12 FUN & Unique Restaurants in Chicago

Jon Miksis Jon Miksis clock Updated July 31, 2025 tourism Midwest Travel
by Jen
Riverfront restaurant in Chicago, Illinois
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Chicago has always been a standout on the food map, and after visiting three times, I can say it’s a city that holds its own against the best in the world. With a dining scene that’s as diverse as it is bold, Chicago offers everything from iconic deep-dish pizza to gourmet tasting menus that push culinary boundaries. Whether you’re grabbing a classic Chicago dog at a local joint, dining at a sleek rooftop with skyline views, or enjoying a meal by the river, this city knows how to impress.

The mix of historic neighborhoods and modern hotspots makes it a dream for foodies. Think vibrant Mexican restaurants in Pilsen, trendy brunch spots in West Loop, and waterfront seafood in River North. As a travel blogger who’s explored over 65 countries, I can honestly say Chicago’s food scene is as cool and unique as it gets. Here are 12 of the city’s most exciting restaurants that you absolutely need to try!

  • 👉 Pro Tip: I HIGHLY recommend doing this ultimate food and walking tour. They bring you to the best spots in Downtown Chicago, visiting iconic landmarks and tasting dishes like deep-dish pizza, hot dogs, chocolates, and pastries. This tour is an absolute must-do on a Chicago itinerary in my opinion.

12 Incredibly Unique Restaurants in Chicago

Are you ready to discover the most unique restaurants in Chicago? There’s a large range of places to eat in Chicago that cater to all tastes and budgets. Keep reading to find out where to eat in Chicago, Illinois for a unique dining experience.

Are you looking for a luxurious evening with panoramic city views? Or would you prefer a quirky diner with a side of nostalgia? You’re gonna love what you find in this blog post. Here’s your in-depth guide to the coolest and most fun restaurants in Chicago.

Amazing places to eat in Chicago, Illinois
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1. The Drifter

  • 📍 Location: River North
  • 💲 Price range: $18 – $22 per cocktail
  • 🍽️ Cuisine Style: Speakeasy / Craft Cocktails / Vaudeville
  • 🔥 Standout Features: Hidden basement location, nightly performances, tarot card menu, authentic 1920s vibe.
  • 🎯 Perfect For: Adventurous dates, cocktail nerds, and anyone seeking a true secret spot.

This is a real-deal speakeasy hidden beneath another restaurant. Finding The Drifter is part of the fun. Once you’re inside the tiny, dimly lit room, the energy is electric. It feels like a genuine Prohibition-era hideaway, with the sound of a live jazz combo or a quirky vaudeville act filling the space. It’s intimate, surprising, and totally captivating.

Forget a paper menu; your drink options are presented on a rotating selection of tarot cards, each describing a unique cocktail. The list changes constantly, but expect perfectly executed classics and wild new creations. Popular choices often include a spin on a classic Old Fashioned or a creative gin fizz. Just point to a card that looks cool and let the adventure begin.

2. Kumiko

If there’s a place in Chicago that will completely flip your idea of a “cocktail bar,” it’s Kumiko in the West Loop. Run by mixology legend Julia Momose, this Japanese-inspired sanctuary goes far beyond awesome drinks – their menu blends omakase-style cocktails, precision bar snacks, and moody, minimalist decor with warm woods and glowing orbs. You cannot miss their “Japanese Breakfast” cocktail (I still dream about it), and if you’re here for food, the milk bread toast with Uni is wildly decadent and oddly photogenic. The vibe leans zen and intimate, with regular soft playlists and a polished but welcoming staff. After dinner, Randolph Street’s packed with galleries and shops if you want to wander. If you’re not usually into fancy drinks, let the bartenders pick for you – I did, and haven’t stopped talking about it since.

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Elegant small bites and a crafted cocktail on a wooden table at Kumiko.

3. Alinea

  • 📍 Location: Lincoln Park
  • 💲 Price range: $300 – $500+ per person
  • 🍽️ Cuisine Style: Modernist / Avant-Garde Fine Dining
  • 🔥 Standout Features: 3 Michelin stars, Chef Grant Achatz, highly experimental/theatrical tasting menus, ticketed reservations, world-renowned.
  • 🎯 Perfect For: Ultimate food splurges, avant-garde dining fans, Michelin star hunters, once-in-a-lifetime meals, and culinary art seekers.

