The Most Popular Upscale Chicago Neighborhoods

Chicago boasts a multitude of bustling, thriving neighborhoods, each with its unique charm. However, a few select neighborhoods stand out in terms of upscale living, elegant architecture, exclusive shopping, and fine dining. This article will guide you through some of the most popular upscale Chicago neighborhoods to check out.

Gold Coast

As the name suggests, Gold Coast is synonymous with high-end living and is one of the most affluent neighborhoods in Chicago. The area exudes elegance, thanks to its historic mansions, luxurious high-rise condominiums, and tree-lined streets. The Gold Coast is nestled along Lake Michigan, providing its residents with a picturesque waterfront setting.

Lincoln Park

Lincoln Park is a perfect blend of urban sophistication and suburban tranquility. The area is home to lush parks, tree-lined streets, stunning Victorian-style brick buildings, and modern luxury housing options. The neighborhood attracts families with its outstanding schools, while professionals and entrepreneurs enjoy its networking opportunities and proximity to downtown.

In Lincoln Park, you are never short of entertainment options. Head to the iconic Lincoln Park Zoo, enjoy a peaceful walk at the Nature Boardwalk or take in a show at the renowned Steppenwolf Theatre Company. The neighborhood also boasts a vibrant dining scene, with upscale venues such as North Pond, The Blanchard, and The J. Parker.

River North

River North offers a lavish, contemporary aesthetic that appeals to professionals, artists, designers, and creatives. The neighborhood is famous for its exceptional art galleries, design showrooms, grand architectural landmarks, and modern condominiums. Elegant high-rise buildings such as The Trump Tower and Marina City dominate the skyline.

Stroll through the River North Design District to discover luxury furniture stores, sample dishes from popular restaurants like RPM Italian and Beatrix, or enjoy a rooftop cocktail at London House Chicago or the Godfrey Hotel.


Located east of Michigan Avenue, Streeterville is a neighborhood teeming with opulent waterfront residences, first-class high-rises, and upscale retail spaces. This chic area boasts magnificent parks, world-class healthcare facilities, and internationally recognized institutions like the Chicago Museum of Contemporary Art and the Northwestern University Feinberg School of Medicine.

Streeterville residents enjoy access to exclusive shopping and dining hotspots such as the Magnificent Mile and Navy Pier. You can indulge in fine dining at renowned establishments such as The Signature Room at the 95th or Spiaggia.


And finally, Lakeview is one of those diverse upscale Chicago neighborhoods that encompass a perfect blend of modern high-rise buildings, historic mansions, and architecturally intricate homes. In the heart of Lakeview lies the vibrant Wrigleyville area, home to the iconic Wrigley Field and the Chicago Cubs, making it a popular destination for sports enthusiasts.

River North: One Of Chicago’s Hottest New Neighborhoods

Heralded as one of Chicago’s hottest neighborhoods, River North has transformed from its gritty industrial past into a vibrant, creative hub that attracts tourists and locals alike. With its contemporary architecture, eclectic art galleries, bustling nightlife, and gastronomic delights, it is fast becoming the go-to destination for those seeking a taste of urban luxury in the heart of the Windy City.

A Neighborhood Rich in Art and Architecture

This place is often praised for its fascinating combination of architectural styles. It houses a mix of charming 19th-century buildings, state-of-the-art skyscrapers, and upscale residential complexes.

The iconic Merchandise Mart is a noteworthy landmark, home to numerous showrooms and offices. The district has evolved into Chicago’s premier fine art gallery district, boasting the highest concentration of galleries outside of New York City.

A Food Lover’s Paradise

One of its most alluring qualities is its diverse culinary scene. The neighborhood offers a rich dining experience with options ranging from upscale steakhouses, innovative sushi bars, and Mexican eateries to Italian bistros and legendary deep-dish pizza joints. Some must-visit spots include RPM Steak and Siena Tavern.

Food enthusiasts can also visit seasonal farmers’ markets and sample local farm-fresh produce, handmade goods, and tasty treats. Eataly, an Italian gourmet food and wine market, is a popular destination for both dining and shopping.

Bustling Nightlife

Its nightlife presents no shortage of entertainment. The area boasts an array of upscale lounges, welcoming pubs, craft breweries, and trendy nightclubs. You’ll find live music venues, comedy clubs, and even luxury bowling alleys catering to every preference. This place proves to be the perfect place for those seeking to take advantage of Chicago’s famous nightlife scene.

Retail Therapy in River North

Eager shoppers will find themselves spoilt for choice in this neighborhood, as it is home to upscale boutiques, antique dealers, and big-name fashion retailers. Whether you’re seeking luxury brands, unique souvenirs, or Chicago-specific items, this district has something for you.

A Green Oasis

Despite its urban charm, River North offers a respite from city life through its many green spaces. Ward (A. Montgomery) Park, a popular riverside park, features a playground, a dog park, and even a climbing wall. With the Chicago River’s stunning backdrop, green spaces dot the area, allowing for a peaceful break without having to travel far.

Easy Access

Lastly, its central location makes it easily accessible to those traveling in and out of Chicago. The neighborhood benefits from proximity to major highways and excellent public transportation options, including the city’s famed ‘L’ train. Many of Chicago’s renowned attractions, such as The Magnificent Mile, Navy Pier, and Millennium Park, are within walking distance or a short ride away.