15 Best Rooftop Restaurants in Chicago for an Amazing Dining Experience

Monika Gupta

Rooftop Restaurants in Chicago

Rooftop Restaurants in Chicago: If you’re looking for the best rooftop restaurants in Chicago, you’re in for a treat. This city is packed with amazing places that offer great food, stunning views, and a vibe you’ll love. Let me walk you through my top 15 picks, based on ratings from popular review websites. Whether you’re a foodie or just looking for a cool hangout spot, there’s something here for you. Let’s dive in!

Cindy’s Rooftop

Cindy’s Rooftop

Source: Official Website of Cindy’s Rooftop

Cindy’s is a rooftop gem nestled atop the Chicago Athletic Association Hotel and is one of the best restaurants in Chicago. With its breathtaking views of Millennium Park, Lake Michigan, and the city skyline, it’s an absolute must-visit. The space is airy and inviting, featuring a mix of indoor and outdoor seating with chic communal tables and cosy fire pits. Cindy’s is known for its inventive cocktails and seasonal dishes, making it a hotspot for brunch, dinner, or evening drinks. The vibe is lively yet sophisticated, and it’s perfect for group outings or even a solo escape to soak in the views.

  • Costliness: Moderate to pricey, but the portions are generous.
  • Ambience: Rustic-chic, with a warm and welcoming crowd.
  • Best Dishes: Lobster rolls, charred octopus, and their famous pot pie.

Aba

Aba

Source: Official Website of Aba

Aba in the West Loop is a Mediterranean dream come to life. This rooftop spot feels like a lush garden, complete with string lights, greenery, and cosy seating. The food here is inspired by Israel, Lebanon, Greece, and Turkey, offering a unique culinary experience. Their bar program is equally impressive, with craft cocktails that perfectly complement the flavours of their dishes. Aba is a popular choice for date nights, special occasions, or catching up with friends over a delicious meal. 

  • Costliness: On the higher side, but the quality of food and ambience make it worth it.
  • Ambience: Romantic, lively, and trendy, with upbeat music in the background.
  • Best Dishes: Skirt steak shawarma, whipped feta with honey, and slow-braised lamb.

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The J. Parker

The J. Parker

Source: Official Website of The J. Parker

Located on the rooftop of Hotel Lincoln, The J. Parker offers some of the best lakefront views in Chicago. The glass-enclosed seating area ensures you can enjoy the scenery year-round, while the outdoor terrace is a favourite during the summer. The J. Parker is known for its casual, relaxed vibe, making it a great spot to unwind after a long day. Their menu includes a mix of small plates and craft cocktails that cater to every palate. You know what else will make up for a perfect end to the day? Check out your favourite stores in some of the best shopping malls in Chicago after your meal to bring a perfect day to the wrap. 

  • Costliness: Affordable compared to many rooftop options in the city.
  • Ambience: Casual yet chic, with a mix of locals and visitors.
  • Best Dishes: Tuna poke, flatbreads, and truffle popcorn.

LH Rooftop

LH Rooftop

Source: Official Website of LH Rooftop

LH Rooftop is a showstopper. Situated atop the LondonHouse Chicago, this three-level rooftop offers unbeatable views of the Chicago River, the Wrigley Building, and beyond. The lower levels are perfect for dining, while the open-air terrace on the top level is ideal for sipping cocktails under the stars. It’s an upscale spot that makes you feel like a VIP from the moment you step in. The service is exceptional, and the menu features an array of elevated American dishes. 

  • Costliness: Premium, but the views and atmosphere justify the price.
  • Ambience: Polished and classy, ideal for special occasions or impressing a date.
  • Best Dishes: Duck confit sliders, crispy calamari, and short rib pappardelle.

The Rooftop at Nobu

The Rooftop at Nobu

Source: Official Website of The Rooftop at Nobu

Nobu’s rooftop is a sleek and sophisticated destination for fans of Japanese-Peruvian fusion cuisine. From the moment you step into the elevator, you know you’re in for an upscale experience. The rooftop offers both indoor and outdoor seating with a minimalist design that keeps the focus on the food and views. It’s a great place for sushi enthusiasts, as well as anyone looking to splurge on a luxurious night out.

  • Costliness: High-end, but perfect for a special celebration.
  • Ambience: Quietly luxurious, with subtle lighting and soft music.
  • Best Dishes: Black cod miso, yellowtail jalapeño, and wagyu beef tacos.

Upstairs at The Gwen

Upstairs at The Gwen

Source: Official Website of Upstairs at The Gwen

Upstairs at The Gwen is a chic rooftop retreat perched atop The Gwen Hotel. The Art Deco-inspired design adds a touch of vintage elegance, while the modern furnishings keep it fresh and stylish. This rooftop offers a quieter, more intimate vibe compared to some of the other hotspots, making it a perfect spot for date nights or small gatherings. The terrace is beautifully designed with comfortable seating, fire pits, and an ambience that feels both cosy and sophisticated. Plus, the city views are mesmerising, especially during sunset.