Prepare for dinner to become performance art at Alinea, Chef Grant Achatz’s world-renowned temple of modernist cuisine. This 3-Michelin-starred institution offers a multi-sensory, theatrical tasting menu experience that pushes culinary boundaries. Dining here requires purchasing tickets well in advance.

Expect edible balloons (like the famous green apple helium balloon). Dishes that deconstruct and reconstruct familiar flavors, like a course featuring black truffle explosion (a single raviolo), or a dessert painted directly onto the table, are signatures.

Alinea in Lincoln Park: where flavors blend in a 15-course imaginative journey, fusing Thai spice with French charm. | Source: https://www.alinearestaurant.com/
Alinea in Lincoln Park: where flavors blend in a 15-course imaginative journey, fusing Thai spice with French charm. | Source: https://www.alinearestaurant.com/

4. EL ideas

This is one of those Chicago dining experiences you’ll tell your friends about for years. EL ideas feels like stumbling into a brilliant chef’s industrial loft – open kitchen, casual communal vibe, and a tasting menu that pulls zero punches. Chef Phillip Foss’s plates are creative and sometimes hilariously unexpected (think: edible utensils, or a reimagined Chicago dog course). The “Foie-lipops” are a must – sweet, savory, and totally ridiculous in all the right ways. The setting is raw but charming, with colorful art and the almost theatrical hum of the kitchen right there in front of you. Bring your best BYOB bottle and jump into conversation – everyone there’s on the same “what is coming next?” journey. Parking is easy, and Pilsen’s murals are just a few blocks away if you want to stroll off your meal. Honestly, dinner here feels like being let in on one of the city’s best-kept secrets.

Open kitchen and casual dining space at EL ideas with modern, artistic decor.

5. The Wiener’s Circle

  • 📍 Location: Lincoln Park
  • 💲 Price range: $5 – $15 per person
  • 🍽️ Cuisine Style: Chicago Hot Dogs / Burgers / Fast Food
  • 🔥 Standout Features: Famous for late-night verbal abuse from staff, classic Chicago char-dogs/burgers, cash only, iconic dive.
  • 🎯 Perfect For: Late-night eats (with thick skin!), experiencing Chicago legend, cheap hot dogs/burgers, post-bar food, and hilarious interactions.

Warning: Enter The Wiener’s Circle late at night prepared for legendary verbal sparring with the staff! This iconic Lincoln Park hot dog stand is infamous for the mutual, expletive-laden shouting matches between employees and customers. During the day, it’s much tamer.

They serve classic Chicago fast food. A char-dog dragged through the garden (mustard, relish, onion, tomato, pickle, sport peppers, celery salt) is essential. Their char-burgers or cheese fries are also popular. Bring cash and a good sense of humor.

Experience The Wiener's Circle, Chicago's iconic no-frills hot dog spot in Lincoln Park, with honest-to-goodness flavor and playful banter.
Experience The Wiener’s Circle, Chicago’s iconic no-frills hot dog spot in Lincoln Park, with honest-to-goodness flavor and playful banter.

6. Virtue Restaurant

Want Southern cooking kissed with chef-driven flair? Virtue in Hyde Park delivers soul food with pure heart and style. Chef Erick Williams’s menu is a love letter to comfort classics – the smoked chicken gumbo and cornbread with honey butter are non-negotiable starters. For mains, the blackened catfish is a total flavor bomb. The space has this friendly, slightly retro vibe: deep blue walls, art from local Black creatives, and old-school R&B piping in. Don’t sleep on dessert – the banana pudding is famous for a reason. Pro tip: Make a reservation, since this spot is deservedly always buzzing. After your meal, wander through the nearby University of Chicago campus or sneak into the Smart Museum. Every time I leave Virtue, I’m riding a food high and a serious mood boost.

Elegant dining room at Virtue with wooden tables, cozy seating, and an open kitchen.

