Moving From NYC to Chicago: A Complete Guide for Luxury Apartment Seekers

There’s always been something romantic about American city life. Each one has something unique to offer its residents. New York City, for instance, has always been famous for its vibrant culture, towering skyscrapers, late-night energy, and legendary art scene. Chicago, on the other hand, boasts its own charms: a unique blend of big-city energy and Midwest warmth, architectural marvels, stunning lakefront, and world-class museums. That’s why, if you’re thinking about moving from NYC to Chicago, you might be worried about going through a bit of a culture shock. 

But we have good news: Chicago offers a perfect balance of cosmopolitan appeal and community — making it an ideal place for those used to the NYC lifestyle. Plus, many who move to Chicago enjoy a lower cost of living, great job opportunities, and a more centralized location.

From neighborhoods bursting with personality and an unmatched food scene to a thriving arts culture and first-rate luxury apartment buildings, here’s what you can expect when you relocate to the Windy City.

Moving from NYC to Chicago: Cost of Living Breakdown

Let’s start with the big question: how does the cost of living compare when moving from NYC to Chicago? According to NerdWallet, the cost of living in NYC is, on average, 101% higher than in Chicago. Several factors play into this: groceries, for instance, are about 9% more expensive in NYC, while healthcare and entertainment costs both exceed Chicago’s by over 15%.

When it comes to apartment costs, Chicago also has more to offer for less. On average, renting a similar-sized apartment in Chicago costs roughly $2,500 less per month than in NYC. And here’s the best part: this reduction in cost doesn’t mean compromising on luxury or convenience. For example, consider one of Chicago’s premier luxury apartment buildings:

Apartment Spotlight: The Elizabeth

The Elizabeth epitomizes luxury living in Chicago. This stunning modern high-rise in the heart of Fulton Market places residents right next to some of the best dining and shopping the city has to offer. With amenities like private EV charging stations, a business center, a fitness center, and an on-site coffee service, The Elizabeth ensures residents have everything they need just steps from their front door.

Accommodations range from airy studios and one-bedroom apartments to spacious two- and three-bedroom units, offering something for everyone seeking upscale living in the heart of Chicago.

Neighborhoods: Finding Your New Home in Chicago

When moving from NYC to Chicago, maintaining your current lifestyle is likely near the top of your priority list. Fortunately, Chicago has something for everyone. For instance:

If you’re coming from the Upper East Side, then you might feel most at home in Chicago’s Gold Coast with its tree-lined streets, historic mansions, and upscale boutique shops along Oak Street. 

Similarly, residents of SoHo will likely be drawn to Lincoln Park, which offers a similar balance of sophistication and vibrant energy. It’s the perfect neighborhood for anyone who loves both nature and culture.

If you’re used to the trendy vibes of Williamsburg in NYC, make sure you have Chicago’s Fulton Market on your short list. It’s one of the trendiest areas in the Windy City, and is packed with highly rated restaurants, rooftop bars, and some of the city’s most chic apartment buildings.

And finally, if you’re relocating from Tribeca, you’ll want to check out River North in Chicago. This neighborhood is brimming with art galleries, nightlife, and riverfront views — perfect for anyone used to the laid-back, luxurious vibes of Tribeca.

Apartment Spotlight: The Leo

The Leo is one of River North’s standout luxury apartment buildings, offering 21 stories of stylish, open-concept apartments. Perfectly located near top dining, shopping, and entertainment options, The Leo combines convenience with elegance. Its amenities are tailored to the relaxed yet vibrant River North lifestyle, featuring a rooftop deck, fire pits, a package concierge, and even an on-site dog spa for your four-legged friend’s comfort.

Apartments at The Leo include spacious one-bedroom units and one-bedroom + den spaces, giving you flexible options to suit your lifestyle.

