Floor-to-ceiling windows offer stunning city views and fill spaces with natural light. The atmosphere stays clean, bright, and quiet, creating a calm environment. Amenities include a rooftop pool, gym, and in-unit washer and dryer, supporting a comfortable and convenient stay.
Sky Lounge offers a relaxed indoor spot to enjoy wine and nibbles after a long day. The rooftop pool and deck add to the calm atmosphere for unwinding or getting work done.
A large rooftop terrace features a pool and lounge areas with grills. The rooftop pool offers a breathtaking view and a relaxing atmosphere.
"The apartment had sensational views from floor-to-ceiling windows."
"The rooftop pool was a delightful bonus."
"The Night Lounge has a modern, fully stocked kitchen with everything you need."
Good to know
The apartment includes a fully equipped kitchen and a washer and dryer.
The location is within walking distance to restaurants and grocery stores.
There is no onsite parking available for guests.
Rooftop bar offers unbeatable city skyline views with both indoor and outdoor lounges. Atmosphere stays peaceful and spacious, with a vibe suited for quiet evenings rather than loud crowds. Cocktails are well-crafted and flavorful, complementing the setting for dates or nightcaps.
A small rooftop lounge sits atop a historic flatiron building now a hotel, offering both outdoor and indoor spaces. No food is served, making it a spot mainly for drinks and waiting.
The rooftop offers breathtaking views and a rooftop pool near the bar. A Warming Shack keeps it cozy in winter, making it great year-round.
Good to know
Reservations are recommended as the space fills quickly, especially on weekends.
The Up Room closes at midnight, but no new guests are allowed after 11pm.
Happy hour is a great time to visit on weeknights for discounted drinks.
Hotel offers a spacious rooftop bar with beautiful city views and heated outdoor igloos. Rooms feel spacious and elegant, though street noise can be noticeable. Fitness center provides a well-equipped gym with free weights and Peloton bikes.
The rooftop lounge offers a spectacular city view with the Chicago skyline visible from the bar. It serves excellent food and provides a great spot for grabbing drinks or food.
Incredible views define the rooftop experience here. The rooftop bar offers a great ambiance and attentive staff, making it a standout spot to relax.
Good to know
Parking costs $50 per night, with valet service only.
Breakfast is included with a variety of options.
The hotel is a 10-minute walk from the blue line station.
Large, well-decorated space features a library-themed course and a rooftop area with notable views. Atmosphere combines jazz music with a fun, social vibe suited for couples and groups. Miniature golf includes a digital scoring system enhancing the experience.
Cozy, eclectic, and upscale vibes create a stylish lounge atmosphere. Rooftop bar and lounge areas feature beautifully designed furniture for a cool bar feel.
Rooftop space sits on the 3rd floor with a bar perfectly placed between indoor and outdoor areas. The rooftop terrace offers a chill vibe and a memorable view despite not being expansive.
Good to know
Reservations are recommended, especially for larger groups or events.
The bar is wheelchair accessible, but the golf courses are not.
Expect upscale pricing for food and drinks at the venue.
Hotel offers an industrial chic vibe with luxurious, soulful ambiance and phenomenal rooftop views. Multiple bars and a café create a lively, celebratory atmosphere. Location near transit and neighborhood shops adds convenience and local flavor.
Rooftop lounges offer fantastic views and a gorgeous atmosphere. Multiple areas like the cocktail lounge and pool bar provide unique experiences within the same venue.
Multiple rooftops offer unique views of downtown Chicago. The rooftop bar provides a chill vibe with some of the best city views around.
Good to know
The Cabana Club is open to the public from 4-6 PM for happy hour.
Happy hour features discounted drinks and appetizers at The Robey.
Story hour at the Clever Coyote takes place every Sunday.
Rooftop lounge offers incredible 18th-floor views with a chic, modern design featuring plush seating and ambient lighting. Atmosphere stays vibrant and inviting, balancing lively music and conversation without overwhelming noise. Guests enjoy thoughtful cocktails and a mix of small plates in a stylish, energetic setting.
Cozy rooftop lounge with a mid-century modern design featuring leather couches, emerald green accents, and brass hardware. Atmosphere shifts from sun-soaked to chic lounge as the evening progresses.
Cozy and unique rooftop lounge with good views that look pretty at sunset. Offers a cute rooftop spot for drinks in a relaxed setting.
Good to know
Reservations are recommended for the best seating experience.
Pandan offers Southeast Asian inspired small plates and unique cocktails.
The outside seating area can fill up quickly.