7. Three Dots and a Dash

  • 📍 Location: River North (Alley Entrance)
  • 💲 Price range: $30 – $60+ per person
  • 🍽️ Cuisine Style: Tiki Bar / Craft Tiki Cocktails / Polynesian Bites
  • 🔥 Standout Features: Hidden alley entrance, elaborate tiki decor, extensive rum/cocktail list, shareable bowls, award-winning bar.
  • 🎯 Perfect For: Tiki fanatics, craft cocktail lovers, escapist bar vibes, fun date nights, and potent rum drinks.

Descend into a subterranean tropical paradise at Three Dots and a Dash. Finding the hidden alley entrance in River North is the first step into this award-winning tiki haven. Inside, it’s pure escapism – skulls, bamboo, dim lighting, and exotica music.

They boast an incredible menu of expertly crafted tiki cocktails. Try a signature like the bar’s namesake Three Dots and a Dash (rum, honey, allspice). A large, flaming Volcano Bowl to share, or a classic Mai Tai, are also excellent. Pair with Polynesian-inspired small bites.

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Escape to Three Dots and a Dash: a vibrant River North oasis, a tropical paradise away from Chicago's bustle.
Escape to Three Dots and a Dash: a vibrant River North oasis, a tropical paradise away from Chicago’s bustle.

8. Gotham Bagels – Gold Coast

Morning carb cravings, meet your new obsession. Gotham Bagels nails the old-school NYC deli vibe – think black-and-white tile, cheeky staff, and zero pretense. Their hand-rolled bagels are dense, chewy, and loaded with creative schmears. The “Gold Coast Classic” – loaded with smoked salmon, red onion, and capers – is practically a rite of passage. The cold brew is strong, no-nonsense, and exactly what you need. Grab a bagel and then walk a couple blocks to Oak Street Beach or window-shop the boutique-lined Rush Street. There’s a tiny patio out front for summer people-watching, too. If you time it right, you might get hot bagels fresh out of the oven. I dare you to buy just one.

Everything bagel sandwich with cream cheese and lox from Gotham Bagels, served with a pickle slice.

9. Carnivale

  • 📍 Location: West Loop / Fulton Market
  • 💲 Price range: $50 – $90 per person
  • 🍽️ Cuisine Style: Nuevo Latino / Latin Fusion
  • 🔥 Standout Features: Vibrant/colorful massive dining room, festive Latin American atmosphere, creative cocktails (mojitos/caipirinhas!), live music/dancing sometimes.
  • 🎯 Perfect For: Lively group dinners, festive celebrations, Latin American flavor fans, fun date nights, and energetic vibes.

Step into a vibrant explosion of color and energy at Carnivale in the West Loop. This huge, multi-level restaurant celebrates Latin American cuisines with incredibly festive decor and a consistently buzzing, high-energy atmosphere. It feels like a party!

The menu features flavorful Nuevo Latino dishes. Their ropa vieja (shredded beef with plantains) is a standout. Delicious ceviches, grilled arrachera steak with chimichurri, or their famous Cotton Candy Martini are also fantastic. Carnivale offers a fun fiesta.

In Chicago's West Loop, Carnivale is a vibrant Latin fiesta, exploding with color, music, and dynamic dining.
In Chicago’s West Loop, Carnivale is a vibrant Latin fiesta, exploding with color, music, and dynamic dining.

10. Daisies

If “Midwest ingredients meet Italian comfort” sounds like your jam, Daisies in Logan Square will be your happy place. It’s light-filled, plant-happy, and always buzzing with neighbors swapping bites of pasta. The menu changes with the seasons (chef Joe Frillman’s family farms a lot of the produce!), but you simply can’t skip the tagliatelle with mushroom ragu or the pickle-brined fries. The space is warm and airy, with reclaimed wood, wildflower arrangements, and a killer playlist. Make a brunch reservation if you want to try their legendary breakfast sandwiches. Logan Boulevard’s murals are right outside, or hit up Lula Cafe or the farmers market a few blocks over. If you’re a pasta fan, Daisies might ruin you for all other noodles.

Daisies restaurant dining room filled with guests enjoying dinner in a warm, modern space.