  • Costliness: Moderate to expensive, with cocktails priced on the higher side.
  • Ambience: Intimate and serene, great for a quiet evening.
  • Best Dishes: Truffle fries, Wagyu beef sliders, and crispy cauliflower.

VU Rooftop Bar

VU Rooftop Bar

Source: Official Website of VU Rooftop Bar

VU Rooftop Bar is a vibrant urban escape just steps from McCormick Place. With its modern design, expansive outdoor seating, and multiple bar areas, it’s perfect for everything from a casual drink to a full-on celebration. The bar offers sweeping views of the South Loop and Lake Michigan, making it an ideal spot to unwind after work or catch up with friends on the weekend. Their menu focuses on shareable plates and creative cocktails that cater to all tastes.

  • Costliness: Reasonable, especially for the quality and location.
  • Ambience: Lively and upbeat, with a young professional crowd.
  • Best Dishes: Pork belly skewers, fried chicken bites, and shrimp ceviche.

ROOF on theWit

ROOF on theWit

ROOF on theWit is where the party is at. This rooftop bar and lounge atop theWit Hotel is known for its high-energy vibe, DJ nights, and stellar city views. The space is versatile, offering both indoor and outdoor seating, so you can enjoy it year-round. With its stylish decor and dynamic crowd, ROOF is the go-to spot for anyone looking to enjoy Chicago’s nightlife with a side of skyline views. Don’t forget to check out the museums in Chicago after your meal.

  • Costliness: Cocktails are moderately priced, and food leans toward the pricier side.
  • Ambience: Fun and lively, perfect for groups and party-goers.
  • Best Dishes: Spicy tuna rolls, Margherita pizza, and lobster nachos.

Apogee Lounge

Apogee Lounge

Source: Official Website of The Rooftop Guide

Apogee Lounge in River North takes rooftop dining to the next level with its focus on stunning cocktails and a luxurious atmosphere. The rooftop is sleek and modern, with plenty of cosy seating options that make it feel like an exclusive escape. The cocktail menu here is a work of art—each drink is uniquely crafted and beautifully presented. It’s an ideal spot for a special date night or an upscale evening out with friends.

  • Costliness: Premium, especially for their signature cocktails.
  • Ambience: Upscale and Instagram-worthy, with a chic crowd.
  • Best Dishes: Mini lobster rolls, avocado fries, and spicy tuna tartare.

Kennedy Rooftop

Kennedy Rooftop

Source: Official Website of Kennedy Rooftop

The Kennedy Rooftop in Wicker Park is a laid-back yet stylish spot offering panoramic views of the Chicago skyline. Named after the Kennedy Expressway, it’s a great place to relax and enjoy casual vibes with friends. The rooftop is spacious and has a welcoming feel, with lots of greenery and comfortable seating. Whether you’re there for brunch, dinner, or just drinks, the Kennedy Rooftop makes you feel right at home.

  • Costliness: Affordable, with great value for the quality of food and drinks.
  • Ambience: Chill and inviting, with a mix of locals and visitors.
  • Best Dishes: Burgers, crispy Brussels sprouts, and loaded nachos.

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The Robey Roof

The Robey Roof

Source: Official Website of The Robey Roof

Nestled in Wicker Park, The Robey Roof is a hidden gem offering stunning views of the neighbourhood and downtown Chicago. It’s a cosy and intimate space with a relaxed vibe that makes it perfect for a laid-back evening. The minimalist decor lets the view do all the talking, and the menu, though small, is full of delicious options. It’s a favourite among locals who want a more low-key rooftop experience without sacrificing quality.

  • Costliness: Very reasonable, especially for the portion sizes.
  • Ambience: Casual and unpretentious, with a neighbourhood charm.
  • Best Dishes: Fish tacos, sliders, and charcuterie boards.

Cerise Rooftop

Cerise Rooftop

Source: Official Website of the Virgin Hotels

Cerise Rooftop, perched on top of Virgin Hotels Chicago, offers a playful, eclectic vibe that’s hard to resist. It’s one of those places where the energy matches the stunning views. The rooftop’s modern design, coupled with comfy seating and vibrant decor, makes it a favourite for anyone looking to enjoy a lively night out. Whether you’re sipping on a signature cocktail or snacking on their flavourful dishes, you’ll find the atmosphere here electric, especially on DJ nights. It’s perfect for those who love a mix of good vibes, great food, and unforgettable cityscapes.

  • Costliness: Mid-range, with affordable small plates and well-crafted cocktails.
  • Ambience: Fun, energetic, and slightly quirky, ideal for younger crowds.
  • Best Dishes: Duck bao buns, crispy chicken sandwiches, and grilled octopus.

