Three smiling women posing at a lively nightclub party, one holding a red cocktail under colorful hanging lights — fun urban nightlife vibe

Three smiling women in black outfits posing on a red booth at a city bar, holding drinks with exposed brick and a sparkly metallic backdrop — lively night out/nightlife scene

Three smiling women hugging at a crowded nightclub party with colorful balloons and lights overhead, one holding a canned drink — lively night out

Five women posing closely in a lively nightclub group photo, dressed in party outfits with braided and loose hairstyles, smiling and holding drinks on a crowded dance floor during a girls' night out.

Group of young women on a night out at a brick-walled lounge with framed photos and a disco ball, holding red cocktails and smiling for a group photo.

Three friends smiling and posing arm‑in‑arm in stylish outfits (leather skirt, knit sweater, sequined mini dress) at a downtown nightclub — upbeat city nightlife vibe.

Joy District

Club

$$

bar

Neon-lit arcade bar interior with a row of illuminated pinball machines, vibrant psychedelic mural and embossed tin ceiling, hanging pendant lights and a lively blurred crowd enjoying nightlife.

Neon-lit downtown pool hall with two billiard tables, exposed brick and wooden-beam ceiling, a large colorful cartoon TV-head mural and blurred patrons playing and socializing

Busy neighborhood arcade bar interior with wood-paneled walls, vintage arcade machines and patrons socializing at tables and the bar.

Wood‑paneled craft beer bar interior with a long row of beer taps beneath a large chalkboard beer list, flanked by shelves of liquor bottles and warm ambient lighting.

Emporium Arcade Bar

Dive

$

bar

Sunlit urban barber shop storefront with glass windows, waiting chairs, seated customers and large potted plant

Cozy wood-paneled cocktail bar with glossy black countertop, row of leather bar stools, warm amber under-counter lighting and shelves of bottles creating an intimate nighttime vibe

Cozy amber-lit lounge with a curved patterned sofa, exposed brick wall, potted palms, and a glass coffee table with flickering candles — intimate bar seating vibe.

Bright minimalist barbershop interior with three black barber chairs, distressed wall mirrors, white tile floor and leafy plants by the window

Blind Barber

Club

$$

experience

People at a cozy, bustling pizzeria seated around a wooden table; one person holds a plate with a deep-dish pizza slice amid drinks, menus, and napkins.

Tour guide gestures on a downtown city sidewalk beneath a green restaurant awning while a small group of bundled-up pedestrians in winter coats and fur-lined hoods listens.

Historic stone church beside glass skyscrapers on a downtown city street in autumn, yellow-leaved trees, pedestrians and cars passing under green banners.

Charred grilled steak medallion pierced by a bamboo skewer on a white plate set on a dark wooden table with a water glass blurred in the background.

Visitor in a parka climbing a carpeted staircase with a wooden banister in a small history museum hallway, walls lined with framed vintage newspapers and photos and an open safe under the stairs.

Wood-paneled stairway entrance to a speakeasy-style vault with a black plaque in bold yellow letters and framed photos and historical documents lining the walls.

Charming historic three-story brownstone with mansard roof on a downtown street corner, ground-floor pizzeria/restaurant with outdoor seating, string lights, street lamps, parked cars and high-rise buildings in the background.

Urban downtown sidewalk scene with people in winter coats outside a decorated pizzeria entrance featuring garlands, red holiday ornaments, large planters and stairs, with city buildings in the background.

Skillet deep-dish pizza topped with chunky tomato sauce, melted cheese and greens, served in a cast-iron pan with a spatula on a wooden restaurant table beside stacked plates.

Bright yellow vintage hot dog and burger sign hanging from a city storefront with downtown high-rise buildings in the background

Small group in winter jackets gathered on a city sidewalk beside a bright yellow storefront and brick buildings, listening to a person speaking.

Tray of Chicago-style hot dogs on orange trays topped with large dill pickle slices, tomato wedges, chopped onions, mustard and bright green relish — casual fast-food scene

Three people at a casual diner table passing a red tray of loaded hot dogs topped with pickles, tomato slices and onions — friends sharing a quick bite.

Chicago Gangster Food Tour: Deep Dish, Steak, and Capone's Haunts

5 (11)
2hr

From $75/person

bar

Vibrant downtown cocktail bar interior with a central illuminated wooden square bar, yellow retro bar stools, hanging pendant lamps, twinkling ceiling string lights, neon murals and wall-mounted TVs.

Four cut-crystal coupe glasses of rosé sparkling wine clinking in a sunny outdoor patio toast among friends

Industrial-chic bar interior with exposed brick walls, checkerboard tile floor, leather bar stools, wooden tables, colorful pendant lamps and overhead string lights creating a cozy evening dining atmosphere.

Cozy urban brick courtyard outdoor bar and patio under a pergola strung with warm fairy lights, high-top tables, potted plants, and colorful floral and pop-art murals.