11. Chicago Magic Lounge

  • 📍 Location: Andersonville
  • 💲 Price range: $50+ per person (includes show ticket)
  • 🍽️ Cuisine Style: Magic Bar / American / Small Plates
  • 🔥 Standout Features: Magic-themed speakeasy, multiple performance spaces, secret laundromat entrance, tableside magic.
  • 🎯 Perfect For: Unique date nights, lovers of illusion, and an interactive night out.

This is way more than just a magic show; it’s a full-on experience. You enter Chicago Magic Lounge through a fake laundromat, and the whole place feels like a secret society for magicians. The vibe is vintage cool, buzzing with the sound of amazed gasps and applause as magicians perform tricks right at your table before the main stage show even starts.

The food and drinks are designed to be part of the fun. They have a great list of magic-themed cocktails and shareable plates perfect for a show. You can’t go wrong with the crispy truffle fries or the smoke and mirrors mac & cheese. The Houdini’s Last Trick cocktail is another crowd favorite that keeps the enchanting evening going.

12. Galit

Galit, tucked into Lincoln Park, will absolutely shatter every expectation you have about Middle Eastern dining. Chef Zach Engel’s bright, wood-fired menu delivers mezze that are impossibly flavor-packed – don’t miss the creamy hummus with brisket or the za’atar pita, blistered and puffy. Their harissa-marinated lamb is showstopping and super Instagrammable. The restaurant feels lively and earthy, with exposed brick, shelves of cookbooks, and a bustling open-fire kitchen where you can watch the magic happen. Cocktails are creative (the “Sumac Spritz” is a sleeper hit). Pro tip: Bring friends so you can order half the menu. You’re steps away from the Armitage Avenue boutiques and bars, making this a perfect launchpad for a night out. On my last visit, I realized Midwest winters essentially exist so you have an excuse to eat Galit’s breads and dips.

Cozy and modern dining area at Galit with wooden tables, blue bench seating, and brick walls.

13. Schwa

  • 📍 Location: Wicker Park
  • 💲 Price range: $200+ per person
  • 🍽️ Cuisine Style: Creative Modern American / Fine Dining
  • 🔥 Standout Features: Chef Michael Carlson, intense/unconventional fine dining, BYOB policy, tiny/intimate space, loud music/edgy vibe.
  • 🎯 Perfect For: Adventurous fine diners, BYOB enthusiasts, unique foodie splurges, intimate/edgy experiences, and Michelin-level creativity.

Located unassumingly in Wicker Park, Schwa offers an intimate world where fine dining gets a punk rock makeover under Chef Michael Carlson. Expect a casual interior, loud music, and staff serving incredible food without pretense – they might even do a shot with you!

This place is all about the food: a fluid tasting menu of vivid, playful courses. Expect dishes like quail egg raviolo with truffle. Other highlights might include unique seafood preparations or inventive desserts with surprising textures. It’s BYOB.

In Wicker Park's heart, Schwa redefines fine dining with a casual vibe and a meticulously crafted 12-course meal that balances sophistication and creativity.
In Wicker Park’s heart, Schwa redefines fine dining with a casual vibe and a meticulously crafted 12-course meal that balances sophistication and creativity.

14. Beatnik West Town

If maximalist decor and wild international flavors are your thing, there’s nothing like Beatnik in West Town. This spot looks like it time-traveled from some wild bazaar – dripping chandeliers, Moroccan tiles, leafy palms, boho couches, and even a piano. The cocktail list reads like a passport stamp collection, but the “Suffering Bastard” is the one to try. For food, you cannot leave without tasting the lamb tagine – smoky, heady, and perfect for scooping up with house flatbread. Weekend DJs, tons of cozy window nooks, and an overall feeling that you might meet a rockstar at brunch. There’s a ton of art galleries nearby, so arrive early and wander before your reservation. I still scroll photos from my first visit looking for decorating inspiration.

Beatnik restaurant features a vibrant, plant-filled interior with patterned floors, chandeliers, and eclectic decor.

