Sky55 Chicago
Sky55 Chicago Apartments, Chicago
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Sky55 Chicago Overview and Highlights
Overview
Sky55 Chicago: Luxurious Living in the Heart of the South Loop
Sky55 Chicago stands as a striking architectural landmark featuring a curved glass tower that offers panoramic views of the city’s skyline and lakefront. Located at 1255 S Michigan Avenue, this luxury apartment complex situates residents steps from Grant Park, the Museum Campus, and major transportation hubs, embodying the best of downtown Chicago urban living.
Modern Apartment Features Designed for Comfort and Style
Each apartment at Sky55 boasts expansive floor-to-ceiling windows that flood the space with natural light while framing stunning views, enhancing the sense of openness and connection to the cityscape. Select units showcase gourmet kitchens equipped with stainless steel appliances, quartz or granite countertops, kitchen islands, and pantries. Contemporary plank-style flooring and large walk-in closets add to the comfort and convenience.
Additional in-home features include:
- In-unit washer and dryer
- Keyless entry systems
- Linen closets
- Balconies, patios, or terraces in select apartments
- Live/work spaces for added flexibility
A Wealth of Amenities to Enhance Lifestyle
Sky55 offers residents an extensive range of amenity spaces blending relaxation, entertainment, and wellness. The outdoor pool with a landscaped deck and hot tub provides an ideal retreat, complemented by garden areas with grills and a fireplace. A 24-hour fitness center with cardio and weight equipment ensures residents can maintain an active lifestyle at any hour.
Other notable community amenities include:
- Spa facilities
- Conference and catering kitchens perfect for gatherings
- A media lounge and game room featuring billiards
- On-site retail shops and a convenience store
- A clubhouse and multiple lounges, including a separate penthouse lounge
- Secured garage parking with over 300 spaces and a car wash station
Sky55 also maintains professional onsite property management and 24/7 door staff, delivering security and top-tier resident services.
Prime Location in Chicago’s Thriving South Loop
Residents at Sky55 enjoy unparalleled access to Chicago’s vibrant South Loop neighborhood. The location is rated a “Walker’s Paradise” with a WalkScore of 98 and offers seamless connectivity with a transit score of 100, thanks to close proximity to the Roosevelt CTA station and other transport hubs.
The area surrounding Sky55 features:
- Diverse dining options ranging from classic Chicago pizza giants like Giordano’s to cozy cafes including Little Branch Cafe
- Retail destinations like Trader Joe’s, Jewel-Osco, the Roosevelt Collection shopping center, and nearby big-box stores
- Cultural landmarks such as the Field Museum, Shedd Aquarium, and Grant Park
- Easy access to the Loop business district and McCormick Place convention center
This blend of urban amenities and natural attractions makes Sky55 an exceptional choice for those seeking a sophisticated lifestyle in Chicago.
Experience Elevated Urban Living at Sky55 Chicago
Sky55 Chicago combines architectural elegance, thoughtfully designed living spaces, and a comprehensive amenities package in one of the city’s most dynamic neighborhoods. From the spectacular skyline views and modern apartment interiors to the rich array of community spaces and prime South Loop location, Sky55 offers a truly elevated standard of city living.
Address
1255 S Michigan Ave, Chicago, IL
Building Type
Rental
Year Built
2006
Amenities
Average rating of 3.3 based on 6 reviews
Carolyn
Derek
Lindsey
Frequently Asked Questions
Location & Neighborhood
South Loop

The South Loop has been the center of new residential construction in Chicago for the last decade as people have realized just how convenient it is. South Loop boasts a large amount of green space, Soldier Field, and an easy commute to The Loop. While many South Loop buildings are brand new high rises, the rent is comparably more affordable than other neighborhoods.
Taking a lakeshore stroll or running along the lake is easy for South Loopers, with its convenient location. Residents of South Loop can be found dining outside at a cafe or taking advantage of their building’s ample amenities on weeknights. The weekends in South Loop are spent walking to Shedd Aquarium or Adler planetarium for whimsical exploration. Or, using the money saved on rent to attend Lollapalooza or go shopping downtown.
Because South Loop is mostly residential, the nightlife options here are slim to none. Most people head downtown for their entertainment, which makes this neighborhood a quiet place to settle down.
From The Blog
Disclaimer

Pricing, availability, and concessions are subject to change at any time and without notice. Photos may be of various model units and apartment availability and lease terms may vary. Information is believed to be accurate, however is subject to errors and omissions. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.