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Luxury Assisted Living in Chicago: Our Top Picks for 2023

Ready to explore the best assisted living in Chicago and the surrounding suburbs? Seniorly shares our favorites in this 2023 roundup.

By Haley Burress Updated on Oct 30, 2023

For many adults who live in the city and the surrounding suburbs, it’s true what they say – there’s just something special about Sweet Home Chicago. Once you fall in love with this major Midwestern city and everything it has to offer – the beaches of Lake Michigan, the arts and culture, and the dining – it’s difficult to imagine leaving. Fortunately, there are plenty of high end assisted living options in Chicago and the suburbs that give adults the chance to find the perfect environment for senior living in this exciting and bustling city.

Senior living in Chicago

Setting aside the frigid winters, there are many reasons why retirees look at staying in the Chicagoland area once they leave full-time work. For those looking to consult or volunteer, Chicago provides an array of opportunities to stay active and connected professionally. Healthcare providers and hospital systems are plentiful throughout the area, including cutting edge providers like the Rehabilitation Institute of Chicago. For city-dwellers, the elevated train (or "the El") is easy to navigate as well as the city buses. In the suburbs, affordable senior housing and transportation is easy to find and schedule. Add all these up and you've got the formula for an engaged senior living experience with a city feel.

The Best Assisted Living in Chicago

Ready to begin your search for the right senior living community for you? We’ve rounded up some of the best communities in the city and in the suburbs. No matter where you visit, we're sure you’ll feel that Chicago pride and Midwestern hospitality as soon as you walk in any of these doors.

Vi at The Glen

Located in the high end north shore suburbs, Vi at The Glen recently underwent a $6.1 million renovation to update the community, with stunning results. This life plan community provides a continuum of senior care all on one campus: independent living, assisted living, memory care, and skilled nursing services.

Vi at The Glen is a luxury senior living community that features three restaurants on its campus, with the dining team being led by award-winning executive chef Jose Luna. In addition, residents enjoy access to amenities and services including a salt-filtered pool and therapeutic whirlpool, outdoor spaces and English garden, putting green, movie theater, beauty salon and art studio. Needless to say, you’ll find everything you want - including Midwestern hospitality - at Vi.

Belmont Village Senior Living Lincoln Park

Tucked in the heart of Chicago’s vibrant neighborhoods bustling and exciting Lincoln Park neighborhood, Belmont Village senior living has breathed new life into the old, mid-rise Nellie Black building in the area. The community provides independent living, assisted living, and memory care services to the Chicago urban retiree.

Belmont Village residents enjoy being where the action is; a vibrant community with access to dining, shopping, and cultural opportunities close by. In addition, residents have access to amenities and services that include chef-prepared dining with outdoor dining patio, free scheduled transportation, a screening room, and support through the community’s Diabetes Center of Excellence.

The Admiral at The Lake

Looking out on Lake Michigan, The Admiral at The Lake features elevated senior living in one right in downtown Chicago. The community provides a full continuum of care in its high-rise building: independent living, assisted living, memory care, and skilled nursing services.

The Admiral at The Lake is home to a group of diverse and unique residents, which means you are sure to walk away from each conversation feeling inspired. In addition, residents enjoy amenities and services like fine dining experiences in a restaurant style dining room, gardens and shared outdoor spaces, meditation rooms, swimming pool, and creative arts studio. Staff members also completed training with SAGECare to provide fully inclusive LGBTQ+ services. This a truly inclusive assisted living facility with structured programs to support DEI. 

The Clare

Perfectly located in Chicago’s famed Gold Coast neighborhood, The Clare is situated just steps away from everything the city has to offer. The Clare is a senior living community that provides a full continuum of care, just minutes from the Magnificent Mile: independent living, assisted living, memory care, and skilled nursing services.

Residents at The Clare enjoy living in a walkable neighborhood with shopping, dining, parks, social events and cultural opportunities right outside their front door. In addition, residents have access to community amenities and services that include chef-prepared meals in multiple onsite restaurants, complimentary continental breakfast, linen service, fitness center, and massage room.

Clarendale Six Corners

At Six Corners on the northwest side of the city, Clarendale Six Corners provides five-star senior living services with the flair of a boutique hotel. The community provides independent living, assisted living, and memory care services.

Residents at Clarendale Six Corners enjoy an upscale urban retirement in a mid-rise, 10 story building, just steps from dining, shopping, and the city atmosphere. Amenities and services include valet parking, fitness studio, movie theater, art studio, and 4th floor outdoor terrace.

Covenant Living at Windsor Park

An urban retirement in the bustling city of Chicago may not be for everyone. Covenant Living at Windsor Park is located in the quaint and quiet northwestern suburb of Carol Stream. This senior living community offers a large campus with a full continuum of care available to residents: independent living, assisted living, memory care, and skilled nursing.

Residents enjoy a suburban lifestyle with 5 lakes on campus, fully stocked with fish, and lots of outdoor space while still knowing they are close enough for a quick trip to shop, dine, or catch a production in Chicago. Amenities and services include restaurant-style dining, walking paths, outdoor spaces including a gazebo, woodworking shop, game room, and resident gardens.

Cedarhurst of Naperville

Tucked in the quiet and affluent western suburbs, Cedarhust of Naperville offers residents all-inclusive, maintenance-free senior living outside of the hustle and bustle of the city. The community provides both assisted living and memory care services in convenient location.

Residents at Cedarhurst of Naperville enjoy amenities including on-site access to physical, occupational, and speech therapy, restaurant-style dining, and personal mailboxes. In addition, the community features a lovely library, beauty and barber shop, private spa with whirlpool bath, and courtyard with raised garden beds.

Maple Glen

For adults living with Alzheimer’s disease or another type of dementia, the right type of specialized community can provide peace of mind health, safety, and comfort. At Maple Glen in suburban Glen Ellyn, memory care is the only service offered, making it a truly specialized community and special experience.

Residents at Maple Glen enjoy a beautiful home in a community designed to meet the challenges of dementia. Team members are trained on best practices of care as well as their seven pillars of Living Well®, which include regular access to nature, art, and music. In addition, family members are encouraged to become a part of life in the community. 


Nestled on 22 acres of land just minutes from the affluent western suburb of Wheaton, Wyndemere gives residents friendly neighbors, caring and dedicated staff, personalized assistance, and a vibrant lifestyle. This senior living community has a full continuum of senior care on its large campus: independent living, assisted living, memory care, and skilled nursing.

Residents at Wyndemere enjoy amenities and enrichment programs and services including an indoor pool, raised gardening beds, bar and lounge, and lovely living rooms and other gathering spaces. Dining at Wyndemere is a true experience. Residents have the choice of multiple venues on campus, including a private dining room and grab-and-go convenience store. A favorite monthly event is Table 16, a multiple-course meal and wine pairing served by a member of the dining team.

Finding High End Assisted Living in Chicago

Throughout the city and suburbs, you’ll find a wide variety of assisted living facilities. However, not all of these senior living communities provide a luxury experience. The right assisted living community will not only provide around-the-clock assistance, but will also pay close attention to the resident’s full experience with a focus on hospitality. Begin your senior housing search by narrowing down your preferred location and start from there.

Start your search today!
written by:

Haley Burress

Haley Burress writes for Seniorly on the topic of senior living and the aging experience.  With a long history of roles in Life Enrichment and Dementia care management for top senior living providers like Sunrise Senior living, Haley now also serves the non-profit senior living sector in a volunteer capacity.  Ms. Burress holds a Bachelor's degree in Healthcare Administration from Northern Illinois University and a Master's degree in Therapeutic Recreation Administration from Aurora University.

View other articles written by Haley

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