15. The Waterfront Café

  • 📍 Location: Edgewater / Berger Park
  • 💲 Price range: $20 – $40 per person
  • 🍽️ Cuisine Style: American Cafe Fare / Sandwiches / Salads
  • 🔥 Standout Features: Located in Berger Park mansion coach house, beautiful lakefront patio/lawn seating, casual vibe, seasonal operation.
  • 🎯 Perfect For: Lakefront dining (seasonal), casual outdoor hangs, relaxing lunches/brunches, park visitors, and stunning lake views.

Enjoy lunch with a million-dollar view at The Waterfront Café. Tucked away in the historic coach house of Berger Park Cultural Center in Edgewater, this seasonal spot boasts an absolutely gorgeous setting right on Lake Michigan. Grab a table on their sprawling lawn.

The menu features straightforward American cafe fare. Think fresh salads, like a classic Caesar or a Greek salad. Tasty sandwiches, such as a turkey club or a veggie wrap, or light appetizers like hummus with pita, are perfect for a sunny day.

The Waterfront Café at Berger Park in Edgewater is a serene escape with panoramic lake views, drawing locals and tourists alike.
The Waterfront Café at Berger Park in Edgewater is a serene escape with panoramic lake views, drawing locals and tourists alike.

16. Ina Mae

Imagine a NOLA party landed in Wicker Park, and you basically have Ina Mae. This rowdy southern eatery is pure fun – think wrought-iron railings, neon signs, zydeco music, and a menu full of Gulf Coast soul. You need to order the crawfish beignets (served hot and dusted with powdered sugar), and the po’boys are absolutely loaded and ridiculously messy. Go with a group and snag one of the shaded patio tables in summer. They even do a killer Hurricanes and Big Easy-style frozen drinks. Steps from the 606 Trail and Emporium arcade, this is an ideal post-bike stop or laid-back date spot. The vibe is infectious – I left plotting my next trip to New Orleans.

Ina Mae Tavern bar with leather stools and shelves full of bottles and decor.

17. Big Star

  • 📍 Location: Wicker Park / Wrigleyville
  • 💲 Price range: $20 – $40 per person
  • 🍽️ Cuisine Style: Mexican Street Food / Tacos / Whiskey & Beer Focus
  • 🔥 Standout Features: Huge popular patio (Wicker Park), focus on tacos/Mexican street food, extensive whiskey/bourbon list, honky-tonk vibe.
  • 🎯 Perfect For: Taco lovers, patio hangs (Wicker Park), whiskey/bourbon fans, casual group outings, and lively bar scenes.

When the sun’s out in Wicker Park, the massive patio at Big Star is the place to be. This perpetually packed spot channels a cool, retro honky-tonk vibe and serves delicious, straightforward Mexican street food, with a heavy focus on amazing tacos.

Their taco al pastor, shaved right off the trompo, is legendary. The panza (crispy pork belly) taco or the pescado (fish) taco are also fantastic. Beyond food, Big Star is famous for its massive selection of whiskey, bourbon, and tequila.

Big Star in Wicker Park is one of the unique restaurants in Chicago.
Big Star in Wicker Park: A modern honky-tonk with tacos, tequila, and a laid-back vibe.

18. Avli on The Park

Avli on The Park, perched above Lakeshore East Park, delivers modern Greek with a luxe twist. The dining room is flooded with light, decked out in blue-and-white with dangling olive branches overhead, giving it a dreamy Mediterrean-chic look. The saganaki (flaming cheese) is a total showstopper, and the grilled octopus is impossibly tender and plated to impress. I love grabbing a table on their rooftop patio come summer – the city skyline views are unmatched. Step out and you’re right at Maggie Daley Park, or take a sunset stroll to Millennium Park afterwards. Hot tip: Book the chef’s table for Greek wine pairings and surprise bites. I honestly didn’t expect such vacation vibes right in the Loop.

Avli on The Park dining room with guests seated at modern tables under soft lighting.

19. Piccolo Sogno

  • 📍 Location: River West
  • 💲 Price range: $40 – $80 per person
  • 🍽️ Cuisine Style: Authentic Regional Italian
  • 🔥 Standout Features: Stunning and expansive ivy-walled patio (one of Chicago’s best), focus on authentic regional Italian dishes, extensive Italian wine list, romantic ambiance.
  • 🎯 Perfect For: Romantic patio dining, authentic Italian food lovers, special occasions, wine enthusiasts, and escaping into an Italian garden.