Apartment Spotlight: The Dylan

Just a mile southwest of River North, The Dylan offers a luxurious lifestyle in the heart of Chicago’s Fulton Market. This thoughtfully designed, mixed-use development combines the energy of urban living with a close-knit community feel. Residents at The Dylan are just steps away from trendy cafes and chic boutiques, while also enjoying high-end amenities like an on-site fitness center, heated pool, and a resident lounge for relaxing or socializing.

Apartments at The Dylan range from studios and convertible spaces to one-bedroom units, providing flexible options tailored to your lifestyle.

Moving from NYC to Chicago: Transportation

Another big change when moving from NYC to Chicago is navigating a new transit system. While New York City is renowned for its 24/7 subway schedule, Chicago’s iconic “L” trains and CTA buses make it easy to get around without a car, offering extensive coverage and reliability. The L’s elevated tracks even give you a unique view of the city as you commute. Plus, Chicago is known for its walkable neighborhoods and gorgeous lakefront paths — all while staying connected to the city’s best dining, shopping, and entertainment.

Apartment Spotlight: The Saint Grand

The Saint Grand is located in one of Chicago’s most walkable neighborhoods: Streeterville. In the heart of the city, residents enjoy easy access to trendy restaurants, cultural institutions, and the world-famous Magnificent Mile. This luxury building offers top-notch amenities, including a co-working space, resident lounge, and rooftop deck with stunning views. 

Apartment options at the Saint Grand range from convertible spaces and one-bedroom apartments to one-bedroom + den layouts and spacious two-bedroom units.

Lifestyle Differences: NYC Hustle vs. Chicago Charm

For many, the main appeal of moving from NYC to Chicago is the change of pace. While New York City is known for its fast, nonstop energy, you’ll find the best of two worlds in Chicago: a bustling downtown filled with world-class dining, arts, and entertainment, alongside peaceful tree-lined residential areas that invite a slower, more relaxed lifestyle. In Chicago, you can enjoy vibrant city living with plenty of breathing room, making it easier to strike the perfect balance between work and play.

Apartment Spotlight: No. 508

Located in Lincoln Park, No. 508 offers boutique living in one of Chicago’s most sought-after neighborhoods. Known for its blend of natural beauty and residential charm, Lincoln Park is perfect for those wanting to enjoy a peaceful atmosphere without leaving the city. Residents of No. 508 can indulge in luxury amenities, including an on-site dog spa, resident lounge, and rooftop deck, all within a LEED-certified building. 

Available apartments at No. 508 feature spacious three-bedroom penthouses, ideal for families or anyone looking for a bit more room to spread out.

Moving From NYC to Chicago: The Climate

Finally, moving from NYC to Chicago also means you’ll have a new climate to enjoy. New York City has its humid summers and moderate winters; Chicago, on the other hand, offers pleasant, breezy summers that are offset by colder, snowier (and sometimes harsher) winter weather. Adjusting to the seasonal changes will be easier in newer luxury apartment buildings that offer cold-weather perks like heated parking, indoor or heated pools, and cozy resident lounges.

Apartment Spotlight: Norweta

Another one of Lincoln Park’s most coveted luxury apartment buildings, Norweta offers everything you need to embrace Chicago winters. With a private courtyard, cozy fire pits, attached indoor parking, and on-site coffee service, residents can enjoy all the seasonal charms without sacrificing any of the luxury.

Units at Norweta include spacious three- and four-bedroom apartments, as well as stunning three- and four-bedroom penthouses, providing plenty of options for those seeking a comfortable and stylish home.

Apartment Hunting in Chicago: How Luxury Living Makes It Easy

Finding a new home in Chicago is easy with Luxury Living’s full-service approach. From a curated list of top apartments that fit your lifestyle to guided tours of each space, our team handles every detail — allowing you to focus on the excitement of your move. We’re here to be your advocate, providing personalized attention and insights on everything from neighborhood vibes to commute tips. No matter where you’re coming from, we’re here to make the transition stress-free and seamless so you feel at home in no time.

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