Hotel offers modern, eclectic design with vibrant colors and creative communal spaces including a bar and terrace with city views. Rooms feature smart home technology and blackout shades, providing a quiet, well-insulated environment. Gym and workstations add to the functional, trendy atmosphere.
Lounge spaces feature modern decor and a great bar that create a relaxing and inviting vibe. Cleanliness stands out across the lounges, rooms, and even the lounge toilets.
Outdoor areas offer a relaxing vibe with a rooftop lounge perfect for drinks and city views. Live comedy shows and bands add to the entertaining atmosphere on the rooftop.
Good to know
The hotel is located in the heart of Chicago, close to major attractions.
Parking costs around $50 a night and is located a block away from the hotel.
The gym is one of the best hotel gyms available.
Rooftop bar offers panoramic lake and skyline views with a vibrant nightlife featuring loud music and DJs. Interior spaces feel cozy and quaint but show signs of wear and outdated decor. Amenities include a rooftop pool, sushi restaurant, and convenient coffee shop, creating a neighborhood boutique vibe.
Spectacular views of downtown, the lake, and Old Town define the rooftop lounge. Access to this beautiful space adds to the appeal, with delicious drinks and food served.
The rooftop offers incredible views of the lake, park, and city. The bar serves drinks with awesome service and a cool atmosphere.
Good to know
The rooftop bar may be closed for private events, check in advance.
Expect limited access to the rooftop bar during busy times.
Complimentary happy hour drinks are available on the rooftop.
Modern hotel offers spacious rooms with fantastic city views and a stunning rooftop bar. Atmosphere ranges from quiet and comfortable to lively at the bar, attracting couples and social gatherings. Amenities include a large fitness center, pool, and welcoming common areas.
The lounge offers an upscale and lively bar atmosphere with clean bathrooms and seating areas. Food options include great breakfast and really good pizza, making it a convenient spot for drinks and bites.
Rooftop features include a bar with city views and a terrace for receptions. Food and drinks at the rooftop bar are delicious, and the service is friendly and engaging.
Good to know
Valet parking costs $78 per night, with potential double charges.
Expect hidden fees, including a resort fee despite no resort amenities.
Room service charges $9 for bottled water.
Venetian-Gothic architecture shapes a stylish hotel with ornate woodwork and intricate carvings. Lively atmosphere fills public game rooms and a rooftop bar with great views of the lake and park. Athletic-themed amenities include basketball, bocce, and yoga, blending historic charm with active recreation.
A rooftop lounge offers views of Michigan Avenue’s top tourist spot, the Bean. The space includes a speakeasy room and a game room, creating a cozy and visually appealing atmosphere.
Spectacular city skyline views and a gothic all-glass roof create a unique rooftop experience. The spot works well for a pre-dinner drink with breathtaking sights of the stars and city.
Good to know
Happy hour runs daily from 4-6pm with discounted drinks.
Expect wedding crowds on weekends due to the hotel's wedding venue status.
Reservations are required weeks in advance for dinner at Cindy's Rooftop.
Hotel offers a rooftop pool with city views and a grand, elegant lobby. Atmosphere tends to be loud and busy, with frequent noise from construction, sirens, and lively groups. Rooms feel comfortable but somewhat outdated.
Staff at the lounge deliver excellent service with standout team members like Jose A. The lounge offers a gourmet experience that goes beyond typical hotel bars, paired with a rooftop pool and lounge area for a relaxed vibe.
An incredible rooftop pool sits on the 5th floor, offering fun for both kids and adults. The pool area includes a lounge space and stays busy, especially in summer.
Good to know
Parking costs $62 per day, regardless of discounts.
Breakfast is not included with the room rate, despite some bookings indicating otherwise.
The rooftop pool is closed until mid-July, which is not disclosed on the booking site.
Hotel offers great views and modern, comfortable rooms with thoughtful amenities like in-room kettles and a well-equipped gym. Rooftop bar and club create a loud atmosphere with bass noise permeating halls late into the night. Design is upscale and clean, but overall vibe is not warm or welcoming.
Spacious 2nd floor lounge offers a fun vibe with a friendly, professional bartender. Rooftop bar area adds a nice touch alongside the coffee lounge and simple restaurant.
Rooftop parties feature a rooftop bar with great views and a sweet coffee place. Staff are friendly from reception to the rooftop.
Good to know
Rooftop parties occur on weekends, featuring house music and a vibrant atmosphere.
Happy Hour offers complimentary drinks for guests from 4-5pm daily.
Reservations for special events like birthday celebrations are recommended for personalized services.