Dream a little dream of Italy at Piccolo Sogno (“Little Dream”). This River West gem is renowned for its absolutely enchanting ivy-walled patio, one of the most beautiful outdoor dining spaces in Chicago. It feels like being whisked away to a rustic Italian villa.

They serve authentic regional Italian cuisine. Their wood-fired pizzas are excellent. House-made pastas, like a seasonal ravioli or a classic tagliatelle Bolognese, and perfectly grilled meats and seafood showcase their commitment to quality. The extensive Italian wine list is superb.

The Charnel House in Logan Square blurs food, art, and performance, housed in a converted church with avant-garde theater and music. | Source: https://www.choosechicago.com/
The Charnel House in Logan Square blurs food, art, and performance, housed in a converted church with avant-garde theater and music. | Source: https://www.choosechicago.com/

20. The Whale

Want a spot that fuses Prohibition-era cool and Midwestern hospitality? The Whale in Logan Square is that unicorn. It’s all velvet booths, vintage playing cards, deep green accents, and just the right amount of speakeasy drama. Try the “Old Hollywood” – their bombshell take on an old fashioned – and order the double-stacked Whale Burger for something that tastes way fancier than bar food ever should. The crowd is stylish but unpretentious, and the staff has this knack for making everyone feel like a regular. After your meal, stroll the strip along Milwaukee Avenue packed with local watering holes. Beach Boys on vinyl, velvet vibes, killer burgers – what’s not to love?

The Whale bar with blue velvet chairs, gold accents, and a mirrored back wall.

21. Ed Debevic’s

  • 📍 Location: Streeterville / Near Magnificent Mile
  • 💲 Price range: $15 – $30 per person
  • 🍽️ Cuisine Style: American Diner Fare / Burgers & Shakes
  • 🔥 Standout Features: Retro 50s diner theme, intentionally sassy/snarky servers (“Eat and Get Out!”), singing/dancing staff, kitschy fun.
  • 🎯 Perfect For: Families/kids, themed dining fans, lovers of retro kitsch, fun group meals, and dinner with attitude.

Get ready for burgers, shakes, and sass at Ed Debevic’s! This retro 1950s-themed diner isn’t just about food; it’s famous for its intentionally snarky servers who playfully insult customers – all part of the shtick! Expect gum-snapping and impromptu singing.

The menu features classic American diner fare. Juicy burgers, like “The World’s Smallest Cheeseburger” (it’s a joke!), are a hit. Thick milkshakes, chili cheese fries, or a classic hot dog are also popular. You come for the hilarious, high-energy experience.

Ed Debevic's in River North: a '50s-'60s retro diner blast with neon lights, vintage jukeboxes, and classic Americana
Ed Debevic’s in River North: a ’50s-’60s retro diner blast with neon lights, vintage jukeboxes, and classic Americana

22. Lost Larson (Andersonville)

Lost Larson is what happens when Scandinavian bakery magic lands in the middle of Andersonville. It smells like heaven thanks to their daily bread bakes, but the cardamom buns and rye sourdough are what draw pastry geeks citywide. Espresso is rich and strong, and their open-faced smorrebrod sandwiches make for a perfect light lunch. The inside is all pale wood, clever plant arrangements, and the kind of soft indie playlist that makes you want to linger with a book. Afterward, walk off your sweets on Clark Street or stop into Women & Children First bookstore next door. If you’re picky about pastries, Lost Larson is where you want to start (or finish) your morning.

Lost Larson bakery storefront with a blue sign and fresh bread displayed in the window.

23. Cindy’s Rooftop

  • 📍 Location: The Loop
  • 💲 Price range: $50 – $90 per person
  • 🍽️ Cuisine Style: New American / Rooftop Bar / Shared Plates
  • 🔥 Standout Features: Insane Millennium Park views, glass atrium, open-air terrace, top of historic hotel.
  • 🎯 Perfect For: Impressing visitors, stylish happy hours, and brunch with a view.

