Is Chicago a Good Place to Live? Top Things A Newcomer Needs to Know

Ever since its booming growth in the 1840s, Chicago has consistently been one of the most desirable cities in the U.S. With an unbeatable blend of urban sophistication and welcoming Midwest charm, Chicago draws in people from all walks of life, from outdoor enthusiasts and foodies to tech innovators and creatives. In fact, Time Out recently named Chicago as one of the top cities in 2025, recognizing it for its dynamic neighborhoods, diverse communities, and incredible quality of life. But how do you know if Chicago is a good place to live for you?

Let’s dive into everything a newcomer should know before making the move to the world-famous Windy City.

Is Chicago A Good Place to Live: The City’s Top Lifestyle Perks

If you’ve been wondering whether Chicago is a good place to live, just take a look at the city’s diverse neighborhoods, each with its own distinct character. Families seeking tree-lined streets and top schools love Lincoln Park, for example, while young professionals gravitate toward the energy of Fulton Market, known for its trendsetting restaurants and nightlife. If luxury high-rises and breathtaking lakefront views are more your vibe, Streeterville offers high-end living near the water, while The Loop puts urban professionals and students at the center of it all.

Chicago is also a foodie’s paradise, boasting everything from deep-dish pizza to Michelin-starred restaurants. Its cultural scene is just as impressive, with legendary music venues, world-renowned museums, and lively festivals happening year-round. 

Getting around the city is easy, thanks to the CTA’s extensive train and bus system. Chicago’s walkability, bike-friendly streets, and central location as a major travel hub mean that everything — whether it’s a weekend getaway or a daily commute — is within reach.

And finally, for those who love the outdoors, green spaces and lakefront living make Chicago even more appealing. The 18-mile Lakefront Trail offers stunning views and ample space for biking, running, and relaxing, while iconic parks like Millennium Park and Grant Park provide year-round recreation, from summer festivals to winter ice skating.

Looking for your perfect Chicago home? — Location is a great place to start! Check out 5 of Chicago’s most walkable neighborhoods.

Common Concerns When Moving to Chicago (And the Perfect Apartments to Solve Them)

Adjusting to Chicago Winters

Weather is always one of the biggest concerns for people wondering whether Chicago is a good place to live. Winters in the Windy City are known for their frigid temperatures and heavy snowfall, but the right apartment can make all the difference. Many luxury buildings in the city are designed with cold-weather conveniences to help residents navigate the winter months with ease.

Features like heated indoor parking mean you’ll never have to scrape ice off your car on a freezing morning, while on-site gyms let you stay active without braving the cold for a workout. Cozy resident lounges, fireplaces, and in-building cafés also offer the perfect spot to unwind when the temperatures drop.

Property Spotlight: no. 508

One standout option is No. 508, a modern luxury apartment building that makes winter living a breeze. With a fully equipped fitness center, attached heated garage, and stylish indoor common spaces, residents can stay active, comfortable, and connected no matter how cold it gets outside.

Units at no. 508 include 3-bedroom penthouses, each featuring pet-friendly accommodations, an in-unit dishwasher, quartz countertops, and stainless steel appliances.

Managing the Cost of Living

Another big question is: when it comes to cost, is Chicago a good place to live? In most ways, the answer is yes! Chicago offers a more affordable cost of living than cities like New York or San Francisco, but it’s still important to find an apartment that balances luxury with value. The good news? Many modern buildings include built-in conveniences that can help cut down on extra expenses.

Apartments with on-site coworking spaces let remote workers skip pricey coworking memberships, while state-of-the-art fitness centers eliminate the need for a separate gym membership. Some buildings even offer utility-inclusive pricing, making it easier to predict monthly expenses and avoid seasonal spikes.

Property Spotlight: The Elizabeth

A prime example of these advantages is The Elizabeth, a sophisticated residence offering upscale units in a highly walkable area. Located near top dining, shopping, and the medical district, it provides easy access to daily essentials, reducing transportation costs while delivering high-end city living.

Available floorplans at The Elizabeth range from studios and 1-bedroom apartments to larger 2-bedroom and 3-bedroom floorplans. The Elizabeth also offers extensive amenities like on-site coffee service, EV charging stations, and a rooftop deck complete with firepits.

