High-Rise Chicago Living: The Ultimate Guide to Sky-High Luxury

March 23, 2025 | By Luxury Living Staff
Reading Time: 6 Minutes
High rise Chicago

There’s something special about waking up to a panoramic view of Chicago’s skyline or stepping into a sleek, modern lobby that feels more like a five-star hotel than an apartment building. But living in a high-rise in Chicago isn’t just about the views — it’s about the seamless convenience, sophisticated design, and being surrounded by the best that the Windy City has to offer.

From top-tier amenities to unbeatable locations, high-rise apartments in Chicago set the standard for luxury living. If you’re considering making the move, knowing where to start is key. This guide breaks down some of the best high-rise apartments in Chicago — each offering its own unique take on luxury, convenience, and city living.

Looking for the perfect high-rise home? — Luxury Living Chicago offers complimentary apartment-finding services to match you with the best sky-high residences in the city. Contact us today to start your search!

The Best High-Rise Apartments in Chicago

The Saint Grand: High-End Living in Streeterville

In Streeterville, where the city meets the lake, The Saint Grand redefines waterfront luxury. This Chicago high-rise is designed for those who want a home that feels effortlessly elevated, with stunning views, high-end finishes, and amenities that cater to both productivity and relaxation. A state-of-the-art fitness center, rooftop pool, and private workspaces make it easy to balance work, wellness, and leisure — all without leaving the building.

The Saint Grand is perfect for young professionals seeking a seamless work-life experience, retirees looking for a refined retreat with easy access to culture and dining, and anyone who values a home that offers both city energy and waterfront serenity. Beyond the front doors, Michigan Avenue shopping, world-class restaurants, and the lakefront’s walking and biking trails are just steps away.

The Saint Grand features convertible, one-, and two-bedroom apartments, each with sleek modern finishes, floor-to-ceiling windows, and full-size appliances. All units are pet-friendly and select units also come with private balconies.

The Leo: Elevated Living in River North

River North has long been the go-to neighborhood for those who thrive on vibrant city energy, and The Leo captures that spirit. Floor-to-ceiling windows showcase sweeping skyline views, while smart-home features bring effortless convenience to modern living. Designed for those who want both style and substance, The Leo offers spaces that feel both elevated and inviting.

This high-rise is ideal for young professionals who want to be in the center of it all, remote workers seeking a sophisticated home with built-in convenience, and socialites who love having Chicago’s best dining, nightlife, and entertainment just steps away. Residents can unwind in the exclusive lounge, entertain on the rooftop deck, or immerse themselves in the electric energy of River North — where the city’s top restaurants, bars, and boutiques are right outside the front door.

Available units at The Leo include one-bedroom layouts with kitchens built for culinary mastery, an in-unit washer and dryer, and full-size appliances. 

The Dylan: Modern Comfort in Fulton Market

Fulton Market has transformed into one of Chicago’s most dynamic neighborhoods, and The Dylan puts you right at the heart of it. This luxury high-rise in Chicago blends cutting-edge design with thoughtful amenities, offering a home that feels both refined and effortlessly connected to the city’s energy.

Perfect for trendsetters, food lovers, and professionals who want to live where work and play seamlessly intersect, The Dylan is designed for those who crave both style and convenience. Residents can unwind at the resort-style rooftop pool, stay active in the elite wellness center, or step outside to explore some of Chicago’s most celebrated restaurants, bars, and cultural hotspots — all just moments away.

Floorplans at The Dylan include studio, convertible, and one-bedroom apartments with high-end touches like quartz countertops, floor-to-ceiling windows, and full-size appliances. 

The Elizabeth: Stylish High-Rise Chicago Living

The Elizabeth offers a refined yet relaxed take on high-rise living, blending luxury with a genuine neighborhood feel. Expansive layouts and upscale finishes create an elevated living experience, while its prime location near Randolph Street’s acclaimed dining scene ensures some of the city’s best restaurants are always within reach.