This is THE rooftop in Chicago, no question. Perched atop the historic Chicago Athletic Association hotel, Cindy’s Rooftop gives you a jaw-dropping, front-row view of Millennium Park and Lake Michigan. The vibe is sophisticated but buzzing, with a stylish crowd filling the airy, glass-domed atrium. Stepping onto the open-air terrace feels like you’re on top of the world.

The cocktails here are as epic as the view, so start with one of their creative seasonal drinks. For food, the menu is built for sharing. The creamy burrata is always a crowd-pleaser, and their fresh hamachi crudo is a fantastic, light bite. If you’re looking for something more substantial, the smash burger is one of the best in the city.

Photo credit: TripAdvisor

Frequently Asked Questions (FAQs) about the Most Unique Restaurants in Chicago

Are you searching for more information about where to eat in Chicago? Here are some common questions (and answers) I get asked a lot about Chicago’s most unique restaurants.

What is the most iconic food in Chicago?

The most iconic food in Chicago is the Chicago-style deep-dish pizza and the Chicago-style hot dog. For the deep-dish pizza, characterized by its thick crust and rich tomato sauce on top, Lou Malnati’s Pizzeria is a top choice among locals and tourists alike. As for the Chicago-style hot dog, a beef frankfurter loaded with a specific set of toppings, Portillo’s is a renowned spot to savor this classic. Both dishes are emblematic of Chicago’s culinary heritage and are essential tasting experiences for anyone visiting the city.

What’s unique about Chicago’s dining scene?

Chicago’s dining scene is a melting pot of cultures, flavors, and culinary innovations. From the avant-garde presentations at places like Alinea to the deep-rooted traditions of Chicago-style pizza and hot dogs, there’s a diverse range of unique restaurants in Chicago. This blend of tradition and innovation, set against the backdrop of Chicago’s rich history and architectural beauty, makes its dining scene truly unparalleled.

Where can I find the best cheap eats in Chicago, Illinois?

Chicago caters to all budgets without skimping on taste. The Wiener’s Circle in Lincoln Park is known for its iconic hot dogs. Alternatively, Big Star in Wicker Park offers flavorful tacos at great prices. These spots showcase that quality dining doesn’t always come with a hefty price tag.

What street food is Chicago known for?

Chicago’s street food scene is as diverse as the city itself, offering a range of options that reflect its rich cultural heritage. Here are some of the street foods that Chicago is particularly known for:

  1. Chicago-Style Hot Dog: This is perhaps the most iconic street food in Chicago. It’s an all-beef hot dog served on a poppy seed bun and topped with a variety of condiments like mustard, onions, relish, tomato slices, pickles, sport peppers, and a sprinkle of celery salt. Remember, ketchup is generally considered a faux pas on a Chicago-style hot dog.
  2. Italian Beef Sandwich: This sandwich features thinly sliced, seasoned roast beef soaked in its own juices and served on an Italian roll. You can get it “wet” (extra gravy) or “dry,” and it’s often topped with giardiniera or roasted sweet peppers.
  3. Elotes: Reflecting the city’s significant Mexican population, elotes are grilled corn on the cob slathered in mayonnaise, sprinkled with chili powder and cheese, and served with a lime wedge.
  4. Polish Sausage: Another nod to the city’s Eastern European heritage, Polish sausages are a popular street food item, usually grilled and served with sauerkraut and mustard.
  5. Tamales: Another popular Mexican street food, tamales in Chicago come in various flavors, including pork, chicken, and cheese, wrapped in corn husks and steamed to perfection.

Are there any scenic dining spots in Chicago, IL?

Chicago’s location by Lake Michigan offers several dining spots with mesmerizing views. The Waterfront Café, for instance, is a serene spot right on the shores, perfect for a relaxed meal. For those seeking a cityscape view, Everest on the 40th floor of the Chicago Stock Exchange provides a panoramic vista of the skyline, which makes it one of the top scenic places in Chicago to eat.

Chicago, by Lake Michigan, boasts dining spots with mesmerizing views.
Chicago boasts dining spots with mesmerizing views.

Are there any restaurants with entertainment in Chicago?

Chicago is home to several eateries that blend dining with entertainment. Ed Debevic’s is renowned for its retro ambiance, where waiters engage in playful banter and spontaneous dance routines. The Charnel House stands out for its avant-garde theater and music performances, offering an immersive experience that goes beyond the plate.

