Moving from Florida to Chicago: Your Comprehensive Guide (Plus Apartment Recommendations)

As far as cross-country moves go, few will garner more raised eyebrows than moving from Florida to Chicago. And yet, if you’re a member of this unique group, you’re not alone — thousands of people relocate from the Sunshine State to the Windy City every year, and for good reason. While Chicago may not boast palm trees or iguanas, it offers a wealth of job opportunities, a vibrant cultural scene, and abundant urban amenities, all within a reasonable price range.

In fact, the cost of living in Chicago is 2% lower than in Miami and even more affordable than places like Boca Raton. So, if you’re seeking an upscale, urban lifestyle with luxurious living options, you can’t go wrong with Chicago.

But what can you expect when you turn in your year-round flip-flops for trendy spring jackets and cozy winter coats? Here’s everything you need to know before making the move from Florida to Chicago.

Climate Comparison: Florida Sunshine vs. Chicago’s Four Seasons

One of the most striking changes you’ll experience when moving from Florida to Chicago is the weather. While Florida enjoys sunshine and mild temperatures almost all year long, Chicago delights in a rich tapestry of weather that includes pleasant summers, vibrant autumns, breezy springs, and, yes, chilly winters. For those relocating to Chicago from Florida, the thought of braving those winters might raise a bit of anxiety.

But don’t worry! You can absolutely learn to appreciate the unique charms of Chicago winters — especially when you’re living in a luxury apartment equipped with amenities designed for comfort during the colder months. With the right home base, you’ll find yourself embracing the beauty of each season in no time.

Apartment Spotlight: The Dylan

If you’re moving from Florida to Chicago and seeking a luxury apartment that offers comfort during those chilly winters, look no further than The Dylan. Nestled in Fulton Market, one of Chicago’s most vibrant neighborhoods, residents enjoy convenient access to an array of popular restaurants and trendy bars right at their doorstep.

Inside, The Dylan boasts an impressive selection of high-end amenities designed for modern living. You’ll find features like attached indoor parking, a co-working space, cozy fire pits, and a fully equipped fitness center, all geared towards making those winter months easier and more enjoyable.

The Dylan offers a variety of apartment options, including studios, convertible units, and one-bedroom layouts, perfect for your new urban lifestyle.

Moving from Florida to Chicago: From Coastal Living to Urban Charm

When moving from Florida to Chicago, you’ll find that the shift from beachfront and suburban communities to urban luxury neighborhoods opens up a whole new world of living experiences. For instance:

For those moving from Palm Beach, Chicago’s Gold Coast could be the perfect blend of the new and the familiar. With historic architecture, high-end boutiques, and close proximity to the lakefront, the Gold Coast neighborhood is one of the most luxurious neighborhoods in the Windy City.

If you’re coming from Fort Lauderdale, make sure you check out Lincoln Park. In Lincoln Park, you’ll find tree-lined streets, sprawling parks, and an eclectic mix of shops and restaurants, making it an ideal spot for those seeking a balance between city life and nature.

And finally, anyone moving from Miami’s Brickell might feel most at home in Chicago’s Fulton Market. Miami’s Brickell neighborhood, known for its modern skyscrapers and bustling nightlife, has a lively energy that can also be found in Chicago’s Fulton Market. This up-and-coming area is filled with trendy restaurants, vibrant street art, and a strong sense of community, offering a perfect blend of urban excitement and local flavor.

Apartment Spotlight: Maeve on Ashland

Maeve on Ashland is situated in one of Chicago’s hottest neighborhoods: West Loop. Renowned as a premier destination for foodies, shoppers, and art enthusiasts, West Loop shares a vibrant energy with Miami’s Brickell and Wynwood neighborhoods. Maeve on Ashland is a contemporary apartment building that perfectly blends an ideal location with sought-after amenities, including a package concierge, attached indoor parking, and condo-quality finishes.

Residents can enjoy a variety of apartment features, such as private balconies in select units, pet-friendly options, full-size appliances, and expansive floor-to-ceiling windows that flood the space with natural light.

Cost of Living: Comparing Florida and Chicago’s Luxury Markets

When it comes to the cost of living, moving from Florida to Chicago can be a refreshing surprise, especially if you’re used to the price tags in luxury markets like Miami, Palm Beach, or Boca Raton. That’s because Florida’s beachfront properties often come with premium price points, while Chicago’s luxury apartment scene offers exceptional value for money.