Chicago Cut Steakhouse Rooftop

Chicago Cut Steakhouse Rooftop

Source: Official Website of Chicago Cut Steakhouse Rooftop

Chicago Cut Steakhouse is a haven for steak enthusiasts, and its rooftop adds an extra layer of charm to the dining experience. With prime views of the Chicago River, it’s an elegant spot to indulge in some of the finest cuts of meat in the city. The service here is impeccable, and the rooftop provides a tranquil escape from the bustling streets below. It’s a great place for a celebratory dinner, whether you’re dining with colleagues, family, or a special someone.

  • Costliness: High-end, as expected of a premium steakhouse.
  • Ambience: Sophisticated and refined, with a focus on quiet luxury.
  • Best Dishes: Bone-in ribeye, lobster mac & cheese, and their signature Caesar salad.

Bar Avec

Bar Avec

Source: Official Website of Bar Avec

Bar Avec is a Mediterranean-inspired rooftop oasis located in the heart of the city. Its rustic decor, with wood accents and cosy seating, gives it a relaxed yet upscale vibe. The rooftop feels like an escape to the Mediterranean coast, complete with dishes and drinks that transport you to sunnier climes. Bar Avec is a perfect spot for those who love sharing plates and sipping wine while enjoying a laid-back ambience and stunning views of Chicago’s architecture.

  • Costliness: Moderate to expensive, depending on your appetite.
  • Ambience: Warm, inviting, and slightly romantic, ideal for casual evenings or date nights.
  • Best Dishes: Grilled octopus, paella, and wood-fired pita with dips.

Devereaux

Devereaux

Source: Official Website of Conde Nast Traveler

Devereaux, located on the rooftop of the Viceroy Hotel, is the epitome of luxury in the rooftop dining scene. With its chic decor, sleek poolside seating, and jaw-dropping views, it’s the kind of place you visit when you want to feel like a celebrity. The rooftop serves a menu of modern American dishes with a focus on fresh, seasonal ingredients. Whether you’re there for a leisurely lunch or evening cocktails, Devereaux makes every moment feel special.

  • Costliness: Mid-range for drinks, higher for full meals.
  • Ambience: Sophisticated and trendy, with a relaxed yet upscale crowd.
  • Best Dishes: Crispy duck wings, burrata salad, and seared scallops.

That wraps up the 15 best rooftop restaurants in Chicago! Each of these spots offers a unique mix of flavours, vibes, and views, so you’re sure to find the perfect one for your mood. Whether it’s a fancy dinner, a casual hangout, or a romantic evening, Chicago’s rooftops never disappoint. Ready to explore? Let me know which one you’re trying first!

FAQs

What is the best time to visit rooftop restaurants in Chicago?

The best time to visit rooftop restaurants in Chicago is during the summer and fall, typically from May to October. The weather is ideal, and outdoor seating is fully open, offering the best views and atmosphere. Evenings during sunset are particularly magical.

Do I need to make reservations for rooftop restaurants?

Yes, it’s highly recommended to make reservations, especially during weekends or peak dining hours. Popular spots like Cindy’s Rooftop and Aba can get crowded, so booking in advance ensures you get the best seating.

Are rooftop restaurants in Chicago expensive?

The cost varies depending on the restaurant. Some, like Kennedy Rooftop, offer budget-friendly options, while others, like The Rooftop at Nobu or Chicago Cut Steakhouse, are on the pricier side. Expect to pay more for the ambience and views.

Are rooftop restaurants open year-round in Chicago?

Many rooftop restaurants in Chicago have enclosed or heated spaces, allowing them to operate year-round. For example, The J. Parker and LH Rooftop offer indoor areas with stunning views even in the winter.

What kind of food can I expect at Chicago rooftop restaurants?

The menus are diverse, ranging from Mediterranean dishes at Aba and Bar Avec to Japanese fusion at The Rooftop at Nobu, and classic American steaks at Chicago Cut Steakhouse. There’s something for every palate.

Do these rooftop restaurants accommodate dietary restrictions?

Most rooftop restaurants offer vegetarian, vegan, and gluten-free options. Always check the menu online or call ahead to confirm if your specific dietary needs can be accommodated.

Which rooftop restaurants have the best views in Chicago?

For iconic skyline views, LH Rooftop and The J. Parker are excellent choices. For lakefront vistas, Cindy’s Rooftop and VU Rooftop Bar are unbeatable. Each venue has its unique perspective of the city.

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About Monika Gupta

Hi, I am Monika! I have 3 years of experience as a Content Writer and Copywriter. I have worked with Ed-tech companies, digital marketing & ad agencies where I helped my team with SEO content, social media marketing, script writing, copywriting, sales & marketing campaigns. Not only this, I've also worked on landing pages, website content and brochures of some reputed brands.

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