Ideal for professionals, food lovers, and anyone who values a balance of city energy and residential charm, The Elizabeth feels like home from the moment you arrive. Pet-friendly perks, serene outdoor lounges, and thoughtfully designed green spaces make it easy to unwind, while modern interiors provide a sophisticated retreat from the buzz of the West Loop.

If The Elizabeth sounds like your vibe, you can choose from a range of pet-friendly accommodations including one-bedroom, one-bedroom + den, two-bedroom, and three-bedroom apartments. Select units feature private balconies and all come with an in-unit dishwasher, kitchen island, and stainless steel appliances. 

3Eleven: Sleek & Chic in River North

Sustainability meets style at 3Eleven, a modern LEED-certified high-rise in Chicago designed for renters who want luxury living with an eco-conscious edge. Thoughtfully built with sustainability in mind, this residence blends sleek design with high-end finishes, proving that modern living can be both sophisticated and responsible.

Perfect for urban professionals, remote workers, and city dwellers who prioritize both convenience and sustainability, 3Eleven offers amenities that elevate everyday life. The rooftop pool and sky deck provide breathtaking skyline views, while its prime location ensures effortless access to the Loop, public transit, and River North’s top restaurants, bars, and cultural hotspots.

Floorplans in 3Eleven include spacious studios, one-, and two-bedroom apartments with quartz countertops, stainless steel appliances, and the convenience of an in-unit washer/dryer.  

Who is High-Rise Chicago Living For?

Whether you’re a professional who wants a seamless work-life balance, a student looking for a vibrant and connected neighborhood, or someone who simply loves the energy of the city, high-rise living in Chicago offers the perfect blend of convenience and luxury no matter your lifestyle:

  • Professionals: With on-site coworking spaces, fitness centers, and easy access to the city’s top business districts, high-rise apartments are ideal for those who want a home that supports both productivity and relaxation.
  • Families: Spacious floor plans, top-tier security, and proximity to parks, schools, and cultural attractions make high-rises in Chicago a great option for families looking for an urban lifestyle with all the comforts of home.
  • Students: Whether attending Northwestern’s downtown campus, DePaul, or the University of Chicago, students benefit from a safe, stylish, and convenient home base with study lounges, fitness centers, and quick access to public transit.
  • Remote Workers: Many high-rises offer dedicated workspaces, high-speed internet, and soundproof meeting rooms, making them an ideal setting for those who work from home but want a change of scenery just an elevator ride away.
  • City Enthusiasts: If being in the middle of it all is a priority, high-rise living offers front-row access to Chicago’s best dining, nightlife, shopping, and entertainment — often just steps from your door.

What to Look for in a High-Rise Apartment

Not all high-rises are created equal. The right building should align with your lifestyle, whether that means prioritizing amenities, location, or stunning skyline views. Look for features that fit your routine, from resort-style pools and 24-hour fitness centers to resident lounges, pet spas, and private workspaces. And of course, location is key. The best high-rises in Chicago put you within walking distance of restaurants, shops, and cultural hotspots while also offering easy access to public transit for a seamless city experience.

Find Your Dream High-Rise Apartment in Chicago

Whether you’re searching for a sleek downtown studio with skyline views or a spacious corner unit with resort-style amenities, the right high-rise apartment should feel like an extension of you.

That’s where Luxury Living Chicago comes in. Our team of local experts makes the process seamless, offering personalized guidance to help you find a high-rise that fits your needs, from location and layout to amenities and budget. Our services include:

  • Personalized Recommendations — We take the time to understand your preferences and match you with high-rise options tailored to your lifestyle.
  • Insider Knowledge — With deep expertise in Chicago’s luxury rental market, we have firsthand insights into the best buildings, new openings, and hidden gems.
  • VIP Touring Experience — We coordinate tours, so you can explore top-tier apartments without the stress of searching on your own.
  • Complimentary Service — Our apartment-finding service is completely free, ensuring you get expert advice without added costs.

Let’s find the perfect high-rise in Chicago for you. Contact Luxury Living Chicago today to start exploring the best luxury apartments in the city.

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