Chicago’s upscale neighborhoods (such as the Gold Coast, Fulton Market, and River North), provide a rich array of amenities and stunning architecture without breaking the bank. On average, you can expect to pay less for a luxury apartment in Chicago than in comparable areas of Florida. This means you can enjoy a chic urban lifestyle with access to world-class dining, shopping, and culture — all while saving on rent.

Apartment Spotlight: The Elizabeth

Nestled in the heart of Fulton Market, The Elizabeth seamlessly combines luxury and convenience. Surrounded by a vibrant array of shopping and dining options, along with expansive green spaces, The Elizabeth provides residents with a sophisticated living experience. Enjoy top-notch amenities, including on-site coffee service, a co-working space, EV charging stations, and a dog spa.

Apartments at The Elizabeth offer a variety of options, ranging from cozy studios and one-bedroom spaces to spacious two- and three-bedroom layouts.

Moving from Florida to Chicago: From Laid-Back Vibes to Urban Living

When moving from Florida to Chicago, you should be ready for a significant lifestyle shift. While Florida is renowned for its laid-back atmosphere, Chicago pulses with a dynamic, fast-paced urban culture. The Windy City boasts world-class dining, an unrivaled art scene, and some of the most sought-after shopping destinations in the country.

Chicago also has plenty to offer outdoor enthusiasts. The stunning Lake Michigan is lined with picturesque parks, scenic bike paths, and inviting beaches. Plus, the lake itself is perfect for water activities like sailing, jet skiing, and paddleboarding.

Apartment Spotlight: The Streeter

Few neighborhoods capture Chicago’s vibrant urban energy quite like Streeterville. At the heart of this lively area, The Streeter stands tall as a stunning 50-story luxury apartment building. Residents can indulge in a wealth of amenities, including indoor and outdoor pools, a surround sound media room, and a sun deck complete with grilling stations. Plus, living at The Streeter means easy access to the variety of cultural and entertainment venues that Streeterville has to offer.

With a diverse selection of apartments, The Streeter caters to everyone, featuring options from studios  and convertible spaces to spacious  three-bedroom apartments and luxurious three-bedroom penthouses.

Transportation: From Florida Highways to Chicago’s Public Transit System

Moving from Florida, where highways reign supreme and long commutes are the norm, you’ll find Chicago’s public transit system to be a refreshing change of pace. The CTA trains and buses offer an efficient way to navigate the city, making it easy to reach work, dining, and entertainment hotspots without the hassle of traffic.

Living in a neighborhood with easy access to public transit not only reduces your reliance on a car but also opens up a world of possibilities. You can explore Chicago’s vibrant neighborhoods, enjoy spontaneous nights out, and even squeeze in a bit of exercise with a leisurely walk to the train station. In other words, say goodbye to the daily grind of traffic jams and hello to a more relaxed and connected lifestyle!

Apartment Spotlight: The Leo

Among Chicago’s luxury apartments, few offer a more convenient location than The Leo. Nestled in the vibrant River North neighborhood, residents enjoy easy access to some of the city’s best nightlife, dining, and shopping destinations, as well as proximity to the Brown and Red CTA lines. Inside The Leo, residents are treated to a host of high-end amenities, including attached indoor parking, fire pits, fitness stations, a private party room, and a stylish resident lounge.

Available units at The Leo include one-bedroom apartments and one-bedroom + den spaces, making it a perfect choice for those seeking both luxury and convenience.

Apartment Hunting in Chicago: How Luxury Living Simplifies Your Move

Hunting for an apartment in Chicago? Luxury Living is here to make your transition smooth and hassle-free. Our full-service approach covers everything from curated lists of luxury rentals to personalized move-in support, ensuring you find the perfect place that meets your needs.

With concierge-level attention, our dedicated team provides stress-free apartment tours tailored just for you. Whether you’re moving from sunny Florida or just looking for a new start, we’re committed to making your apartment search as enjoyable as possible. Let us handle the details so you can focus on embracing your new home in Chicago.

Moving from Florida to Chicago? Find Your Perfect Home with Luxury Living

Get in touch with our team today to take advantage of our complimentary services.