Upside Chicago Costs & Pricing
Upside Chicago offers competitive rental pricing that aligns closely with both Cook County and broader Illinois averages. For a one-bedroom unit, Upside Chicago's rate of $3,500 is slightly above Cook County's average of $3,256 but remains in the ballpark of Illinois' overall average at $3,527. When considering two-bedroom accommodations, Upside Chicago's cost of $5,500 significantly exceeds both the Cook County average of $4,412 and the state average of $4,208. This suggests that while Upside Chicago may appeal to those seeking premium living experiences or amenities not readily available elsewhere, prospective renters should weigh these higher costs against their individual needs and preferences. Overall, the pricing reflects a distinctive value proposition tailored for residents who prioritize urban lifestyle benefits and unique offerings within the cityscape.
| Floor plans | Upside Chicago | Cook County | Illinois |
|---|
| 1 Bedroom | $3,500 | $3,256 | $3,527 |
| 2 Bedrooms | $5,500 | $4,412 | $4,208 |
Overall Review of Upside Chicago
common
16 reviews mention this
Staff responsiveness stands out
Residents consistently describe the staff as helpful, kind, and responsive.
Across the reviews, residents single out the team’s day-to-day helpfulness, including prompt maintenance and staff members who are available when something is needed. Multiple reviewers also mention a welcoming, community feel from the concierge/front desk experience. A small number of residents express the opposite view, criticizing the leasing manager’s professionalism and the move-in process.
common
12 reviews mention this
Building amenities feel polished
The building’s in-unit and shared features are a major draw for residents.
Residents describe spacious, light-filled apartments with upgrades like large windows, terraces, and modern appliances. They also point to shared spaces and conveniences on higher floors, including a pool and fitness/yoga areas, plus details like mail/package handling and other community amenities. A number of reviewers emphasize the overall quality of the building and the feel of the spaces as part of why they stayed or recommended it.
common
4 reviews mention this
On-site events and happy hours
Residents mention fun on-site programming, including happy-hour style events.
Several reviews highlight social programming hosted for residents, including happy-hour events and tenant activities. One resident also calls out the role of the on-site team in planning these gatherings. This lines up with the community offering a range of organized classes, outings, and social events.
common
4 reviews mention this
Location near restaurants and transit
Residents like the location’s easy access to dining, shopping, and transit.
Reviews repeatedly mention the convenience of the surrounding neighborhood, especially for restaurants, museums, and shopping. Residents also point to nearby essentials and quick access to transit options. The community’s location is reflected in how close it is to well-known spots and transit corridors.
caveat
2 reviews mention this
Move-in experience gets mixed reviews
A couple of reviews raise concerns about leasing and appointment reliability.
While most comments are positive, two reviews specifically criticize the leasing office and a manager’s professionalism, including issues with canceled appointments during the key collection process. Another negative note advises caution based on how leadership handled the rental process. These concerns are limited in number, but they show up clearly when residents describe move-in logistics.
How we summarize
Counts show how many written reviews mention each theme; a review can touch several themes, and only frequently mentioned themes are displayed.
Active Adult Communities (55+)
Air-conditioning
Bath tubs
Cable or satellite TV
Fireplaces
Full kitchen
Garden view
Ground floor units
Private patio, deck, or balcony
Wheelchair accessible showers
Wi-Fi/high-speed internet available
Chicago Midway (10 miles away)
Chicago 
Art classes
Cooking classes
Day trips and outings
Educational speakers / life long learning
Forever fit
Happy hour
Karaoke
Live dance or theater performances
Live musical performances
Live well programs
Wine tasting
Excellent access to diverse nearby amenities (cafes, parks, pharmacies, hospitals, restaurants, theater).
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