Finding the Right Location for Your Lifestyle

A big part of answering the question, “Is Chicago a good place to live?” is finding the right location. Chicago has more than 150 neighborhoods and each of them have something unique to offer. A few stand-out examples include:

• Fulton Market — Home to Chicago’s tech start-up hub, Fulton Market is also well-known for its world-class restaurants and artistic vibe. It’s an ideal location for tech innovators, foodies, and creatives alike.
• River North — If proximity to business districts and trendy spots is your priority, be sure to check out River North. With countless companies, art galleries, and chic coffee shops, it’s a hub for professionals who want to be at the heart of the city’s pulse.

Property Spotlight: Flora 

Flora stands out in the Fulton Market area, offering an unbeatable location with modern amenities. The sleek, industrial building is complemented by cutting-edge features, all tailored to the vibrant neighborhood vibe. Whether you’re enjoying the neighborhood’s renowned dining scene or relaxing at home, Flora offers the perfect balance of lifestyle and convenience.

Available units at Flora include studios, 1-bedroom, 2-bedroom, and 3-bedroom apartments. Residents enjoy premium amenities such as concierge services, a rooftop deck with firepits, a sauna/steam room, and an on-site golf simulator.

Is Chicago the Right Place for You? Key Considerations

Now the most important question: is Chicago a good place to live for you? It all comes down to what you’re looking for and what matters most in your life. Here are a few key considerations:

For Professionals: The city is home to a thriving business ecosystem, with numerous Fortune 500 companies, tech startups, and creative industries. Networking opportunities abound, and living in neighborhoods like River North or the West Loop puts you close to key business hubs, co-working spaces, and after-hours social spots perfect for career growth.

For Students: With prestigious institutions like the University of Chicago, Northwestern University, and DePaul University, Chicago is a magnet for students seeking top-tier education and a lively campus culture. Neighborhoods like The Loop and Streeterville offer a mix of convenience, affordability, and access to cultural landmarks, libraries, and student-friendly cafes. (For more insight on this, check out our breakdown of some of the best neighborhoods for Northwestern students!)

For Families: For all its big city energy, Chicago is still extremely family-friendly, offering excellent schools, spacious parks, and kid-friendly attractions. Neighborhoods like Lincoln Park and Lakeview provide a safe, suburban feel with plenty of green spaces, while top-rated schools and community activities make them ideal for raising children.

For Retirees: If you’re looking for a city that offers excitement without overwhelming hustle, Chicago is a great place to settle. From scenic lakefront strolls and renowned museums to a thriving theater scene, retirees can enjoy a slower pace while still accessing world-class amenities. Neighborhoods like Gold Coast and Old Town provide luxury living with stunning views and easy access to medical facilities, fine dining, and cultural events.

Insider Tips for Newcomers to Chicago

So, is Chicago a good place to live? We think the resounding answer is yes! If you’re ready to make your move to the Windy City, here are a few pro tips that will help make the transition a little smoother:

• Timing Your Move: The best time to relocate in Chicago is during the spring or summer when the weather is mild, making it easier to explore neighborhoods and move furniture without battling icy sidewalks. The apartment market also tends to have more availability, giving you a better selection of units to choose from.
• Local Moving and Storage Solutions: A seamless move starts with the right support. Professional moving companies offer reliable services, while storage solutions can be a lifesaver for those in between leases. Need more moving advice? Check out our Chicago Relocation Guide for expert tips.
• Hidden Gems to Explore: Once you’ve settled in, take time to uncover Chicago’s lesser-known gems. Grab a cup of expertly brewed coffee at Osmium Coffee Bar, browse unique finds at P.O.S.H. Chicago, or soak in city views from a quieter, tucked-away rooftop like The Up Room in Wicker Park. Every neighborhood has its own treasures, and discovering them is part of the adventure of living in Chicago.

Ready to Make the Move? Let Luxury Living Chicago Help

Chicago offers an unmatched blend of culture, convenience, and lifestyle perks — making it one of the best places to call home. Whether you’re drawn to its world-class dining, vibrant nightlife, or stunning lakefront, the city has something for everyone.

Finding the right apartment can be overwhelming, but Luxury Living Chicago is here to help. With deep expertise in the Chicago rental market, we match clients with their ideal apartments and neighborhoods, offering exclusive listings, personalized support, and a stress-free search process.

Let’s find your perfect home in Chicago. Contact Luxury Living Chicago today to get started!