While there are numerous online resources, this article is a curated guide that highlights a mix of renowned eateries and lesser-known treasures. From upscale dining at Everest to the quirky charm of Sideshow Gelato, this list ensures a diverse and memorable culinary journey, serving as your personal Chicago restaurant guide.

What’s famous to eat at Chicago?

Chicago is a food lover’s paradise, known for its diverse culinary offerings. Here are some of the most famous foods you should try when in the Windy City:

  1. Deep-Dish Pizza: This is perhaps the most iconic Chicago food. Unlike traditional pizzas, the deep-dish has a thick crust that forms a deep “dish.” This allows for layers of cheese and chunky tomato sauce.
  2. Chicago-Style Hot Dog: A Chicago dog is a steamed or boiled all-beef hot dog on a poppy seed bun. It’s topped with mustard, green relish, chopped onions, tomato slices, a dill pickle spear, sport peppers, and a dash of celery salt. Ketchup is a no-no on a true Chicago dog.
  3. Italian Beef Sandwich: Thin slices of seasoned roast beef, dripping with meat juices, on a dense, long Italian-style roll, often garnished with Chicago-style giardiniera (pickled vegetables) or sautéed, green Italian sweet peppers.
  4. Garrett Popcorn: Known for its “Garrett Mix,” a combination of cheddar cheese and caramel popcorn, this is a must-try snack.
  5. Jibarito: A sandwich made with flattened, fried green plantains instead of bread, filled with meat, cheese, lettuce, and tomato.

Are there fine dining options in Chicago that offer a unique experience?

For occasions that call for something extra special, Everest is a prime choice. Located on the 40th floor of the Chicago Stock Exchange, it offers an exquisite French menu, impeccable service, and breathtaking views of the city. The ambiance is sophisticated, making it a top pick for fine dining in Chicago and ensuring an evening to remember.

Recap on Chicago’s Coolest Restaurants

Chicago is a city that never ceases to amaze. Beyond its skyscrapers and theaters lies a culinary landscape that’s as diverse and dynamic as the city itself. From the towering layers of a deep-dish pizza to the playful banter of waiters in retro diners, every meal in this city tells a story. Fly to Chicago and the first thing you’ll want to do is experience its food scene.

This guide has taken you on a journey through some of the most unique places to eat in Chicago, from the upscale elegance of Everest to the quirky charm of Ed Debevic’s. The next time you find yourself wandering the streets of the Windy City, let your appetite be your guide. Dive into its diverse eateries, savor its iconic dishes, and discover for yourself why Chicago truly is a food lover’s paradise.

The top restaurants to visit in Chicago right now
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Jon Miksis

About Jon Miksis

Award-winning Travel Writer • Founder of Global Viewpoint • 70+ countries visited • 10 Million+ readers

Since 2017, I’ve traveled 3–6 months a year, sharing detailed guides that have helped over 10 million readers travel smarter, deeper, and better. My work blends firsthand experiences — from U.S. road trips and cold-plunge cabins to Michelin-starred dining and business-class flights — with honest, independent reviews.

I’ve been hired by leading tourism boards in 7 countries across Europe, North America, and South America, as well as international travel brands. My travel tips and insights have been featured in Forbes, HuffPost, Yahoo Travel, and The Boston Globe. I’ve personally reviewed 500+ hotels, retreats, and flight experiences — and I never recommend a place I wouldn’t return to myself.

I also save $5–10K per year on airfare using flight tools and 10+ travel credit cards, and I’ve invested over $100K into personal development through transformational retreats and coaching since 2021.

When I’m not road-tripping across the Northeast or writing guides for Global Viewpoint, you’ll find me cold plunging in local lakes, sipping espresso in quiet cafes in Vienna, or chasing fall foliage across New England. I split my time between exploring the world and soaking up life in Boston, my lifelong home base. Some of my favorite places I keep going back to? Switzerland, Spain, Iceland, Italy, Greece, the Faroe Islands, Guatemala, California, Montana, Vermont, and coastal Maine in autumn.

See my latest adventures on Instagram and TikTok.

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