Bandit

Club

$$

restaurant

Lush urban rooftop terrace with cozy cushioned lounges, dining tables under umbrellas, potted plants and a pergola overlooking the city skyline

Top-down shot of a colorful gourmet grain bowl: toasted grains in a glossy savory sauce, topped with microgreens and vibrant edible flowers in a white ceramic bowl on a marble surface.

Cozy urban lounge interior with a marble bar and stools, a row of amber pendant lights, crystal chandeliers in the background, and abundant lush potted plants creating warm ambient lighting.

Smoky, chunky muhammara-style red pepper and walnut dip drizzled with olive oil and garnished with basil microgreens on a blue ceramic plate over a wooden table

Aba

Mediterranean

$$$

bar

Bartender in a camo cap pouring a vivid blue cocktail into a plastic cup at a lively neighborhood bar with rows of liquor bottles, beer taps, neon signs, and patrons at the counter.

Brick corner sports bar and grill in Wrigleyville, Chicago with green awnings, patriotic bunting, neon vertical sign, flags and parked cars

Empty cozy bar interior with warm red lighting, wooden high-top tables and stools, hanging paper lanterns, neon beer signs over a mirrored bar counter, and a small stage for live music

Lively indoor arcade with a fenced batting cage center stage, skee-ball lanes to the left, air hockey table to the right, colorful neon lights and exposed wooden rafters overhead.

Family playing skee-ball at a bustling indoor arcade: a father guiding a young child as others roll balls down wooden lanes under warm lights.

Sluggers World Class Sports Bar and Grill & Dueling Pianos

Sports

$

bar

Lively nightclub dance floor filled with a cheering crowd under colorful stage lights and a disco ball, partygoers dancing and waving tambourines and drinks in a high-energy live-show atmosphere.

Two singers crouch on a bar-stage laughing and holding microphones under pink stage lights, a guitarist plays behind them at a packed live-music venue.

Two women dancing under a green-lit disco ball on a lively nightclub dance floor, colorful spotlights casting dotted patterns while one holds a cocktail glass.

Live singer performing at a packed downtown nightclub, holding a microphone and engaging a cheering crowd under string lights as smiling patrons near the stage hold drinks and cheer.

Singer-guitarist performing a live acoustic set on a small indoor stage under blue lighting, wearing a floral shirt and singing into a microphone while playing an acoustic guitar.

Three friends smiling and holding cocktails at a lively downtown bar with warm red lighting and balloon decorations in the background.

Red-lit live music scene: curly-haired singer strumming an acoustic guitar and singing into a mic on an intimate indoor bar/club stage.

Howl at the Moon Chicago

Club

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bar

Overhead shot of a vibrant Mexican-style spread on a wooden table, featuring tacos, grilled shrimp fajitas in a cast-iron skillet, chips and salsa, guacamole, rice and beans, blue corn tortillas and colorful cocktails.

Rustic corrugated wall with wooden “Margarita Bar & Mimosa Bar” signs; two hands hold a bright yellow cocktail mug and a mimosa wine glass — brunch cocktails.

Bright pink margarita-style cocktail with ice, salted rim and lime wheel garnish, held over a wooden restaurant table with bowls of chips and salad blurred in the background

Smiling woman in sunglasses and a straw cowboy hat holding a large yellow mug with a garnished cocktail on a sunny urban patio bar with string lights and a lively crowd.

Two friends chugging drinks at a lively downtown rooftop patio with string lights, exposed beams and brick building backdrop.

Two colorful frozen cocktails—mango yellow and hibiscus red—in plastic cups with chili-salt rims, lime wedges and yellow straws held over a wooden patio table with Tex‑Mex snacks and a straw cowboy hat nearby.

Wooden tasting board with lime and orange wedges and salt piles beside plastic sample cups of margarita and bright cocktails, with tacos on a plate on a sunny outdoor patio

Smiling woman in a straw cowboy hat holding a yellow lime cocktail on a busy outdoor bar patio, wooden table with drinks and snacks in the foreground and string lights and patrons in the background.

Couple at an outdoor patio beer garden cheering and drinking from bottles — woman in a red dress and straw hat, man in black shirt and sunglasses at a wooden table with plastic cups.

Sunny outdoor patio scene with a tall yellow plastic mug rimmed with chili spice, a red straw and a fruit-and-veggie skewer, next to a stemmed glass of pink-orange cocktail with a strawberry, on a wooden table with string lights in the background.

Texan Taco Bar

Cocktail

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bar

Hand holding a pink cocktail in a rocks glass garnished with gummy candies on a skewer, dimly lit bar/nightlife scene.

Three smiling women in matching hot-pink dresses toasting with mirrored disco-ball cocktail mugs at a retro-styled bar with patterned wallpaper — girls' night out.

Hand holding a coupe glass with a dark coffee-colored cocktail and a large ice cube, set against a moody wood-paneled wall with a brass owl wall ornament.

Retro script decal reading "Good Night John Boy" on a storefront window, warm brown tones and an urban street reflection with a parked car.

Good Night John Boy

Club

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